Ready for a warm weather, Florida vacation with a private pool? Maybe the winter blues and busyness of life have combined to be a little too much, or maybe it’s just time for a little family vacation under the sun. Either way, we have a list of Florida vacation rentals that are located near the beach and all have private pools. Many of these rentals include fabulous family extras like game rooms, beach carts and supplies, toys, fire pits, bikes, kayaks and more!
For something a little different, check out our list of Mountain Cabin Rentals With Indoor Pools!
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Family Beach Vacation Rentals With Private Pools in Florida
Vacation Rentals With Private Pools on the Gulf Coast
Clearwater, Florida
Sandcastle Villa
Sandcastle Villa is a gulf front beach home in Clearwater, Florida with amazing gulf views from the private pool and restored historic beach cottage.

- 4 bedrooms, 3 baths
- Sleeps 10
- Beachfront
- Private, saltwater pool with gulf views
- Book Sandcastle Villa on VRBO.
Anna Maria Island, Florida
Endless Summer
This new beach house rental on Anna Maria Island is perfect for families. Inside it’s decorated with beachy-tones and coastal furniture. It has a game room inside with foosball and also ping-pong on the covered patio beside the pool. With 5 bedrooms, there is space for a large family or a group of friends. The beach is just a 5 minute walk, made easy with an included beach cart for toting chairs and toys.
- 5 bedrooms, 6.5 baths
- Sleeps 12
- Game room
- Private pool
- Walk to the beach
- Book Endless Summer on VRBO
Sarasota, FL
Beautiful home with pool, one mile to the beach
This home is perfect for a relaxing family vacation. Both bikes and kayaks are included with the home, so you can bike to Siesta key or launch the kayak at a local park just a short walk from the home. The pool can also be heated, perfect for cooler weather vacations.
- Sleeps 6 guests
- 3 bedroom, 2 bathroom
- heated pool
- bikes and kayaks
- one mile to Siesta Key
- quiet neighborhood, but walking distance to reastaurants and parks
- Book this Sarasota, FL rental with heated pool on VRBO.
Florida Rentals on the Atlantic Coast With Private Pools
If you’re heading to the Atlantic coast, we have lots of fun family activities near Daytona Beach listed here.
Cocoa Beach, Florida
Cocoa Beach Paradise
A private, heated pool, hot tub, poolside Tiki Hut and tree fort make Cocoa Beach Paradise perfect for a family vacation. The beach is just a short walk away. Indoors you’ll enjoy updated furnishings and a game room.

- 3 bedrooms, 2 baths
- Sleeps 6
- Heated pool and hot tub
- Game room
- Walk to the beach
- Book Cocoa Beach Paradise on VRBO.
If you’re in the Cape Canaveral or Cocoa Beach area, don’t forget to check out The Kennedy Space Center where kids and adults can learn all about the space program’s history and future!
Also, check out Blue Springs State Park where you’ll often find manatees hanging around the warm water springs.
What’s your favorite place for a warm-weather vacation?