
Holiday Homes in Florida
Find and book unique holiday homes on Airbnb
Top-rated Holiday Homes in Florida
Guests agree: These holiday homes are highly rated for location, cleanliness and more.

Withlacoochee River House w/ Kayaks, Bikes, Canoes
Located on the main channel of the Withlacoochee River across from the State Forest, this home offers relaxation and recreation. The home is equipped with canoes & kayaks to launch from the backyard, and bikes to enjoy the 40+ miles of paved and mountain bike trails. Come home to relax by the fireplace and enjoy the river view, hang out and fish from the river bank, lie out back in a couple hammocks, or fire up the grill. This home is a great vacation getaway for couples, families, & friends!

Private Tropical Paradise+Pool❤Near Beach+Parking
Safe, upscale neighborhood near Hollywood Beach, walk to downtown. Entire upper level of a detached cottage at the rear of a classic Hollywood property. No other guests. Beautiful large, heated swimming pool with spa and covered cabana, surrounded by lush landscaping, all for guest use. Master BR has queen bed, second BR has two twin beds. Fully equipped kitchen with dishwasher, micro, coffee/espresso/tea maker, cookware. Central A/C, HIGH SPEED wifi, RokuTV + free Netflix, Amazon Prime and more

BIG Backyard w/Terrace|Dining|Games | 6min2Beach
☀️I am in love with this house! Such a well thought out, beautiful space, perfect for large gatherings. -Holly An AMAZING home with a huge backyard, including tons of games for everyone! Whether you’re going on a getaway trip with friends or bringing the whole family for an entertaining vacation, this spacious home in paradise (right in the 💛 of Vilano Beach) will have everything you need and more! 🏖️ 5 min walk to Vilano Beach (great for kids!) ☀️10 min drive to downtown Saint Augustine!

Retreat w Heated POOL,Family/Dog Friendly, 3/2
Welcome dear guests to your 5-star experience! We are a dedicated husband and wife superhost team committed to provide you with an excellent experience and the perfect place for you to enjoy. We are here for you 24/7, to promptly respond to and accommodate your every need. Our home is beautifully decorated, child and pet-friendly, featuring a lovely heated saltwater pool and a fun backyard area. It’s equipped with everything you could possibly want or need for short, medium, or long-term stays.

1004 Oceanfront Pelican Beach: Pools/HTubs Fab Loc
NO PETS PERMITTED. PRIMARY GUEST MUST BE 25+ TO BOOK. Indulge in a refined coastal escape at Pelican Beach Resort 1004—an elegantly renovated 1‑bedroom, 2‑bath BEACHFRONT retreat offering breathtaking Gulf of Mexico views and DIRECT, effortless access to Destin’s sugar‑white sands. Perched on the 10th floor, this beautifully appointed residence blends contemporary comfort with resort‑level amenities for UP TO 6 GUESTS, creating an elevated experience for both families & discerning travelers.

Lakeshore Leisure Club
This charming cottage in historic Lake Shore neighborhood close to downtown offers farmhouse charm with a modern/boho flare and spacious fenced in backyard. Enjoy views of the Ortega River on your morning walk. Dedicated dry bar, coffee bar, and fully stocked kitchen are perfect to elevate your stay. King and Queen beds. Just minutes away from historic Five Points, Riverside, Avondale, and NAS Jax. Here you can enjoy all of the shops, dining, and eclectic spaces that Jacksonville has to offer.

Casandra House - Peaceful / Salt Pool and Hot Tub
Welcome to Casandra House. A peaceful getaway in Orange Park, FL. Located in the vicinity of Doctor's Lake, this house sits on 3/4 of an acre surrounded with trees and vegetation. It provides just enough privacy to make you feel away from everything while minutes from shops and restaurants. Home includes a large backyard, patio screen enclosure, salt pool and hot tub. About 2 1/2 miles from the Orange Park Thrasher-Horne Center and 10 miles from NAS Jacksonville. Note: No direct lake access.

75"TV, World Tennis Club, Beach 4ml, Sauna, HotTub
🌐 Guests recognize us as Catch of Naples — read the reviews and see why active travelers choose us! ✨ Introducing Catch of Naples ✨ 🎾 Stay active at Blue Coral Naples Coastal Home in WTC – with 16 tennis & 4 pickleball courts, 2 pools, hot tub & sauna right in the community! 🏖️ Just 4 miles to Naples beaches & 10 min to downtown dining. 🚲 Bikes, beach chairs & umbrellas included for endless outdoor fun. 🌴 Relax on the lanai while kids play safely in our gated community.

