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Holiday rentals in Captiva Island and Villas - Holiday Lettings - Holiday Rentals Captiva Island

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1,531 Holiday homes

Holiday apartment accommodation

Captiva Island apartment

  • 2 bedrooms
  • sleeps 6
  • 2 bathrooms
  • Wi-Fi available

from £423 / night

£2,957 - £8,448 / week

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Captiva Island holiday home rental

Captiva Island house

  • 3 bedrooms
  • sleeps 6
  • 2 bathrooms

from £190 / night

£1,331 - £3,105 / week

1 / 41

Holiday home in Captiva Island

Captiva Island house

  • 5 bedrooms
  • sleeps 10
  • 6 bathrooms
  • Wi-Fi available

from £807 / night

£5,648 / week

1 / 84

Apartment rental in Captiva Island

Captiva Island apartment

  • 1 bedroom
  • sleeps 4
  • 2 bathrooms
  • Wi-Fi available

from £253 / night

£1,768 / week

1 / 14

Holiday home in Captiva Island

Captiva Island house

  • 3 bedrooms
  • sleeps 8
  • 3 bathrooms
  • Wi-Fi available

“Fantastic” The house is amazing, as is the the island. Larry and Donna take great care and pride in the place, and are always available for anything you might need. 5 stars is not enough for how great the house is, it's even better than you can expect. We have been to many places and rented many houses, but this far exceeds anything else. We will be going back for sure!!!

from £338 / night

£2,361 - £3,375 / week

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Holiday home in Captiva Island

Captiva Island house

  • 2 bedrooms
  • sleeps 5
  • 3 bathrooms
  • Wi-Fi available

from £212 / night

£1,268 / week

1 / 28

Apartment rental in Captiva Island with shared pool

Captiva Island apartment

  • 2 bedrooms
  • sleeps 6
  • 2 bathrooms
  • Wi-Fi available

from £422 / night

£2,951 / week

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Captiva Island holiday home accommodation

Captiva Island house

  • 1 bedroom
  • sleeps 4
  • 2 bathrooms
  • Wi-Fi available

from £295 / night

£2,064 / week

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Captiva Island holiday villa rental

Captiva Island villa

  • 5 bedrooms
  • sleeps 12
  • 6 bathrooms
  • Wi-Fi available

from £506 / night

£3,542 / week

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Holiday home in Captiva Island

Captiva Island house

  • 3 bedrooms
  • sleeps 6
  • 2 bathrooms
  • Wi-Fi available

from £229 / night

£1,603 / week

1 / 25

Holiday condo in Captiva Island

Captiva Island condo

  • 1 bedroom
  • sleeps 4
  • 2 bathrooms

from £295 / night

£2,064 / week

1 / 17

Cottage rental in Captiva Island

Captiva Island cottage

  • 2 bedrooms
  • sleeps 8
  • 2 bathrooms
  • Wi-Fi available

from £414 / night

£2,729 - £5,255 / week

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Captiva Island holiday home rental

Captiva Island house

  • 2 bedrooms
  • sleeps 6
  • 2 bathrooms
  • Wi-Fi available

“A taste of heaven” We have just spent an amazing week at Mermaid House, it was so relaxing and peaceful. The music system is great, being able to listen to our favourite Cd's or Ipod in the pool area was a real treat. The communication from the owner was great, very friendly and attentive. The home is very clean and comfortable, and so well equiped - very easy to cater at home. However there are so many fantastic restaurants near by that you won't want to cook! Would recommend The Bubble Room, The Mucky Duck, Key Lime Bistro and The Island Cow on Sanibel. Easy walk to shop, restaurants and beach. I would recommend this home to my friends and family, and can't wait to return. Very accurate descriptions and info, and in fact the photo's on website do not do it justice!

from £314 / night

£2,193 - £2,953 / week

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Holiday home in Captiva Island

