
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
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, 164 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!
4.91 out of 5 average rating, 100 reviews
Ocean Shores Villa 3 with pool and boat slip
This centrally located boater's paradise is the perfect place to relax. Walk to restaurants, cook in kitchen or grill downstairs. With only 4 units in the building the guests have half an acre of waterfront entertainment (boat slip, Kayaks, Bikes, Hammock and Pool). 32ft Dock Slip and Trailer Parking are included in the rental. Relaxing Balcony that looks down the Ocean Canal is the perfect place to have your morning coffee. Conveniently located near Sandbars, State parks and many attractions.
4.95 out of 5 average rating, 162 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
Waterfront, GROUND LEVEL, Awesome Sunsets!!!
This ground level unique location is close to everything. Walk to some of the most iconic restaurants and bars Key Largo has to offer for fresh seafood and awesome drinks! We Do Not allow fishing on our Property! Enjoy the amazing sunsets over the water from your private porch and dock. John Pennekamp Coral Reef State Park close by. Walk to dolphin research center!! 28 day rental I am a licensed charter boat captain and offer discounts for all guests
4.99 out of 5 average rating, 278 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 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
*Free Early Check ins / Late Check outs*
4.9 out of 5 average rating, 252 reviews
2 Beach Chairs Included! Villa @ Sandpiper Cove
4.95 out of 5 average rating, 138 reviews
*Crew Rest* 4BR & Sleeps 10 in Seacrest-HUGE POOL!
5.0 out of 5 average rating, 138 reviews
The Green Bear - Relaxing Riverfront Revival
4.92 out of 5 average rating, 145 reviews
Retreat w Heated POOL,Family/Dog Friendly, 3/2
4.96 out of 5 average rating, 164 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 reviewsHoliday home rentals with a patio

Cozy 3 BR Apartment - Near Disney! Pool Onsite
4.85 out of 5 average rating, 192 reviews
Siesta Beach View : Pineapple Bungalow Efficiency
4.99 out of 5 average rating, 137 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, 162 reviews
Family friendly condo short walk to the beach!
4.91 out of 5 average rating, 234 reviews
FREE Decor AnyOccasion*Romantic Getaway*Relax Bath
4.92 out of 5 average rating, 367 reviews
Condo on the Canal with Private Beach Access
4.94 out of 5 average rating, 104 reviews
Relaxing 2 bdrm apt steps from Beach, full kitchen
4.94 out of 5 average rating, 260 reviewsHoliday home rentals with a washing machine and dryer

World Tennis Club | Pools, Hot Tub, Beach 4 Miles
4.99 out of 5 average rating, 168 reviews
Sundestin beach front condo with amazing views
4.77 out of 5 average rating, 138 reviews
Lakeshore Leisure Club
4.98 out of 5 average rating, 247 reviews
1 Block-Beach | Fenced Backyard| Surfing | Scuba!
4.85 out of 5 average rating, 162 reviews
Lakeview Oasis West of Orlando magnificent sunsets
4.93 out of 5 average rating, 124 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 reviewsDestinations to explore
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