Captiva Island Rentals with Pools

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659 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.

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Price per night from

$1,435

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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$493

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

$644

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

$3,007

Captiva Waterfront Luxury Home Rental

Captiva Island house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 15

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Price per night from

$1,718

Sunsplashed -- Your own private tropical island resort!

Captiva Island villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

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Price per night from

$1,633

Great rentals within 20 miles that match your search

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

Cape Coral house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

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Price per night from

$224

Villa Aurelia

Cape Coral house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

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Price per night from

$241

Gulfview paradise

Fort Myers Beach house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$402

THE FANCY FISH..Enjoy Pool "Sandy Beach" Boat Lift

Matlacha house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

“If you want an awesome getaway without having to leave the property for fun...this is your place!” This home has an awesome dock for fishing, boat lift, swimming pool, sandy beach with beach chairs, kayaks and completely fenced in property in case you want to bring your pet with you. The chef's kitchen is amazing with top of the line appliances for all of your meals that you will want to cook. You can walk to the shops and restaurants that are iconic to this area. A definite return for us!

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$246

Casa Del Rio, Tropical Resort,River View,Pool&Dock

Cape Coral house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“Relaxation” We stayed at Casa Del Rio for 10 days and from the moment we got there we felt at home. The property manager meet with us and we very helpful and informative. The home has everything you need the pool area is large enough to host several people. However, nothing will ever top getting an opportunity to see dolphins swim right up to the dock. It was an awesome experience and we really enjoyed our stay!!

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Price per night from

$247

Sunsets from the Lanai. Luxury Villa with Heated

Cape Coral villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

“Outstanding place for a great vacation!” I thoroughly enjoyed my stay. The home was decorated beautifully and very conducive to a relaxing vacation. All the amenities of home. We could either relax by the pool overlooking the canal, or a quick drive to the beach, great restaurants and shopping. The welcome note and bottle of wine was a very classy touch. I will definitely be back. Thank-You!

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Price per night from

$309

Fun in the Sun Beachwalk Isles Fort Myers Florida

Fort Myers villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$160

Sunrise from Lanai, heated pool, hot tub & White Sandy Beach

Cape Coral villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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$343

Cape Coral Delight Villa near Cape Harbour

Cape Coral villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$230

Just Seconds From The Beach at Pointe Santo, A3

Sanibel Island apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$378

High Season:Jan.-April minimum 60 days. Low Season: May-Dec discounted rates

Cape Coral villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

“Nice place for a vacation” I stayed here for four days so that I could see some Red Sox games. The place was very clean and neat, with a kitchen that had everything you need to cook. Juan was very helpful and had lots of suggestions. I really enjoyed my stay! There was plenty of room and it was a nice get-away.

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Price per night from

$167

Waterfront Villa Marie w/ Direct Gulf Access / Private / Hot Tub

Cape Coral house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

“Good value” The home was clean and inviting. The pool and hot tub provided hours of fun! It met my family of fives needs. We would stay here again. The deposit was returned in a timely manner.

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Price per night from

$247

Villa Miami, southern exposure, with boat (optiona

Cape Coral villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 2 hours 7 minutes

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Price per night from

$248

Paradise on Earth - Direct Beach Front Condo with High Speed Internet

Fort Myers Beach apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“fabulous” This condo is beautiful. We watched the dolphins from the balcony. We enjoyed the heated pool. Access to the beach is right there. The condo had everything we needed and more. Beautifully decorated . We would highly recommend it.

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Price per night from

$164

3 BR/2 BA- Quiet South end of Fort Myers Beach

Fort Myers Beach condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“Updated condo, great pool, awesome owner” This is a great rental condo. It is in a great location on a marina, just across the street from the beach (just an easy 5 minute walk). A real bonus is the location near the Santini Plaza. The Plaza has great restaurants, a liquor store, a hardware store and other shopping. There is a CVS next to the Plaza. The pool is beautiful and the largest on the island. It was great to have the extra space of a 3-bedroom, 2-bath unit. Vito is a fantastic owner. He is easy to contact and genuinely cares about his renters.

Responds fast! avg. 3 hours 45 minutes

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Price per night from

$259

Island Paradise. 1st Fl. Water views WiFi, HDTV

Sanibel Island apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

“Vacation in Paradise!” Our vacation in Sanibel Island at Maggi's condo was a vacation in Paradise! This was our first time in Sanibel Island and it was a great vacation and I hope to come back and stay at Maggi's condo. What a beautiful island! There was everything we needed in the condo and sitting in the lanai in the morning and at night having our coffee or drinks watching the dolphins was amazing. The information and directions that Maggi gave us were great and she was always available if we had any questions. Our preference was the lighthouse beach. We did go visit Bowman Beach and that was also very nice. Captiva Island is beautiful but you must get there early or there is no parking. I would recommend the thriller boat ride it was great and what an amazing dolphin show! There is something to do for everyone beaches, bike rides and nature! There are many restaurants on the island and they were all good and many shops for shopping. It was very hard to leave Sanibel paradise!

