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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!

FamilyLocationView

4.94 out of 5 average rating, 157 reviews
Superhost
Holiday home in Hollywood Lakes

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

FamilyValueCheckout

4.8 out of 5 average rating, 329 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.

FamilyValueAccess

5.0 out of 5 average rating, 165 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.

ValueFamilyAccuracy

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!

LocationFamilyCheckout

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.

FamilyLocationBathroom

5.0 out of 5 average rating, 110 reviews
Top Guest favourite
Holiday home in Key Largo

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.

ValueLocationCheck-in

4.95 out of 5 average rating, 163 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.

LocationValueDecor

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!

LocationValueCheck-in

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.

FamilyLocationHeating

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!

ValueLocationAmenities

4.85 out of 5 average rating, 110 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!!!

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

FamilyLocationView

4.99 out of 5 average rating, 279 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

FamilyValueCheckout

4.86 out of 5 average rating, 140 reviews
Top Guest favourite
A modern living area is furnished with a spacious gray sectional sofa and complemented by stylish armchairs. A sleek coffee table rests on a soft rug, and a large flat-screen television is mounted on the wall. Natural light floods the room through floor-to-ceiling windows.
Holiday home in Four Corners

Sunny 3BDR Home at Champions Gate, Free Waterpark

FamilyValueAccuracy

4.89 out of 5 average rating, 128 reviews
Guest favourite
Holiday home in Destin

2 Beach Chairs Included! Villa @ Sandpiper Cove

LocationFamilyQuiet

4.95 out of 5 average rating, 139 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*

LocationValueIndoor spaces

4.9 out of 5 average rating, 254 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

FamilyLocationAccuracy

5.0 out of 5 average rating, 115 reviews
Guest favourite
A welcoming living area features a neutral color scheme with two comfortable sofas adorned with yellow accent pillows. A large television is mounted on the wall, and sliding glass doors lead to a balcony surrounded by greenery, allowing natural light to fill the space.
Holiday home in Kissimmee

Lovely 2 bedroom apt - minutes from Disney World!

FamilyValueDecor

4.85 out of 5 average rating, 179 reviews
Guest favourite
A three-story historic building is framed by palm trees and tropical foliage. White decorative railings and an ornate archway lead to the entrance, while soft sunlight brightens the exterior's yellow siding. The inviting architecture complements the serene surroundings.
Holiday home in Key West

Historic Cigar House. 3rd floor Suite W/Kitchen

FamilyValueNearby

4.86 out of 5 average rating, 394 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

FamilyLocationAccess

4.97 out of 5 average rating, 123 reviews

Holiday home rentals with a patio

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

LocationValueIndoor spaces

4.97 out of 5 average rating, 157 reviews
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

FamilyLocationDecor

4.85 out of 5 average rating, 193 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

FamilyValueLaundry

4.99 out of 5 average rating, 137 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

LocationFamilyHospitality

4.98 out of 5 average rating, 241 reviews
Top Guest favourite
Holiday home in Naples Park

Naples Oasis w/ Heated Pool

ValueLocationAir conditioning

4.91 out of 5 average rating, 117 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

FamilyLocationPets

4.83 out of 5 average rating, 163 reviews
Top Guest favourite
A serene nighttime view of the canal is captured, with illuminated buildings reflected in the water. Soft clouds drift across the deep blue sky, and boats are lined along the banks, creating a peaceful waterfront atmosphere.
Holiday home in Destin

Condo on the Canal with Private Beach Access

ValueFamilyQuiet

4.94 out of 5 average rating, 104 reviews
Guest favourite
Holiday home in St. Augustine Beach

Relaxing 2 bdrm apt steps from Beach, full kitchen

ValueFamilySleep quality

4.94 out of 5 average rating, 260 reviews

Holiday home rentals with a washing machine and dryer

Guest favourite
Holiday home in Palm Beach Shores

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

FamilyLocationAir conditioning

4.85 out of 5 average rating, 162 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

LocationFamilyTV

4.98 out of 5 average rating, 247 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

ValueLocationParking

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.

FamilyLocationAccuracy

4.98 out of 5 average rating, 94 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

ValueFamilyDecor

4.96 out of 5 average rating, 53 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!

ValueFamilyAccess

4.88 out of 5 average rating, 41 reviews
Guest favourite
The exterior of the property showcases a well-maintained two-story house surrounded by lush greenery and palm trees. A spacious driveway leads to the entrance, which is flanked by landscaping that creates a welcoming atmosphere. The clear blue sky complements the well-kept facade.
Holiday home in Marco Island

Waterfront Home - Walk to Beach & Restaurants

FamilyLocationTV

4.89 out of 5 average rating, 37 reviews
Top Guest favourite
An aerial view captures a spacious two-story home nestled in a private, gated community by a serene waterfront. Lush palm trees and meticulously landscaped gardens flank the driveway, leading toward the entrance. The tranquil water reflects the surrounding greenery, enhancing the peaceful setting.
Holiday home in Iona

5 Bdrms! Waterview! 10 minutes to Fort Myers Beach

LocationFamilyCheck-in

4.96 out of 5 average rating, 82 reviews

Destinations to explore