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Holiday Homes in Captiva Island

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Our top choices for Captiva Island holiday homes

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

Custom 3BR Home with Private Heated Pool & Exclusive Beach Access
Captiva
9.2 out of 10, Wonderful, (24 reviews)
"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."
United States
James W.
The price is AU$1,494
includes taxes & fees
25 Sept - 26 Sept
Custom 3BR Home with Private Heated Pool & Exclusive Beach Access

2. 3BR Cottage with Private Pool & Spa, Steps to the Beach

3BR Cottage with Private Pool & Spa, Steps to the Beach
Captiva
9.6 out of 10, Exceptional, (23 reviews)
"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...
United States
Carol S.
The price is AU$1,497
includes taxes & fees
26 Sept - 27 Sept
3BR Cottage with Private Pool & Spa, Steps to the Beach

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

3BR Captiva Village Retreat with Private Pool & Spa, Steps to the Beach
Captiva
8.8 out of 10, Excellent, (30 reviews)
"GREAT place! Walk to everything and the it was really quiet and private..."
United States
Bret H.
The price is AU$1,497
includes taxes & fees
28 Sept - 29 Sept
3BR Captiva Village Retreat with Private Pool & Spa, Steps to the Beach

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

4BR Captiva Home with Private Pool & Steps to the Beach
Captiva
9.8 out of 10, Exceptional, (49 reviews)
"Great stay, close to beach, good beach amenities, comfortable home."
United States
Dana P.
The price is AU$1,708
includes taxes & fees
28 Sept - 29 Sept
4BR Captiva Home with Private Pool & Steps to the Beach

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

3BR Captiva Cottage with Hot Tub & Steps to the Beach
Captiva
9.4 out of 10, Exceptional, (36 reviews)
"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"
United States
Cheryl B.
The price is AU$1,508
includes taxes & fees
25 Sept - 26 Sept
3BR Captiva Cottage with Hot Tub & Steps to the Beach

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

Spacious 5-Bedroom Captiva Home with Private Pool & Spa
Captiva
9.8 out of 10, Exceptional, (53 reviews)
"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."
United States
bob v.
The price is AU$2,851
includes taxes & fees
6 Oct - 7 Oct
Spacious 5-Bedroom Captiva Home with Private Pool & Spa

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

South Seas Resort | 2BR Beach Cottage | Gulf Views
Captiva
The price is AU$1,021
includes taxes & fees
27 Sept - 28 Sept
South Seas Resort | 2BR Beach Cottage | Gulf Views

8. 3BR Beachfront Captiva Home with Private Pool & 120’ Gulf Frontage

3BR Beachfront Captiva Home with Private Pool & 120’ Gulf Frontage
Captiva
9.0 out of 10, Wonderful, (34 reviews)
"Everything was great."
United States
Marvin G.
The price is AU$2,633
includes taxes & fees
30 Sept - 1 Oct
3BR Beachfront Captiva Home with Private Pool & 120’ Gulf Frontage

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

coastal chic cottage "Heron" minutes to the beach! JULY SAVINGS!
West End
9.2 out of 10, Wonderful, (44 reviews)
"This was my second stay . It’s so amazing and the location is perfect !!!! We will be back !"
United States
EMILY B.
The price is AU$639
includes taxes & fees
9 Oct - 10 Oct
coastal chic cottage "Heron" minutes to the beach! JULY SAVINGS!

10. 3-bedroom house in charming Saint James City with Canal Views!

3-bedroom house in charming Saint James City with Canal Views!
Saint James City
10.0 out of 10, Exceptional, (11 reviews)
"Loved this place, right on the water, close to bars and restaurants."
United States
Brandon J.
The price is AU$679
includes taxes & fees
25 Sept - 26 Sept
3-bedroom house in charming Saint James City with Canal Views!

