Seminole County rentals with pool

We found 579 rentals with pool — enter your dates for availability

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September 2025

October 2025

Explore Seminole County rentals with pools

Your own personal retreat directly on the beautiful St. Johns River

Premier Host

Water Lovers Retreat

Sleeps 5 · 1 bedroom · 1 bathroom

Premier Host

Luxury Floating House - Boat Tree Marina on St. John’s River, Sanford

Sleeps 2 · 1 bedroom · 1 bathroom

Spacious 5,700SQT+ estate centrally located on a 20-acre with pool and barn/RV

Sleeps 16 · 8 bedrooms · 4+ bathrooms

Premier Host

Winter Park Citrus Escape; sleeps 8, relaxing pool, family & pet friendly

Sleeps 8 · 3 bedrooms · 2 bathrooms

Find spaces that suit your style

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Rentals with Pool in Seminole County

Rentals with Pool in Sanford

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Holiday Rental options in Seminole County

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Explore Seminole County rentals with pools

Water Lovers Retreat

Floating Cottage Summer and Fall Rates Reduced

Luxury Floating House - Boat Tree Marina on St. John’s River, Sanford

Tiny Hidden Cottage

Spacious 5,700SQT+ estate centrally located on a 20-acre with pool and barn/RV

Winter Park Citrus Escape; sleeps 8, relaxing pool, family & pet friendly

Find spaces that suit your style

Rentals with Pool in Seminole County

Holiday Rental options in Seminole County