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Holiday Homes in Florida

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Top-rated Holiday Homes in Florida

Guests agree: These holiday homes are highly rated for location, cleanliness and more.

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Guest favourite
A serene river scene is depicted, featuring a lone kayaker maneuvering through calm waters reflecting the sky and surrounding trees. Vibrant autumn foliage borders the riverbanks, creating a peaceful ambience in a natural setting.
Holiday home in Bushnell

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
Top Guest favourite
A bright living area showcases large sliding glass doors that open to a private balcony with ocean views. Comfortable seating is arranged around a coffee table, and decorative elements include a large TV and art pieces depicting the beach, enhancing the coastal ambiance.
Holiday home in Destin

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
Top Guest favourite
A two-story blue home is framed by lush green trees. The exterior features large windows and a welcoming front porch supported by white columns. Well-kept landscaping includes a stone pathway leading to the entrance and decorative figures flanking the steps.
Holiday home in St. Augustine

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
Guest favourite
Aerial view of a waterfront property featuring a modern single-story house with a red-tiled roof. Surrounding palm trees are visible, and the serene waterway reflects the sunset colors. Lush greenery is present nearby, enhancing the peaceful ambiance of the landscape.
Holiday home in Port Charlotte

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
Top Guest favourite
A themed movie loft displays a large sectional couch and an 85' Smart TV, with Star Wars murals on the walls. A cozy gaming area features bean bag chairs. Nearby, vibrant bedrooms evoke Harry Potter, Indiana Jones, and Tinker Bell themes, each with unique décor.
Holiday home in Davenport

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
Top Guest favourite
A modern home is displayed, featuring a spacious pool deck surrounded by tropical landscaping. Lounge chairs are positioned around the pool, offering relaxation. Large windows illuminate the open living spaces, providing views of the inviting outdoor area with palm trees and a clear sky.
Holiday home in Oakland Park

Tropical Retreat on the Waterway with heated pool

Florida pool home on a canal in captivating Central Corals/Oakland Park. Minutes to Wilton Manors & Lauderdale Beaches. Enjoy light-filled open living spaces, generous bedrooms, and an expansive pool deck with water views. 3 bed/2 baths each room is richly appointed featuring lux linens, vanity, & TVs. The private backyard, large heated pool, sun lounges, outdoor dining & lounge seating, are yours to enjoy. Complete with BBQ & all the pool amenities. Please review house rules prior to booking.

5.0 out of 5 average rating, 115 reviews
Top Guest favourite
A spacious porch is highlighted by a wooden deck, accompanied by several black patio chairs and a table. Lush green banana plants and neatly arranged gravel detail the landscape, creating a relaxed outdoor setting. The porch is shaded by a sturdy overhang.
Holiday home in St. Augustine Beach

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
Top Guest favourite
Holiday home in Naples

World Tennis Club | Pools, Hot Tub, Beach 4 Miles

🌐 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.

4.99 out of 5 average rating, 168 reviews
Top Guest favourite
An aerial view captures the charming neighborhood surrounding Hope & Glory, with tree-lined streets and various homes. The picturesque landscape features glimpses of the nearby water and distant landmarks, including the prominent cross, symbolizing the area's historical significance.
Holiday home in St. Augustine

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
Guest favourite
A single-story beachside home is surrounded by well-maintained lawns and tropical landscaping. The light blue exterior is complemented by palm trees that provide shade. A wide pathway leads to the entrance, with windows and shutters adding architectural interest.
Holiday home in Vilano Beach

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
Superhost
A cottage with a screened porch is nestled along the banks of a tranquil pond, surrounded by lush greenery and tall trees. The exterior features a mix of natural wood and metal roofing, offering a rustic charm. The calm water reflects the surrounding landscape.
Holiday home in Apalachicola

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
Guest favourite
Holiday home in St. Augustine Beach

1st Street Retreat, Dog Friendly Updated Apartment

Welcome to 1st Street Retreat a newly updated open concept dog friendly studio apartment, 1 block to beach, withing walking distance to local restaurants. Keurig coffee machine. Free WIFI & Internet with streaming for the TV. Outside retreat has a private entrance, fenced in yard with dog run, outside shower, BBQ, table & chairs, propane fire pit. We also provide beach chairs, beach cart and beach towels. There is a pet fee of $75.00

