Captiva Vacation Homes

A beach with a wooden pier, a small house, and dense trees.

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Our top choices for Captiva holiday homes

A multi-level house with a white exterior, a staircase, and a deck area.

1. North Captiva Steps to Gulf Beaches Last Minute Offers Beach + Golf Cart + Club

North Captiva

Tanya J.

HK$10,094 total

includes taxes & fees

1 Nov - 2 Nov

2. 3BR Captiva Cottage with Hot Tub & Steps to the Beach

Captiva

Cheryl B.

HK$8,767 total

includes taxes & fees

10 Oct - 11 Oct

A coastal resort with a beachfront, golf course, and multiple buildings.

3. South Seas Resort | 2BR Beach Cottage | Gulf Views

Captiva

HK$5,483 total

includes taxes & fees

25 Oct - 26 Oct

An indoor swimming pool with clear glass walls, a tiled deck, and a balcony overlooking the pool area.

4. Custom 3BR Home with Private Heated Pool & Exclusive Beach Access

Captiva

"Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: The team at American Realty especially Lisa really went out of their way to make our stay enjoyable. The home was better than described and perfect for our use."

James W.

HK$8,563 total

includes taxes & fees

6 Oct - 7 Oct

A beach with clear blue water, a sandy shore, and a distant shoreline with vegetation.

5. 3BR Captiva Village Retreat with Private Pool & Spa, Steps to the Beach

Captiva

Bret H.

HK$8,563 total

includes taxes & fees

6 Oct - 7 Oct

A beach with clear turquoise waters and a sandy shore under a bright blue sky with scattered clouds.

6. 3BR Cottage with Private Pool & Spa, Steps to the Beach

Captiva

"Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: This is a perfect home for a couple or small family. Proximity to the beach & Captiva businesses is awesome. Private pool is well maintained (not deep - but perfect for relaxing). Only thing that would make this even better is a King size bed in...

Carol S.

HK$8,563 total

includes taxes & fees

6 Oct - 7 Oct

7. 4BR Captiva Home with Private Pool & Steps to the Beach

Captiva

Dana P.

HK$9,767 total

includes taxes & fees

14 Oct - 15 Oct

A spacious living room with a high ceiling, large windows, a fireplace, and a television.

8. Spacious 5-Bedroom Captiva Home with Private Pool & Spa

Captiva

"Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Great location, the layout of the rooms was perfect for a large family and the management group was extremely responsive whenever we had a concern."

bob v.

HK$16,575 total

includes taxes & fees

6 Oct - 7 Oct

A resort with a large swimming pool, a marina, and lush greenery.

9. Car-Free Island Escape | Pool, Spa + Golf Cart

North Captiva

Ana A.

HK$9,554 total

includes taxes & fees

8 Oct - 9 Oct

A covered balcony with a view of a beach and ocean.

10. 3BR Beachfront Captiva Home with Private Pool & 120’ Gulf Frontage

Captiva

Jason S.

HK$15,098 total

includes taxes & fees

6 Oct - 7 Oct

A two-story house with a balcony, surrounded by greenery and a sandy area.

St James City

"This is a beautiful home, nicely decorated and well maintained, on a canal on Pine Island. The canal provided easy access to waterways making Sanibel and Captiva Islands a short trip away. There was plenty of room to park our boat trailer during our stay. Check-in was easy and the host was quick to respond to a couple of questions we had upon arrival. We enjoyed our stay and look forward to returning."

Becky W.

HK$3,827 total

includes taxes & fees

14 Oct - 15 Oct

A living room with a white sofa, a coffee table, a TV, and a bookshelf.

17. Waterfront Bungalow in Matlacha

Matlacha

Clinton N.

HK$2,775 total

includes taxes & fees

6 Oct - 7 Oct

An outdoor seating area with wicker chairs and a central table, surrounded by lush greenery and palm trees.

18. Captain Ed's Cottage at Palmview Inn of Sanibel

Mid Island

Frank C.

HK$3,044 total

includes taxes & fees

6 Oct - 7 Oct

A covered porch with wicker furniture and a view of a water body.

19. Casa Florida 🌴 waterfront home with boat ramp

Bokeelia

Morgan P.

HK$2,967 total

includes taxes & fees

6 Oct - 7 Oct

A room with a large sliding glass door leading to a waterway, a bottle of wine, and two glasses on a small table.

20. New! Hidden- Speakeasy-penny floor. 3bd 3bath Boat dock & Walk 2 town FABULOUS

Matlacha

Debra B.

HK$3,420 total

includes taxes & fees

6 Oct - 7 Oct

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Top Captiva Hotel Reviews

1 Min to Beach, New Luxury pool home, Gulf sunrise and sunsets, club option

10/10 Excellent

"The house was exactly as listed- clean, spacious, and great location!"

Big on the Beach House 6BR Home + Club Access, Private Dock & Stunning Views

10/10 Excellent

"This was my 3rd time staying at this property. It never disappoints! There isn't a better location on the island. Bob and Wendy are darling and were great with communication and accommodating us. This was a girls trip and we had a blast. The only thing we were missing was maybe a couple more lounge chairs for laying out in the sun. :-) We saw dolphins almost every day. Manatees swam right by the house! Plenty of shells and the weather was beautiful. Pool/bar only a short golf cart ride away. We love this place and will definitely be staying there in the future. Thank you Stepanie and Wendy and Bob for sharing this special place."

Beach Villa 2121: Your Exclusive Two-Story Beach Villa with Direct Gulf Views

8/10 Good

"Need to make it easier to find the unit. We were up and down the stairs looking for the room 2121 reason couldn't find it because the plaque on the building showing the room numbers was off until I called the company . Otherwise enjoyed my stay ."

BEACHFRONT LUXURY ISLAND HOME PRIVATE SWIM SPA~FISHING DOCK~GOLF CART STUNNING

10/10 Excellent

"This was a great place to stay. Took a lot of planning to coordinate airfare, Uber, shuttle, ferry and groceries but it all came together flawlessly. The vrbo was cute, nicely maintained, and had the private beach which was great. This location was known for its fishing off the dock (many boats came by and fished near here). Dolphins could be seen daily from the house/dock. The wildlife was amazing...stingrays, manatees, starfish, crabs, iguanas, turtles, and the shells on the beach were incredible. Only a few restaurants were on the island (and they are pretty pricey) so we definitely planned accordingly to cook at the vrbo as much as possible. The only concern was the PM company at certain times. When we did have an issue, they hid behind the text messages and wouldn't return phone calls. Once things were finally resolved, they were easier to work with."

Find out more about Captiva