Southwest Vacation Rentals

(2857 rentals)
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Fort Myers Condo
2 BR | 2 BA | Sleeps 4 | Quick View
Sleeps 4, 2 bedrooms, 2 bathrooms
3 reviews

$135

avg/night

$135
avg per night
View Details

Key Amenities

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

About this property

Welcome to our 2b/2b condo located in the beautiful and secure gated Kelly Greens Golf Course Community. The spacious lanai offers stunning water and golf course views on the first hole and is the perfect place to drink your morning coffee or savor an evening cocktail. Our unit is fully furnished with ...

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Property Type

Fort Myers Condo

Featured review

"Terrific location"

Kelly Green is a great place to stay. It is close to Fort Meyers beach and Sanibel Island. The golf course is fun to play and one of the best in the area .The condo has a fantastic view from the lanai. ...

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Fort Myers House
4 BR | 2.5 BA | Sleeps 10 | Quick View
Sleeps 10, 4 bedrooms, 2.5 bathrooms

$358

avg/night

$358
avg per night
View Details

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Welcome to our family home! Spacious home for a family of 10. The home is equipped with kitchen appliances, utensils, and starter toiletries. A four bedroom home, 7 beds and 2 and a half baths. Pool is ready to enjoy, but children must ALWAYS be under adult supervision. Entertainment in the home includes ...

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Property Type

Fort Myers House

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Naples Condo
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

2024 Availability: November-December 2025 Availability: April-MayYour home-away-from-home in the nicest condo community in Naples! Settle in to our well-appointed 2 bedroom, 2 (full) bathroom ground level condo with a private, secure garage and large private lanai - just minutes from downtown Naples ...

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Property Type

Naples Condo

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Siesta Key Condo
3 BR | 2 BA | Sleeps 8 | Quick View
Sleeps 8, 3 bedrooms, 2 bathrooms

Distance to beach: 300 feet to Siesta Key Beach

$677

avg/night

$677
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Prepare to be impressed by the breathtaking luxury of this 5th-floor penthouse. Boasting three bedrooms, three bathrooms, and 1,700 square feet of beachfront living, this unit is sure to delight.Recently renovated, this penthouse features an expansive lanai, complete with all of the amenities you ...

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Property Type

Siesta Key Condo

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Siesta Key Condo | On the beach
2 BR | 2 BA | Sleeps 5 | Quick View
Sleeps 5, 2 bedrooms, 2 bathrooms
1 review

$277

avg/night

$277
avg per night
View Details

Key Amenities

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

About this property

SIESTA KEY.GETAWAY Experience a luxury condo with a view. Located on the world renowned Crescent Beach at Siesta Key. Gulf and Bay Club is a 32 acre resort community with exceptional beach access, top notch amenities and amazing sunsets. 6 pickle ball courts. 5 hard court, 1 clay tennis courts. Gym. ...

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Property Type

Siesta Key Condo

Featured review

"Perfect Stay for Relaxation and Fun!"

Our family had the pleasure of staying at this Gulf and Bay rental on more than one occasion. The condo is a hidden gem with a spectacular view, and just steps away from the beach. We could not have asked ...

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

$217

avg/night

$217
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Welcome to your perfect retreat at the Glades Resort in Naples, Florida! This newly renovated, 1600-square-foot condo is set on two of the resort’s pristine golf courses, offering direct access to green fairways and scenic views. The 3-bedroom condo is also just steps away from one of the resort’s ...

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Property Type

Naples Condo

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Cape Coral Villa
4 BR | 3 BA | Sleeps 8 | Quick View
Sleeps 8, 4 bedrooms, 3 bathrooms
1 review

$390

avg/night

$390
avg per night
View Details

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Welcome to Villa Montclaire, a modern Southwest Florida style home by making you feel immediately welcome and comfortable.Perfect for 6 persons. 8 persons on request. Children from 12 years on allowed.Villa Montclaire with a great, spacious and south-facing Lanai has a solar and electrical heated ...

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Property Type

Cape Coral Villa

Featured review

"Better than expected!!"

Wife and I rented this house for 2 weeks Feb-Mar 2021. Our first time vacationing on west coast after years on east coast and we have found our new vacation destination for years to come!!! The house was ...

