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Captiva Island Rentals with Pools

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1,635 house rentals in Captiva Island with pools

Marina Villa #905 Dolphin Sights Daily, Pool, 3 min. walk to Beach -Many extras!

Captiva Island apartment

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 1 hour 55 minutes

Match: Swimming pool

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Price per night from

$209

SAND ANCHOR in Sunset Captiva #19

Captiva Island house

2 bedrooms / 3 bathrooms / sleeps 6

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Price per night from

$307

Relaxing Near Beach Captiva Island Pool Home

Captiva Island house

3 bedrooms / 2 bathrooms / sleeps 6

“Awesome Rental Home on Captiva” Our party of eight had a marvelous week at Millertime Villa. We found the house to be very clean, well furnished, decorated attractively, and comfortable. The lovely beach was less than a five-minute walk away, and the owners provided us with beach chairs and a cart in which to haul them as well as beach towels. The large heated screened-in pool was delightful as well. Everything we needed was there -- well furnished kitchen, dishwasher, washer and dryer, two large tables for dining, TVs, DVD player, and books. Restaurants and the library were nearby. Before we arrived at the house we e-mailed the owner with a few questions. He answered us promptly with helpful answers. When we return to Captiva we will definitely want to stay at Millertime again.

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Price per night from

$478

Low Off Season Rates! boat slip included if you need one!

Captiva Island house

3 bedrooms / 2 bathrooms / sleeps 8

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Price per night from

$271

Sea Dreams: Luxury Ocean and Beach Front Townhome

Captiva Island house

3 bedrooms / 3 bathrooms / sleeps 6

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Price per night from

$431

Captiva Mermaid House - Beach Side of Village Center

Captiva Island house

2 bedrooms / 2 bathrooms / sleeps 6

“Relaxing and Enjoyable stay in Captiva” My husband and I loved our stay at the Mermaid House. The house is extremely clean and very well stocked with everything you could possibly need during your stay. The private pool was clean and very refreshing after a day on the beach. Larry Hahn was very responsive to all my questions and emails and even called the night we arrived to check to make sure everything was ok and if we needed anything. I highly recommend staying here while on Captiva. Looking forward to revisiting the Mermaid House and Captiva again soon!

Responds fast! avg. 1 hour 32 minutes

Match: Swimming pool

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Price per night from

$393

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.

Responds fast! avg. 3 hours 37 minutes

Match: Swimming pool

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Price per night from

$1,262

Sun & Moon Pool House - Beach Side of the Captiva Village Center

Captiva Island house

3 bedrooms / 3 bathrooms / sleeps 8

“25th anniversary. Loved every minute of our stay.” Just got back from a week at the Sun and Moon. There is nothing missing with this rental property. Larry so very helpful with a florist for my anniversary. You will not be disappointed in this property, nice and close to many different eateries, liquor stores, there are bikes provided and a big beach cart full of everything, really everything. Sunsets are not to be missed. Can't wait to go back.

Responds fast! avg. 1 hour 32 minutes

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Price per night from

$459

Totally updated. New kitchen and baths.

Captiva Island house

3 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$316

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

$584

Sunsplashed! Your own private beach resort. 5BR/5BA, 3min walk to beach!

Captiva Island house

5 bedrooms / 5 bathrooms / sleeps 12

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Price per night from

$1,240

Gulf-front,ON Beach ,Prvt.'Resort' ,FamilyFriendly, Events, 20X40 Htd Pool & SPA

Captiva Island house

6 bedrooms / 6 bathrooms / sleeps 22

Responds fast! avg. 1 hour 55 minutes

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Price per night from

$1,254

Anthony Beach Cottages Sunset Captiva 49

Captiva Island house

2 bedrooms / 3 bathrooms / sleeps 5

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Price per night from

$290

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!

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Price per night from

$643

Captiva Island Beach Front 2 Bdrm Vacation Rental

Captiva Island condo

2 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$332

5 BR Family Bayfront Estate Across Captiva Beaches

Captiva Island house

5 bedrooms / 6 bathrooms / sleeps 10

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Price per night from

$800

Hide-a-Way on the Bay

Captiva Island condo

2 bedrooms / 2 bathrooms / sleeps 4

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Price per night from

$442

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

$1,052

Great rentals within 20 miles that match your search

Quiet, Affordable and Close to Sanibel and Fort Myers Beaches

Fort Myers apartment

2 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$96

Location Location Location

Cape Coral house

3 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$179

Beautiful Penthouse condo - Southwest Gulf Coast

Cape Coral apartment

2 bedrooms / 2 bathrooms / sleeps 4

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Price per night from

$137

Beautiful Cape Coral, FL condominium

Cape Coral condo

2 bedrooms / 2 bathrooms / sleeps 4

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Price per night from

$133

2 bedroom, 2 bath top floor condo with incredible panoramic views

Fort Myers Beach house

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 3 hours 25 minutes

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Price per night from

$95

beautiful beach front condo

Sanibel Island condo

2 bedrooms / 2 bathrooms / sleeps 4

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Price per night from

$421

Welcome to Westwind #3-3, your quiet, spacious, comfortable, and well-located

Fort Myers Beach house

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 2 hours 43 minutes

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Price per night from

$71

In-Town Townhouse

Fort Myers townhouse

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 3 hours 45 minutes

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Price per night from

$129

Burnt Store Marina

Punta Gorda condo

2 bedrooms / 2 bathrooms / sleeps 4

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Price per night from

$120

Welcome to Bella Lago #223, your luxurious address in paradise. This resort

Fort Myers Beach house

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 2 hours 43 minutes

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Price per night from

$113

Cape Coral - Detached Studio in Waterfront Pool House

Cape Coral boathouse

1 bedroom / 1 bathroom / sleeps 2

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Price per night from

$48

Sanibel Condo bike path Heated pool tennis court grill area short walk to beach

Sanibel Island condo

2 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$266

Direct Gulf Front on Fort Myers Beach - Free WiFi

Fort Myers Beach condo

1 bedroom / 1 bathroom / sleeps 2

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Price per night from

$128

Giselle's Snowbird Paradise

Cape Coral condo

2 bedrooms / 2 bathrooms / sleeps 2

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Price per night from

$153

Beautiful Escape

Fort Myers condo

2 bedrooms / 2 bathrooms / sleeps 4

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Price per night from

$186

2br - 546$: week priceless Vacation in beautiful Cape Coral

Cape Coral apartment

2 bedrooms / 2 bathrooms / sleeps 4

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Price per night from

$140

A Beach Paradise

Fort Myers Beach apartment

1 bedroom / 1 bathroom / sleeps 4

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Price per night from

$233

2/2 condo, remodeled, directly on the beach at the south end

Fort Myers Beach house

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 43 minutes

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Price per night from

$56

Beautiful Gated Community! Directly across the street, just steps to the sugar

Fort Myers Beach house

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 43 minutes

Match: Swimming pool

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Price per night from

$166

Viewing 37 of 1,635
rentals in Captiva Island

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