4.97 out of 5 average rating, 149 reviews

Popular amenities for Florida holiday homes

KitchenWi-FiPoolFree parking on premisesAir conditioning

Family-Friendly holiday homes

Guest favourite
A whimsical children's room features a castle-themed design with two towers and playful decor. The walls display soft blue tones reminiscent of a night sky, while a cozy sleeping area is presented with a single bed in each tower. A circular blue rug enhances the inviting space.
Holiday home in Davenport

Disney Race Car Beds W/Lazy River Slide Arcade

4.86 out of 5 average rating, 140 reviews
Guest favourite
A balcony area features dark blue cushioned seating and a wooden coffee table. A view of a calm lake is visible beyond the railing, under a sky filled with scattered clouds.
Holiday home in Kissimmee

*Free Early Check ins / Late Check outs*

4.9 out of 5 average rating, 252 reviews
Top Guest favourite
Holiday home in Key Largo

Ocean Shores Villa 3 with pool and boat slip

4.95 out of 5 average rating, 162 reviews
Guest favourite
Holiday home in Destin

2 Beach Chairs Included! Villa @ Sandpiper Cove

4.95 out of 5 average rating, 138 reviews
Guest favourite
A wooden dock stretches along the serene canal, featuring a blue lily pad float anchored nearby. Adirondack chairs are positioned to appreciate the tranquil water views. Lush greenery surrounds the area, complementing the vibrant waterfront activity.
Holiday home in Spring Hill

The Green Bear - Relaxing Riverfront Revival

4.92 out of 5 average rating, 145 reviews
Guest favourite
A modern living area is presented, featuring a neutral sectional sofa and a light-colored coffee table. A round mirror reflects natural light, while a potted plant adds a touch of greenery. The entrance leads to a view of the outdoors, enhancing the bright and airy space.
Holiday home in South Venice

~ Relax Here 2 BED Home 8 Min to Beach ~

4.89 out of 5 average rating, 133 reviews
Superhost
Holiday home in Hollywood Lakes

Private Tropical Paradise+Pool❤Near Beach+Parking

4.8 out of 5 average rating, 329 reviews
Top Guest favourite
The exterior of the house is showcased, featuring a two-story structure with a blue façade. A staircase leads to the upper level, which is adorned with a porch that includes white railings and welcoming outdoor seating. Palms and other greenery surround the property, complementing the coastal ambiance.
Holiday home in Englewood

Beachy 2BR Upper House · Gulf Views · Pets OK

4.97 out of 5 average rating, 123 reviews

Holiday home rentals with a patio

Superhost
The living area features a spacious seating arrangement with a gray sofa facing a flat-screen TV. A modern dining table set with orange and gray chairs is positioned nearby, set with dining ware. Large windows provide natural light, with access to a balcony overlooking greenery.
Holiday home in Kissimmee

Cozy 3 BR Apartment - Near Disney! Pool Onsite

4.85 out of 5 average rating, 192 reviews
Top Guest favourite
A private porch overlooks the tranquil harbor, featuring blue chairs beside a white railing. A boat is secured at the dock, with sailboats moored in the distance. Bright sunlight reflects off the water's surface, creating a serene atmosphere.
Holiday home in Key Largo

Waterfront, GROUND LEVEL, Awesome Sunsets!!!

4.99 out of 5 average rating, 278 reviews
Top Guest favourite
A vibrant sunset is captured over Siesta Key Beach, with palm trees silhouetted against the colorful sky. The horizon features a gradient of warm hues, creating a tranquil ambiance. Nearby structures are visible beneath the palms, offering a sense of proximity to the sandy shoreline.
Holiday home in Siesta Key

Siesta Beach View : Pineapple Bungalow Efficiency

4.99 out of 5 average rating, 137 reviews
Guest favourite
Holiday home in St. Augustine Beach

