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 Island

Tanya J.

HK$10,145 total

includes taxes & fees

1 Nov - 2 Nov

A beachfront property with a two-story building, a covered patio, and a sign indicating 'Green Tortooga'.

2. Pet-Friendly North Captiva Home | Pool & Cart

North Captiva Island

krissi t.

HK$9,534 total

includes taxes & fees

25 Oct - 26 Oct

A pool with wooden chairs and lush tropical plants around it.

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

Captiva

Bret H.

HK$8,512 total

includes taxes & fees

1 Nov - 2 Nov

An aerial view of a resort with two large swimming pools, sun loungers, and palm trees.

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

Captiva

HK$5,648 total

includes taxes & fees

11 Nov - 12 Nov

A modern kitchen with a dining area, featuring a stainless steel refrigerator, microwave, and oven.

5. 3BR Captiva Cottage with Hot Tub & Steps to the Beach

Captiva

Bridgette O.

HK$8,747 total

includes taxes & fees

25 Oct - 26 Oct

An indoor pool area with two lounge chairs and a small table, surrounded by glass walls and tropical plants.

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$8,567 total

includes taxes & fees

30 Oct - 31 Oct

A two-story building with a covered entrance and a staircase leading to the upper level.

7. 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$8,567 total

includes taxes & fees

26 Oct - 27 Oct

A two-story house with a flat roof, large windows, and a covered front porch.

8. 4BR Captiva Home with Private Pool & Steps to the Beach

Captiva

Dana P.

HK$9,902 total

includes taxes & fees

25 Oct - 26 Oct

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

9. 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$16,553 total

includes taxes & fees

26 Oct - 27 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$15,078 total

includes taxes & fees

24 Oct - 25 Oct

A coastal residential area with houses featuring blue and white exteriors, surrounded by lush greenery and a clear view of the ocean.

11. North Captiva Island Retreat w/ Pool & Cart

North Captiva Island

Ana A.

HK$11,964 total

includes taxes & fees

20 Nov - 21 Nov

12. North Captiva pool Home, centrally located.

North Captiva Island

HK$8,769 total

includes taxes & fees

24 Oct - 25 Oct

A bedroom with a large bed, a ceiling fan, a dresser, and a balcony with a view of palm trees.

13. coastal chic cottage "Heron" minutes to the beach! JULY SAVINGS!

West End

EMILY B.

HK$3,644 total

includes taxes & fees

2 Nov - 3 Nov

A covered swimming pool with a clear view of the surrounding area, including a body of water and greenery.

14. Fisherman's Delight With Heated Salt Swimming Pool and a new Boat Lift

St James City

Travis W.

HK$3,806 total

includes taxes & fees

24 Oct - 25 Oct

A modern living room with a white sofa, a round coffee table, and a kitchen area in the background.

15. Waterfront Bungalow in Matlacha

Matlacha

Clinton N.

HK$2,772 total

includes taxes & fees

24 Oct - 25 Oct

A spacious living room with a grey sofa, striped armchair, and a woven coffee table. Large windows offer a view of a tropical garden.

16. Driftwood Inn

Mid Island

Terri

HK$3,780 total

includes taxes & fees

26 Oct - 27 Oct

A sunlit room with a sofa, coffee table, and chairs, large windows with a view of a marina and palm trees.

17. 3-bedroom house in charming Saint James City with Canal Views!

Saint James City

Joshua A.

HK$3,800 total

includes taxes & fees

26 Oct - 27 Oct

A spacious patio with a dining table and chairs, a sofa, and a ceiling fan.

18. 3BR Coastal retreat in peaceful Bokeelia with pool, bikes, ping pong and fishing

Bokeelia

Erik B.

HK$3,359 total

includes taxes & fees

25 Oct - 26 Oct

A modern kitchen with white cabinetry, stainless steel appliances, and a central island.

19. Modern boho 2bed 2bath home, 8 mins to downtown cape and near beach.

Pelican

julie l.

HK$1,778 total

includes taxes & fees

24 Oct - 25 Oct

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

20. The Hideaway Cottage at Palmview of Sanibel | Bikes | Beach gear

Mid Island

Kimberly M.

HK$2,935 total

includes taxes & fees

25 Oct - 26 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

"This is a great house on a great island! We loved it and may go back one day. It is a good place to take a break from civilization for a little while."

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 ."

Villa 3237 Captiva Island Escape: Updated Condo with Pool, Steps to Beaches

8/10 Good

"Property was very nice. The only thing is that the second room was dent not a room, so not too much privacy there. Everything else was very as describe in the internet. We did have a very nice time here."

Find out more about Captiva