Monthly Rentals in Sarasota

(70 rentals)

Are you looking for a sunny getaway? Our monthly rentals in Sarasota, Florida, offer the perfect escape. Whether you're seeking a winter retreat or a long-term stay, Sarasota has it all. From stunning beaches to vibrant cultural scenes, there’s something for everyone.

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Sarasota Condo
2 BR | 1 BA | Sleeps 6 | Quick View
Sleeps 6, 2 bedrooms, 1 bathroom
1 review
last minute deal
LAST MINUTE DEAL 4/5 - 5/17: $99/night on all open nights April & May 2025. Contact us today to book your trip!

Distance to beach: 4 miles to Siesta Key Beach

$112

avg/night

$112
avg per night
Offer for: Apr 5 - May 17:
$99/night on all open nights April & May 2025. Contact us today to book your trip!

View Details

Key Amenities

  • Air conditioning
  • Pet friendly
  • Pool
  • Rentals by owner
  • WiFi

About this property

Welcome to your oasis of comfort and style in the heart of Siesta Key, just moments away from the world-renowned Siesta Key Beach and the vibrant city of Sarasota. This meticulously designed 2-bedroom condo offers a perfect blend of modern elegance and coastal charm. Escape the crowds and enjoy the serenity ...

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Property Type

Sarasota Condo

Featured review

"Convenient location to beach, shopping and attractions"

The condo was conveniently located close to Siesta Key and other beautiful beaches. The condo was within walking distance to shopping, restaurants and other attractions. The fenced in backyard and walking ...

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DEAL
Sarasota House
3 BR | 2 BA | Sleeps 8 | Quick View
Sleeps 8, 3 bedrooms, 2 bathrooms
1 review

$286

avg/night

$286
avg per night
View Details

Key Amenities

  • Air conditioning
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Located in a quiet cul-de-sac, this property offers a peaceful and tranquil setting. Away from the hustle and bustle of the city, you can enjoy a serene and calm environment in your own home.The private lanai with a saltwater pool provides a secluded outdoor space where you can relax and unwind. Whether ...

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Property Type

Sarasota House

Featured review

"Private oasis"

My wife and I stayed at this charming property for 3 weeks in November/December 2024. It truly is an oasis because the location of the property is in a quiet small Close with easy access to the Sarasota ...

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Sarasota Cottage
1 BR | 1 BA | Sleeps 1 | Quick View
Sleeps 1, 1 bedroom, 1 bathroom

$24

avg/night

$24
avg per night
View Details

Key Amenities

  • Air conditioning
  • WiFi

About this property

Charming Vintage Old Florida, Cypress independent mother-in-law cottage nestled in lush, tropical setting. Lots of windows and skylights. Must see. Turnkey - furnished in contemporary rustic style. Could not ask for better location than the Granada area - Siesta Key and Downtown minutes away. 580 ...

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Property Type

Sarasota Cottage

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Sarasota House
3 BR | 3 BA | Sleeps 9 | Quick View
Sleeps 9, 3 bedrooms, 3 bathrooms
7 reviews

$235

avg/night

$235
avg per night
View Details

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • WiFi

About this property

Enjoy being close to everything at this smoke free centrally-located, peaceful catty-corner to Sarasota’s 10 acre Gillespie Park home. Minutes to the beaches, & walk to shopping, restaurants, bay front, arts, Whole Foods, coffee shops, etc. This 3 BD/3.5 BA home includes a detached over-sized ...

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Property Type

Sarasota House

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Sarasota Townhome
3 BR | 2.5 BA | Sleeps 4 | Quick View
Sleeps 4, 3 bedrooms, 2.5 bathrooms

Distance to beach: 6 miles to Siesta Key

$77

avg/night

$77
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner

About this property

3 Bedroom Townhome just off Bee Ridge Rd in Parkstone gated community. 10 minutes from Sarasota Memorial Hospital, 2 blocks to the Legacy Trail. 1 car attached garage, enclosed lanai, patio overlooking a pond. The home is in excellent condition

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Property Type

Sarasota Townhome

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Sarasota House
3 BR | 3 BA | Sleeps 8 | Quick View
Sleeps 8, 3 bedrooms, 3 bathrooms

$539

avg/night

$539
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Turnkey furnished home, 3 bedrooms, 2 bathrooms, 2 car garage, king bed in master bedroom with walk-in shower, soaking tub and large walk-in closet. Queen beds in the 2 guest rooms. Heated private pool.

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Property Type

Sarasota House

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Sarasota Condo
2 BR | 2 BA | Sleeps 4 | Quick View
Sleeps 4, 2 bedrooms, 2 bathrooms

$189

avg/night

$189
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

A Great Home Away from Home Boatyard Gated Community Comfy Lanai for relaxing and entertaining Bamboo Wood Floors 2 bedrooms (one king and one queen bed) and 2 bathrooms Heated Pool Upgraded features include new paint and wonderful main bedroom walk in shower Wonderful fishing with several ...

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Property Type

Sarasota Condo

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Sarasota House
3 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Distance to beach: 2 miles to Cresent Beach

$310

avg/night

$310
avg per night
View Details

Key Amenities

  • Air conditioning
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Florida living at its best… just MINUTES to the beaches of SIESTA KEY!NOT YOUR TYPICAL RENTAL. The minute you walk in the door you will fall in love with the oversized living room with vaulted ceilings and white porcelain floors that shine throughout the entire home. A pair of 7 ft sliders ...

