
Holiday home rentals in Florida
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Top-rated holiday home rentals in Florida
Guests agree: these holiday home rentals 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!

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.

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.

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!

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!

6. Adventurer's Waterfront Cabana | Key Largo
Unwind in this Modern Key Largo waterfront studio, nestled on a canal with ocean access near Rodriguez Key, Mosquito Bank, and shipwrecks. Just minutes from John Pennekamp Park. Enjoy a full kitchen, ice-cold A/C, Smart TV, Wi-Fi, and assigned parking. Boaters can reserve our dock or use nearby Pilot House Marina. Snorkel reefs, kayak mangroves, or dine at local favorites like The Fish House, Sundowners, and Key Largo Fisheries. Comfort, adventure, and location in one perfect stay.

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!

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

Beachy 2BR Upper House · Gulf Views · Pets OK
The Mermaid House on Wilhelm survived Milton and is still a wonderful getaway on Manasota Key. Just 120 steps to the beach with everything you need to make your stay perfect. Get the privacy of Manasota and a variety of nightlife close by on the island. The entire upper is yours with this rental. The house has a full kitchen, Smart TVs and 1 gig internet. Sit on the porch, enjoy a glass on wine and the perfect view of the gulf.

Best Clubhouse Ever/Lazy River Near Disney
Welcome to your perfect Orlando getaway! This cozy 2-bedroom, 2-bath apartment is located in the beautiful Storey Lake Resort, just minutes from Disney, Universal, SeaWorld, shopping, and restaurants. Enjoy a fully equipped kitchen, Smart TVs, high-speed Wi-Fi, and relaxing lake views. Guests have access to pools, lazy river, water slides, fitness center, mini golf, and more. Perfect for families, couples, and vacationers!

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.
Popular amenities for holiday home rentals in Florida
Family-friendly holiday home rentals

Retreat w Heated POOL,Family/Dog Friendly, 3/2

Keys Relaxing Getaway

Ocean Shores Villa 3 with pool and boat slip

Brand New Themed 6 BD Home @ Windsor Island Resort

Casandra House - Peaceful / Salt Pool and Hot Tub

Relaxing River Getaway

Tropical Retreat on the Waterway with heated pool

Awesome 3BR/2BA House, Heated Pool & Disney Theme*
Holiday home rentals with a patio

Heated pool, canal, outdoor kitchen & walk 2 Beach

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

Beautiful 30A Carriage House in Seacrest! Sleeps 4

Shares View Luxury Apt B

The Green Bear - Relaxing Riverfront Revival

Dreams Villa | Pool | 12 PPL | Games |Top Location

Luxurious Apartment with views of Biscayne Bay!

Brand New 3BR, 2BTH home. 20 mins to best beaches
Holiday home rentals with a washing machine and dryer

Palm Bay Hideaway, 8 miles to Atlantic Beaches

Flamingo Grove • Coastal Oasis

Lakeview Oasis West of Orlando magnificent sunsets

Family Beach Vibes, Walk to Beach, Dining & More

Casa De Las Palmas

Ocean view, Totally remodeled, Beach Home!

Little Stilthouse with Boatdock

Waterfront Gulfview w/Dock & Kayaks
Destinations to explore
- Cabin rentals Florida
- Campsite rentals Florida
- Rentals with outdoor seating Florida
- Beach house rentals Florida
- Boat rentals Florida
- Resort rentals Florida
- Flat rentals Florida
- Rentals with beach access Florida
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- Motorhome rentals Florida
- Rentals with an accessible-height toilet Florida
- Container rentals Florida
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- Bungalow rentals Florida
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- Villa rentals Florida
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- Rentals with a kayak Florida
- Nature eco lodge rentals Florida
- Apartment rentals Florida
- Boutique hotels Florida
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- Bed and breakfasts Florida
- Chalet rentals Florida
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- Serviced apartment rentals Florida
- Rentals with a washing machine and dryer Florida
- Aparthotel rentals Florida
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- Tiny house rentals Florida
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- Rentals with a patio Florida
- Houseboat rentals Florida
- Rentals with a sauna Florida
- Waterfront rentals Florida
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- Rentals with a fireplace Florida
- Farm stay rentals Florida
- Mansion rentals Florida
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- Private suite rentals Florida
- Smoking-friendly rentals Florida
- Barn rentals Florida
- Rentals with an accessible-height bed Florida
- Hostel rentals Florida
- Rentals with a hot tub Florida
- Rentals with lake access Florida
- Tent rentals Florida
- Rentals with pools Florida
- Luxury rentals Florida
- Rentals with an EV charger Florida
- Pet-friendly rentals Florida
- Guest house rentals Florida
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- Things to do United States
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