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Holiday rentals with a hot tub in Winter Haven

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Quick stats about holiday rentals with a hot tub in Winter Haven

  • Total holiday rentals

    Explore 30 holiday rentals in Winter Haven

  • Nightly prices starting at

    Winter Haven holiday rentals start at $34 NZD per night before taxes and fees

  • Verified guest reviews

    Over 1,400 verified reviews to help you choose

  • Family-friendly holiday rentals

    20 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 10 rentals that welcome pets

  • Holiday rentals with a pool

    20 properties feature pools

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    30 of Winter Haven holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Winter Haven rentals

  • 4.8 Average rating

    Winter Haven stays are highly rated by guests—averaging 4.8 out of 5!

Top-rated hot tub accommodation in Winter Haven

Guests agree: These hot tub accommodation options are highly rated for location, cleanliness and more.

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Guest favourite
Home in Davenport

Exclusive 6BR ResortHome Free Heated Pool/SPA

#### HEATED POOL & JACUZZI – NO EXTRA FEE! 🌴🌊 Welcome to your dream vacation home at The Retreat at ChampionsGate, one of Florida’s top 5 resorts! This luxurious 6-bedroom, 5-bathroom home features a private pool heated to 86°F and a spa with powerful jets reaching 103°F plus BBQ. Just 19 minutes from Disney, enjoy complimentary access to three exclusive clubs with a lazy river, pools, tiki bar, restaurant, jacuzzi, volleyball courts, and golf courses. Experience luxury and top-tier amenities!

BathroomHot tubComfort

4.95 out of 5 average rating, 110 reviews
Top Guest favourite
Villa in Davenport

Retreat with Pool, Jacuzzi, Game Room, BBQ, Cinema

Relax with the whole family at this peaceful place to stay. The villa has many amenities as heated pool, bbq grill, jacuzzi, movie theater, game room, Playground and a large fenced patio with fire pit, great for family picnics. It’s conveniently located 12 miles from Disney theme parks in Orlando, FL.(about 20 min drive) It’s in a quiet, safe and clean neighborhood. Space parking up to 4 cars. We have a room specially dedicated for kids with toys and games. We specialize in creating memories! ❤️

Outdoor spacesBathroomCheck-in

4.95 out of 5 average rating, 103 reviews
Top Guest favourite
Home in Cypress Gardens

Adult-Only Retreat w/ Pool & Spa | 18+, Private

🔒⛓️🗝️ Adults only. Ready to turn your vacation into an experience? Explore your fantasies at our romantic getaway, featuring four themed bedroom options* designed to inspire you. Bring your fave toys, experiment with our spicy 🌶️ amenities, or peruse our shop to bring home a little extra to keep the fire going after you leave. You will love our mermaid pool 🧜🏿‍♀️, jetted spa, & stone meditation deck while you soak up the sun or stargaze. 🌟 Your next adventure awaits. (*1 per 2 guests)

Hot tubBathroomComfort

4.98 out of 5 average rating, 133 reviews
Guest favourite
Home in Lake Wales

Lake Retreat w/Pool & Hot Tub near Bok tower

Pool & Hot Tub in screened Lanai. Large 4 Bedroom home with Living & Family rooms, 3 dining areas (screened porch that sits 12+). Wood burning fireplace in family room & electric fireplace in primary bedroom. Primary bedroom: en suite bathroom, makeup counter, attached office and 2nd floor balcony with lake views. Stocked kitchen with pots/pans, silverware, cups and plates. Drip & K Cup for coffee, Bonus: french press & moka pot. Bathrooms: plenty of towels, shampoo, conditioner & body wash.

Hot tubOutdoor spacesCheckout

4.86 out of 5 average rating, 100 reviews
Top Guest favourite
A single-story home features a light blue exterior with neatly trimmed hedges and palm trees in the front yard. The driveway leads to a two-car garage, and large windows reflect natural light, enhancing the welcoming ambiance of the property.
Home in Haines City

Luxury Home 4/3 near Disney, 2 Masters

Luxury 4 bedroom home located in a quiet, gated community about 15 miles from Disney World. The travel time to Disney will depend on the traffic but is usually between 30 and 40 minutes. Fully furnished with 2 master King bed suites, one queen bedroom and one bedroom with 2 twin beds. 3 full baths. 5 high definition televisions, high speed Wifi, free long distance phone calls to US, Canada and UK. Large pool and spa. Large game room with many games and activities for children of all ages.

