Cheap Vacation Rentals in Sarasota

(31 rentals)
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Sarasota Condo
2 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 2 bedrooms, 2 bathrooms

$86

avg/night

$86
avg per night
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Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner

About this property

Fully furnished, 2 bedroom, 2 bath condo located on the 18th hole of the meadows golf course . All utilities included. One month rental. Rents at $120.00 per day. 10 minutes to the airport, 5 minutes to UTC mall, 20 minutes to Lido beach and siesta key beach and 40 minutes from Nikomis and Anna Marie ...

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Property Type

Sarasota Condo

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

Distance to beach: 3 miles to Siesta Key

$90

avg/night

$90
avg per night
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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

"Comfort and Convenience"

We searched for a 2 bedroom, clean, comfortable and affordable condo that’s in close proximity to the beach and we found it! Now that our grandkids have moved to Sarasota, we make sure to visit regularly. ...

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

Distance to beach: 11 miles to Lido Beach

$91

avg/night

$91
avg per night
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Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

HIGHLY DESIRABLE PALM AIRE condo! Availability on calendar. See NOTES for more availability details. FURNISHED FIRST FLOOR CORNER UNIT with Panoramic LAKE and GOLF VIEWS! This two-bedroom, two bath unit is freshly painted and offers many upgrades. Newer AC unit. The kitchen features include granite ...

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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
2 reviews

Distance to beach: 10 miles to Lido beach

$105

avg/night

$105
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Highly desirable unit at the luxurious Serenata Condominium Residencies. Spectacular split floor plan featuring 10' ceilings, large living room with dining room and fully equipped kitchen, 2 niece bedrooms with huge walking closets, beautiful lanai with extra storage, laundry room and more.

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Property Type

Sarasota Condo

Featured review

"Wonderful home away from home!"

We have stayed in this particular unit for the past 3 winters and would return in a heartbeat if it were not for unexpected health issues recently, some of which are aggravatd by stair climbing. It is ...

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

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

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Sarasota Condo | On the beach
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.

$112

avg/night

$112
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 | 1 BA | Sleeps 6 | Quick View
Sleeps 6, 2 bedrooms, 1 bathroom
1 review

Distance to beach: 4 miles to Siesta Key Beach

$114

avg/night

$114
avg per night
View Details

Key Amenities

  • Air conditioning
  • 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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Sarasota Townhome
2 BR | 2.5 BA | Sleeps 4 | Quick View
Sleeps 4, 2 bedrooms, 2.5 bathrooms
2 reviews

Distance to beach: 11 miles to Siesta Key Beach

$119

avg/night

$119
avg per night
View Details

Key Amenities

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

$120

avg/night

$120
avg per night
View Details

Key Amenities

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

About this property

TEMPORARY HURRICANE HOUSING NOV. THRU DEC. 31st. AVAILABLE JAN. 1st through April. All winter.Tucked behind Bobby Jones Golf Course you will discover One of Sarasota's Best Kept Secrets! "The Hideaway" Uniquely Designed Villa Overlooking the Golf Course, Pool. Private, Screened ...

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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 Condo
1 BR | 1 BA | Sleeps 4 | Quick View
Sleeps 4, 1 bedroom, 1 bathroom
1 review

$120

avg/night

$120
avg per night
View Details

Key Amenities

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

About this property

Tired of staying in a hotel ROOM or an Airbnb? For about the same price as you would pay for an AirBnB room in someone else's home where you share a kitchen and bath with strangers....and a lot less than a three star Hotel ROOM you can rent our turn key furnished condo..................................................14 ...

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Property Type

Sarasota Condo

Featured review

"Slum landlord"

Walked in and out! We couldn’t stay here, old n musty! He refused a fair refund. We paid $3700 and he returned $1500. Slum landlord and crook! Very run down building, Dirty on the outside and inside. ...

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

Distance to beach: 4 miles to Siesta key

$121

avg/night

$121
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pet friendly
  • 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

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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

$126

avg/night

$126
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

This is a 2 bedroom 2 bath villa. Single story. 2 assigned parking spaces. Heated pool. Small quiet complex near downtown. Fully furnished with 2 queen sized beds and a queen pull out couch. There is a lanai with table and chairs. BBQ grill out back. Beach chairs and umbrella included. Two blocks to Fruitville ...

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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
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

$128

avg/night

$128
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 Apartment
2 BR | 1 BA | Sleeps 6 | Quick View
Sleeps 6, 2 bedrooms, 1 bathroom
2 reviews

$131

avg/night

$131
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 House
2 BR | 2 BA | Sleeps 4 | Quick View
Sleeps 4, 2 bedrooms, 2 bathrooms

$133

avg/night

$133
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

$3500 off season (May-October) - $4000 in season (November-April) 2/2 + Den/Office Fully Furnished in quiet established Beekman Place Community. Recently completely renovated. All new appliances including washer/dryer. 2 car garage. Private corner lot with mature trees, beautiful patio and fenced ...

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Property Type

Sarasota House

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Sarasota House
2 BR | 1 BA | Sleeps 4 | Quick View
Sleeps 4, 2 bedrooms, 1 bathroom

$134

avg/night

$134
avg per night
View Details

Key Amenities

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

About this property

WINTER RENTALS WELCOMEA renovated Florida style charming paradise cottage featuring a tropical oasis backyard with large in-ground pool and bar area. This home is fully furnished and conveniently located. Enjoy a newly renovated home that includes an updated kitchen, living room, bathroom and bedrooms, ...

