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Search results; Over 1,000 homes in Saint James City

Guest favourite
Home in St. James City
2 Bedroom Island Oasis Getaway
2 bedrooms, 2 beds, 1 private bathroom
13–18 Sept
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4.96 out of 5 average rating, 106 reviews
Home in St. James City
No Bridges To Paradise
2 bedrooms, 3 beds, 2 bathrooms
14–19 Sept
New place to stay
Top guest favourite
Home in St. James City
Paradise on the Water!
2 bedrooms, 2 beds, 2 bathrooms
1–6 Sept
4.96 out of 5 average rating, 24 reviews
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Home in St. James City
Tranquility, pool, ocean access, boat lift
3 bedrooms, 3 beds, 3 bathrooms
12–17 Sept
5.0 out of 5 average rating, 50 reviews
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Home in St. James City
Island Paradise- Relax in this NEW Waterfront Home
2 bedrooms, 3 beds, 2 bathrooms
6–11 Sept
4.96 out of 5 average rating, 78 reviews
Top guest favourite
Home in St. James City
Ask for August and last-minute specials!
5 bedrooms, 4 beds, 2 bathrooms
8–13 Sept
5.0 out of 5 average rating, 11 reviews
Guest favourite
Home in St. James City
Relaxing 4-Bedroom Waterfront Home with Hot Tub
4 bedrooms, 6 beds, 3 bathrooms
1–6 Sept
5.0 out of 5 average rating, 5 reviews
Home in St. James City
Peaceful Pine Island Home-Great fishing!
3 bedrooms, 3 beds, 2 bathrooms
1–6 Sept
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Home in Matlacha
Castaway Sunset Cottage: Waterfront - 100’ Seawall
2 bedrooms, 2 beds, 1.5 bathrooms
1–6 Sept
5.0 out of 5 average rating, 7 reviews
Home in St. James City
Flamingo Bay on Pine Island
2 bedrooms, 2 beds, 1.5 bathrooms
9–16 Sept
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Home in St. James City
Seascape Casita. Gulf Access, Kayaks and Bikes
2 bedrooms, 3 beds, 2 bathrooms
1–6 Sept
5.0 out of 5 average rating, 18 reviews
Guest favourite
Home in St. James City
Waterfront 2BR/2BA Retreat with Pool, Outdoor Bar
2 bedrooms, 2 queen beds, 2 bathrooms
13–18 Sept
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Home in St. James City
2023 Build in Saint James City
2 bedrooms, 3 beds, 2 bathrooms
8–13 Sept
5.0 out of 5 average rating, 27 reviews
Home in St. James City
Waterfront Gulf Access - Dock, Hot Tub, Sunsets
3 bedrooms, 4 beds, 2 bathrooms
22–27 Sept
New place to stay
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Home in St. James City
Fisherman's island paradise - Southwest Florida
2 bedrooms, 3 beds, 2 bathrooms
14–19 Sept
4.9 out of 5 average rating, 40 reviews
Guest favourite
Home in St. James City
Pine Island Waterfront, Dock, Gulf access, Sleep 7
3 bedrooms, 5 beds, 2 bathrooms
1–6 Sept
5.0 out of 5 average rating, 8 reviews
Home in St. James City
Tarpon Lodge direct Ocean Access
4 bedrooms, 4 beds, 2 bathrooms
1–6 Sept
Top guest favourite
Home in Matlacha
Matlacha Hideaway. Renovated in 2025. Heated pool!
3 bedrooms, 4 beds, 2 bathrooms
1–6 Sept
5.0 out of 5 average rating, 51 reviews
Top guest favourite
Flat in St. James City
Island getaway on the water
1 bathroom
1–6 Sept
5.0 out of 5 average rating, 10 reviews