Southwest Vacation Rentals

(2856 rentals)
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Anna Maria Island House
4 BR | 3.5 BA | Sleeps 8 | Quick View
Sleeps 8, 4 bedrooms, 3.5 bathrooms
1 review

Distance to beach: 0.1 miles to Beach Access 45th St

$578

avg/night

$578
avg per night
View Details

Key Amenities

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

About this property

Address of Areca Cove: 206 N Harbor Drive, Holmes Beach, FL 34217ARECA COVE - A bright and wonderful 4 bedroom/ 3.5 bath home just a 3-minute walk away from an astonishing white sand beach. With a heated pool in tropical and private surroundings, a covered patio by the pool area and multiple balconies ...

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Property Type

Anna Maria Island House

Featured review

"Perfect home and wonderful hosts!"

Olaf and Marissa were wonderful hosts - welcoming and responsive. Their home was absolutely perfect for a family get together with mixed ages. They have everything you need for a beach stay and the space ...

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Naples House
3 BR | 2 BA | Sleeps 5 | Quick View
Sleeps 5, 3 bedrooms, 2 bathrooms
3 reviews

Distance to beach: 2 miles to Lowdermilk Park

$183

avg/night

$183
avg per night
View Details

Key Amenities

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

About this property

Not Available for Jan-April 2025.This tranquil Vacation Lakefront home is centrally located in the heart of Naples. Biking distance to our world famous beaches (Lowdermilk/Clampass), Naples Zoo Naples Beach Hotel & Golf Club. Just a 5 minute drive to 5th and 3rd Avenues for the best shopping ...

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Property Type

Naples House

Featured review

"Splendid"

We were fortunate to have spent a month in the serene and beautifully decorated Lake house. So accessible and only minutes from our favorite Naples beach. The house was comfortable, well-equipped and the ...

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

Distance to beach: 6 miles to Ft. Myers Beach

$146

avg/night

$146
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

This 1st Floor Condo is your vacation Home Away From Home with many extra amenities including Free WIFI (anywhere inside our condo & Lanai). Located in Kelly Greens Golf & Country Club, a private and gated community with a new (2016) Par 72 Championship Golf Course. Our Golf includes 8 sets of ...

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Property Type

Fort Myers Condo

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Naples House
4 BR | 2 BA | Sleeps 8 | Quick View
Sleeps 8, 4 bedrooms, 2 bathrooms

$1165

avg/night

$1,165
avg per night
View Details

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Walk to Vanderbilt Beach from this Beautiful, Coastal & Open Concept Home!THE PROPERTY Located in the exclusive Naples Park area, this open concept home has wooden floors throughout, & is the perfect vacation rental for families. Featuring 4 bedrooms, 2 full baths, a pool area, complete with ...

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Property Type

Naples House

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Rotonda West Villa
3 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 3 bedrooms, 2 bathrooms
4 reviews

$221

avg/night

$221
avg per night
View Details

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

*** no damage to the house and lanai following Helene and Milton***Beautiful 3 double bedroom, 2 full bathroom villa, 2390 sq ft, with possibly one of the very best locations and views in the whole of Rotonda West.“Golf Course Vista” is a fantastically positioned villa in the Long ...

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Property Type

Rotonda West Villa

Featured review

"Wonderful private location for family vacation"

Wonderful home with great layout for extended family (grandparents, parents and grandkids) vacation. Very private beautiful pool overlooking golf course with sun from morning till evening. The co-owner ...

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Bradenton House
5 BR | 2.5 BA | Sleeps 14 | Quick View
Sleeps 14, 5 bedrooms, 2.5 bathrooms

$643

avg/night

$643
avg per night
View Details

Key Amenities

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

About this property

The perfect family vacation destinationTHE SPACEDiscover the charm of this beautifully renovated 5-bed, 2.5-bath, 2400 sq ft home with a welcoming open layout. Relax by the heated pool among family fun amenities, there's something for everyone! Located near a public boat launch for fishing ...

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Property Type

Bradenton House

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

$99

avg/night

$99
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Two bedroom, two bath condo at Heritage Pointe, a resort-style, quiet, gated community situated on 39 acres. Relax on the lanai with lakeside views or use some of the many amenities which include: an active clubhouse, library, fitness center, aerobics room, billiards, heated pool, sundeck, and walking/biking ...