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Property Type

Sarasota House

Featured review

"Our extended stay in your beautiful home."

This home is in a well located, quiet location near Siesta Key Beach. We loved how clean and spacious it is. The home has such an inviting and cozy feel to it. The pool was a nice touch. The homeowners ...

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Sarasota House
3 BR | 2 BA | Sleeps 8 | Quick View
Sleeps 8, 3 bedrooms, 2 bathrooms

$250

avg/night

$250
avg per night
View Details

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Three bedroom two bath heated pool home in a great location! Enjoy the fire pit or hot tub at night! Updated kitchen and bathrooms. Convenient location.

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Property Type

Sarasota House

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Sarasota Bungalow
2 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 2 bedrooms, 2 bathrooms

Distance to beach: 2 miles to Crescent Beach

$250

avg/night

$250
avg per night
View Details

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • Private pool
  • Rentals by owner
  • WiFi

About this property

This gorgeous 1940’s bungalow style secluded beach hideaway with your own private pool and jacuzzi is the perfect escape! Treat yourself to a peaceful and relaxing vacation that's just a 4-minute drive or a short 6 block walk from world famous Siesta Key Beach! Hosts provide beach towels, ...

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Property Type

Sarasota Bungalow

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Sarasota Condo
2 BR | 2 BA | Sleeps 4 | Quick View
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Distance to beach: 0.5 miles to Siesta Key

$156

avg/night

$156
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

NEWLY DECORATED LUXURY WATERFRONT CONDO FOR COUPLES GETAWAY - BOAT DOCK /PRIVATE SLIP FOR BOAT(When Available)/JET SKIS - Walk to beach, town, shopping, top restaurants, live music, and entertainment.Sit on the lanai and watch the boats, occasional dolphins & manatees, pelicans and other wildlife ...

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Property Type

Sarasota Condo

Featured review

"Comfortable Condo"

This is such a comfortable, well decorated and fully equipped condo. The location was very quiet with nice views and in a great location for accessing the beach and siesta key. You can easily bike to siesta ...

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Sarasota House
3 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 3 bedrooms, 2 bathrooms
2 reviews
owner special
Owner special: Huge savings for May 2025!

$316

avg/night

$316
avg per night
Owner special:
Huge savings for May 2025!

View Details

Key Amenities

  • Air conditioning
  • Beachfront
  • Hot tub
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Welcome to your private waterfront paradise in the heart of Sarasota! This beautifully designed 3-bedroom, 2-bathroom retreat offers the perfect blend of luxury, comfort, and serene natural surroundings. With a heated pool and spa, this home is fully stocked to provide you with the ultimate indoor-outdoor ...

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Property Type

Sarasota House

Featured review

"Great Place"

There were only 2 of us and we had this huge house to ourselves. This is a family-friendly "home" with a large open kitchen/dining/family room area, lots of open space, and a great screened in outdoor ...

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Sarasota Villa
2 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 2 bedrooms, 2 bathrooms

$171

avg/night

$171
avg per night
View Details

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • Pool
  • Rentals by owner
  • WiFi

About this property

Apr-Dec: $1200/week, $2990/month Dec-Apr: $3500/week, $12,990/monthPOOL AREA & LAKE-VIEW, KING BED, WOOD-FLOOR and FREE WIRELESS HIGH-SPEED INTERNET all for the LOWEST PRICE in the area !!! - 5 mins from the whitest sands of Siesta Beach!!! WORLD-CLASS RESORT! Or Sister villas with tropical garden ...

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Property Type

Sarasota Villa

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Sarasota Condo
2 BR | 2 BA | Sleeps 4 | Quick View
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Distance to beach: 4 miles to Siesta Key

$106

avg/night

$106
avg per night
View Details

Key Amenities

  • Air conditioning
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Turnkey Furnished Short Term Rental. Welcome home to this 2 bedroom,2 bathroom unit located in Carrington Place with its Heated Pool,Covered Parking,and Elevators. This slice of paradise sits in an incredible location. Only Minutes from Palmer Ranch. This coveted 3rd floor unit boasts a picture-perfect ...

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Property Type

Sarasota Condo

Featured review

"Great place. Great Host"

Meghan was a wonderful host. The place was just as shown and was just what we needed. The condo is in excellent condition newly renovated, and the beds were very comfortable. We will definitely stay again

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Sarasota Condo
3 BR | 2 BA | Sleeps 5 | Quick View
Sleeps 5, 3 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 7 miles to Siesta Key Beach

$107

avg/night

$107
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Serene, Spacious, & Clean, centrally located in Sarasota & in the beautiful Village Brooke, 1st Floor condo w/ 3 Bed., 2 Full Ba. is Fully Furnished & available for Rent. This condo is well maintained inside & out; equipped w/ everyday essentials, as well as, having an in complex ...

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Property Type

Sarasota Condo

Featured review

"Village Brooke is a great location"

Village Brooke's location gives easy access to all of the Sarasota area and is a very peaceful and well maintained development. The owners of this unit were super helpful in providing the extra items we ...

