
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!
4.94 out of 5 average rating, 157 reviews
2 Beach Chairs Included! Villa @ Sandpiper Cove
Unit 27 @ Sandpiper Cove has the MOST to offer in Destin! 5 pools, 3 hot tubs, 6 tennis courts, shuffleboard, fishing, beach bar, beach volleyball, and FREE par 3 nine hole golf included! Villa features a large private deck, WIFI, open spaces, and fully renovated. Just a two minute walk to the beach! Sandpiper Cove offers a family setting with no high rise elevators. Full water front restaurant and bar located less than 1 minute walk from unit. Free use of owners beach chairs, umbrellas, & toys!
4.95 out of 5 average rating, 139 reviews
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.
5.0 out of 5 average rating, 165 reviews
Historical Beauty in the Heart of St. Augustine
Amazing Location! Uptown Historic District-close to St. George st., Plaza & Fort. Large, comfortable home! Get the complete St. Augustine experience- walking distance to all historical sites, amazing restaurants/eateries, unique shops, & art galleries. This home has been recently remodeled from top to bottom. Enjoy a chef's kitchen, beautiful bedrooms, bathrooms, & off-street parking in uptown luxury. High speed internet and cable. Outdoor grill. Minutes to St. Augustine and Vilano beaches.
4.98 out of 5 average rating, 202 reviews
Jaw-Dropping Waterfront Sunset Views and Gameroom!
Welcome to SUNSET MANOR! This waterfront property sits on a beautiful and spacious corner lot with all the amenities including a heated pool with a tranquil waterfall feature. The preserve across the way provides the ultimate private oasis. This is one of THE BEST views in all of Charlotte County! The house is located in a beautiful and quiet waterfront community - just a few miles from the beach, Boca Grande, Punta Gorda, Fort Myers, and more. World-class Florida living at your fingertips!
4.9 out of 5 average rating, 101 reviews
Brand New Themed 6 BD Home @ Windsor Island Resort
Located minutes to the Walt Disney World Resort, Orlando's most popular Theme Parks, Golf Courses and Attractions, The Windsor Island Resort, a gated community, is the perfect location for your vacation. This BRAND NEW premier resort-style community offers a multitude of amenities, all conveniently located within walking distance to our home. Every room in this meticulously clean vacation home, is themed to create a fun, immersive experience that carries on the magic throughout your vacation.
5.0 out of 5 average rating, 110 reviews
Guest Favorite: 2BR, Walk to Beach, Fenced Yard
Welcome to Turtle Cove A — a freshly renovated Saint Augustine Beach duplex just a 2-minute walk from the sand. Whether you’re sipping coffee on the private balcony, lounging by the chiminea in your fenced backyard, or rinsing off in the outdoor shower after a salty swim, you’ll know you’ve stumbled onto something special. Stylish, calm, and actually walkable to the beach. (Yes, for real. You can see the beach access from the road.) We also host Turtle Cove B next door. Check it out too!
4.97 out of 5 average rating, 157 reviews
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!
5.0 out of 5 average rating, 209 reviews
Beautiful Beachside Vacation Home W/ Amenities
HEATED POOL This beautiful Beachside vacation home appeals to a wide variety of people ensuring the perfect vacations stay. From its modern interior to, its exterior filled with activities like the pool, beach access, ping pong, cornhole, and more; it can keep everyone entertained from adults to children. Only being a 7 min. Drive from Downtown St. Augustine, you can make sure you you experience all this town has to offer without getting too far from home base.
4.91 out of 5 average rating, 119 reviews
Pondhouse Paradise Only 1.3 Miles from Downtown
Waterfront cottage on your own private 3-acre pond just a couple of minutes from downtown Apalachicola! Grill fish you catch from your front porch, then take a sunset swim or kayak in total privacy. Fully equipped kitchen, outdoor shower, wifi, tv. Minutes away from restaurants, shops, art galleries, farmers market, museums and boat launches in Historic Apalachicola. Top-rated, pristine gorgeous Gulf beaches 20 minutes away. Pets welcome with approval!
4.85 out of 5 average rating, 110 reviews
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.
4.93 out of 5 average rating, 180 reviews
The Guest House By The Sea
Located by the ocean, this stylish little guest house with beach access has everything you need for a vacation! It's been tastefully decorated and remodeled with all new furniture, appliances and so much more. Unit has a private back deck with chairs to sit and listen to the ocean. Conveniently located close to Starbucks, restaurants, ice cream shop, and only a 10 minute drive to historic Downtown Melbourne.
4.87 out of 5 average rating, 152 reviewsPopular amenities for Florida holiday homes
Family-Friendly holiday homes

Disney Race Car Beds W/Lazy River Slide Arcade
4.86 out of 5 average rating, 140 reviews
World Tennis Club | Pools, Hot Tub, Beach 4 Miles
4.99 out of 5 average rating, 168 reviews
The Green Bear - Relaxing Riverfront Revival
4.92 out of 5 average rating, 146 reviews
*Free Early Check ins / Late Check outs*
4.9 out of 5 average rating, 254 reviews
Private Tropical Paradise+Pool❤Near Beach+Parking
4.8 out of 5 average rating, 329 reviews
Tropical Retreat on the Waterway with heated pool
5.0 out of 5 average rating, 115 reviews
Historic Cigar House. 3rd floor Suite W/Kitchen
4.86 out of 5 average rating, 394 reviews
Disney Family Condo: Pool, Game Room & Resort Fun!
4.9 out of 5 average rating, 132 reviewsHoliday home rentals with a patio

Waterfront, GROUND LEVEL, Awesome Sunsets!!!
4.99 out of 5 average rating, 279 reviews
Key Largo Villa, Kawama K5, 3/3
4.97 out of 5 average rating, 112 reviews
Shares View Luxury Apt B
4.83 out of 5 average rating, 163 reviews
Siesta Beach View : Pineapple Bungalow Efficiency
4.99 out of 5 average rating, 137 reviews
Lovely 2 bedroom apt - minutes from Disney World!
4.85 out of 5 average rating, 179 reviews
New Reno | Pool, Tiki Hut + Outdoor Shower
4.83 out of 5 average rating, 133 reviews
Ocean Shores Villa 3 with pool and boat slip
4.95 out of 5 average rating, 163 reviews
Family friendly condo short walk to the beach!
4.91 out of 5 average rating, 234 reviewsHoliday home rentals with a washing machine and dryer

Beachy 2BR Upper House · Gulf Views · Pets OK
4.97 out of 5 average rating, 123 reviews
Be A Nomad | 1 Block to Beach | 2BR Jax Beach
4.92 out of 5 average rating, 106 reviews
Lakeview Oasis West of Orlando magnificent sunsets
4.93 out of 5 average rating, 124 reviews
Lakeshore Leisure Club
4.98 out of 5 average rating, 247 reviews
Brand New 3BR, 2BTH home. 20 mins to best beaches
4.98 out of 5 average rating, 57 reviews
Come full circle at Medart Manor in Alligator Pt.
4.98 out of 5 average rating, 94 reviews
Naples Seabreeze Paradise, heated pool, beachwalk
4.96 out of 5 average rating, 53 reviews
Coralee on The Cape!
4.88 out of 5 average rating, 42 reviewsDestinations to explore
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