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Property Type

Fort Myers Condo

Featured review

"515 San Marco"

We never stayed there in ft myers would love to next year maybe ,but we stayed in Venice at the San Marco condo in June rented through Florida rentals

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Fort Myers Townhome
3 BR | 2.5 BA | Sleeps 7 | Quick View
Sleeps 7, 3 bedrooms, 2.5 bathrooms

$124

avg/night

$124
avg per night
View Details

Key Amenities

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

About this property

Amazing 3 bedroom, 2.5 bathroom townhouse in Fort Myers. Furnished model in Timber Creek! Professionally staged and design Vacation everyday including Clubhouse with indoor dining plus outdoor restaurant bar & grill, coffee cafe, fitness center, HIIT Room, saunas and locker rooms, full court indoor ...

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Property Type

Fort Myers Townhome

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Anna Maria Island House
2 BR | 2 BA | Sleeps 4 | Quick View
Sleeps 4, 2 bedrooms, 2 bathrooms
3 reviews

Key Amenities

  • Air conditioning
  • Private pool
  • Rentals by owner

About this property

Centrally located in Holmes Beach, this elevated two bedroom/two bath half duplex has its own private heated salt water pool and outdoor bbq area! It also has an outside shower for showering off after your trips to the beach. Inside it has a split plan with a king sized bedroom and a second bedroom with ...

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Property Type

Anna Maria Island House

Featured review

"Perfect beach location with beautiful interior"

This duplex includes stunning beachy interior decorating, great location (quiet neighborhood with an easy walk to a white sands beach) with a bonus heated pool with outdoor shower, which was ideal after ...

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Anna Maria Island House
2 BR | 2 BA | Sleeps 4 | Quick View
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Centrally located in Holmes Beach, this elevated two bedroom/two bath half duplex has its own private heated salt water pool and outdoor bbq area! It also has an outside shower for showering off after your trips to the beach.Inside it has a split plan with a king sized bedroom and a second bedroom ...

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Property Type

Anna Maria Island House

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Cape Coral House
4 BR | 2 BA | Sleeps 10 | Quick View
Sleeps 10, 4 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Nestled along the serene waterfront, this professionally designed 4-bedroom canal home is luxurious and comfortable . Bathed in natural light, the interior boasts a vibrant aesthetic that complements the picturesque surroundings.Step inside to discover a spacious and inviting living area with floor-to-ceiling ...

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Property Type

Cape Coral House

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

Distance to beach: 900 feet to One block to Lowdermilk Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Ready to start your SPRING in Naples?!?! May 2025 is now open!! Reach out right away for this popular season and your Naples getaway. One block to the beach!Escape and enjoy the Florida sunshine, palm trees, plants, flowers, birds and beach.This second floor, two bedroom, two bath condo is ...

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Property Type

Naples Condo

Featured review

"Naples Paradise at Coquina Cove"

From the moment we arrived at the condo at Coquina Cove we felt right at home. The condo was beautifully set up with everything you could possibly want or need during your stay. The host Elise was great ...

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Punta Gorda Condo
2 BR | 2.5 BA | Sleeps 4 | Quick View
Sleeps 4, 2 bedrooms, 2.5 bathrooms

Distance to beach: 32 miles to Fort Myers

$151

avg/night

$151
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

SEASONAL / SHORT-TERM RENTAL. Available Nov 1, 2024. Nestled in the heart of Burnt Store Marina, this stunning penthouse invites you to experience Florida's coastal elegance. Perched on the 2nd floor, with sweeping views of lush fairways and serene waters, this 2-bedroom, 2.5-bath sanctuary blends ...

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Property Type

Punta Gorda Condo

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Anna Maria Island Condo
2 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 2 bedrooms, 2 bathrooms

$275

avg/night

$275
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Come relax and enjoy this stunning 2 bedroom/2 bathroom second level, recently updated condo at Runaway Bay. Runaway Bay is a bayfront complex that is less than a 1/2 block away from the beautiful beaches offering you all of the conveniences you would want in an island stay. The complex has a large heated ...