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Sarasota House
3 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 3 bedrooms, 2 bathrooms
3 reviews

$209

avg/night

$209
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pet friendly
  • Rentals by owner
  • WiFi

About this property

The house is a bright, open floor plan, 3 bedroom, 2 bath home near the Siesta Beaches. Within a 15 minute drive are numerous golf courses, Benderson rowing facility, many very good locally owned restaurants of diverse ethnicities, and large shopping malls. This property is nestled in a quiet community ...

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Property Type

Sarasota House

Featured review

"Awesome Place!"

We escaped here from the cold northeast and it was perfect! Fully stocked kitchen that made it so easy to cook and pretend it's our own house. Super close to the beaches without having to deal with the ...

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Sarasota Condo
2 BR | 2 BA | Sleeps 4 | Quick View
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 0.5 miles to Siesta Key Crescent Beach Access 12

$211

avg/night

$211
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

This newly decorated luxury condominium is located in The Boatyard, a highly sought after, gated community on the intracoastal. It is within walking distance to gorgeous Siesta Key Crescent Beach, many water sport activities, shopping, restaurants and more. Private boat slips are also available, right ...

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Property Type

Sarasota Condo

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Sarasota House
3 BR | 3 BA | Sleeps 8 | Quick View
Sleeps 8, 3 bedrooms, 3 bathrooms
22 reviews

$235

avg/night

$235
avg per night
View Details

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • WiFi

About this property

Enjoy being close to everything at this smoke-free, centrally-located, peaceful catty-corner to Sarasota’s 10 acre Gillespie Park home. Minutes to the beaches, & walk to shopping, restaurants, bay front, arts, Whole Foods, coffee shops, etc. This 3 BD/3.5 BA home includes a detached over-sized ...

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Property Type

Sarasota House

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Sarasota House
3 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 3 bedrooms, 2 bathrooms
4 reviews

$300

avg/night

$300
avg per night
View Details

Key Amenities

  • Air conditioning
  • WiFi

About this property

updated 10/14: Fortunate to have no hurricane damage.3 bedroom/2 bath home located near the south bridge to Siesta Key.Bright and airy beach style decor. Light filled open format living room, dining room, kitchen. 65" flat screen smart TVMaster Suite with king bed, walk-in closet, ...

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Property Type

Sarasota House

Featured review

"Great location, fully stocked, very clean"

We stayed here for 4 1/2 weeks starting 3-1-25. Very clean and probably one of the best stocked vacation rentals we’ve ever used. It didn’t have a pool, but we knew that going in and the beach is only ...

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Sarasota Condo
2 BR | 2 BA | Sleeps 2 | Quick View
Sleeps 2, 2 bedrooms, 2 bathrooms
3 reviews

Distance to beach: 10 miles to Siesta key,Longboat key

$95

avg/night

$95
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Lovely, serene community convenient to shopping, restaurants, beaches, (Siesta Key, Lido Beach, Longboat Key, and Anna Maria Island), Sarasota Airport, cultural and artsy downtown Sarasota, and St. Amand's Circle. Many activities abound in this beautiful area for all ages. You are between 5 and ...

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Property Type

Sarasota Condo

Featured review

"Wonderful time!"

Our month of June in this condo was fantastic! Loved sitting on lanai watching all the wildlife and... resident alligators I guess!...throughout the day. We visited beaches from Anna Maria to Siesta Key... ...

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Sarasota House
3 BR | 2.5 BA | Sleeps 6 | Quick View
Sleeps 6, 3 bedrooms, 2.5 bathrooms
3 reviews

$230

avg/night

$230
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pet friendly
  • Rentals by owner
  • WiFi

About this property

This has just become available for winter of 24-25. The renter for the past 13 years has bought a place of their own nearby.The house is a bright, newer construction (in 2011) 3 bedroom home near the Siesta Beaches. This property is nestled in a quiet community a 10 minute walk from the white sands ...

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Property Type

Sarasota House

Featured review

"Comfortable home in a great neighborhood"

We’ve been renting 6217 Beechwood from Bill for many years. Once we found this house and neighborhood, we knew we had found the perfect place for our Florida visits! The house is large and well designed. ...

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Sarasota House
3 BR | 3.5 BA | Sleeps 7 | Quick View
Sleeps 7, 3 bedrooms, 3.5 bathrooms
3 reviews

$361

avg/night

$361
avg per night
View Details

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pet friendly
  • Rentals by owner
  • WiFi

About this property

Our 3 bedroom, 3 1/2 bath beach house is located on Siesta Key and is on the gulf side of Beach Road. Our home is a standalone unit on 3 levels with 2 decks, a ground level patio, with a on e car garage. We are directly on Crescent Beach with gulf views and have a private access to the beach. It is ...

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Property Type

Sarasota House

Featured review

"Well taken care of beach front rental."

This house was great for our family. It was right on the beach and walking distance to town. It was clean and I don’t think we saw a bug inside the whole time. Great communication with the owner as well. ...