Captiva Island house

  • 4 bedrooms
  • sleeps 8
  • 4 bathrooms
  • Wi-Fi available

from £905 / night

£6,336 / week

1 / 39

Captiva Island holiday villa rental

Captiva Island villa

  • 5 bedrooms
  • sleeps 12
  • 5 bathrooms
  • Wi-Fi available

from £977 / night

£6,836 / week

1 / 48

Captiva Island holiday home rental

Captiva Island house

  • 2 bedrooms
  • sleeps 6
  • 3 bathrooms
  • Wi-Fi available

from £224 / night

£1,563 / week

1 / 26

Holiday home in Captiva Island

Captiva Island house

  • 6 bedrooms
  • sleeps 22
  • 6 bathrooms

from £1,200 / night

£7,949 - £24,667 / week

1 / 35

Holiday home in Captiva Island

Captiva Island house

  • 3 bedrooms
  • sleeps 8
  • 2 bathrooms
  • Wi-Fi available

from £275 / night

£1,901 - £2,851 / week

1 / 29

Great rentals within 20 miles that match your search

Holiday villa in Fort Myers

Fort Myers villa

  • 3 bedrooms
  • sleeps 6
  • 2 bathrooms
  • Wi-Fi available

from £115 / night

£802 / week

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Holiday villa in Cape Coral

Cape Coral villa

  • 3 bedrooms
  • sleeps 8
  • 2 bathrooms
  • Wi-Fi available

from £149 / night

£974 - £1,551 / week

1 / 22

Cape Coral holiday villa rental

Cape Coral villa

  • 4 bedrooms
  • sleeps 8
  • 3 bathrooms
  • Wi-Fi available

from £111 / night

£772 / week

1 / 15

Holiday home with golf nearby in Fort Myers

Fort Myers house

  • 4 bedrooms
  • sleeps 8
  • 4 bathrooms
  • Wi-Fi available

from £168 / night

£1,174 - £1,799 / week

1 / 25

Apartment rental in North Fort Myers

North Fort Myers apartment

  • 2 bedrooms
  • sleeps 4
  • 2 bathrooms

from £43 / night

£296 / week

1 / 21

Holiday villa in Fort Myers

Fort Myers villa

  • 4 bedrooms
  • sleeps 8
  • 2 bathrooms
  • Wi-Fi available

from £115 / night

£802 / week

1 / 34

Holiday home in Matlacha

Matlacha house

  • 1 bedroom
  • sleeps 4
  • 1 bathroom

from £67 / night

£384 / week

1 / 10

Matlacha holiday home accommodation

Matlacha house

  • 3 bedrooms
  • sleeps 8
  • 2 bathrooms

from £181 / night

£1,266 - £1,538 / week

1 / 35

Cape Coral holiday home rental

Cape Coral house

  • 4 bedrooms
  • sleeps 8
  • 2 bathrooms

from £126 / night

£881 - £941 / week

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Cape Coral holiday home let

Cape Coral house

  • 3 bedrooms
  • sleeps 6
  • 3 bathrooms
  • Wi-Fi available

from £210 / night

£1,469 - £3,343 / week

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Holiday home accommodation

Cape Coral house

  • 4 bedrooms
  • sleeps 6
  • 2 bathrooms
  • Wi-Fi available

from £183 / night

£1,278 - £3,313 / week

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Cape Coral holiday home rental

Cape Coral house

  • 4 bedrooms
  • sleeps 8
  • 2 bathrooms
  • Wi-Fi available

from £224 / night

£1,545 - £4,875 / week

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Holiday home in Cape Coral

Cape Coral house

  • 3 bedrooms
  • sleeps 6
  • 2 bathrooms
  • Wi-Fi available

from £191 / night

£1,337 / week

1 / 28

Cape Coral holiday home accommodation

Cape Coral house

  • 4 bedrooms
  • sleeps 8
  • 2 bathrooms
  • Wi-Fi available

from £183 / night

£1,278 - £3,069 / week

1 / 28

Home rental in Cape Coral

Cape Coral house

  • 3 bedrooms
  • sleeps 6
  • 2 bathrooms

from £151 / night

£1,056 / week

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Cape Coral holiday villa rental

