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Best Family Reunion Properties in Florida

Planning a family reunion in Florida? Discover hand-picked vacation rentals perfect for large groups, multi-generational gatherings, and unforgettable family fun. From spacious beach houses along the Gulf Coast to private estates near Orlando’s top attractions, these Florida properties offer the ideal mix of comfort, space, and convenience. With options for pools, game rooms, beachfront access, and more, you’ll find the perfect home base for reconnecting with your loved ones and creating lifelong memories.

FL Family Reunion Vacation Rentals

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Small Title

Eagle Cove Estate with Bowling Alley, Theater, and Sports Court

14

BR

18

BA

Sleeps

36

Massive 14-bedroom Kissimmee estate with a bowling alley, theater, sports court, private pool, and luxe group amenities.

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2 Villas with Pickleball, Basketball, and Heated Pool in Naples

6

BR

6

BA

Sleeps

14

Luxury 6-bedroom estate in Naples with two villas, heated pool, and private pickleball and basketball courts.

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Three Point Paradise: 8-Bed Villa with Game Rooms & Themed Bedrooms

8

BR

5

BA

Sleeps

18

Orlando-area family getaway with a movie theater, arcade, pool, and themed bedrooms—just minutes from Disney.

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Morton Manor: 9-Bedroom Florida Keys Estate with Pool, Pickleball, and Tiki Huts

9

BR

7

BA

Sleeps

24

Expansive Florida Keys estate with pool, hot tub, pickleball, dock, and luxury space for 24 guests.

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Wonderful Worlds – 12BR Themed Mansion Near Disney

12

BR

13

BA

Sleeps

34

Themed 12-bedroom mansion with private pool, theater, and arcade, just minutes from Disney World.

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Spacious Bowling Villa with Lake Views Near Disney

14

BR

14

BA

Sleeps

38

Luxury 14-bedroom villa with private bowling alley, home theater, and heated pool—perfect for large groups near Disney.

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2 Villas with Pickleball, Basketball, and Heated Pool in Naples

18

BR

18

BA

Sleeps

66

Two luxury homes with 18 bedrooms, 2 private pools, game rooms, rooftop decks, and walkable beach access — perfect for large groups up to 66.

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Coastal Breeze – 90 Seconds to Sand with Heated Pool, Slide & Gulf Views

8

BR

5

BA

Sleeps

20

Modern 8-bedroom beach house with Gulf views, heated pool with slide, and unbeatable family amenities—just steps from the sand.

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Crystal Del Mar with Private Pool and Gulf Views

9

BR

9

BA

Sleeps

24

Luxury 9-bedroom beach house in Destin with Gulf views, a private pool with waterfall, and walkable beach access.

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Beach Front Jewel – 8BR Luxury Gulf Home in Miramar Beach

8

BR

6

BA

Sleeps

22

Elegant 8BR beachfront estate with private sand access, ocean views, and room for 22 guests.

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15BR Mansion with Theater & Private Pool

15

BR

17

BA

Sleeps

36

Luxurious 15-bedroom mansion with private pool, home theater, and resort amenities, perfect for large group gatherings near Disney.

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Ready to book the perfect place? Once you've picked your rental, head over to our Family Reunion Planning Tips blog for helpful advice on organizing meals, activities, and more.

Want more options beyond TX? See our complete list of the best family reunion properties.

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