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Property Type

Sarasota House

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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

$134

avg/night

$134
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

$137

avg/night

$137
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 Apartment
2 BR | 1 BA | Sleeps 6 | Quick View
Sleeps 6, 2 bedrooms, 1 bathroom

Distance to beach: 4 miles to Siesta Key Beach

$138

avg/night

$138
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

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

Distance to beach: 1 miles to Siesta Key

$140

avg/night

$140
avg per night
View Details

Key Amenities

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

About this property

OUR RATES:December 2024 $2400 January 2025 $4000 February-March 2025 $5000 April 2025 $3900 May-December 2025 $2400*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

"A Year to Enjoy"

I have had the opportunity to stay at The condos here on S.Osprey Ave in 1 bedroom and 2 bedroom condos, both were wonderful!! . For a year I was able to stay in condo 102A it is a two bedroom two bath ...

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

Distance to beach: 13 miles to Siesta Key Beasch

$142

avg/night

$142
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

This 2 bedroom condo located in the heart of The Meadows will delight the avid seasonal tenant or short term vacation aficionado. A first floor end unit with a prime view of the courtyard and pool and steps away from one of The Meadows golf courses. This fully furnished unit will sleep 6 people on ...

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Property Type

Sarasota Condo

Featured review

"Perfect Location in Every Way"

First of all, Sandy was great. She was so responsive, kind, answered all my questions, and just went above and beyond. I booked with Sandy before ever having visited Sarasota as I needed a place to stay ...

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

Inquire for rates

Inquire for rates

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Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Arlington Hurricane Block Home with 2 Bedroom, 2 Bath home with "extra room" for sleeping, office, movie watching, etc. Remodeled bathrooms, bedrooms, new air conditioner, water heater, washer/dryer, vinyl plank waterproof flooring throughout. Owner uses this home as well.

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Property Type

Sarasota House

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

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

$147

avg/night

$147
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

"Amazing!"

Great clean place! Perfect! Pet friendly! Have everything! Beautiful yard and pool! Great communication

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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

$150

avg/night

$150
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 Condo
1 BR | 1 BA | Sleeps 4 | Quick View
Sleeps 4, 1 bedroom, 1 bathroom
4 reviews

Distance to beach: 2 miles to Siesta Key beach

$153

avg/night

$153
avg per night
View Details

Key Amenities

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

About this property

OUR RATES: January $4200 February- March $5000 April $3000 May-December $1999*Calendar months only. *Pet Friendly, Private Yard, First Floor Unit. *Community pool and gym in Complex. *Ask for our 6-month plus special rate *Boutique-style ...

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Property Type

Sarasota Condo

Featured review

"Oasis on Osprey unit 107A"

Location,location...This condo was perfectly located for easy access to Siesta Key and downtown Sarasota as well as convenient walkable areas.All information and photos were exactly as described in the ...

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

Distance to beach: 2 miles to Siesta Key

$158

avg/night

$158
avg per night
View Details

Key Amenities

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

About this property

AVAILABLE MAY 3, 2025. Stunning 2 bedroom 2 bathroom FIRST floor condo in Ashton Lakes. An assigned carport is steps away from the front door. No worries about climbing any stairs. This beautiful 1356 square foot jewel has a newer kitchen with hardwood cabinets and granite counter tops along with ...

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Property Type

Sarasota Condo

Featured review

"Wonderful location, very clean, landlord thought of everything"

I would highly recommend staying at this condo as it had everything one would need to make their stay enjoyable. The location is wonderful and the condo is on the first floor which helped facilitate carrying ...

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

Distance to beach: 4 miles to Crescent Beach Siesta Key

$175

avg/night

$175
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Spacious 2 bedroom/2 bath end unit villa is located in a tropical village setting. Enjoy all the amenities on site and its surrounding area. Close to Westfield Sarasota Square, Siesta Key, Casey Key along with many bars/restaurants/golf. Villa is 4 miles to Siesta Key (Crescent Beach).

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Property Type

Sarasota Villa

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

Distance to beach: 14 miles to Siesta Key Beach

$183

avg/night

$183
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 House | On the beach
3 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 3 bedrooms, 2 bathrooms

$200

avg/night

$200
avg per night
View Details

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • WiFi

About this property

Beautifully furnished, spacious 3 bedroom 2 bath vacation home in the heart of Sarasota. Sunaire Terrace is a wonderful location offering close proximity to Downtown Sarasota, dining, nightlife, shopping, museums, arts and theatre. St Armand’s Circle is a short drive over the John Ringling Causeway, ...

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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

$200

avg/night

$200
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Beautiful golf course views from this Palmaire Fairway Lakes 3 Bedroom 2 Bath Furnished home! Heated Pool, 2 Car Garage. King in Master Bedroom with walk in shower, soaking tub and large walk in closet. Queen Beds in 2 Guest Bedrooms. Fairway Lakes is located just a short golf cart ride away from the ...

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Property Type

Sarasota House

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Sarasota House
3 BR | 1 BA | Sleeps 5 | Quick View
Sleeps 5, 3 bedrooms, 1 bathroom

Distance to beach: 3 miles to Siesta Key Beach

$200

avg/night

$200
avg per night
View Details

Key Amenities

  • Air conditioning
  • Hot tub
  • Rentals by owner
  • WiFi

About this property

Your own private home surrounded by tropical landscaping. Newly remodeled, 2 story air- conditioned/heated house. 2 bedrooms, loft/game/3rd bed room, 1 bath, full kitchen, dining room, living/TV room, sun-room, laundry room. Lush tropical landscaped, fenced in private courtyard. 500 sqft outdoor ...

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Property Type

Sarasota House

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Sarasota Vacation Rentals