428939+ Florida Holiday Rentals & Private Villas
Find Family-Friendly Holiday Rentals in or near Florida
Discover more than 428939 holiday rentals in Florida. PickleTrip™ holiday homes has everything you need to find a place to stay near Florida, FL.
Whether you are looking for luxury villas in Florida, furnished homes, unique style condos, flats, cozy cottages for a romantic getaway, spacious apartment for family holidays, or stylish accommodation for a business trip, we can help you find the perfect place with private pickleball courts or nearby facilities. Our holiday rentals include top amenities such as indoor/outdoor swimming pools, kitchen facilities, gyms, hot tubs, Internet connectivity, and more.
If you are planning to travel to Florida with a whole family or group, PickleTrip™ holiday accommodations can make your trip more memorable. We have plenty of places to stay in Florida for families, large parties, or private owner accommodations for long or short trips. Pet-friendly holiday rentals are available as well. Book your favorite vacation rentals in Florida with PickleTrip™. Stay and play pickleball when you travel.
Holiday Homes: Explore Top Destinations
- Holiday Homes in 30A Bike Trail
- Holiday Homes in Adirondack
- Holiday Homes in Amelia Island
- Holiday Homes in Anna Maria
- Arizona City Holiday Homes
- Asheville Holiday Homes
- Bethany Beach Holiday Homes
- Big Bear Holiday Homes
- Big Sky Holiday Homes
- Branson Holiday Homes
- Breckenridge Holiday Homes
- California Holiday Homes
- Cannon Beach Holiday Homes
- Cape Cod Holiday Homes
- Cape Coral Holiday Homes
Explore More
- Beach Home Rentals
- Business Travel
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- Cottage Rentals
- Cheap Hotels
- Family Rentals
- Group Travel
- Holiday Home Rentals
- Hotels with Suites
- Luxury Rentals
- Monthly Stays
- Oceanfront Vacation Rentals
- Pet Friendly Vacation Rentals
- Vacation Rentals with Pools
- Resort Rentals in Florida
- Short Term Stays
- Ski Chalet Rentals
- Summer Rentals
- Sustainable Travel
- Timeshare Rentals
- Unique Vacation Rentals
- Villa Rentals
- Winter Rentals
Frequently Asked Questions About Florida Holiday Rentals
There are a lot of options in Florida. If you plan on staying in the Florida area, consider making a reservation for a few nights at one of these properties as these have been rated the top Holiday Home Rentals in Florida:
- 4 Bedroom Villa 2 Miles from Disney Entrance Kissimmee off Us192
- Charming Beach Cottage with private Pool&Spa! Walk to stunning Vanderbilt Beach
- LUXURY 1BR, GULF VIEW ON THE BEACH 930 SQFT; 278 FIVE STAR REVIEWS
- Oceanfront Key Largo Paradise~Private Beach~Pool~Tennis~Marina~Restaurant
- Summer Fun Awaits! Clean and Cozy w TOP FLOOR VIEWS.Your Home Away From Home!
- 7 night discount! Free Beach Service! Free WIFI on the Beach!
- 2/2, Davie/Ft. Lauderdale "Quiet/Pool" Garden Home
- STUNNING OCEANFRONT! ~ SPECTACULAR VIEW!
- Our DisneyDreamVilla - minutes to DisneyWorld!
- BEACHSIDE 2 SANDESTIN BEACH FRONT 1 BR KING, NEW POOL AND HOT TUB! SUNSETS!
- LAKEFRONT - kayak, fish, paddleboard, canoe, HOT TUB, golf -near Orlando
- Lux Fam Private Resort Pool Spa, 2 Private Pickleball Courts, Basketball, Ping Pong Table, Mini Golf, Close To Beach & Dining Home Sleeps 8
- Resort-Style Studio 15 Mi to Everglades NP
- Waterfront on Ochlockonee Bay-Renovated condo & sparking pool
- LAKEFRONT - kayak, fish, paddleboard, canoe, HOT TUB, golf -near Orlando
- Lux Fam Private Resort Pool Spa, 2 Private Pickleball Courts, Basketball, Ping Pong Table, Mini Golf, Close To Beach & Dining Home Sleeps 8
- Resort-Style Studio 15 Mi to Everglades NP
- Waterfront on Ochlockonee Bay-Renovated condo & sparking pool