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Ave Maria Townhome | On the beach
3 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 27 miles to Wiggins Pass

$172

avg/night

$172
avg per night
View Details

Key Amenities

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

About this property

Beautiful and cozy Del Webb home with canal and golf course view, available starting March 15, 2024. This beautiful 3 bed 2 bath home was lovingly decorated with your comfort in mind and is waiting for you! LANDLORD PAYS THE 11% HOTEL TAX! Del Webb is loaded with amenities...clubhouse, resort pool, lap ...

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Property Type

Ave Maria Townhome

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Fort Myers Beach Condo | On the beach
2 BR | 2 BA | Sleeps 4 | Quick View
Sleeps 4, 2 bedrooms, 2 bathrooms
3 reviews

$264

avg/night

$264
avg per night
View Details

Key Amenities

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

About this property

Beach Front Condo on Fort Myers Beach is managed by property owner Linda Dawson who is easy to reach by phone should you need any assistance during your stay.Location, Location, Location! Welcome to our BEACH condo home located at the popular Leonardo Arms Condominiums! Our Condo has TRUE beach access. ...

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Property Type

Fort Myers Beach Condo

Featured review

"Wonderful place. We will definitely be back"

We had a fabulous month at Leonardo Arms. The pool is huge and heated, the beach right in front of pool, the palm trees swaying, and everyone is so friendly. The king size bed might have been the best ...

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

$239

avg/night

$239
avg per night
View Details

Key Amenities

  • Air conditioning

About this property

Condo, 1 Bedroom, 1.0 Bath, (Sleeps 4) No hurricane damage to this condo! This condo is available for rental occupancy & the beach is open!While our area continues to rebuild from the impacts of Hurricane Ian and though our paradise may look a bit different than it once did, our beaches are beautiful ...

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Property Type

Bonita Springs Condo

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Fort Myers Beach Condo | On the beach
2 BR | 2 BA | Sleeps 4 | Quick View
Sleeps 4, 2 bedrooms, 2 bathrooms

$282

avg/night

$282
avg per night
View Details

Key Amenities

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

About this property

Enjoy morning and evening walks and shelling on Ft Myers Beach. Corner unit of Estero Beach Club on second floor with easy access to beach and pool; no need to use elevator. Awaken to sun and relax with sunset on screened lanai 100 yards from ocean. Heated pool and hot tub facing beach below unit. ...

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Property Type

Fort Myers Beach Condo

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Bradenton Condo
2 BR | 2 BA | Sleeps 5 | Quick View
Sleeps 5, 2 bedrooms, 2 bathrooms
1 review

$356

avg/night

$356
avg per night
View Details

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

️ Anna Maria Island is open and ready to welcome you! ️ The beaches are as beautiful as ever, and most of the island’s favorite restaurants and shops are open for you to enjoy! The grounds at One Particular Harbour sustained no damage during the hurricanes, ---Paradise Awaits at ”One ...

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Property Type

Bradenton Condo

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Cape Coral Villa
3 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 3 bedrooms, 2 bathrooms

$387

avg/night

$387
avg per night
View Details

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

great boating location** sailboat access (only 50 ft. - Cape Coral Bridge)** spa outside (spa is never guaranteed)** 3 bedrooms, all hardwood floors** 2 bathrooms** additional pool bath** outdoor shower** heated swimming pool (electric)** pool access from main bedroom, second bedroom and great room**2,400 ...

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Property Type

Cape Coral Villa

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Boca Grande House
6 BR | 6 BA | Sleeps 12 | Quick View
Sleeps 12, 6 bedrooms, 6 bathrooms

$6500

avg/night

$6,500
avg per night
View Details

Key Amenities

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

About this property

Immerse Yourself in Luxury at the Stunning Grande Tarpon EstateGrande Tarpon Estate is an exceptionally renovated waterfront property in the affluent, secure community of Boca Grande Isles on exclusive Boca Grande, Florida. Enjoy luxury, privacy, and spacious coastal living in this extraordinary home ...

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Property Type

Boca Grande House

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Naples House
4 BR | 3.5 BA | Sleeps 8 | Quick View
Sleeps 8, 4 bedrooms, 3.5 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Welcome to the ultimate luxury vacation destination for eight in the upscale neighborhood of Naples Park, only a few blocks from the renowned Vanderbilt Beach and Lagoon. This property is ideally appointed for groups and entertaining, and there’s a plethora of upscale dining, shopping, and happy ...