BathroomOutdoor spacesLocation

4.95 out of 5 average rating, 177 reviews
Top Guest favourite
The exterior of a spacious home is presented, featuring a blue façade and a welcoming entrance. Lush tropical foliage surrounds the property, which is highlighted by palm trees and manicured lawns. A vibrant sunset casts colorful hues in the sky, enhancing the serene atmosphere.
Home in Winter Haven

Spectacular Waterfront Home in Winter Haven

Enjoy a wonderful family get away at this premier waterfront home on the famous Chain of (19) Lakes! Separate yourself from the crowd at this beautiful Cypress Gardens home set on an acre with lush tropical foliage and surrounded by 3 sides of water. Featuring a chef's kitchen, 2 private docks, the "New Florida Pool," 2 hot tubs, fire pit and many more amenities. Enjoy relaxed luxury at its finest. We are just a few minutes to Legoland, restaurants and shopping, but miles from ordinary!

BathroomHot tubHospitality

4.98 out of 5 average rating, 138 reviews
Top Guest favourite
A screened-in pool area features a clear, inviting swimming pool surrounded by comfortable lounge chairs. A basketball hoop is positioned at one end of the pool, with a scenic view of the lake and trees visible through the enclosure.
Home in Haines City

Southern Dunes Lakeview Poolhome

Highlights… Lake view, extra comfortable mattresses, purified drinking water, loads of toys, lego tables, train table, children’s books, sports equipment, pack n play, baby stuff & game room! Retreat to the pool area of this beautiful, 4-bedroom home conveniently located between Legoland and Disney World in the sought-after Southern Dunes golf course! This gorgeous gated community with 24h security is the perfect place to unwind and take early morning strolls through the neighborhood.

BathroomLong stayCheck-in

4.96 out of 5 average rating, 102 reviews
Top Guest favourite
Home in Davenport

Magical 2 pool-Spa & Game Room Villa near “Disney”

Looking for stay away from the crowd but yet close to Disney ? This private pool themed home is perfect to complete your Dream Disney family vacation you always wanted. 15 miles /Magic kingdom -13 miles from Disney springs -15 miles from Epcot center -25 miles / 30 Universal Studios Make your stay Magical with our custom made themed rooms Star Wars play area and kitchen Romantic master Arabian night Avatar pandora Moana bedroom Just less than 2 miles from I4 hw

Hot tubBathroomHospitality

4.97 out of 5 average rating, 144 reviews
Top Guest favourite
A unique sleeping area features a round bed designed to resemble a giant clam shell. Vibrant murals depicting underwater scenes adorn the walls, complementing the ocean-themed decor. Soft curtains in shades of green flow down from the ceiling, adding color to the tranquil space.
Home in Davenport

Royal Retreat Disney Themed Pool Home, Arcade, Theater

Welcome to The Royal Retreat. Located just 10 miles away from the entrance of WDW, our rental is the perfect place to stay for your Disney vacation. Our 5 star home features 8 themed bedrooms and 5 bathrooms, a fully-equipped kitchen, private heated pool, private arcade, home theater & BBQ! Free Pool heat & the 1st tank of propane for the BBQ are included. Booking with us includes full access to the Champions Gate Clubhouse, Oasis Resort and Retreat Club!

Hot tubBathroomFamily

4.96 out of 5 average rating, 116 reviews
Guest favourite
Home in Davenport

PrivatePool•WaterPark•2 KingBeds•NearDisney•HotTub

🏝️ Welcome to Themed Retreat Villa – A Family-Focused Escape Near Orlando 🌴Pet Friendly Step into a one-of-a-kind family vacation experience at this 4- edroom, 3-bathroom themed villa—nestled in the same sought-after neighborhood as Blue Paradise Villa. Designed for fun, comfort, and unforgettable memories, this home offers a fully immersive stay with four uniquely themed bedrooms: 🎥 Avatar 🌿 Jungle Cruise 💚 Shrek 🌊 SpongeBob SquarePants

Hot tubOutdoor spacesAir conditioning

4.9 out of 5 average rating, 124 reviews
Top Guest favourite
A spacious dining area features a long glass table surrounded by white chairs, set for a large meal with blue and gold accents. A striking blue wall with geometric gold patterns creates a modern backdrop, while contemporary light fixtures illuminate the space.
Villa in Davenport

Blue Paradise 15BR 11BA, Sleeps 36, Theater/GameRm

Welcome to Blue Paradise Villa! This stunning 6,800 sq. ft. retreat features 15 bedrooms and 11 full bathrooms, comfortably accommodating up to 36 guests. Located in Solterra Resort, the villa offers a private pool and spa, a game room, and a theater room for endless entertainment. Enjoy resort amenities including a lazy river, beach-entry pool with water slide, fitness center, tennis courts, and more—perfect for an unforgettable getaway!

