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Vacation Rentals & Vacation Rentals in Captiva Island

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Vacation Rentals & Vacation Rentals in Captiva Island

About Captiva Island

2,670 house rentals

THE LITTLE OASIS VERY PRIVATE & ROMANTIC LOCATION

Captiva Island house

2 bedrooms / 2 bathrooms / sleeps 4

“A little piece of heaven... peace and quiet in a busy world!” My husband and I spent seven days at the Little Oasis in early august 2011. At first, we were a little bit intimidated with the concept of bringing everything that we might need for the w

Price per night from

$200

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SAND ANCHOR in Sunset Captiva #19

Captiva Island house

2 bedrooms / 3 bathrooms / sleeps 6

Responds fast! avg. 3 hours 52 minutes

Price per night from

$264

1 / 26

Charm- Captiva Island

Captiva Island house

3 bedrooms / 3 bathrooms / sleeps 8

“Perfect Family Beach Getaway!!!” We definitely have to categorize our beach vacation at Captiva Charm as an unforgettable, relaxing, treasurable family experience. We also had the reliable assistance of the manager, Kingfisher Vacations, who was alwa

Price per night from

$306

1 / 26

Millertime- Captiva

Captiva Island house

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$435

1 / 27

Historic Captiva Island Pet Friendly Cottage w/Pool - Coral Cottage

Captiva Island house

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$336

1 / 20

Anthony Beach Cottages Sunset Captiva 49

Captiva Island house

2 bedrooms / 3 bathrooms / sleeps 5

Responds fast! avg. 2 hours 29 minutes

Price per night from

$200

1 / 19

Beautiful Captiva beach house with pool and hot tub

Captiva Island house

3 bedrooms / 4 bathrooms / sleeps 10

Price per night from

$499

1 / 0

Captiva Shores 5B

Captiva Island apartment

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$214

1 / 28

Courtyard style Captiva Villa with pool, near beach

Captiva Island house

4 bedrooms / 3 bathrooms / sleeps 10

Price per night from

$503

1 / 33

019- Dolphin Cottage

Captiva Island house

2 bedrooms / 2 bathrooms / sleeps 7

Price per night from

$180

1 / 26

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 w

Price per night from

$499

1 / 30

South Seas Bayside Villa 4102. Modern updated interior decor. Near Beach

Captiva Island apartment

1 bedroom / 2 bathrooms / sleeps 4

Price per night from

$215

1 / 21

Lollipop Captiva

Captiva Island house

3 bedrooms / 4 bathrooms / sleeps 8

Price per night from

$410

1 / 22

Village Area near beach Rental Home with Pool

Captiva Island house

5 bedrooms / 4 bathrooms / sleeps 12

Price per night from

$384

1 / 31

Fisherman's Dream! Lovely home with pool, boat dock and beach access

Captiva Island house

3 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$499

1 / 26

528 - Coral Cottage

Captiva Island house

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$175

1 / 44

170-Solitude

Captiva Island house

4 bedrooms / 4 bathrooms / sleeps 12

“The best yet” We have been coming to the island for about 7 years, renting different houses each time. We are a 3 generation family of 12 with children, teenagers, parents and grandparents. Solitude was a great house, well maintained and comfortabl

Price per night from

$335

1 / 26

Pelican Brief right on the beach

Captiva Island house

3 bedrooms / 3 bathrooms / sleeps 8

“The Perfect Relaxing Vacation!!!” This house was perfect for our family of 5. My husband and son fished off the beach and off the private dock. We also brought our own jet skis and were able to keep them at the dock. My girls and I loved being able to

Responds fast! avg. 2 hours 1 minutes

Price per night from

$500

1 / 19

258-Turtle Trax

Captiva Island house

3 bedrooms / 1 bathroom / sleeps 5

“It was a perfect place for the four of us. Very relaxing and en” The home was ideally located especially for the beach. There were no problems and we really felt comfortable. The pool being screened was an added plus. We really enjoyed the outside