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Property Type

Naples House

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Siesta Key Condo
1 BR | 1 BA | Sleeps 3 | Quick View
Sleeps 3, 1 bedroom, 1 bathroom
11 reviews

Distance to beach: 0.5 miles to Siesta Key Main Beach

$181

avg/night

$181
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Sweet and spacious one bedroom condo in a Siesta Key Luxury Resort Building - Harbor Towers Yacht & Racquet Club. Great view of the historic waterfall in front of building, Palm Trees and Blue Skies and Great Sun Sets. 2 Pools (1 for kids), Fitness Room, , 3 lighted Tennis courts, boat marina, gazebo, ...

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Property Type

Siesta Key Condo

Featured review

"Absolutely gorgeous property"

Absolutely gorgeous property. The grounds and the property were kept beautifully. All of the amenities that were promised, were there. Being so close to the beach was a plus. There was no need to rent a ...

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

$132

avg/night

$132
avg per night
View Details

Key Amenities

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

About this property

This beautifully furnished 3 bedroom 2 bath lake front condo located in the gated West Lake Gardens of St Andrews Park at the Plantation Golf Community is your winter home away from home. One car garage. Beautiful, light and airy home. Community pool for you to lounge around when you are not at the beach. ...

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Property Type

Venice Condo

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

$475

avg/night

$475
avg per night
View Details

Key Amenities

  • Air conditioning
  • Oceanfront
  • Pool

About this property

GORGEOUS GULF FRONT, 2 BEDROOM / 2 BATH UNIT IN THE SOUGHT AFTER CRYSTAL SANDS COMPLEX. TILE FLOORS THROUGHOUT KITCHEN, BATHS and LIVING ROOM. 3 FLAT SCREEN T.V.'S, WASHER / DRYER AND SCREENED LANAI OFF ALL ROOMS WITH DIRECT ACCESS. HIGH SPEED WIRELESS INTERNET ALSO AVAILABLE, (SIESTA 4-RENT IS NOT ...

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Property Type

Siesta Key Condo

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

Distance to beach: 250 feet to Crescent Beach

$382

avg/night

$382
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Direct-with-Owner Rentals: Siesta Breakers #603 offers "All-In Price" 15% to 30% Discounted Rental Rates from $1,958 to $3,708 /Wk Depending on the Season ($150 departure cleaning extra - $400.00 refundable security deposit required) & SAVINGS from $420 to $913 /Wk from the listed Siesta ...

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Property Type

Siesta Key Condo

Featured review

"Lovely"

The condo was very clean and comfortable. Beautiful view from the lanai. Great location, walking distance to many restaurants and ice cream parlors!

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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

$347

avg/night

$347
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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Fort Myers Townhome
3 BR | 3 BA | Sleeps 6 | Quick View
Sleeps 6, 3 bedrooms, 3 bathrooms

$144

avg/night

$144
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

3 Bed 3 Bath Townhouse in popular Iona Neighborhood! Minute to Sanibel and FMB Welcome to our Townhome!!! It is a 3 bedroom / 3 bath 2 floor unit located in beautiful South Fort Myers Area of Iona. Our Townhome comes fully equipped for your vacation. All linens and bedding are provided, along with a ...

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Property Type

Fort Myers Townhome

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Fort Myers Beach Condo
1 BR | 2 BA | Sleeps 4 | Quick View
Sleeps 4, 1 bedroom, 2 bathrooms
2 reviews

$179

avg/night

$179
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Stylish beach condo located on the bay in Estero Island is one of the most beautiful places in all of Florida. There is activities for all ages from fishing, boating, swimming, bicycling and kayaking. You can enjoy World Famous Seafood Restaurants or hang out in the tropical laid back downtown.We ...

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Property Type

Fort Myers Beach Condo

Featured review

"Estero's Hidden Gem!"

I was a huge fan of this condo previously. It is in a great location, walking distance from CVS, Publix 2 miles down the road, but the unit has been upgraded and nearly everything is new and it blew ...

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Naples House
4 BR | 3 BA | Sleeps 6 | Quick View
Sleeps 6, 4 bedrooms, 3 bathrooms
9 reviews

$307

avg/night

$307
avg per night
View Details

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

This spacious holiday villa in the exclusive and secure 'Briarwood' community, offers comfortable space and privacy for up to 6 people with 4 fully equipped bedrooms and 3 bathrooms.The beautiful private pool and terrace area (south-west) has a gas grill and is fully equipped with a screen ...