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Sarasota Condo
2 BR | 2 BA | Sleeps 4 | Quick View
Sleeps 4, 2 bedrooms, 2 bathrooms
4 reviews

Distance to beach: 0.5 miles to Siesta Key Crescent Beach

$206

avg/night

$206
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

NEWLY REMODELED - LUXURY WATERFRONT CONDO FOR COUPLES GETAWAY - BOAT DOCK/PRIVATE SLIP FOR BOAT/JET SKIS - Walk to beach, town, shopping, top restaurants, live music, and entertainment.Sit on the lanai and watch the boats, dolphins, manatees, pelicans and other wildlife - it is a gorgeous spot!Walk ...

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Property Type

Sarasota Condo

Featured review

"Incredible stay!! 10 stars out of 5."

Beautifully decorated condo in prime location. Extra clean and upscale. Best location on the harbor with water views and walking distance across the bridge onto Siesta Key's Tiki Bar. Owner is a pleasure ...

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Sarasota Condo
3 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 3 bedrooms, 2 bathrooms

$142

avg/night

$142
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Imagine enjoying a glass of fine wine on a private balcony, marveling at the spectacular views of a championship golf course! Well, this stylish 3BR, 2BA gem overlooks the 5th hole of the Wellen Park Golf & Country Club, offering unparalleled comforts and conveniences in a prime, well-connected location. ...

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Property Type

Sarasota Condo

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Sarasota Townhome
2 BR | 2.5 BA | Sleeps 6 | Quick View
Sleeps 6, 2 bedrooms, 2.5 bathrooms
2 reviews
last minute deal
LAST MINUTE DEAL 4/5 - 5/17: $99/night on all open nights April & May 2025. Contact us today to book your trip!

Distance to beach: 11 miles to Siesta Key Beach

$112

avg/night

$112
avg per night
Offer for: Apr 5 - May 17:
$99/night on all open nights April & May 2025. Contact us today to book your trip!

View Details

Key Amenities

  • Air conditioning
  • Pet friendly
  • Pool
  • Rentals by owner
  • WiFi

About this property

Step inside this beautiful townhome and discover a thoughtfully designed space that exudes comfort and style. The townhome boasts modern features, including fixtures and appliances ensuring both functionality and elegance.Located just a short drive (~20 minutes) to Siesta Key Beach, rated the #1 ...

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Property Type

Sarasota Townhome

Featured review

"New, Comfortable Townhouse"

We had a very relaxing stay at this brand new, super clean, comfortable townhouse. Our host was so understanding to help accommodate my husband and I at the last minute! Since this was a new rental, there ...

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DEAL
Sarasota Mobile home
1 BR | 1 BA | Sleeps 6 | Quick View
Sleeps 6, 1 bedroom, 1 bathroom

$121

avg/night

$121
avg per night
View Details

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • Pool
  • Rentals by owner
  • WiFi

About this property

Family friendly, beautiful vacation home rental at the best RV resort in sunny Sarasota!Guest accessGuests have full access to the outdoor heated pool, bar, grill and restaurant. If guests so choose, they may participate in any on property activities as well as utilize any of our sports courts ...

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Property Type

Sarasota Mobile Home

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Sarasota Condo
2 BR | 2 BA | Sleeps 4 | Quick View
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

$200

avg/night

$200
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Situated on the Sarasota Intercoastal Waterway just South of the Stickney Point Bridge on the mainland, our 2 bedroom, 2 bathroom with Bonus room awaits you! Park your boat right outside your door with the 36 ft. boat slip that comes with this property! Conveniently located within walking distance ...

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Property Type

Sarasota Condo

Featured review

"Siesta Beauty!"

The location is amazing, the condo is beautiful and the owner is awesome. The beach is a short 10 min walk, as well as numerous restaurants/bars and coastal shops. There are a couple of different free ...

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Sarasota Condo
2 BR | 2 BA | Sleeps 5 | Quick View
Sleeps 5, 2 bedrooms, 2 bathrooms
5 reviews

Distance to beach: 14 miles to Siesta Key Beach

$117

avg/night

$117
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Our penthouse condo is located in Sarasota (Manatee County), Florida within the Palm Aire residential condominium community at Palm Aire at DeSoto Lakes, Inc., Golf Side. It is uniquely situated on the top floor of the only 4-story building erected within the Golf Side community. Directly across from ...

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Property Type

Sarasota Condo

Featured review

"Relaxing established neighborhood"

Condo was very comfortable for 2 people. If you don’t mind a queen size bed. Great view of golf course off back glassed in sitting area. Though this unit doesn't come with golf privileges. It is very ...

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Sarasota Condo
2 BR | 2 BA | Sleeps 4 | Quick View
Sleeps 4, 2 bedrooms, 2 bathrooms
16 reviews

Distance to beach: 4 miles to Nokomis, Turtle Beach, Siesta Key, Venice etc.

$73

avg/night

$73
avg per night
View Details

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • Rentals by owner
  • WiFi

About this property

Very pleasant tastefully furnished condo at this attractive and friendly golf and country club community. Ideal vacation spot. Lovely morning sun at east lanai and afternoon sun at west lanai overlooking 18th tee and pond. Master bedroom with King bed, full bathroom and walk-in closets, second bedroom ...

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Property Type

Sarasota Condo

Featured review

"Very nice"

Nice, comfortable, well furnished condo in a very good location. Short drive to several beaches. Nice amenities and very close to pool. Very nice golf course and a screened in lanai to overlook a lake ...