Price per night from

$250

1 / 24

New Latitude Beach Estate

Captiva Island house

6 bedrooms / 6 bathrooms / sleeps 16

Responds fast! avg. 2 hours 34 minutes

Price per night from

$1,414

1 / 24

South Seas Lands End 1608 Three bedroom Water View Villa

Captiva Island apartment

3 bedrooms / 3 bathrooms / sleeps 6

Price per night from

$469

1 / 41

085-Gulf Breeze Cottage

Captiva Island house

2 bedrooms / 2 bathrooms / sleeps 6

“Ready to go back!” This was a well kept place with close proximity to the beach and awesome sunsets! The hot tub was a nice bonus and the screened in porch was a nice place to enjoy the evenings. The island is great!

Price per night from

$113

1 / 24

Bayfront condo at Sunset Captiva

Captiva Island apartment

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$223

1 / 22

"Romantic" Coquina Cottage ON the Beach~Pet friendly~August Deals BOOK NOW

Captiva Island cottage

2 bedrooms / 2 bathrooms / sleeps 8

“Best New Years Ever!” We started out the new year in your home and what a great start it was. We have never had the priviledge of being so close to the beach for a vacation! We felt so safe and private. We have 7 littles and the two youngest would eve

Responds fast! avg. 2 hours 15 minutes

Price per night from

$273

1 / 26

Nestled in Tropical Vegetation, Steps to the Beach

Captiva Island house

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$195

1 / 10

169-Key Lime Time

Captiva Island house

5 bedrooms / 5 bathrooms / sleeps 12

“Key lime” Great location, modern home, extra expenses, límited stores, strict check in and out time, very nice beach

Price per night from

$340

1 / 50

219 - Latitude Adjustment

Captiva Island house

3 bedrooms / 4 bathrooms / sleeps 10

Price per night from

$413

1 / 100

109-Manatee Manor

Captiva Island house

4 bedrooms / 4 bathrooms / sleeps 8

“wonderful house and island, terrible management!” We have been many times to North Captiva over the last 10+ years and always had a fantastic experience! The location is fantastic and this house is right on the beach, with amazing sunsets, great shel

Price per night from

$239

1 / 28

Green Heron House

Captiva Island house

5 bedrooms / 6 bathrooms / sleeps 12

“More than perfect” I recently had the opportunity to stay at The Green Heron House. We had a wonderful week with plenty of space for our entire party of 8 and even some to spare. The house has everything you could think of to ensure your perfect vac

Price per night from

$465

1 / 39

Charming Captiva Cottage

Captiva Island house

3 bedrooms / 3 bathrooms / sleeps 6

“Wonderful place to stay in ideal location!” I just wanted to thank you for making our stay on Captiva so enjoyable. We really enjoyed staying at Captiva Cottage. Captiva Cottage was the perfect size, and had everything we needed during our stay. The

Price per night from

$285

1 / 16

Beautiful water view South Seas Lands End Villa

Captiva Island apartment

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$572

1 / 27

086-Silverseas Cottage

Captiva Island house

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$225

1 / 39

073C - Island Time I

Captiva Island house

2 bedrooms / 2 bathrooms / sleeps 4

“Our Private Paradise!” Our second stay in this waterfront cottage. Been visiting the island since 2002, so the staff knows us. A wonderful experience when you can reserve it. It is a favorite spot because of its fishing dock, views, sun, beach, pool

Price per night from

$241

1 / 33

178 - Casa Paradiso

Captiva Island house

2 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$180

1 / 41

BEACH DESTIN

Captiva Island house

4 bedrooms / 6 bathrooms / sleeps 10

Price per night from

$1,166

1 / 23

Captiva Shores 2A

Captiva Island apartment

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$306

1 / 21

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

Price per night from

$576

1 / 39

SUNSET DREAM

Captiva Island apartment

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$576

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Viewing 38 of 2,670

About Captiva Island

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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 vacation paradise. Join the thousands of visitors who escape here every year for honeymoons, family vacation 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 vacation 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 vacation 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 vacation 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 vacation memories. While you're here, visit some of the other popular destinations on Florida's Gulf Coast like Indialantic or Punta Gorda.

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