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Property Type

Anna Maria Island Condo

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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

$127

avg/night

$127
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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Bradenton Condo
2 BR | 2 BA | Sleeps 4 | Quick View
Sleeps 4, 2 bedrooms, 2 bathrooms
11 reviews

$203

avg/night

$203
avg per night
View Details

Key Amenities

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

About this property

The Shorewalk Complex is located along Cortez Avenue, the 'main-drag' in Bradenton. Sarasota Bradenton Airport is 15 miles from Shorewalk and Tampa International Airport is about 50 miles away. Ellenton Prime Outlet Mall is a 20 minute drive up I-75 N. Thrill seekers can enjoy Busch Gardens ...

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Property Type

Bradenton Condo

Featured review

"Condo"

This is beautiful condo. Clean has everything you need. 2 year in this condo. Best place every. Thanks.

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Cape Coral House
4 BR | 3 BA | Sleeps 10 | Quick View
Sleeps 10, 4 bedrooms, 3 bathrooms

$306

avg/night

$306
avg per night
View Details

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • Private pool
  • WiFi

About this property

NW Cape Coral | Fresh water canal | Great family home with bikes in quiet neighborhood Amazing vacation rental in Cape Coral with 4 bedrooms, 3 full bathrooms - one of which serves as a convenient pool bath - an electrically heated swimming pool with spa, 2 living rooms for great separation and privacy ...

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Property Type

Cape Coral House

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

Distance to beach: 5 miles to Fort Myers

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

Modern two bed, two bath condo in a private, and gated community. This property features many amenities, including a spacious community pool, fully equipped fitness center, picnic area with grills, a clubhouse that hosts endless activities, and walking path surrounding a private lake. Close to everything ...

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Property Type

Fort Myers Condo

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

$171

avg/night

$171
avg per night
View Details

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Luxurious Bay View Living with Resort-Style Amenities: 2 Bed, 2 Bath Condo in West Bradenton and the coveted Palma Sola Bay Club on the east side of Palma Sola Bay! Experience breathtaking panoramic bay views with amazing sunsets from the privacy of your own unit and walk the grounds to live, swim, or ...

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Property Type

Bradenton Condo

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Punta Gorda House
4 BR | 2 BA | Sleeps 8 | Quick View
Sleeps 8, 4 bedrooms, 2 bathrooms
9 reviews

Distance to beach: 5 miles to Port Charlotte

$175

avg/night

$175
avg per night
View Details

Key Amenities

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

About this property

Amazing Tropical Paradise close to restaurant's, clubs, shopping, activities and beach's. The private backyard of this home is difficult to describe with out photographs; truly a very unique PRIVATE OASIS which you have to see to believe. Location' Location' Location'The Home, ...

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Property Type

Punta Gorda House

Featured review

"Vacation paradise"

We had the best time there. Spent most of our time fishing off the dock, swimming in the pool and cooking on the grill! It is truly beautiful! The house is well kept and very clean. If you have any questions ...

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Anna Maria Island House
5 BR | 5.5 BA | Sleeps 8 | Quick View
Sleeps 8, 5 bedrooms, 5.5 bathrooms
1 review

$1124

avg/night

$1,124
avg per night
View Details

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • Private pool
  • WiFi

About this property

Come stay at From Dusk 'Til Dune! This home is a recently built beach residence offering rooftop water views just one block away from the Gulf of Mexico beaches. This 5 bedroom, 5.5 bathroom, pet-friendly vacation haven is brimming with amenities. Its stunning backyard features a private pool, hot ...

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Property Type

Anna Maria Island House

Featured review

"Serenity on the Water"

The condo was only surpassed by the view, which included a nightly explosion of sunset glory over the sound. If one wanted to be closer to the sun from the beach, the club directly on the gulf was only ...

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Fort Myers Beach Condo
3 BR | 3 BA | Sleeps 8 | Quick View
Sleeps 8, 3 bedrooms, 3 bathrooms

$407

avg/night

$407
avg per night
View Details

Key Amenities

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

About this property

Escape to Sunny Paradise: Luxurious Penthouse Condo at Fort Myers Beach!Are you ready to trade snowflakes for sunrays? Welcome to your dream winter escape on Fort Myers Beach! This stunning, newly remodeled penthouse condo is your ticket to a luxurious and warm winter.Why You'll Love It:Spacious ...