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Sarasota Condo
2 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 2 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 50 yards to Lido Beach

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Welcome to our stunning ground floor condo, nestled directly on the pristine Gulf of America along a tranquil stretch of Lido Beach. Say goodbye to stairs and elevators – step right into your paradise!Completely renovated in 2025, this condo offers a fresh and modern retreat, designed with ...

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Property Type

Sarasota Condo

Featured review

"Absolutely Wonderful"

We rented this gorgeous Condo for the month of March, 2024. First of all, the location is perfect, right on Lido Beach with a pool onsite and right down the street from St. Armand's Circle in Sarasota. ...

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Sarasota House
2 BR | 2 BA | Sleeps 4 | Quick View
Sleeps 4, 2 bedrooms, 2 bathrooms
15 reviews

Distance to beach: 2 miles to Siesta Key Beach / Cresant Beach

$105

avg/night

$105
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Quiet, private and pet friendly 2 bedroom, 2 bath, swimming pool home in Gulf Gate just 5 minutes to Siesta Key and her Beaches! Your Rental Fee includes the following (Rent, Cleaning Fee, Florida 12% taxes, Cable, Water & Utilities). Pet Fee additional to rental fee. NO Owners or Service Fees, ...

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Property Type

Sarasota House

Featured review

"Enjoyed stay"

Stayed here 3 weeks in November, the house was clean and well supplied with all you could need. The pool was great and the owners were very enjoyable to deal with. The only draw back I could see was myself ...

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Sarasota Condo
2 BR | 2 BA | Sleeps 4 | Quick View
Sleeps 4, 2 bedrooms, 2 bathrooms
6 reviews

Distance to beach: 1 miles to Siesta Key

$78

avg/night

$78
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • Rentals by owner
  • WiFi

About this property

OUR RATES:June-November 2025 $2400 December 2025 $3500 January 2025 $5000 February-March 2025 $6000 April 2025 $3900*Calendar months only. *Ask for our 6-month plus special rate *Pet Friendly, Community pool ...

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Property Type

Sarasota Condo

Featured review

"Great stay at Oasis on Osprey"

It was a pleasure working with Ana (and her husband). The unit was clean, modernized, and comfortable. The area was very nice, quiet, friendly neighbors and kept clean. Location was good, plenty of restaurants ...

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Sarasota Condo
2 BR | 2 BA | Sleeps 4 | Quick View
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

This newly decorated luxury condominium is located in The Boatyard, a highly sought after, gated community on the intracoastal. It is within walking distance to gorgeous Siesta Key Crescent Beach, many water sport activities, shopping, restaurants and more. Private boat slips are also available, right ...

View all property information

Property Type

Sarasota Condo

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Sarasota Condo
1 BR | 1 BA | Sleeps 2 | Quick View
Sleeps 2, 1 bedroom, 1 bathroom

Distance to beach: 3 miles to Lido

$250

avg/night

$250
avg per night
View Details

Key Amenities

  • Air conditioning
  • Private pool
  • Rentals by owner
  • WiFi

About this property

VERY PRIVATE PENTHOUSE Live in a luxurious, very private, gated community, small (only 22 units), award winning modern condominium complex in the Rosemary District of Sarasota, built in 2019. Small and private is the key. Ride up the elevator to the top, 4th floor, walk a few steps and you are at ...

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Property Type

Sarasota Condo

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Sarasota Mobile home
2 BR | 2 BA | Sleeps 4 | Quick View
Sleeps 4, 2 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 9 miles to Siesta Key

$193

avg/night

$193
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

This beautifully renovated home offers an open-concept living space, ideal for those looking to enjoy comfort and style. With two spacious bedrooms and two well-appointed bathrooms, this home is perfect for relaxation and privacy. Relax and enjoy the outdoors in your private lanai area. Located just across ...

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Property Type

Sarasota Mobile Home

Featured review

"Siesta Key Gem"

My sister and I stayed at Turtle Cove for the month of February. Everything was immaculate with a brand new kitchen and appliances. We really appreciated the extra touches that were provided such as the ...

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Sarasota Villa
2 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 2 bedrooms, 2 bathrooms
1 review

Distance to beach: 3 miles to Lido Beach

$100

avg/night

$100
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Your home away should feel like home. This 2 bedroom 2 bath villa is smartly decorated and equipped with all the things necessary for comfort and practical living. Fully furnished with comfort in mind. The primary bedroom has a queen-sized bed, an en-suite bath, walk-in closet and sliders to the screened ...

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Property Type

Sarasota Villa

Featured review

"Truly a hidden gem"

We really love this property. We have traveled extensively and stayed in dozens of Airbnbs. This cozy condo has been superior in most every way. It is ideally located to investigate the highlights of Sarasota. ...

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Sarasota Condo
1 BR | 1 BA | Sleeps 4 | Quick View
Sleeps 4, 1 bedroom, 1 bathroom
5 reviews

Distance to beach: 2 miles to Siesta Key beach

$73

avg/night

$73
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • Rentals by owner
  • WiFi

About this property

OUR RATES:June-November $1999 December $3000 January $4500 February-March $5000 April-May $3000*Calendar months only. *Pet Friendly, Private Yard, First Floor Unit. *Community pool and gym in Complex. *Ask for our 6-month ...