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Property Type

Naples House

Featured review

"Wonderful place to stay and relax"

Great location, spacious and fully equipped home - everything you need for a fun and relaxing vacation. The view of the lake from the pool was wonderful. We stayed for three weeks at this home and had no ...

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

Distance to beach: 6 miles to 5th ave

$164

avg/night

$164
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

This is a ground floor condo, 2 bedroom, 2 bath fully furnished with over sized garage located in Falling Waters which is centrally located between Marco Island and downtown Naples.Falling Waters Beach Resort has two pools, two tennis courts and one boccie court. One pool is a heated 600 foot lazy ...

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Property Type

Naples Condo

Featured review

"I do not understand??"

Hallo We are 2 persons and want a Apartment with 1 or 2 bedrooms about Naples fore middle Januar for 4 /6 weeks. What can you offer fore us? Best regards Birte and Eckhard Schmidt Bremen Germany

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

$219

avg/night

$219
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Spacious vacation home that sleeps up to six comfortably. Centrally located in the heart of Venice, only a 7 minutes drive to Venice beach and 30 minutes to one of Florida's top beaches, Siesta Key ! this home is newly renovated allowing you to enjoy a comfortable stay ! If your arrival is earlier ...

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Property Type

Venice House

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

Distance to beach: 3 miles to Bonita Beach

$343

avg/night

$343
avg per night
View Details

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

- heatable pool with screened lanai - beautiful view from the lanai over a small canal leading into the imperial river - Canoe, bicycles are included in rental - boatdock - kitchen with granite countertop and stainless steel appliances (microwave, oven, stove, toaster, dishwasher, coffee machine) - ...

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Property Type

Bonita Springs House

Featured review

"Excellent location"

Enjoyed our stay here. Peace and quiet included. House was equipped with everything we needed and more.

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Cape Coral Villa
3 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 3 bedrooms, 2 bathrooms

$250

avg/night

$250
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Villa Cayman, a luxurious house in the North-West Cape Corals.The house offers 3 spacious bedrooms and a total living space of 218sqm - perfect for 6 guests. Thanks to its great location it’s THE place to be for golfers and for those seeking tranquility. 2 of the 3 bedrooms have a direct access ...

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Property Type

Cape Coral Villa

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

$326

avg/night

$326
avg per night
View Details

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

This fantastic villa in a quiet, beautiful residential area in southern Cape Coral offers space for up to ten guests. The name says it all: here you will find your personal, modern holiday paradise and pure relaxation.As soon as you enter the villa, you will be amazed by the exceptional furnishings ...

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Property Type

Cape Coral Villa

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

$201

avg/night

$201
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

2 bedroom 2 bath condo with full kitchen, living and dining area, and lanai. Condo is a first floor corner unit located next to the pool and clubhouse. All bedding and bath towels are supplied. Complete kitchen with all utensils, dishes (etc.), dishwasher, washer and dryer. The Living Room has a 55” ...

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Property Type

Englewood Condo

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

Key Amenities

  • Air conditioning
  • Pet friendly
  • WiFi

About this property

This beautiful 3br 3bath Waterview home is exactly what you are looking for. Located within Pelican Shores East community. This home is ideally located on a beautiful corner lot with Lemon Bay view. Frequent dolphin and manatee sightings! This home has deeded gulf access and a shared boat dock on Lemon ...

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Property Type

Englewood House

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Anna Maria Island Cottage
2 BR | 1 BA | Sleeps 6 | Quick View
Sleeps 6, 2 bedrooms, 1 bathroom

Key Amenities

  • Air conditioning
  • WiFi

About this property

Nestled just 1.5 blocks away from the pristine shoreline, this charming duplex offers the quintessential beachside retreat. Boasting two bedrooms and one bath, it's an inviting haven for those seeking both comfort and coastal living. As you step inside, you're greeted by an atmosphere of relaxed ...

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Property Type

Anna Maria Island Cottage

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Longboat Key Condo | On the beach
1 BR | 1 BA | Sleeps 4 | Quick View
Sleeps 4, 1 bedroom, 1 bathroom
4 reviews

Key Amenities

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

About this property

This ground floor waterfront condo located in a gated community of Longboat Harbour and is one of Longboat Keys most desirable social communities. This one bedroom, one bathroom, first floor unit has walkout access to Sarasota Bay where you often see dolphins and manatees from your lanai. This unit is ...