Relaxing 2 bdrm apt steps from Beach, full kitchen

4.94 out of 5 average rating, 260 reviews
Top Guest favourite
A spacious two-story house is set against a blue sky, featuring a light-colored exterior with a covered balcony and decorative railings. Lush palm trees and shrubs frame the property, while a dotted gravel pathway leads up to the entrance. Twin garage doors are positioned below the balcony.
Holiday home in Seacrest

Beautiful 30A Carriage House in Seacrest! Sleeps 4

4.98 out of 5 average rating, 241 reviews
Superhost
A cozy living space features a light-colored sofa and striped chairs arranged around a central coffee table. Large windows allow natural light to illuminate the room, which includes a dining area with a round table. Access to an outdoor area is available through sliding glass doors.
Holiday home in Miramar Beach

Family friendly condo short walk to the beach!

4.91 out of 5 average rating, 234 reviews
Superhost
A landscaped courtyard features a mix of palms and greenery, with wooden privacy screens dividing the space. Pathways made of stone lead through the garden, complementing the modern exterior of the building in the background.
Holiday home in Rockledge

Shares View Luxury Apt B

4.83 out of 5 average rating, 162 reviews
Top Guest favourite
The inviting living area features a leather couch and a wooden coffee table, surrounded by natural light. A modern ceiling fan and wall-mounted TV enhance comfort. Indoor plants and decorative shelving add a touch of greenery, while large sliding doors lead to a balcony view.
Holiday home in Key Largo

Key Largo Villa, Kawama K5, 3/3

4.97 out of 5 average rating, 112 reviews

Holiday home rentals with a washing machine and dryer

Guest favourite
A serene view over Starke Lake is captured during sunset, showcasing vibrant hues of pink and orange reflecting on the water. The scene is complemented by silhouettes of trees lining the shoreline, with distant lights twinkling along the coast.
Holiday home in Ocoee

Lakeview Oasis West of Orlando magnificent sunsets

4.93 out of 5 average rating, 124 reviews
Top Guest favourite
A light-filled living area features a comfortable sofa alongside an accent chair and small side table. A vibrant area rug anchors the space, complemented by plants and decorative wall art. Natural light streams in through multiple windows, enhancing the cozy atmosphere.
Holiday home in Southwest Jacksonville

Lakeshore Leisure Club

4.98 out of 5 average rating, 247 reviews
Guest favourite
The exterior of a two-story home features a light grey facade with white trim and a welcoming front porch. A golf cart is parked in front, surrounded by beach chairs, coolers, and bicycles, indicating readiness for a beach day.
Holiday home in Perdido Key

Private Pool! Golf Cart, Beach Toys

4.94 out of 5 average rating, 104 reviews
Guest favourite
Holiday home in Palm Beach Shores

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

4.85 out of 5 average rating, 162 reviews
Guest favourite
A modern single-story home with a light grey exterior and a prominent, sloped roof is showcased. The entrance is framed by two garage doors and flanked by small shrubs. A palm tree adds a subtle tropical touch to the front yard.
Holiday home in South Gulf Cove

Brand New 3BR, 2BTH home. 20 mins to best beaches

4.98 out of 5 average rating, 57 reviews
Top Guest favourite
Three turquoise adirondack chairs are positioned on a deck overlooking the water. The sun reflects off the calm surface of the Gulf, providing a serene backdrop. The railing surrounds the deck, enhancing the cozy atmosphere for enjoying the scenic views.
Holiday home in Alligator Point

Come full circle at Medart Manor in Alligator Pt.

4.98 out of 5 average rating, 94 reviews
Superhost
Two light blue Adirondack chairs are positioned around a small round table on a spacious outdoor deck. The ocean view stretches out in front, showcasing rippling water under a clear sky, while the horizon line meets the calm sea.
Holiday home in Port St. Joe

Coralee on The Cape!

4.88 out of 5 average rating, 41 reviews
Top Guest favourite
A modern home exterior is depicted, featuring a spacious driveway paved with stone. Lush green foliage borders the property, and the house showcases blue accents on windows and a garage door. Bright sunlight illuminates the scene, adding to the welcoming appearance.
Holiday home in Naples Park

Naples Seabreeze Paradise, heated pool, beachwalk

4.96 out of 5 average rating, 53 reviews

Destinations to explore