Outdoor spacesHot tubSleep quality

4.94 out of 5 average rating, 135 reviews
Top Guest favourite
A heated pool and spa are enclosed within a screened patio, providing a sunny retreat. The clear blue water glimmers under the open sky, while lounge chairs are positioned nearby for relaxation. Lush greenery surrounds the area, offering a tranquil backdrop.
Home in Davenport

Near Disney 4 Kings 6BR. Private Pool & Heated Spa

Welcome to Sweet Sunshine, a refined 6BR/4BA retreat near Disney, designed for families and friends to relax and reconnect. Enjoy 4 king beds, a private pool & heated spa, no rear neighbors, and 4 convenient main-floor bedrooms. Upstairs: a king bedroom, 2-twin bedroom, bath & entertainment loft. A great home base for Disney, Universal & Epic Universe, SeaWorld, LEGOLAND, ChampionsGate, Lakeland and Central Florida adventures.

Hot tubOutdoor spacesAccess

4.98 out of 5 average rating, 132 reviews

Popular amenities for Winter Haven hot tub accommodation

KitchenWifiPoolFree parking on premisesAir conditioning

Holiday House Rentals with a hot tub

Top Guest favourite
A bright and open living area features modern furnishings, including a sectional sofa and stylish yellow accent chairs. A large flat-screen TV is mounted on the wall, while decorative elements and a vibrant area rug contribute to the space's contemporary aesthetic.
Home in Davenport

Awesome Vacation Home w/ Private Heated Pool/Spa

Hot tubOutdoor spacesDecor

4.91 out of 5 average rating, 169 reviews
Top Guest favourite
Home in Davenport

Pool & Spa Oasis/Golf Retreat/Near Disney/3BR Home

BathroomOutdoor spacesCleanliness

4.99 out of 5 average rating, 109 reviews
Guest favourite
The villa is showcased against a twilight sky, surrounded by well-maintained greenery and palm trees. Its elegant architecture features a prominent circular tower and a tiled roof, presenting an inviting entrance accentuated by soft exterior lighting.
Home in Davenport

Luxury 5BR Villa in Championsgate Near Disney

Outdoor spacesBathroomAccess

4.95 out of 5 average rating, 105 reviews
Top Guest favourite
The image features a private pool surrounded by lounge chairs, with a basketball hoop and a lush green backdrop. An entertainment area is visible in the foreground, showcasing a game table, a digital pinball machine, and a large screen for movies and games, including a fun tube slide.
Home in Four Corners

*NEW* Space Odyssey: Pool, Spa, Cinema, Games+PS5

Outdoor spacesHot tubCheck-in

5.0 out of 5 average rating, 123 reviews
Top Guest favourite
An expansive backyard is featured, showcasing a striped hammock stretched between two posts. Lounge chairs are arranged nearby, with a swing set positioned to one side. The heated pool is enclosed within a screened area, providing a view of the clear, blue sky.
Home in Kissimmee

Kissimmee, Heated Pool, Game Room. Luxury

BathroomHot tubLocation

4.92 out of 5 average rating, 109 reviews
Top Guest favourite
The exterior of a modern residence is visible, featuring a blue facade with green accents. An inviting pathway leads to the entrance, surrounded by manicured lawns and landscaped shrubbery. Shade is provided by a fabric canopy, creating a comfortable outdoor space.
Home in Winter Haven

Private lake front retreat!

Outdoor spacesHot tubView

5.0 out of 5 average rating, 33 reviews
Top Guest favourite
Home in Winter Haven

Lakefront Heated Pool, Spa & Dock | Near Legoland

Hot tubOutdoor spacesAir conditioning

5.0 out of 5 average rating, 26 reviews
Guest favourite
Home in Cypress Gardens

The Haven House

Hot tubOutdoor spacesCondition

4.92 out of 5 average rating, 89 reviews

Villa rentals with a hot tub

Top Guest favourite
A private screened patio features a heated swimming pool and a Jacuzzi surrounded by a spacious deck. Outdoor seating is provided, with a dining table and lounge chairs positioned for relaxation. Sunlight glimmers on the water, creating a serene atmosphere.
Villa in Davenport

Cozy 3 bed, 2 bath home w/ pool and jacuzzi

Hot tubBathroomAccuracy

4.92 out of 5 average rating, 155 reviews
Guest favourite
A spacious living area features a sectional sofa in deep blue, complemented by two stylish armchairs. A wooden coffee table sits in the center, surrounded by a soft area rug. Natural light fills the room through large windows, enhancing the modern décor.
Villa in Four Corners