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Property Type

Fort Myers Beach Condo

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Bonita Springs Condo | On the beach
3 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 3 bedrooms, 2 bathrooms

$400

avg/night

$400
avg per night
View Details

Key Amenities

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

About this property

Barefoot Beach a Place Where Beauty Abounds and Nature Thrives. From the Condo you can enjoy a day sunbathing, picnicking, or swimming in the warm waters of the Gulf of Mexico. At the end of the community is the preserve offering 342 acres of natural land, one of the last undeveloped barrier islands ...

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Property Type

Bonita Springs Condo

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Anna Maria Island House
4 BR | 3.5 BA | Sleeps 8 | Quick View
Sleeps 8, 4 bedrooms, 3.5 bathrooms
1 review

$520

avg/night

$520
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Summer Breeze is a custom home nestled in the quiet residential area in the heart of Holmes Beach. Offering 4 bedrooms/3.5 bathrooms. There is also a den where the kids can hang out with a TV and sleeper sofa. You will find that this home has everything you need for your perfect Anna Maria Island vacation! ...

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Property Type

Anna Maria Island House

Featured review

"Nice house"

This house was nice, clean and well stocked. The furniture was a bit worn but very comfortable. The yard is small but nicely landscaped and the pool was large enough for our family. The walk to the beach ...

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

$300

avg/night

$300
avg per night
View Details

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Newly renovated, 4th floor condo with gulf views, a private beach, and a private fishing pier. This space was completely renovated in 2020 with all new features (including central AC) and furniture throughout. The fully-stocked kitchen is equipped with everything you need for a home-cooked meal. With ...

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Property Type

Siesta Key Condo

Featured review

"Beautiful Condo, Great Location to Beaches, Town and surrounding area"

We have stayed at this 2 bed/2 bath Condo (comfortable living area, full kitchen, nice dining area, coffee bar, wine cooler) for a couple of years and will be doing so again in 2025. The condo itself has ...

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Anna Maria Island House
4 BR | 3 BA | Sleeps 8 | Quick View
Sleeps 8, 4 bedrooms, 3 bathrooms

$660

avg/night

$660
avg per night
View Details

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

6 PERSON GOLF CART INCLUDED ON ALL NEW RESERVATIONS WITH A CHECK-IN DATE BETWEEN ! All Drivers must be over the age of 21. Driver's must provide valid US Driver's License and US Vehicle InsuranceStonehenge is a massive stone monument in southern England. Here in the U.S. on Anna Maria Island, ...

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Property Type

Anna Maria Island House

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Anna Maria Island Condo
2 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 2 bedrooms, 2 bathrooms
1 review

$307

avg/night

$307
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Looking for a prime location to vacation? Seagrass Flats Unit 1 is a 2 bedroom/2 bathroom condo that is located less than 75 steps to the Gulf and has a shared heated pool. This unit has been completely renovated both inside and out. Bathrooms and kitchen feature quartz countertops, vinyl plank flooring ...

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Property Type

Anna Maria Island Condo

Featured review

"Outstanding!"

We enjoyed our stay at Seagrass Flats. Our unit was very clean, well furnished, and worked great for our vacation with the in-laws. Beds were comfy and we appreciated the little extras, like beach towels ...

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Venice Villa
1 BR | 1 BA | Sleeps 2 | Quick View
Sleeps 2, 1 bedroom, 1 bathroom
8 reviews

$147

avg/night

$147
avg per night
View Details

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Two blocks from public beach and down-town restaurants. The two beautiful 1 BR bungalows with a large living room were recently remodeled. Terrazzo floor - old Florida style. Smoke and pet free. Quiet and safe neighborhood surrounded by beautiful garden, providing tranquility and privacy . Best location ...

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Property Type

Venice Villa

Featured review

"Living my best life"

Hey yall i think IM living in Paradise because the house reminds me of Living the good life the house is perfect location for my jib 5 minutes drive compared to me driving 2 hours to work decided to get ...

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Fort Myers Beach Condo
3 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 3 bedrooms, 2 bathrooms
9 reviews

$341

avg/night

$341
avg per night
View Details

Key Amenities

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

About this property

Fabulous newly renovated end unit condo featuring 3 Bedrooms, 2 Bathrooms, and a full view of the marina from an enclosed lanai. Condo is equipped with a king bed, queen bed, and 2 twins, so there is no need for your guests to sleep on a sofa! Condo has new flat screen tv's (living room and master ...