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Property Type

Longboat Key Condo

Featured review

"Excellent Stay"

We had such a great time in this condo. It was convenient to pool and beach. Also some great restaurants close by. We enjoyed the manatees from the pool. We look forward to returning. What a great ...

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

$139

avg/night

$139
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Welcome to Cappys Casa Bella! Short drive to the World Class Beaches of Anna Maria Island Fenced in & Pet Friendly! Shuffleboard, Skee Ball, Air Hockey, Massage Chair & More Screened In Heated Pool W/Pool Bar Fully stocked kitchen for all of your favorite home-cooked meals Close proximity ...

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Property Type

Bradenton House

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

$157

avg/night

$157
avg per night
View Details

Key Amenities

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

About this property

Welcome to Swaying Palms! Close proximity to Lakewood Ranch, Sarasota, and Tampa Short drive to beaches Fully stocked kitchen for all of your favorite home cooked meals High speed Wi-Fi included Smart lock for Self Check-inThis beautifully landscaped 3 bedroom 2 bath home sits in a centralized ...

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Property Type

Bradenton House

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Englewood House | On the beach
3 BR | 2 BA | Sleeps 5 | Quick View
Sleeps 5, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

This is a perfect vacation home! A 3 bedroom, 2 bath, pool with a spa home. Lots of room for enjoying your stay in paradise. This beauty is spacious and bright. There is a very generous sized living room and a large family room combination, volume ceilings, formal dining room and multi chef kitchen! The ...

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Property Type

Englewood House

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

$180

avg/night

$180
avg per night
View Details

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

Welcome to Castaway in Margaritaville! Short drive to the World Class Beaches of Anna Maria Island Close proximity to Lakewood Ranch, Sarasota, and Tampa Gated community with pool and amenities ​​​​​​​Walk to Floridays or take a stroll around Robinson Preserve Fully stocked kitchen ...

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Property Type

Bradenton Condo

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

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

WELCOME TO SERENITY!! An exquisite home on Lemon Bay with boat dock and saltwater pool that is within walking distance to the beach. Very bright home with ceiling to floor windows that offers a view from every room. There is as much living space outdoors as indoors. A covered bar-b-que area, where you ...

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Property Type

Englewood House

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

$157

avg/night

$157
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Welcome to Turtle Bay Cottage, New to Market! Close proximity to Lakewood Ranch, Sarasota, and Tampa Private, Screened-in Solar Heated Pool Pondfront Pet Friendly, Fenced in Backyard Fully stocked kitchen for all of your favorite home-cooked meals High-speed Wi-Fi included, Smart lock for Self ...

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Property Type

Bradenton House

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Marco Island Condo
3 BR | 3 BA | Sleeps 8 | Quick View
Sleeps 8, 3 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

3 BR 3 BTH end unit with 400 sq ft private sun deck. AvailableAvailable 1.4.2025 to 1.18.2025. The three-bedroom apartments at Holiday Inn Club Vacations Sunset Cove Resort include a water view from the private balcony. Each apartment provides cable TV with a DVD player. They are also furnished ...

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Property Type

Marco Island Condo

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Bradenton House
5 BR | 3 BA | Sleeps 10 | Quick View
Sleeps 10, 5 bedrooms, 3 bathrooms

$211

avg/night

$211
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Welcome to Montauks Point! Short Drive to the World Class Beaches of Anna Maria Island Close proximity to Lakewood Ranch, Sarasota, and Tampa Pet Friendly, Fenced in Backyard Large Exterior Lanai With Smart TV & Foosball Fully stocked kitchen for all of your favorite home cooked meals High ...

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Property Type

Bradenton House

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Fort Myers Beach House
3 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Coastal Comfort ​​​​​​​This recently updated vacation destination is a canal-front, three-bedroom, two-bath private home with swimming pool and dock located in a quiet neighborhood between Fort Myers Beach, Sanibel and Fort Myers. Fort Myers Beach is just three miles south, with Sanibel ...

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Property Type

Fort Myers Beach House

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Cortez House
3 BR | 2.5 BA | Sleeps 8 | Quick View
Sleeps 8, 3 bedrooms, 2.5 bathrooms

$250

avg/night

$250
avg per night
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Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Welcome to Saltwater Serenity! Short drive or bike ride to the World Class Beaches of Anna Maria Island Bring your Boat! Personal Boat Slip, Short ride to Gulf Outdoor Seating with TV, BBQ Grill & Amazing Views Private Heated Pool, Backyard Oasis King & 3 Queen Beds New Eco-Friendly Construction Tesla ...