Walk Historic Downtown! "Hope & Glory"
You'll be one block from Historic Uptown Saint Augustine's shops, eateries & attractions. Enjoy smart TVs, luxury bedding with blackout curtains in bedrooms, screened in porch, back deck, bathing cabana with outdoor shower/clawfoot tub, gas fire pit and Weber grill, game room with darts, fooseball, crafts & More. Cozy, clean & relaxing. Fabulous fully-equipped kitchen, fully fenced backyard, off-street parking, paved driveway close to downtown and excellent beaches. Prime location!

Sundestin beach front condo with amazing views
As soon as you enter our 4th floor beachfront condo, you will leave all your cares behind and unwind while enjoying a direct view of the Gulf of Mexico. You can walk to the beach straight out of the building, no need to cross any roads. The condo was remodeled in Nov 2021. Brand new queen size sleeper sofa bed, brand new stainless steel refrigerator and microwave, brand new furniture, new paint, new flooring, and brand new TV. We have Netflix and free high speed WiFi.

The Purple Sunset-200ft to Beach w Pool
Relax with the whole family at this peaceful beach house on Navarre Beach, FL. 200 feet from the Santa Rosa Sound and 500 feet from the beautiful Gulf of Mexico. A community pool is located literally in your backyard! This Airbnb is 1,320 square feet with 3 beds, 2 baths and a bonus room. Whether it's at the beach, pool, or with friends/family, you will absolutely love it here! We look forward to you creating memories at this heavenly escape. See you soon!

Relaxing River Getaway
Come relax in our serene, cozy 3 bedroom home, right on the Weeki Wachee river. Grab a book and sit on the outdoor deck and enjoy the tranquility and peace of the outdoors. You can also take the kayaks down the canal with just a 5-10 minute paddle to the crystal clear waters of the weekee wachee river. Go for a swim, look for manatees, There is so much to do and see at our perfect getaway! Absolutely not parties allowed.
Popular amenities for Florida holiday homes
Family-Friendly holiday homes

Fabulous Canal-Front home pool spa kayak dock 10P

Renovated 2 bed/1 bath North End, beach 2 min walk

Walk to resort pool & Beach!

Historic Cigar House. 3rd floor Suite W/Kitchen

Naples Seabreeze Paradise, heated pool, beachwalk

The one and only Amazing ¡Storey Lake!

Top Rated Luxury Lakeview 9-BR Villa @Storey Lake

Amazing Lakeview 4 BD Home w/ Pool & More!
Holiday home rentals with a patio

Family friendly condo short walk to the beach!

APRIL is OPEN ! 1 min to beach, CUTE, Pets OK!

Shares View Luxury Apt B

Captivating 5-star Coastal Retreat 3 bed - 2 bath

Ocean Front view Studio Condo!

Harbor House, 3BR Private Dock, waterfront

Turtle Cove A • Walk to Beach Fenced Yard

Mid-Century 3/2 Near Downtown/Siesta Key/SMH
Holiday home rentals with a washing machine and dryer

Lakefront Duplex • Upper Home • Downtown • Dock

Palm Bay Hideaway, 8 miles to Atlantic Beaches

pink peacock

Lake Geneva Getaway – Close to Gainesville & UF

Modern Home Great Location

1 Block-Beach | Fenced Backyard| Surfing | Scuba!

Book Today! 4BR Inlet Beach Home Near Rosemary

Pondhouse Paradise Only 1.3 Miles from Downtown
Destinations to explore
- Ranch rentals Florida
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- Rentals with a hot tub Florida
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- Tent rentals Florida
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- Rentals with an accessible height bed Florida
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- Private suite rentals Florida
- Rentals with lake access Florida
- Houseboat rentals Florida
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- Rentals with a kayak Florida
- Guesthouse rentals Florida
- Rentals with a fireplace Florida
- Luxury rentals Florida
- Rentals with an EV charger Florida
- Pet-friendly rentals Florida
- Boat rentals Florida
- Rentals with a patio Florida
- Hotel rooms Florida
- House rentals Florida
- Villa rentals Florida
- Ski-in/ski-out rentals Florida
- Lakehouse rentals Florida
- RV rentals Florida
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- Shipping container rentals Florida
- Bungalow rentals Florida
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- Rentals with breakfast Florida
- Tiny house rentals Florida
- Smoking-friendly rentals Florida
- Bed and breakfasts Florida
- Chalet rentals Florida
- Rentals with outdoor seating Florida
- Barn rentals Florida
- Fitness-friendly rentals Florida
- Townhouse rentals Florida
- Rentals with a washing machine and dryer Florida
- Holiday home rentals United States
- Things to do Florida
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- Wellness Florida
- Nature and outdoors Florida
- Art and culture Florida
- Tours Florida
- Things to do United States
- Nature and outdoors United States
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- Sports activities United States
- Sightseeing United States
- Wellness United States
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