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Property Type

Fort Myers Beach Condo

Featured review

"Great Stay!"

Host was easy to deal with. Clear and easy check in. Condo is a two bedroom / two Bath. Very clean. Had all amenities that you would ever need. Close to the pool. Grills were updated. The deck on ...

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Siesta Key Condo | On the beach
2 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 2 bedrooms, 2 bathrooms

$341

avg/night

$341
avg per night
View Details

Key Amenities

  • Air conditioning
  • Beachfront
  • Pool
  • WiFi

About this property

This colorful and well cared for unit has a new owner! The view from your lanai will include sunset and will be magnificent! No other property on Siesta Key is built this close to the Gulf of Mexico where you can hear the waves from your lanai and master bedroom windows. The furnishings are very comfortable ...

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Property Type

Siesta Key Condo

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Anna Maria Island House
8 BR | 5 BA | Sleeps 18 | Quick View
Sleeps 18, 8 bedrooms, 5 bathrooms
3 reviews

$1053

avg/night

$1,053
avg per night
View Details

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Looking for a relaxing island retreat just steps from the soft white sand and turquoise waters in Bradenton Beach on Anna Maria Island? Look no further for your perfect vacation home for the whole family. Island Oasis is a custom-built spacious 8 bedroom/5 bathroom was professionally furnished to provide ...

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Property Type

Anna Maria Island House

Featured review

"Nice"

Very clean nice home enjoyed it...would consider renting again..thank you...talked with the owner and manager next door Great people

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

$231

avg/night

$231
avg per night
View Details

Key Amenities

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

About this property

Our home is relaxing with a large back patio area with ample seating and a fire pit. You can relax and see the wild life as they passes through the property. There is also a large entertaining room that has a large TV, bar, and sectional for parties or just watching the game. Fully stocked kitchen with ...

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Property Type

Naples House

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Anna Maria Island Condo
2 BR | 1 BA | Sleeps 6 | Quick View
Sleeps 6, 2 bedrooms, 1 bathroom
3 reviews

$299

avg/night

$299
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Sunset Azul is a 2 bedroom/1 bath gulf-side ground level villa on the southern end of Holmes Beach. This unit has just been completely updated (October 2019) with all new floors, paint and beautiful coastal furnishings. It's quiet, yet close to shopping, restaurants and trolley stops. Best of all, ...

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Property Type

Anna Maria Island Condo

Featured review

"Beautiful place - Highly recommended!!"

This is a great condo!! Full kitchen, washer and dryer IN unit, comfortable bed and beautiful natural light throughout. Only a 2 minute walk to the Gulf beach, Walgreens and Public. 2 parking spots are ...

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Naples House
4 BR | 4 BA | Sleeps 8 | Quick View
Sleeps 8, 4 bedrooms, 4 bathrooms

$1286

avg/night

$1,286
avg per night
View Details

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Escape to our stunning Bayfront oasis located at 4459 Crayton Rd. in the highly sought-after Park Shore neighborhood of Naples, FL. Our luxurious 4 bedroom, 4 bathroom home boasts breathtaking panoramic views of the bay, a newly renovated interior with bright and beachy décor that's quintessentially ...

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Property Type

Naples House

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Bradenton Villa
3 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 3 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 9 miles to Bradenton Beach

$185

avg/night

$185
avg per night
View Details

Key Amenities

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

About this property

NO HURRICANE DAMAGE FROM HELENE OR MILTON NOW BOOKING 2025Our villa, which is south facing, has a central position to the larger than average lake. Very spacious, air conditioned (with ceiling fans for added comfort ) Furnished to a very high standard throughout.The master bedroom has a Large ...

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Property Type

Bradenton Villa

Featured review

"A great stay"

We had a fabulous week in Dianes very spacious home. The place was spotless and the view from the pool deck to the lake is lovely. Regal Oaks is a nice safe and quiet neighbourhood but very close to all ...

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Englewood East House
3 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 3 bedrooms, 2 bathrooms
13 reviews

Distance to beach: 6 miles to Manasota Key

$250

avg/night

$250
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Beautiful 3 bed, 2 bathrooms home with a private pool, 2 designated office spaces,OUTDOOR TV, fenced back yard, 20 minutes from Englewood Beach, Manasota Key and Gasparilla. Newly renovated with 4 bicycles, pool toys, maximum 2 dogs allowed. Situated near hiking, golfing , the beach, dog friendly home ...