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Property Type

Sarasota Condo

Featured review

"A great place to stay with great hosts!"

All I can say is that our hosts made our three month stay a pleasure. The condo was extremely clean and very nicely decorated. The location was fabulous just blocks from Siesta Key and minutes away from ...

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Sarasota Condo
2 BR | 1.5 BA | Sleeps 4 | Quick View
Sleeps 4, 2 bedrooms, 1.5 bathrooms
1 review

Distance to beach: 5 miles to Siesta Key Public Beach Access

$108

avg/night

$108
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Come and unwind in this quiet and cozy 2 br/1.5 ba, first floor end unit condo, situated just a short 10 minute drive to the cool emerald waters of Siesta Key, named the nation's best beach - twice! Relax in this tastefully furnished condo located in a small, quiet community, surrounded by grocery ...

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Property Type

Sarasota Condo

Featured review

"Cozy"

We had a wonderful stay in this beautifully decorated and updated condo. Enjoyed the pool. The place was quiet and close to the beach. The owner was very friendly and accommodating. We loved it so much ...

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Sarasota Condo
1 BR | 1 BA | Sleeps 4 | Quick View
Sleeps 4, 1 bedroom, 1 bathroom
3 reviews

Distance to beach: 3 miles to Siesta Key

$80

avg/night

$80
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pet friendly
  • Pool
  • Rentals by owner
  • WiFi

About this property

Newly renovated 1br/1ba, 2nd floor condo in the Sienna Park, Sarasota, Fl. A community pool and a tennis court are provided at 1+1 condo, which is set in Sarasota, 5 min drive from Siesta Key Public Beach. This apartment offers air-conditioned accommodation with a balcony. The apartment features 1 separate ...

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Property Type

Sarasota Condo

Featured review

"Awesome place to stay"

We were in unit 146 and totally loved it. So clean and welcoming. Would definately rent again. Thank you!

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Sarasota Condo
2 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 2 bedrooms, 2 bathrooms
3 reviews

$91

avg/night

$91
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pet friendly
  • Pool
  • Rentals by owner
  • WiFi

About this property

2br/2ba first floor condo, Situated a short 5-minute drive from the cool emerald waters of Siesta Key Beach, on the North edge of Palmer Ranch. This tropical resort community is a relaxing oasis under the warm skies of the Gulf Coast. With its swaying palms, shimmering lake views and world-class resort ...

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Property Type

Sarasota Condo

Featured review

"Awesome place"

We loved this place. The condo is really very very clean. the decoration style beach house very pretty. The beds are comfortable. Eva the owner is a lovely person!

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Sarasota House
3 BR | 2 BA | Sleeps 7 | Quick View
Sleeps 7, 3 bedrooms, 2 bathrooms

$257

avg/night

$257
avg per night
View Details

Key Amenities

  • Air conditioning
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Fantastic vacation spot with a luxurious screened in private heated pool - this spacious house has all the amenities of home so you'll never want to leave! Just a quick 7-10 minute drive to the beautiful free public beach, 12 minutes to fun Siesta Village, and 20 minutes to St Armand's Circle ...

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Property Type

Sarasota House

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Sarasota Condo
1 BR | 1 BA | Sleeps 2 | Quick View
Sleeps 2, 1 bedroom, 1 bathroom
3 reviews

$80

avg/night

$80
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pet friendly
  • Pool
  • Rentals by owner
  • WiFi

About this property

For less than you would pay for a small 3 star hotel room, you can rent our turn-key furnished condo overlooking Bobby Jones golf course. Available all summer and fall through Dec. 15th. One month minimum.Tucked behind Bobby Jones Golf Course You Will Discover One of Sarasota's Best Kept Secrets! ...

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Property Type

Sarasota Condo

Featured review

"Condo"

We actually stayed at a different one from what was listed owner has 9 rental properties. Overall was fine. Outside could use updates.

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Sarasota Apartment
2 BR | 1 BA | Sleeps 6 | Quick View
Sleeps 6, 2 bedrooms, 1 bathroom
2 reviews

$84

avg/night

$84
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pet friendly
  • Pool
  • Rentals by owner
  • WiFi

About this property

Newly renovated 2br/1ba, 980 sqft, 2nd floor condo in the Sienna Park, Sarasota, Fl.

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Property Type

Sarasota Apartment

Featured review

"Siesta Key"

Wonderful location right close to the beach. Lovely and well stocked with whatever you need. Tami was great!

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Sarasota Apartment
2 BR | 1 BA | Sleeps 6 | Quick View
Sleeps 6, 2 bedrooms, 1 bathroom
1 review

Distance to beach: 4 miles to Siesta Key Beach

$88

avg/night

$88
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pet friendly
  • Pool
  • Rentals by owner
  • WiFi

About this property

Newly renovated 2br /1 ba, shower cubicle, 980sqft, ground floor, private backyard, condo in the Sienna Park, Sarasota Fl.

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Property Type

Sarasota Apartment

Featured review

"Convenient and comfortable"

I very much enjoyed staying here for two months. Everything in the condo worked well, the location was great for me and my cat. Easy to get downtown or to the beaches and many golf courses.The complex is ...

