10 Awesome Florida Vacation Home Rentals with a Private Pool!

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Ready to relax at one of these awesome Florida vacation home rentals with a private pool? Many of these rentals include fabulous family extras like game rooms, beach carts and supplies, toys, fire pits, bikes, kayaks, and more!

VRBO rental homes in Florida with private pools

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

This gulf-front beach home in Clearwater, Florida with amazing gulf views from the private pool and restored historic beach cottage. Plus, the living areas of the home look pretty cozy!

Sandcastle Villa in Clearwater, Florida
Sandcastle Villa in Clearwater, Florida, Photo Credit: VRBO
  • 4 bedrooms, 3 baths
  • Sleeps 10
  • Beachfront
  • Private, saltwater pool with gulf views

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.

Endless Summer on Anna Maria Island, Photo Credits: VRBO
  • 5 bedrooms, 6.5 baths
  • Sleeps 12
  • Game room
  • Private pool
  • Walk to the beach

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.

VRBO home Sarasota Florida with heated pool
Sarasota Home with heated pool, Photo Credit: VRBO
  • Sleeps 6 guests
  • 3 bedroom, 2 bathroom
  • heated pool
  • bikes and kayaks
  • one mile to Siesta Key
  • quiet neighborhood, but within walking distance of restaurants and parks

Naples, Florida
Upscale Home with Private Pool

If you are looking for a rental on the Suncoast of Florida, this Naples home is family-friendly and homey, while also giving guests a bit of luxury. The pool is located underneat a beautifully constructed pool cage, keeping your family free from bugs and pests while you enjoy the Florida sun.

Naples, Florida VRBO rental home with pool
Upscale Home With Private Pool, Photo Credit: VRBO
  • 2 bedrooms, 2 baths
  • Sleeps 4
  • Private pool with covering for reduced pests
  • Proximity to Vanderbilt Beach

Crystal Beach, Florida
Beach Side Beauty

This gorgeous duplex home is located in Crystal Beach and is only a short walk to the Gulf Coast. Plus, you don’t have to travel far to enjoy Clearwater, Florida! With a complete kitchen, tons of places to lounge, and a wonderful outdoor private pool, you’ll feel right at home on your vacation.

Crystal Beach, Florida VRBO beach house rental with a pool
Beach Side Beauty in Crystal Beach Florida, Photo Credit: VRBO
  • 2 bedroom, 1 bath
  • Sleeps 6
  • Private pool with wading area
  • Close to Crystal Beach and Clearwater Florida

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.

Cocoa Beach Paradise in Cocoa Beach, Florida, Photo Credit: VRBO
  • 3 bedrooms, 2 baths
  • Sleeps 6
  • Heated pool and hot tub
  • Game room
  • Walk to the beach

What’s your favorite place for a warm-weather vacation?

Daytona Beach, Florida
Family-Friendly Ocean Views

With a private pool, a two-minute walk to Daytona Beach, and a cozy beach vibe home, this family-friendly home is a great location for a family trip.

Beach house VRBO rental in Daytona Beach, Florida
Daytona Beach, Florida VRBO Rental, Photo Credit: VRBO
  • 3 bedrooms, 2 baths
  • Sleeps 8
  • Private pool
  • Short walk to Daytona Beach

St. Augustine, Florida
Beach House in St. Augustine

This architecturally designed home has a beach vibe, high ceilings, fun colors, and is just steps away from the nondriving portion of the beach. There is a lovely fenced-in backyard with a pool and firepit, plus showers for after your beach day. The location is great for families.

VRBO rental home in St.Augustine, Florida
Beach House in St. Augustine, Photo Credit: VRBO
  • 3 bedrooms, 2 baths
  • Sleeps 6
  • 4 minutes walk to the beach
  • Fully fenced-in backyard with private pool

Ft. Lauderdale, Florida
Spacious WATERFRONT Villa

With spectacular reviews, this spacious villa offers family-friendly accommodations, a short walk to the beach, a large BBQ, and cozy bedrooms. Plus, the patio area is perfect for spending the day with family!

Ft. Lauderdale, Florida VRBO house rental
Ft. Lauderdale Spacious Villa, Photo Credit: VRBO
  • 3 bedrooms, 2.5 baths
  • Sleeps 8
  • Close to the beach
  • Large patio and BBQ

Vero Beach, Florida
Walk to Private Beach

Looking for those Florida vibes? With a palm tree-lined pool area, family-style kitchen, enclosed patio area, and walking distance to a private beach, this home is sure to be a hit.

Vero Beach, Florida VRBO rental home with private pool
Vero Beach Rental, Photo Credit: VRBO
  • 3 bedrooms, 2 baths
  • Sleeps 8
  • Enclosed backyard with pool
  • Screened in patio area
  • Private beach to enjoy nearby

A sign from visitor center at Kennedy Space Center

Visiting Cape Canaveral or Cocoa Beach area? 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.

Diving at Blue Hole, Photo Credit: Columbia County Tourism Development Council

About the Author
Maria Bassett is a former school orchestra teacher, turned homeschool mom. She and her husband homeschool their 3 sons and 1 daughter, who range from 4th grade through 9th grade. Believing children learn best when they are engaged and having fun, this family loves to take their homeschool on the road, around Greenville and beyond.

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