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Property Type

Englewood East House

Featured review

"Amazing!"

We stayed here for the winter and loved every minute! The house is beautiful, updated, and spacious. The hosts are very welcoming and kind. The enjoyed spending a great deal of time in the pool area and ...

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

Distance to beach: 8 miles to Naples Beach

$100

avg/night

$100
avg per night
View Details

Key Amenities

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

About this property

Currently accepting Requests to Rent next month(November 2024) Rates as follows:SPECIAL IF RENT Application made before October 31 NOVEMBER 1-30,2024 November 2024- REDUCED to $2,500 plus $175 Florida Sales Tax $450 Transfer fee to play golf and use all facilities at Cedar Hammock the same ...

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Property Type

Naples Condo

Featured review

"Awesome experience"

Great location of condo outstanding communication with owner can’t wait to come back ; great golf course very friendly staff

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Anna Maria Island House
3 BR | 3 BA | Sleeps 8 | Quick View
Sleeps 8, 3 bedrooms, 3 bathrooms
1 review

$538

avg/night

$538
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Manatee Lookout is a charming 3 bedroom/3 bath home with a private heated pool located on the sought after north end of Anna Maria Island. This home has everything you need for the perfect vacation and is only a short walk to the white sandy beaches. Upon entry, you have the living room where you can ...

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Property Type

Anna Maria Island House

Featured review

"Awesome beach!"

We enjoyed our trip to Anna Maria. Very quant, quiet beach. Beautiful clear water and amazing sunsets. Can’t wait to go back!!!

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Cape Coral House
3 BR | 3 BA | Sleeps 6 | Quick View
Sleeps 6, 3 bedrooms, 3 bathrooms
3 reviews

Distance to beach: 1 miles to Cape Coral Yacht Club Beach

$196

avg/night

$196
avg per night
View Details

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Don`t Miss The Virtual Tour! Pool Villa River View is located only steps away from the Caloosahatchee River, Gulf of Mexico and within walking distance to restaurants and shopping. Large solar heated pool and pool deck with lots of room for sun lounges.The fully-renovated pool villa is located in ...

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Property Type

Cape Coral House

Featured review

"Lovely house in a great location on a lovely canal."

We stayed in this house for 2 weeks, the location is brilliant, on a lovely quiet canal but minutes from shops, bars and restaurants.This house was great for us, there were only 2 of us but lots of ...

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

Distance to beach: 1 miles to South Venice Private beach with ferry

$231

avg/night

$231
avg per night
View Details

Key Amenities

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

About this property

Our fabulous pool home with 2 bedrooms, 2 bathrooms Pool is 5 minute ride away from our unique private beach, with 5 minute shuttle boat access (only for Monthly renters, Association rules), a great selection of restaurants and plenty of shopping and convenient grocery stores! Also close to bike trails ...

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Property Type

Venice House

Featured review

"Wonderful stay at this house."

Great vacation at this house. Clean and all the necessary items and supplies were in the house. Thanks very 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

$129

avg/night

$129
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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Anna Maria Island Condo
2 BR | 2 BA | Sleeps 4 | Quick View
Sleeps 4, 2 bedrooms, 2 bathrooms
4.9 rating on other travel sites

$391

avg/night

$391
avg per night
View Details

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

Aqua Blu is a 2 bedroom/2 bathroom gulf front condo that offers everything you will need for a carefree getaway including a heated community pool and spa. From the moment you walk in, you are welcomed by stunning gulf views. Your private balcony will be the perfect resting place both day and night where ...

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Property Type

Anna Maria Island Condo

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Anna Maria Island House
4 BR | 4.5 BA | Sleeps 12 | Quick View
Sleeps 12, 4 bedrooms, 4.5 bathrooms
4.9 rating on other travel sites

$1008

avg/night

$1,008
avg per night
View Details

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

6 PERSON GOLF CART INCLUDED ON ALL NEW RESERVATIONS All Drivers must be over the age of 21. Driver's must provide valid US Driver's License and US Vehicle InsuranceSummer Retreat is an absolutely amazing, new, custom luxury home nestled in the quiet residential area in the heart of Bradenton ...