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Sarasota Villa
2 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 2 bedrooms, 2 bathrooms
7 reviews

Distance to beach: 5 miles to Siesta Key Beach

$130

avg/night

$130
avg per night
View Details

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

Our house has a renovated kitchen with newer appliances including washer and dryer in the laundry area. The two bathrooms are also renovated. Our "American Dream" is decorated and prepared to make it feel as homely as possible.Bedroom 1 has a King bed which means that 3 can fit. In bedroom ...

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Property Type

Sarasota Villa

Featured review

"Great stay!"

Our first time staying in Airbnb. Was very skeptical but because our friends stayed in this area, we decided to give it a try. Clean house! Large living room! Everything needed for dining is clean and ...

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Sarasota Condo
2 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 2 bedrooms, 2 bathrooms
5 reviews

Distance to beach: 3 miles to Siesta Key

$90

avg/night

$90
avg per night
View Details

Key Amenities

  • Air conditioning
  • Private pool
  • Rentals by owner
  • WiFi

About this property

My wife and I are recently retired educators. We ARE NOT multiple rental property owners. We own this one condo and are snowbirds from Pennsylvania. Our place is newly remodeled floor to ceiling! The Oasis complex is a prime location in close proximity to downtown Sarasota, Siesta Village, & nationally ...

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Property Type

Sarasota Condo

Featured review

"Very nice condo"

Convenient location minutes from the beach, shopping and entertainment. Our host was very helpful and the condo was well equipped. Would stay again. No washer and dryer was a bit inconvenient but laundry ...

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Sarasota Condo
1 BR | 1 BA | Sleeps 4 | Quick View
Sleeps 4, 1 bedroom, 1 bathroom
9 reviews

Distance to beach: 1 miles to Siesta Key

$187

avg/night

$187
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pet friendly
  • Pool
  • Rentals by owner
  • WiFi

About this property

ONE OF THE BEST LOCATIONS IN SARASOTA! Very nice and quiet condo complex. Three miles close to the most beautiful beach in the United States. All amenities are within walking distance; groceries, restaurants, entertainment, etc! 1 Bedroom condo can comfortably accommodate up to 4 people One queen ...

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Property Type

Sarasota Condo

Featured review

"Pristine golf course and beautiful condo"

We were very pleased with our condo which was very modern and well organized. Views, pools and amenities were to notch.

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Sarasota Condo
4 BR | 3.5 BA | Sleeps 8 | Quick View
Sleeps 8, 4 bedrooms, 3.5 bathrooms

$852

avg/night

$852
avg per night
View Details

Key Amenities

  • Air conditioning
  • Beachfront
  • Hot tub
  • Pool
  • WiFi

About this property

Immerse yourself in beachfront bliss at Lido Bliss: Imagine stepping off the elevator into your private sanctuary. Breathtaking panoramic views of the Gulf of Mexico greet you from your expansive balcony, setting the scene for an unforgettable stay. This meticulously kept, 4-bedroom 3.5 bath haven exudes ...

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Property Type

Sarasota Condo

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Sarasota Condo
2 BR | 2 BA | Sleeps 4 | Quick View
Sleeps 4, 2 bedrooms, 2 bathrooms

$83

avg/night

$83
avg per night
View Details

Key Amenities

  • Air conditioning
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Contact: Erana Pulli or Joesgirl16@ Newly renovated condo. First-floor end unit with a beautiful, private courtyard. Large, light, bright, and airy best describes our home! Granite countertops and stainless steel appliances are found in our eat-in kitchen. Another large dining table off the living area. ...

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Property Type

Sarasota Condo

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Sarasota House
3 BR | 3.5 BA | Sleeps 6 | Quick View
Sleeps 6, 3 bedrooms, 3.5 bathrooms

Distance to beach: 7 miles to Siesta Key Beach

$267

avg/night

$267
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Luxury lakefront home on a quiet cul de sac located in pristine Palmer Ranch. Kick back on the covered front porch and relax in the glider and rocking chairs. Soak up some sun in the screened in lanai with heated saltwater pool overlooking the lake. Enjoy community amenities such as the clubhouse, lighted ...

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Property Type

Sarasota House

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Sarasota Vacation Rentals

Monthly Rentals in Sarasota

Your Perfect Monthly Rental Awaits

Explore a diverse selection of monthly rentals tailored to meet your needs. Whether you prefer a cozy condo close to the vibrant downtown or a spacious home near the tranquil beaches, Sarasota has a variety of options to choose from. Enjoy the flexibility and comfort of a long-term rental in this beautiful coastal city.

Why Rent Monthly?

Cost Savings: Monthly rentals often come with discounted rates compared to short-term stays, making it more economical for extended vacations or work assignments.

Flexibility and Comfort: Renting monthly allows you to settle into a routine and truly experience the local lifestyle. Enjoy the comfort of a home-like environment with all the amenities you need for a long-term stay.

Stress-Free Living: With a monthly rental, avoid the hassle of frequent check-ins and check-outs. Unpack, relax, and fully enjoy your time in Sarasota without the constant need to move.

Community Feel: Staying longer helps you become part of the community. Get to know the locals, find your favorite spots, and feel more at home in Sarasota.

Book Your Monthly Rental Today

Don’t miss the chance to stay in one of the most desirable locations in Florida. Browse our listings for monthly rentals in Sarasota and find the perfect place for your extended stay. With a variety of options to choose from, you’re sure to find a rental that fits your needs and makes your stay in Sarasota unforgettable.

