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Search results; Over 1,000 homes in Bokeelia

Top guest favourite
Cottage in Bokeelia
Romantic Getaway “Waterside” Dockage~Canal front
1 bedroom, 1 bed, 1 private bathroom
5–10 Jul
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4.99 out of 5 average rating, 144 reviews
Superhost
Home in Bokeelia
Ocean View Pool Home, Private Dock Access for Boat
3 bedrooms, 3 beds, 3.5 bathrooms
11–16 Jul
New place to stay
Top guest favourite
Home in Bokeelia
Grande View - Large 3/3 Island Lakehouse w/Pool
3 bedrooms, 4 beds, 3 bathrooms
7–12 Jul
4.91 out of 5 average rating, 11 reviews
Guest favourite
Home in Bokeelia
Private Paradise on Pine Island
3 bedrooms, 3 beds, 2 bathrooms
16–21 Jul
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Home in Bokeelia
The Snook & Rod Club (Waterfront)
2 bedrooms, 3 beds, 1 bathroom
5–10 Jul
4.97 out of 5 average rating, 105 reviews
Top guest favourite
Home in Bokeelia
Waterfront Oasis with Boat Lift & Hot Tub
3 bedrooms, 4 beds, 1 bathroom
12–17 Jul
5.0 out of 5 average rating, 50 reviews
Guest favourite
Home in Bokeelia
Calling Waters-Gulf access w/dock, pool and HT.
4 bedrooms, 6 beds, 2 bathrooms
19–24 Jul
4.84 out of 5 average rating, 32 reviews
Top guest favourite
Home in Bokeelia
Beautiful waterfront Island home with a pool
3 bedrooms, 3 beds, 3.5 bathrooms
25–30 Jul
5.0 out of 5 average rating, 21 reviews
Top guest favourite
Home in Bokeelia
Heated Pool+Spa · Boat Slip · Kayaks · Pine Island
3 bedrooms, 4 beds, 2 bathrooms
6–11 Jul
5.0 out of 5 average rating, 10 reviews
Top guest favourite
Home in Matlacha
​Boater’s Paradise: No-Bridge Gulf Access & Pool
4 bedrooms, 7 beds, 3 bathrooms
5–10 Jul
5.0 out of 5 average rating, 30 reviews
Guest favourite
Home in Matlacha
The Island Shanty
3 bedrooms, 3 beds, 2 bathrooms
5–10 Jul
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Home in Bokeelia
Key West style waterfront home w/ Dock- Pineisland
2 bedrooms, 4 beds, 1 bathroom
1–6 Aug
4.97 out of 5 average rating, 58 reviews
Superhost
Home in Matlacha
Pool Adult Only Waterfront Paradise in Matlacha!
2 bedrooms, 2 king beds, 2.5 bathrooms
8–13 Jul
Home in Matlacha
Castaway Sunset Cottage: Waterfront - 100’ Seawall
2 bedrooms, 2 beds, 1.5 bathrooms
6–11 Jul
New place to stay
Top guest favourite
Home in Matlacha
Island Bay Home, Fishing, Boating, Sunsets
3 bedrooms, 4 beds, 2 bathrooms
10–15 Jul
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Home in St. James City
Fisherman's island paradise - Southwest Florida
2 bedrooms, 3 beds, 2 bathrooms
6–11 Jul
4.9 out of 5 average rating, 39 reviews
Top guest favourite
Home in Matlacha
Matlacha Hideaway. Renovated in 2025. Heated pool!
3 bedrooms, 4 beds, 2 bathrooms
6–11 Jul
5.0 out of 5 average rating, 49 reviews
Home in Bokeelia
Stunning Lake House with Heated Pool and Hot Tub
4 bedrooms, 5 beds, 4 bathrooms
3–8 Jul
Top guest favourite
Home in Bokeelia
Serenity by the Sea
3 bedrooms, 3 queen beds, 2 bathrooms
26–31 Jul
5.0 out of 5 average rating, 11 reviews