The Best Vacation Rentals to Book in Florida

Classic Floridian style rules at Seaside Gulf Front by Exclusive 30A
Classic Floridian style rules at Seaside Gulf Front by Exclusive 30A | Courtesy of Seaside Gulf Front by Exclusive 30A / Expedia
Susan Barnes

With sandy beaches, world-renowned theme parks and, of course, days filled with warm sunshine, the Sunshine State has plenty of ways to entice visitors to travel south. Once you decide which city to visit, the next step is finding a place to stay. Here’s our guide to family-friendly condos and beachfront vacation homes in Florida.

1. Spacious three-bedroom condo in Vista Cay

Short-term Rental

Slick yet cozy lounge at Vista Cay Dream
Courtesy of Vista Cay Dream /

Check into this large, stylish condo and you’ll feel like you’re staying at a friend’s home instead of in a vacation rental. The light and bright three-bedroom corner unit feature an open floor plan and plenty of space. Outside, you’ll have access to the community gym, games room and a palm-lined pool. Pointe Orlando shopping mall is just around the corner, as well as Aquatica Orlando waterpark for the kids (and big kids alike).

2. Cozy beach house with sunset deck in Santa Rosa Beach

Short-term Rental

Spacious lounge and kitchen with sea views at Seaside Gulf Front by Exclusive 30A, Florida
Courtesy of Seaside Gulf Front by Exclusive 30A / Expedia

This four-bedroom, three-bathroom beachfront house in Seagrove Beach, a neighborhood in Santa Rosa Beach, comfortably sleeps up to 12 people. The full kitchen is perfect for preparing meals, and the deck overlooking the beach and Gulf of Mexico provides the perfect backdrop for dining al fresco. Beyond the deck, the private beach is a terrific place to soak up the Florida sun.

3. Unforgettable mansion with private pool and hot tub in Orlando

Short-term Rental

A neutral cozy bedroom at Storey Lake Resort
Courtesy of Storey Lake Resort /

Elevate your stay in Orlando by booking this eight-bedroom, five-bathroom house that can comfortably accommodate up to 16 guests. Even with the allure of the nearby theme parks, you’ll be tempted to stay in and enjoy the fun that the house offers, including its own private pool and hot tub, plus a home theater and game room. Kids will go wild for the Disney princess-themed rooms.

4. Large family-friendly home in the Champions Gate Resort Golf Community

Short-term Rental

Light quirky room with bespoke furniture at 6BD Champions Gate Resort Golf Community 9051sd
Courtesy of 6BD Champions Gate Resort Golf Community 9051sd /

Kick back and relax in this six-bedroom pad, situated inside a gated community in Davenport, off I-4 just south of Orlando. Bask in the privacy of your own pool or soak tired feet in the outdoor hot tub. Golf fans will appreciate four courses within a 20-minute drive of the villa, whilst Star Wars enthusiasts need to carve out time for a movie night in the themed TV snug.

5. Luxurious home sleeping up to 14 people in Kissimmee

Short-term Rental

Outdoor pool and jacuzzi Solara Resort - 1844 Sandy Park Trial
Courtesy of Solara Resort - 1844 Sandy Park Trial /

With seven bedrooms, five bathrooms, and a private pool and hot tub, this spacious house in Solara Resort is an ideal base for a Florida vacation. The decor is bright and contemporary with a welcoming open-plan kitchen/living room for family dinners. Beyond the villa, the resort features a tiki bar, fitness center and sand volleyball courts. Game on!

6. Tropical two-bedroom cottage in West Palm Beach

Short-term Rental

Hip room with four popster bed at Coco Plum Cottage Vacation Rental of Casa Grandview by Itrip Palm Beach
Courtesy of Coco Plum Cottage Vacation Rental of Casa Grandview by Itrip Palm Beach /

You’ll be utterly charmed by this pastel pink, two-bedroom, two-bathroom cottage, just five minutes drive from Palm Beach International Airport. Inside, expect homey decor including four-poster beds topped with crisp, white linen, large squishy couches, and an outdoor barbecue. Dive into the palm-shaded pool to cool off after visiting Rosemary Square, the Norton Museum of Art and the Kravis Center for the Performing Arts, all within walking distance.

7. Gorgeous home with private pool in Storey Lake

Short-term Rental

Sleek bedroom with a flatscreen tv at Gorgeous Top Pool Home Sl4730
Courtesy of Gorgeous Top Pool Home Sl4730 /

Six bedrooms, five bathrooms, a chef’s kitchen and a private pool make this house in Kissimmee a prime spot to relax after a day at Universal Studios. That is, if you can tear yourself away from the resort itself, which boasts a lazy river, tiki bar, sports court and miniature golf.

8. Plush family-sized rental within easy reach of Orlando’s theme park

Short-term Rental

Ambient bedroom with plush carpets at Dream Vacation Home Close to Disney SL4839
Courtesy of Dream Vacation Home Close to Disney SL4839 /

Snuggle down as a family in this five-bedroom, four-bathroom vacation home, plonked close to Walt Disney World and Lake Buena Vista Factory Store. There’s easily enough room to sleep ten people here, plus the private pool sweetens the deal. Kids still full of energy? Let them burn it off at the onsite waterslides or take them kayaking on the lake.

9. Beachfront villa in the heart of Miami

Short-term Rental

A waterfront view from the lounge at Miami Beach Villa
Courtesy of Miami Beach Villa /

Feel your cares drift away as you lounge on the expansive patio, soak in the hot tub, or float in the pool at this canal-front villa in the Surfside neighborhood, 25 minutes from Miami International Airport. Eight guests will comfortably fit within this four-bedroom, four-bathroom property. Outdoor activities like golfing, kayaking and sailing are nearby, not to mention the beach, of course.

10. Three-bedroom oceanfront condo near St Augustine

Short-term Rental

Breezy bedroom with balcony and sea views at Ocean Sunrise 505
Courtesy of Ocean Sunrise 505 /

Wide-open beaches await when you stay at this three-bedroom, two-bathroom condo in Crescent Beach, just south of St Augustine. In addition to the beach, the condo is within close proximity to myriad golf courses as well as historic St Augustine, the oldest city in America where you can explore sites like Ponce de Leon’s Fountain of Youth and Castillo de San Marcos National Monument.

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