Plan Ahead

Thinking about next year? Secure your spot now for seasonal rentals and ensure you get the best accommodations for your stay. Whether you’re planning a winter escape or a long-term summer visit, booking early guarantees you the perfect rental.

Amenities and Perks for Longer Stays

Furnished Rentals: Fully furnished rentals include a kitchen and all the amenities you need to live comfortably for a month or longer.

Flexibility You Need: Choose your exact move-in and move-out dates and easily book online without any additional commitment or paperwork.

Simple Monthly Prices: Enjoy special rates for long-term vacation rentals and a single monthly payment without additional charges.

Work-Friendly Spaces for Digital Nomads: Find long-term stays with high-speed Wi-Fi and dedicated working spaces, perfect for traveling professionals.

Popular Amenities for Monthly Rentals

🥘 Kitchen
📶 Wi-Fi
🐾 Pet friendly
💻 Laptop-friendly workspace
🚗 Free parking on premises

Monthly Rentals in Sarasota for Any Type of Traveler

Discover the Perfect Monthly Rental for Your Group

Planning a getaway with a medium-sized or large group in Sarasota? Our selection of monthly rentals includes spacious homes designed for groups of 8 or more people. Find the ideal accommodation complete with private pools, large kitchens, and ample space to relax and enjoy. Explore options with 7+ bedrooms and multiple bathrooms to ensure everyone has room to unwind.

Family-Friendly Monthly Rentals

Looking to plan a large family trip? Sarasota offers numerous family-friendly monthly rentals equipped with amenities like private pools, game rooms, and hot tubs. Enjoy activities such as biking, swimming, hiking, and more. Find roomy rentals that can comfortably house a large family with five or more beds and multiple bathrooms. Start your search now to find the perfect family-friendly rental in Sarasota.

Romantic Getaways for Couples

Browse our best offers for couples seeking a private getaway in Sarasota. Enjoy relaxing activities like hiking, swimming, and biking. Our romantic monthly rentals come equipped with jacuzzis, spas, and picturesque views of Sarasota's beautiful scenery. Plan your couple's retreat and find the perfect place to create unforgettable memories.

Winter Getaways and Snowbirds

Winter Retreats in Sarasota

Escape the cold and enjoy the warmth of Sarasota during the winter months. Our monthly rentals are perfect for snowbirds looking to spend the winter in a sunny and pleasant climate. With average temperatures ranging from the mid-60s to mid-70s Fahrenheit, Sarasota offers an inviting escape from the winter chill.

Why Sarasota is Perfect for Snowbirds

Ideal Climate: Enjoy mild and comfortable weather throughout the winter, perfect for outdoor activities and relaxation.

Community Atmosphere: Join a vibrant community of fellow snowbirds and enjoy social activities, clubs, and events designed for winter visitors.

Healthcare and Amenities: Sarasota is well-equipped with top-notch healthcare facilities, senior-friendly amenities, and services to ensure a comfortable stay.

Recreational Opportunities: From golfing and fishing to leisurely walks on the beach, Sarasota offers a variety of recreational activities to keep you active and entertained.

Book Your Winter Stay Now

Secure your winter retreat in Sarasota by booking one of our monthly rentals. Enjoy the best that Sarasota has to offer and make your winter getaway a memorable experience. Explore our listings and find the perfect home away from home for your winter escape.

Enjoy Beach Activities in Sarasota

Sarasota boasts some of the most beautiful beaches in Florida, making it a paradise for beach lovers. When you stay in one of our monthly rentals, you'll have easy access to a variety of beach activities:

  • Swimming and Sunbathing: Relax on the soft, sandy shores and take a refreshing dip in the Gulf of Mexico's warm waters.
  • Beachcombing: Stroll along the coastline and discover an array of shells and other treasures washed ashore.
  • Water Sports: Try exciting water sports like jet skiing, paddleboarding, and kayaking.
  • Fishing: Cast a line from the shore or book a deep-sea fishing excursion to catch a variety of fish.
  • Beach Picnics: Enjoy a picnic with a view, as you dine al fresco with the sound of the waves in the background.
  • Sunset Watching: Sarasota is famous for its breathtaking sunsets. End your day by watching the sun dip below the horizon, painting the sky with vibrant colors.

Seasonal Information about Sarasota Monthly Rentals

💰 Highest rates: In March
🎉 Busiest month: January
🏠 Popular home types: Condo and House rental
🔥 Hottest months: July and August
❄️ Coldest months: January and December
Rainiest months: June and August
🌺 Best months for flowers: April and May
🌴 Peak tourist season: December to April
🍂 Quietest months: September and October
🌊 Best beach months: April and May
🏌️ Best golfing months: November to April
🎨 Top cultural events: Sarasota Film Festival (April), Sarasota Music Festival (June)
🍽️ Best dining months: January to March (Restaurant Weeks)
🦋 Nature activities peak: March to May (Butterfly watching and bird migrations)
🛶 Water sports season: June to September
🏖️ Best months for shelling: May and June
📅 Local festivals peak: December to April

Explore our listings today to find the perfect monthly rental in Sarasota, Florida, and make the most of your beachside getaway!