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Search results; Over 1,000 homes in Bokeelia

Top guest favourite
Guest suite in Bokeelia
Pine Island Pelican Suite: privacy, pool, gardens
1 bedroom, 1 bed, 1 private bathroom
5–10 Dec
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4.98 out of 5 average rating, 115 reviews
Top guest favourite
Home in Bokeelia
Ocean View Pool Home, Private Dock Access for Boat
3 bedrooms, 3 beds, 3.5 bathrooms
15–20 Aug
5.0 out of 5 average rating, 8 reviews
Guest favourite
Home in Bokeelia
Beautiful 3/3 with pool, Gulf access & boat ramp
3 bedrooms, 5 beds, 3 bathrooms
20–26 Sept
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Home in Bokeelia
Waterfront Oasis with Boat Lift & Hot Tub
3 bedrooms, 4 beds, 1 bathroom
15–20 Aug
5.0 out of 5 average rating, 50 reviews
Superhost
Home in Bokeelia
Bokeelia Daydreamin' 4 bedroom with Pool!
4 bedrooms, 4 beds, 3 bathrooms
15–20 Aug
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Home in Bokeelia
The Snook & Rod Club (Waterfront)
2 bedrooms, 3 beds, 1 bathroom
16–21 Aug
4.97 out of 5 average rating, 107 reviews
Top guest favourite
Home in Bokeelia
Beautiful waterfront Island home with a pool
3 bedrooms, 3 beds, 3.5 bathrooms
15–20 Aug
5.0 out of 5 average rating, 22 reviews
Guest favourite
Home in Bokeelia
Calling Waters-Gulf access w/dock, pool and HT.
4 bedrooms, 6 beds, 2 bathrooms
15–20 Aug
4.85 out of 5 average rating, 34 reviews
Guest favourite
Home in Bokeelia
Grande View - Large 3/3 Island Lakehouse w/Pool
3 bedrooms, 4 beds, 3 bathrooms
30 Aug – 4 Sept
4.91 out of 5 average rating, 11 reviews
Top guest favourite
Home in Bokeelia
Key West style waterfront home w/ Dock- Pineisland
2 bedrooms, 4 beds, 1 bathroom
17–22 Aug
4.97 out of 5 average rating, 58 reviews
Top guest favourite
Home in Bokeelia
Heated Pool+Spa · Boat Slip · Kayaks · Pine Island
3 bedrooms, 4 beds, 2 bathrooms
15–20 Aug
5.0 out of 5 average rating, 12 reviews
Top guest favourite
Home in Matlacha
​Boater’s Paradise: No-Bridge Gulf Access & Pool
4 bedrooms, 7 beds, 3 bathrooms
23–28 Aug
5.0 out of 5 average rating, 35 reviews
Top guest favourite
Home in Bokeelia
Serenity by the Sea
3 bedrooms, 3 queen beds, 2 bathrooms
15–20 Aug
5.0 out of 5 average rating, 12 reviews
Top guest favourite
Home in Matlacha
The Island Shanty
3 bedrooms, 3 beds, 2 bathrooms
15–20 Aug
5.0 out of 5 average rating, 12 reviews
Top guest favourite
Home in Matlacha
Castaway Sunset Cottage: Waterfront - 100’ Seawall
2 bedrooms, 2 beds, 1.5 bathrooms
17–22 Aug
5.0 out of 5 average rating, 6 reviews
Superhost
Villa in St. James City
Quiet Pine Island Pool Villa, Dock & Gulf Access
4 bedrooms, 5 beds, 3 bathrooms
15–21 Aug
4.0 out of 5 average rating, 4 reviews
Top guest favourite
Cottage in Bokeelia
Romantic Getaway “Waterside” Dockage~Canal front
1 bedroom, 1 queen bed, 1 bathroom
1–6 Sept
4.99 out of 5 average rating, 145 reviews
Top guest favourite
Home in Matlacha
Matlacha Hideaway. Renovated in 2025. Heated pool!
3 bedrooms, 4 beds, 2 bathrooms
17–22 Aug
5.0 out of 5 average rating, 51 reviews
Top guest favourite
Flat in Bokeelia
Bokeelia Casita!
1 bedroom, 1 bed, 1 bathroom
25–30 Oct
5.0 out of 5 average rating, 96 reviews