Cape Coral villa

  • 3 bedrooms
  • sleeps 6
  • 2 bathrooms
  • Wi-Fi available

from £110 / night

£761 / week

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Holiday cottage in Sanibel Island

Sanibel Island cottage

  • 1 bedroom
  • sleeps 4
  • 1 bathroom

from £181 / night

£1,268 / week

1 / 22

Holiday apartment in Sanibel Island

Sanibel Island apartment

  • 2 bedrooms
  • sleeps 6
  • 2 bathrooms

from £178 / night

£1,225 - £2,649 / week

1 / 38

Holiday apartment with shared pool in Fort Myers

Fort Myers apartment

  • 2 bedrooms
  • sleeps 4
  • 2 bathrooms

from £85 / night

£592 / week

1 / 28

Cape Coral holiday villa rental

Cape Coral villa

  • 4 bedrooms
  • sleeps 8
  • 2 bathrooms
  • Wi-Fi available

from £177 / night

£1,183 / week

1 / 34

Holiday home in Fort Myers Beach

Fort Myers Beach house

  • 3 bedrooms
  • sleeps 8
  • 2 bathrooms

from £296 / night

£2,070 / week

1 / 11

Holiday villa rental

Cape Coral villa

  • 3 bedrooms
  • sleeps 6
  • 3 bathrooms
  • Wi-Fi available

from £110 / night

£761 - £997 / week

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Captiva Island holidays

Nestled on the southern end of Florida's central Gulf Coast and surrounded by endless natural beauty and coral reefs teeming with marine life, Captiva Island offers the perfect holiday paradise. Join the thousands of visitors who escape here every year for honeymoons, family holiday getaways, or unforgettable Captiva Island weddings. There's no better place to relax, have fun, and experience breathtaking scenery on land or beneath the blue waves. The best way to enjoy everything Captiva Island has to offer is with a stay in a private holiday rental of your own. Find a luxury Florida condo or summer home just a few steps away from the beach where you can watch the sun rise from your private balcony and then begin a day of exploration and exciting activities.

Wander the quaint downtown area of Captiva Island and browse the shops and art galleries featuring the work of talented local artists and artisans. Shop at the high end boutiques and have lunch at a charming beachside cafe. Go sailing, swimming, fishing, or diving all afternoon. Then come home to your holiday rental and grill the day's catch on your deck. After the sun goes down, host a campfire on the beach for your family and friends.

Here are a few additional suggestions for your trip:

  • Hike or bike the inland trails: Lace up your hiking boots or rent a bike in town and explore the scenic beauty of Redfish Pass and Captiva Pass.
  • Tour a historic site or plantation: Captiva Island is home to some charming preserved gardens and historic Florida homes. Take a tour and learn more about local history.
  • Take a sailing lesson: Offshore Sailing offers lessons for beginners. Enlist the help of a patient instructor who can have you cruising the waves in no time.
  • Go deep sea fishing: Captiva Island fishing trips usually leave shore in the morning and head into the deeper waters in pursuit of tuna, grouper, and marlin.
  • Rent a sea kayak: Rent a sea kayak and let an experienced guide take you to the best places to spot marine life like dolphins, sea turtles, and manatees.
  • Go parasailing: If you've never experienced the exhilaration of parasailing above a long stretch of beautiful beach, Captiva Island is a perfect place to start.

Captiva Island is a sunny picturesque escape during all four seasons of the year. You'll never run out of fun things to do here and you'll have no trouble finding the perfect holiday rental that offers all the amenities you and your family need. Stow your beach gear in your own private condo or summer home and start making lasting holiday memories. While you're here, visit some of the other popular destinations on Florida's Gulf Coast like Indialantic or Punta Gorda.

Top Destination reviews

Captiva Bayfront 4 bedroom/4 bath, boat dock, pool
Great house,great views ,great location

Stayed at casa with 3 couples plenty of space for everyone and all had a fabulous vacation. House was clean,we'll maintained and everything is within walking distance. Pool area and nearby beaches were beautiful as well as fishing from the dock. Great place to unwind. … see more

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