Captiva Island Rentals with Pools

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660 house rentals in Captiva Island with pools

Captiva Bayfront 4 bedroom/4 bath, boat dock, pool

Captiva Island house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

“Most amazing vacation on Captiva Island!” We had a great time on Captiva Island. We have stayed there several times, but this time we chose to stay at this private home on the bay. My husband and I were relaxed and the kids had plenty of room to run and explore. The house was amazing - beautiful views, lots of room, great pool and very private but close to everything we could possibly need.

Match: Swimming pool

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Price per night from

$1,433

Captiva Villa on Redfish Pass, ocean views from all rooms, beautiful beach

Captiva Island apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$492

Luxury Beach Front Villa with Pool, Captiva Island

Captiva Island house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

“Sunset Dreams - Tropical Paradise” What a wonderful place! We just returned and we miss it very much already. As my wife puts it, "it was like being in another world!" She's become an overnight ornithologist and marine biologist. The owners went well above the standard of what a normal property rental would be. From furnishings, to decor, to kitchen utensils, and appliances; they blow every rental property we've ever seen right out of the water. The home is immaculate. And the island itself has endless things to do. We've already booked for next year!

Match: Swimming pool

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Price per night from

$643

Captiva Star - Luxury Near Beach Home on Captiva

Captiva Island house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 18

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Price per night from

$3,003

Captiva Waterfront Luxury Home Rental

Captiva Island house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 15

Match: Swimming pool

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Price per night from

$1,720

Sunsplashed -- Your own private tropical island resort!

Captiva Island villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

Match: Swimming pool

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Price per night from

$1,635

Great rentals within 20 miles that match your search

Three Bedroom 3 Bath Waterfront Vacation Rental

Cape Coral condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Swimming pool

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Price per night from

$465

Villa BlueBay * Top Location* SW Pelican* Pool* Waterfront*Gulf Access

Cape Coral house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

Match: Swimming pool

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Price per night from

$224

VILLA MAMA - Traumvilla mit Golfzugang, Bootseinstieg im eigenen Garten

Cape Coral villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 18 minutes

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Price per night from

$209

Gulfview paradise

Fort Myers Beach house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Swimming pool

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Price per night from

$402

Villa Dolphin Bay - Cape Coral - Pool & Gulf Access

Cape Coral villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$218

North Captiva Hidden Beach House with Private Pool

North Captiva Island house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

“Everything great about the beach with no crowds” My family loved this experience and will be back! The kids got a kick out of taking the golf cart around and looking for turtles. The house is great and has everything you could possibly need.

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Price per night from

$487

North Captiva Private Pool Home Shell Cottage

North Captiva Island house

  • 2 bedrooms
  • 4 bathrooms
  • sleeps 6

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Price per night from

$459

Estero Beach & Tennis Club

Fort Myers Beach condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 1 hour 11 minutes

Match: Swimming pool

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Price per night from

$138

Villa Ranalli - Family Friendly Pool Home

Cape Coral house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“Great Home. Great Owner.” The home is located in a great area. Very comfortable. It was clean, had everything we needed and the owner was friendly and helpful. Would book again.

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Price per night from

$230

Ft. Myers,Lake View Condo, 2BR & 2BA, Best Beaches

Fort Myers condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Match: Swimming pool

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Price per night from

$81

Villa Rosalinda, Waterfront, Pool, Great Views

Cape Coral villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 7

“Villa Rosalinda amazing place to stay” Just returned from a week in Cape Coral staying at Villa Rosalinda. The villa exceeded our expectations, it is fabulous and the best we have stayed in. The location is great, very peaceful with lovely outlook onto the waterways. The villa is excellently presented and has everything in that you could possibly need, if not far more! The surrounding area has great amenities with shops and restaurants a short drive away. We had 6 adults in the villa and there was plenty of room. We made great use of the outside area and the BBQ. All in all a great place to stay and somewhere we would definitely return if we visit the area in the future. The owner is very attentive and helpful. All this contributed to a fabulous time in Florida!

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Price per night from

$207

Villa La - Favorita

Cape Coral villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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Price per night from

$216

Vacation rental ten auto minutes from the beach.

Fort Myers apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$89

Different from others - your HIDEAWAY facing south

Cape Coral villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$212

Lighthouse Resort and Club

Sanibel Island apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Swimming pool

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Price per night from

$143

The Lazy Pelican

Cape Coral villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Match: Swimming pool

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Price per night from

$263

Villa Catalina Isles - Dream Location, Cape Coral, Florida

Cape Coral villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Swimming pool

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Price per night from

$241

Luxury Newly Furnished Villa/Infinity Pool and Spa

Cape Coral house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Swimming pool

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Price per night from

$206

Fort Myers Beach 1st Floor

Fort Myers Beach condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 1 hour 11 minutes

Match: Swimming pool

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Price per night from

$138

SW Cape Coral Gulf Access Home - Cape Harbour

Cape Coral house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

Match: Swimming pool

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Price per night from

$590

Vacation in Paradise!! YACHT CLUB 4 BEDROOM HOME

Cape Coral house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Swimming pool

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Price per night from

$172

CAPE CORAL FLORIDA WATERFRONT HOME

Cape Coral house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“Awesome Home in Cape Coral” I would give this home more stars if I could. Gorgeous home, very clean and fully furnished. Scott (owner) is very responsive. Hoping to rent it again next winter. Ten thumbs up!!!

Match: Swimming pool

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Price per night from

$328

Villa American Eagle/Cape Coral

Cape Coral villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$224

Luxury 50 ft. yacht, Sea Ray

Cape Coral yacht

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 52 minutes

Match: Swimming pool

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Price per night from

$573

Fort Myers Beach, Florida

Fort Myers Beach condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Swimming pool

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Price per night from

$138

Holiday Villa Lana Marie is super centrally located

Cape Coral villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“Nice home away from home” Great place to rest and relax. Easy access to getting around, pool was great, plenty of things to take to the beach available. Used the grill, stove and oven to cook and all worked well. Much of the directions were in German, so we had to dig out the owners manual to figure out how to run everything. I would definitely stay here again.

Match: Swimming pool

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Price per night from

$145

Florida Breeze Villa

Cape Coral house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“Florida Breeze Villa” We really enjoyed our month in your beautiful home. The house is a spacious 3-bedroom 2 bath well decorated comfortable home. We enjoyed the pool and entertaining friends in the enclosed pool area. The Cape Coral neighborhood is extremely convenient to area restaurants, our church of choice in the area, grocery store, access to Ft Myers, Sarasota, Naples, Venice and all our favorite places. We had a great time relaxing and enjoying the weather in the area and we are hoping to get down your way again in the not-too-distant future. Thanks so much for your home away from home to enjoy for our vacation!

Responds fast! avg. 2 hours 54 minutes

Match: Swimming pool

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Price per night from

$110

Friends and Family close to beaches and more

Fort Myers house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$126

Beachfront Condo With Weekly Rentals

Fort Myers Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

“Estero Sands was PERFECT!!” Estero Sands was a great place for our family! We've stayed in Ft. Myers many times and this stay was one of the best. The owners that were on site were very nice. The grounds were very well kept. Literally steps to the beach!!! Loved it!!

Match: Swimming pool

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Price per night from

$327

Casa Indulgence in Matlacha

Matlacha house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Swimming pool

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Price per night from

$803

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Price per night from

$69

Pool Home with Gulf Access

Cape Coral house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Swimming pool

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Price per night from

$258

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