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Search results; Over 1,000 homes

Guest favourite
Tiny home in Florida
"Cowboy's Cabana" - Detached Suite w/ Pool & Porch
1 bedroom, 1 bed, 1 private bathroom
16–21 Sept
,
4.86 out of 5 average rating, 147 reviews
Home in Fort Myers Beach
Salty Seahorse Unit 200 | New Build | Heated Pool
3 bedrooms, 5 beds, 2.5 bathrooms
20–25 Sept
New place to stay
Home in Seminole
[6BR POOL VILLA] Pickleball+Games+MiniTheater+Golf
6 bedrooms, 8 beds, 3 bathrooms
21–26 Sept
5.0 out of 5 average rating, 3 reviews
Superhost
Villa in Rotonda
Secluded Haven, Sleeps 6, heated pool, 2 dogs ok
3 bedrooms, 3 beds, 2 bathrooms
22–27 Sept
Superhost
Home in Clearwater
Private Pool | Large Yard | Near Clearwater Beach
3 bedrooms, 3 beds, 2 bathrooms
20–25 Sept
New place to stay
Superhost
Home in Clermont
16026 Huge 8BR Mansion - Magical Decor Windsor Cay
8 bedrooms, 12 beds, 6 bathrooms
29 Nov – 4 Dec
New place to stay
Home in Largo
Heated Saltwater Pool | Hot tub | 2 Primary Suites
4 bedrooms, 4 beds, 3 bathrooms
20–25 Sept
5.0 out of 5 average rating, 3 reviews
Superhost
Home in Kissimmee
381 Fantastic Home Near Disney 5BD/5BT/14P
5 bedrooms, 8 beds, 5 bathrooms
15–20 Nov
5.0 out of 5 average rating, 4 reviews
Guest favourite
Home in Punta Gorda
Peaceful Newly Renovated Canal Home in Punta Gorda
3 bedrooms, 6 beds, 2 bathrooms
17–22 Oct
5.0 out of 5 average rating, 5 reviews
Home in Fort Myers Beach
Seaside Cottage | Private Pool | Steps to Beach
4 bedrooms, 8 beds, 4 bathrooms
4–9 Oct
New place to stay
Superhost
Home in Indian Rocks Beach
Coastal Reserve Executive Beach Home w/ golf cart
3 bedrooms, 6 beds, 2 bathrooms
15–20 Sept
New place to stay
Superhost
Home in St. Augustine
St. Augustine with Private Pool Near Downtown
4 bedrooms, 5 beds, 2.5 bathrooms
27 Sept – 2 Oct
New place to stay
Superhost
Home in Kissimmee
NEW 2026 Themed 9BR| Racing Simulator |Solara
9 bedrooms, 13 beds, 6.5 bathrooms
20–25 Sept
5.0 out of 5 average rating, 3 reviews
Home in Gainesville
Pet-friendly MCM home, game room near UF, Shands
3 bedrooms, 7 beds, 2 bathrooms
19–24 Sept
New place to stay
Superhost
Home in Jacksonville Beach
NEW! Hot tub, Pool, Fully Renovated Beach Oasis
3 bedrooms, 4 beds, 2 bathrooms
26 Sept – 1 Oct
New place to stay
Top guest favourite
Home in Seminole
Luxe Heated Pool Oasis | 5 Min to Gulf | Movie Rm.
4 bedrooms, 8 beds, 2 bathrooms
20–25 Sept
5.0 out of 5 average rating, 12 reviews
Top guest favourite
Apartment in St. Augustine
St Augustine condo 2 min to beach w/pool
2 bedrooms, 3 beds, 2 bathrooms
26 Sept – 1 Oct
5.0 out of 5 average rating, 65 reviews
Top guest favourite
Home in Port Charlotte
Home heated Pool/spa, fenced yard, Dock on Canal
3 bedrooms, 4 beds, 3 bathrooms
21–26 Sept
5.0 out of 5 average rating, 5 reviews
Superhost
Home in Miramar Beach
Drift Away: Private beach, Pool, Games, Golf cart
8 bedrooms, 16 beds, 8 bathrooms
4–9 Nov
New place to stay