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Property Type

Anna Maria Island House

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Anna Maria Island House
2 BR | 2 BA | Sleeps 8 | Quick View
Sleeps 8, 2 bedrooms, 2 bathrooms

$1178

avg/night

$1,178
avg per night
View Details

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Beachfront, North End, large 2 bedroom with expansive views of the dolphins frolicking in the azure waters of the North End of Anna Maria Island. BBQ grill, bikes, paddle boards, and kayaks are all included. Your backyard is a beautiful view of Egmont Key & the Skyway Bridge and your front yard is ...

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Property Type

Anna Maria Island House

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Anna Maria Island House
8 BR | 6.5 BA | Sleeps 18 | Quick View
Sleeps 18, 8 bedrooms, 6.5 bathrooms
1 review

$1909

avg/night

$1,909
avg per night
View Details

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • Private pool
  • WiFi

About this property

Paradise Beach lives up to its name! Nestled directly on the pristine soft white sands of Bradenton Beach, this remarkable property boasts 8 bedrooms, 6.5 bathrooms, and is pet-friendly. Complete with an elevator, it comfortably accommodates up to 18 guests. Bring your family and friends along to experience ...

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Property Type

Anna Maria Island House

Featured review

"Margaritaville Themed Paradise with 2 King Beds & Incredible Lanai!"

Truly an amazing resort and we loved staying in Sunset Seacret! Our family enjoyed every minute! We looked hard to find a beautiful, safe, clean, beachy condo with 2 king beds, as we were vacationing with ...

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Naples House
6 BR | 7.5 BA | Sleeps 12 | Quick View
Sleeps 12, 6 bedrooms, 7.5 bathrooms

$1920

avg/night

$1,920
avg per night
View Details

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • Private pool

About this property

This home is truly what living in Olde Naples is all about! A spacious home great for entertaining, enjoy the outdoors on the verandah or out by the pool, walk to the beach, and easily enjoy Fifth Ave and Third street shopping, dining and entertainment! Open & bright, loaded w/upgrades! Absolutely ...

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Property Type

Naples House

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Cape Coral House
4 BR | 3 BA | Sleeps 8 | Quick View
Sleeps 8, 4 bedrooms, 3 bathrooms

$241

avg/night

$241
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

SW Cape Coral | Waterfront | Boat Dock & Gulf Access White Shell is an open space four bedroom and three full bathroom vacation villa situated in the highly desirable SE Cape.  White Shell is centrally located and has great biking and walking ways to restaurants and shopping. If you enjoy the ...

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Property Type

Cape Coral House

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Naples Condo | On the beach
3 BR | 3 BA | Sleeps 8 | Quick View
Sleeps 8, 3 bedrooms, 3 bathrooms

$698

avg/night

$698
avg per night
View Details

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Private pool
  • WiFi

About this property

Welcome to our newly renovated vacation retreat in the heart of Naples, Florida! This stunning house offers the perfect blend of modern luxury and coastal charm, providing a truly unforgettable getaway. With 3 bedrooms and 3 bathrooms, this spacious oasis can comfortably accommodate your family or group ...

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Property Type

Naples Condo

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Anna Maria Island Condo
2 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 2 bedrooms, 2 bathrooms

$275

avg/night

$275
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Bay Bliss is a 2 bedroom/2 bathroom second level, recently updated condo at Runaway Bay. Runaway Bay is a bay front complex that is less than 1/2 block away from the beautiful beaches offering you all of the conveniences you would want in an island stay. The complex has a large heated pool. From the pool, ...

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Property Type

Anna Maria Island Condo

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Anna Maria Island House
3 BR | 2.5 BA | Sleeps 6 | Quick View
Sleeps 6, 3 bedrooms, 2.5 bathrooms
1 review

$344

avg/night

$344
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Nestled in a tranquil coastal community in beautiful Holmes Beach, the aptly named Holmes Sweet Holmes is the ideal spot for your family's next escape to the shore. Featuring three blissful bedrooms and lots of communal living space, this picture-perfect home base allows everyone to have their own ...

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Property Type

Anna Maria Island House

Featured review

"Amazing time in Anna Maria island!"

We visited Anna Maria Island with the family and had a great time staying in this beautiful house.The property is spacious, nicely decorated, clean and very well equipped. It is nested in what seems to ...

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