11. Waterfront Bungalow in Matlacha

Waterfront Bungalow in Matlacha
Matlacha
10.0 out of 10, Exceptional, (7 reviews)
"Great place and convenient location "
United States
Clinton N.
The price is AU$414
includes taxes & fees
25 Sept - 26 Sept
Waterfront Bungalow in Matlacha

12. Driftwood Inn

Driftwood Inn
4.0 star property
Mid Island
10.0 out of 10, Exceptional, (11 reviews)
"This was our second stay at Driftwood Inn and we enjoyed it as much this time as the last! Property is immaculately cleaned, comfortable and has everything we need. The beach is a short walk away and the included cart, umbrellas and beach chairs make it easy to enjoy your time relaxing in the sun. Highly recommend this property for your beach time!"
United States
Heather
The price is AU$661
includes taxes & fees
5 Oct - 6 Oct
Driftwood Inn

13. 3BR Coastal retreat in peaceful Bokeelia with pool, bikes, ping pong and fishing

3BR Coastal retreat in peaceful Bokeelia with pool, bikes, ping pong and fishing
Bokeelia
10.0 out of 10, Exceptional, (10 reviews)
"Property and house were beautiful, clean, quiet. Everything was top notch. Would definitely book again."
United States
Erik B.
The price is AU$592
includes taxes & fees
4 Oct - 5 Oct
3BR Coastal retreat in peaceful Bokeelia with pool, bikes, ping pong and fishing

14. Great Escape Luxe Retreat

Great Escape Luxe Retreat
Pelican
9.4 out of 10, Exceptional, (8 reviews)
"The house was beautiful and clean! Great location and the host was great! We will definitely stay here again! Thank you "
United States
Jessica r.
The price is AU$503
includes taxes & fees
26 Sept - 27 Sept
Great Escape Luxe Retreat

15. Casa Florida 🌴 waterfront home with boat ramp

Casa Florida 🌴 waterfront home with boat ramp
Bokeelia
9.4 out of 10, Exceptional, (11 reviews)
"This is our second time staying at this location and we will definitely be back! It is so convenient to have the boat ramp at the house and we love the boat lift. The house and property itself has everything you need and is always clean! "
United States
Morgan P.
The price is AU$580
includes taxes & fees
28 Sept - 29 Sept
Casa Florida 🌴 waterfront home with boat ramp

16. Unwind in Paradise

Unwind in Paradise
Pelican
10.0 out of 10, Exceptional, (8 reviews)
"I really enjoyed my stay here price was grate and I don’t think there is nothing better and comfortable outhere"
United States
Christian
The price is AU$499
includes taxes & fees
5 Oct - 6 Oct
Unwind in Paradise

17. Endless Summer Hideaway w/Pool/ocean access/5br

Endless Summer Hideaway w/Pool/ocean access/5br
Pelican
8.8 out of 10, Excellent, (25 reviews)
"Wonderful place to stay"
United States
Becky W.
The price is AU$501
includes taxes & fees
28 Sept - 29 Sept
Endless Summer Hideaway w/Pool/ocean access/5br

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

Fisherman's Delight With Heated Salt Swimming Pool and a new Boat Lift
St James City
9.6 out of 10, Exceptional, (96 reviews)
"Beautiful home and warm pool conviently right on the canal with a boat lift! The host was very helpful!! We definitely will be back!! "
United States
Jennifer C.
The price is AU$686
includes taxes & fees
1 Oct - 2 Oct
Fisherman's Delight With Heated Salt Swimming Pool and a new Boat Lift

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

New! Hidden- Speakeasy-penny floor. 3bd 3bath Boat dock & Walk 2 town FABULOUS
Matlacha
10.0 out of 10, Exceptional, (15 reviews)
"Everything was great and the added amenities were a bonus. The little added things made our stay wonderful "
United States
Debra B.
The price is AU$626
includes taxes & fees
25 Sept - 26 Sept
New! Hidden- Speakeasy-penny floor. 3bd 3bath Boat dock & Walk 2 town FABULOUS

20. Flamingo's Nest - A Tropical Waterfront Pool Oasis

Flamingo's Nest - A Tropical Waterfront Pool Oasis
Pelican
10.0 out of 10, Exceptional, (4 reviews)
"Clean home. Quiet neighborhood. The home had all that we needed for a weekend trip for a family wedding. "
United States
Tom R.
The price is AU$528
includes taxes & fees
27 Sept - 28 Sept
Flamingo's Nest - A Tropical Waterfront Pool Oasis
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Captiva Island Hotel Reviews

Find out more about Captiva Island

Captiva Island Holiday Homes information

Number of reviews
399
Accommodation
288 Holiday Homes
Lowest Price
AU$414
Highest Price
AU$2,851

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