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Search results; Over 1,000 homes

Top guest favourite
Home in Captiva
Blue Laguna - Vacation in paradise!
3 bedrooms, 3 beds, 3 private bathrooms
7–12 Sept, Individual host
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4.91 out of 5 average rating, 142 reviews
Superhost
Apartment in Captiva
NEW 3br/3bath at Lands End Captiva pure relaxation
10-min drive
7–12 Sept
Top guest favourite
Home in Captiva
Sunset Too: 1 house to shore-Golf Cart Pickleball,
30-min drive
7–12 Sept
5.0 out of 5 average rating, 59 reviews
Top guest favourite
Cottage in Captiva
Jensen's Marina and Cottages - Cottage #6
11-min walk
22–27 Sept
5.0 out of 5 average rating, 21 reviews
Superhost
Home in Captiva
West Indies Home - 140 Feet to the Beach!
14-min walk
26 Sept – 3 Oct
4.8 out of 5 average rating, 5 reviews
Guest favourite
Home in Captiva
Captiva Beach Sunset: Gulf Views + Pool + Carts
30-min drive
14–19 Sept
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Home in Matlacha
The Island Shanty
50-min drive
1–6 Sept
5.0 out of 5 average rating, 15 reviews
Top guest favourite
Home in North Captiva Island
Sandy Toes Villa - North Captiva - Water Views
30-min drive
8–13 Sept
4.98 out of 5 average rating, 44 reviews
Top guest favourite
Home in Captiva
Million Dollar View! Private Pool, Steps to Beach!
30-min drive
7–12 Sept
5.0 out of 5 average rating, 27 reviews
Superhost
Home in Captiva
All Seasons Villa - Superb location, amenities and
13-min walk
19–26 Sept
5.0 out of 5 average rating, 9 reviews
Top guest favourite
Guest house in Fort Myers
Waterfront Hideaway
50-min drive
7–12 Sept
4.98 out of 5 average rating, 243 reviews
Top guest favourite
Home in Bokeelia
Ocean View Pool Home, Private Dock Access for Boat
50-min drive
8–13 Sept
5.0 out of 5 average rating, 9 reviews
Superhost
Home in Captiva
Luxurious Captiva Escape 7 BR /7 BA Pool & 4 Kings
10-min drive
6–11 Sept
Guest favourite
Apartment in Captiva
Hide-A-Way with the Best View on the Island!
10-min walk
1–8 Sept
5.0 out of 5 average rating, 15 reviews
Top guest favourite
Home in Captiva
Dolphin Watch - Beach front
30-min drive
1–6 Sept
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Home in Cape Coral
LUX Villa w/ Private Salt Water Pool, Lanai, Canal
50-min drive
26–31 Oct
4.99 out of 5 average rating, 264 reviews
Superhost
Home in Captiva
Luxurious Island Retreat 4BR / 3BA 2 King Beds
10-min walk
2–7 Sept
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Apartment in Sanibel
Beachfront Loggerhead Cay Pool Pickleball & Bikes
40-min drive
1–8 Sept
5.0 out of 5 average rating, 15 reviews
Top guest favourite
Home in Matlacha
​Boater’s Paradise: No-Bridge Gulf Access & Pool
50-min drive
7–12 Sept
5.0 out of 5 average rating, 37 reviews