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Property Type

Cortez House

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Anna Maria Island Villa
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
  • WiFi

About this property

Welcome to Sea Site Unit A! 100 Steps to the World Class Beaches of Anna Maria Island Close to Restaurants, Shopping, and More Water Views from Balcony King, King, & Two Full Beds High speed Wi-Fi & Smart lock for Self-Check-inWaking up to a view of the coast with your morning cup of ...

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Property Type

Anna Maria Island Villa

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

$126

avg/night

$126
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Welcome to Penthouse in Paradise in One Particular Harbour Margaritaville! 1 Mile to the World Class Beaches of Anna Maria Island Close proximity to Bradenton, Lakewood Ranch, Sarasota, and Tampa Community Pool, Splash Pad, Playground, and Activity Area Walk to Floridays or take a stroll around ...

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Property Type

Bradenton Condo

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Bradenton House
7 BR | 6 BA | Sleeps 19 | Quick View
Sleeps 19, 7 bedrooms, 6 bathrooms

$745

avg/night

$745
avg per night
View Details

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Welcome to "The Plantation House"! Short drive to the World Class Beaches of Anna Maria Island Private Enclosed Heated Pool/Spa, Game Room, Boat Dock, & more! Walk to the Palma Sola Causeway/ Jet Ski Rentals, Kayak rentals, and Horseback Riding! Close proximity to Lakewood Ranch, ...

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Property Type

Bradenton House

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

$125

avg/night

$125
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Island Time at Harbour Isle in Margaritaville!Sunset Views and Bird Watching from your Private Lanai 2 Miles to the World Class Beaches of Anna Maria Island Community Pool, Splash Pad, Playground, and Activity Area Walk to Floridays or take a stroll around Robinson Preserve Fully stocked ...

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Property Type

Bradenton Condo

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Palmetto House
4 BR | 2.5 BA | Sleeps 8 | Quick View
Sleeps 8, 4 bedrooms, 2.5 bathrooms

$150

avg/night

$150
avg per night
View Details

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Welcome to Villa Villekulla! Close proximity to Lakewood Ranch, Sarasota, and Tampa Short drive to the World Class Beaches of Anna Maria Island Private Heated Pool Fully stocked kitchen for all of your favorite home cooked meals High speed Wi-Fi, Smart lock for Self Check-inThis cozy 4 bedroom ...

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Property Type

Palmetto House

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Bradenton Apartment
2 BR | 2 BA | Sleeps 4 | Quick View
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Distance to beach: 10 miles to Lido Key Beach

Key Amenities

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

About this property

Entire condo for Full rent. You'll have the entire condo to yourself and will only share it with other guests in your party.Unlimited Free Golf with full amenity access for $1200ntransfer fee. ! Penthouse Condo Lakewood National Golf ClubCondo in Bradenton with private pool and kitchen Unlimited ...

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Property Type

Bradenton Apartment

Featured review

"SUPER CLEAN & ELEGANT GOLF COURSE Lake-view CONDO"

The condo is truly one of a kind with gorgeous scenic golf course lake views! All the amenities you need all in one place. 36-Hole Arnold palmer golf course. 3 resort style pools with locker rooms and golf ...

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Bradenton Townhome
2 BR | 2.5 BA | Sleeps 6 | Quick View
Sleeps 6, 2 bedrooms, 2.5 bathrooms

$82

avg/night

$82
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pet friendly
  • Pool
  • WiFi

About this property

Welcome to Cappy Hour! Where every day on vacation is happy hour at Cappy Hour! Close proximity to Lakewood Ranch, Sarasota, and Tampa Short drive to World Class Beaches of Anna Maria Island Community Pool, Pickleball/Tennis Courts, Playground and Basketball Hoop Fully stocked kitchen for all of ...

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Property Type

Bradenton Townhome

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

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Come make our NEWLY REMODELED condo your vacation getaway on beautiful Fort Myers Beach.Features of the complete newly remodeled condo... - All new tile floors throughout - Fully remodeled bathrooms - Completely remodeled kitchen to include white cabinets, stainless steel appliances & beautiful ...

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Property Type

Fort Myers Beach Condo

Featured review

"First trip to Fort Myers Beach"

This condo is amazing! The unit is beautifully decorated and very welcoming. The kitchen is well equipped. Because of Covid we ate in a lot and appreciated having everything we needed. There is still ...

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