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Price per night from

$197

Great 2/2 Sanibel Condo, Nice Pool, Private Beach

Sanibel Island apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Sunshine, beaches, What's not to love?” My husband and I stayed at this pleasant 2 bedroom condo with 2 grown children and one son-in-law. The two bedrooms and two baths worked fine for our group. Our married daughter and hubby had to share a bedroom with her brother. The furnishings in the condo were comfortable and clean without being too new to cause worry about a little sand. There were all sorts of beach toys and towels available. The kitchen had a full range of dishes and I cooked fresh fish from the local grocery store several nights. It was convenient to walk to the lovely uncrowded beach with no high-rises in sight. we kayaked with the condo's kayaks in the lagoon and saw a large range of birds, including an osprey feeding on a fish. We had gorgeous weather and collected quite a few shells. Would definitely return.

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$158

2 Bedroom Penthouse Sanibel Gulf Front Condo

Sanibel Island apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

“Perfect” Absolutely perfect experience! The view was amazing, the condo exquisitely decorated, and the weather cooperated throughout the week! I have rented many condos at Pointe Santo, and this one is definitely a 5 star! We will be back! Thank you, Renee, for being so easy to work with and more importantly, for sharing your lovely condo!

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Price per night from

$353

House Sunset Palace with heated pool on canal

Cape Coral house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

“The perfect for a family vacation !” We found Sunset Palace to be very comfortable for our large family and very well located. Close to everything we needed. The house was very well maintained and clean. The kids loved the heated pool and I loved the spacious lanai.The rental company was efficient and friendly.We wouldn't hesitate to rent again. Thanks Vacationhit.

Responds fast! avg. 3 hours 0 minutes

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Price per night from

$282

Cape Coral Vacation Villa

Cape Coral villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

“Great Week” The house was spotless. Well equiped. Felt right at home. Would deffinately stay at this home again. Owner was great.

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$287

SUNNY POOL GULF ACCESS CANAL 3 BEDROOMS HOUSE

Cape Coral house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“Can't wait to come back!” This house was huge and it was stocked with everything you could need. From pool floats, to a grill, to beach chairs and umbrellas, to bicycles, you won't be bored! Bob and Elayne were excellent, giving tips on what to do and where to go and great communicators. The pool was fantastic and the dock was perfect for my husband to fish from. We can't wait to go back!

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$148

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Price per night from

$279

Island House (Beautiful SW Cape) - life is full of choices, choose wisely!

Cape Coral house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

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$302

Buttonwood Bay (Beautiful SW Cape) - long perfect days & perfect endings

Cape Coral house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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$253

2018 Hurricane Deck Boat included with Beautiful Yacht Club Pool Home

Cape Coral villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

“Fantastic holiday” We thoroughly enjoyed all aspects of this holiday. The accommodation was very comfortable and lacked nothing. We were lucky with the weather - only 1 day of rain, and although we saw plenty of lightening we were unaffected by storms. The boat made the holiday for us - it was such a joy to go dolphin spotting, and we spent most days on the water just to keep cool! Some lovely eating places - we would highly recommend The Boathouse, Nervous Nellies and Iguania Mia. Go to The Tiki Hut for the atmosphere and experience when a band is playing!

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Price per night from

$425

Waterfront Villa Cape Florida with Gulf access

Cape Coral villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

“Absolutely elegant!!!” We had a wonderful stay in lovely Villa Cape Coral! We were in awe of the beauty - absolutely elegant home & furnishings, spotlessly clean, & a gorgeous location! It was perfect! We loved using the kayaks to explore the canals & the connecting ecological preserve. We also rented the boat & went out around Sanibel & Captiva Islands ~ what an adventure! Such beauty to see and so many dolphins swimming near us too! It was an amazing time! Grilling & dining out by the pool and relaxing in the pool & spa was such a glorious way to end each day! We felt like we were in paradise ~ we've only been home a week and are already talking about when we can plan our next vacation there! Mark & Diane Stumne Maple Grove, Minnesota

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Price per night from

$173

Pointe Santo E34, Direct Gulf Front Luxury

Sanibel Island apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

“Breathtaking views from a spacious and luxurious home!” Everything was fabulous about this beach-front vacation home. The condo itself was very well-appointed and comfortable. It seemed as if all of the furnitue, bedding and kitchen sundries were all new, and the unit was very clean upon arrival. The screened in balcony provided us with awesome views of the gulf and we could even see our children playing on the beach below. Having a large pool on the property was also very nice. The grounds were beautiful and well-kept. Our children participated in a variety of activities provided by the clubhouse for a nominal fee. They brought home terrific crafts made from seashells that they will cherish. This home is close to restaurants and shopping, but that is all secondary to the picture perfect views and the sound of the gulf water -the whole reason we came to vacation in Sanibel inthe first place. We'll definitely come back and stay in this same home again.

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Price per night from

$418

Apartment Wave in Cape Coral

Cape Coral apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$167

Apartment Dolphin in Cape Coral

Cape Coral apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

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Price per night from

$167

Apartment Seastar in Cape Coral

Cape Coral apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

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Price per night from

$171

Villa Kamal, Cape Coral - Pool & Gulf Access

Cape Coral villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$270

Villa Sunlight, Cape Coral - Pool & Gulf Access

Cape Coral villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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Price per night from

$231

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