House Majestic, Luxury Villa 6b/5b near Disney

Hot tubBathroomBarbecue

4.93 out of 5 average rating, 150 reviews
Guest favourite
A vibrant hallway is adorned with deep blue walls, featuring golden stars and a playful Mickey Mouse theme. A picture of Mickey Mouse in a wizard hat is displayed on the wall, complementing the themed decor. A stylish side table is positioned against the wall.
Villa in Four Corners

Mickey Fantasia Family Friendly w/accessibility

Outdoor spacesBathroomSleep quality

4.99 out of 5 average rating, 150 reviews
Top Guest favourite
The exterior of a two-story home is framed by lush greenery and neatly manicured hedges. A brick driveway leads to the entrance, where a decorative door is flanked by two round windows. A balcony is visible above, surrounded by elegant railings.
Villa in Davenport

Beautiful villa home near Disney

Outdoor spacesBathroomSleep quality

4.92 out of 5 average rating, 214 reviews
Top Guest favourite
A vibrant game room displays an air hockey table and foosball station, with colorful LED lights casting an engaging glow. An adjoining indoor theater features plush seating and a large screen, while a private pool area invites relaxation, surrounded by lush greenery and floatation devices.
Villa in Davenport

Pool Movies|Water Park|Movie Theater|Arcade|Themed

BathroomHot tubCondition

4.97 out of 5 average rating, 128 reviews
Guest favourite
A private pool and spa area is enclosed by a screen, offering views of a serene sunset through palm trees. The pool features a textured surface and a safety railing, with vibrant water reflecting the evening sky. A lush green lawn surrounds the space, contributing to the tranquil environment.
Villa in Davenport

25%off/Close to Disney/Hot Tub/Private Pool/Fenced

BathroomOutdoor spacesCheckout

4.9 out of 5 average rating, 115 reviews
Top Guest favourite
The open living area features high ceilings, large windows, and a cozy seating arrangement with a sofa and armchairs. Decorative wall art and plants enhance the design, while an elegant dining space and modern kitchen are visible in the background.
Villa in Davenport

The Balmoral Manor: Luxurious & Bright 5BR Oasis

BathroomOutdoor spacesAmenities

4.98 out of 5 average rating, 109 reviews
Guest favourite
A private movie theater features a 150-inch screen displaying a Disney image. Black walls and hardwood flooring create a modern atmosphere. Comfortable reclining seats with cup holders are arranged for a cinematic experience, ensuring a cozy and immersive viewing environment.
Villa in Kissimmee

150 Inch 4K Movie Theater Pool & Spa sleeps 16

BathroomHot tubParks

4.83 out of 5 average rating, 318 reviews

Cabin rentals with a hot tub

Top Guest favourite
Cabin in Kissimmee

Authentic Disney Fort Wilderness Cabin near WDW-2

BathroomComfortPets

5.0 out of 5 average rating, 33 reviews
Guest favourite
A cozy cabin exterior features natural wood siding, complemented by vibrant green doors. A spacious front deck with a railing offers seating, while a picnic table sits on the grassy area nearby, surrounded by lush trees and foliage.
Cabin in Kissimmee

Mouse House Cabin/ Legacy Disney Fort Wilderness

Outdoor spacesQuietNearby

4.98 out of 5 average rating, 48 reviews
Guest favourite
Cabin in Kissimmee

Winnie the Pooh Themed Tiny Home • Near Disney

BathroomSleep qualityQuiet

4.94 out of 5 average rating, 18 reviews
Guest favourite
Cabin in Kissimmee

The porch

Hot tubQuietHospitality

4.89 out of 5 average rating, 18 reviews
Cabin in Kissimmee

Lichita's House

New place to stayA private pool area features a spacious hot tub adjacent to a rectangular pool, both surrounded by paved decking. Sun loungers are positioned nearby, with a backdrop of pastel-colored cottages and a clear blue sky.
Cabin in Four Corners

Sunny Margaritaville Cottage - Private Pool, Full

Top Guest favourite
Cabin in Kissimmee

Authentic Disney Fort Wilderness Cabin near WDW-1

Hot tubBathroomHospitality

5.0 out of 5 average rating, 18 reviewsAn outdoor seating area is displayed, featuring a square table surrounded by four light-colored chairs. The setting is complemented by a pathway of large stone pavers and nearby greenery, with a yellow exterior wall and glass doors providing a welcoming entrance.
Cabin in Kissimmee

Happy Margaritaville Cottage w Amenity Access

Hot tubCleanlinessCheck-in

When is the best time to visit Winter Haven?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price$331 NZD$353 NZD$365 NZD$361 NZD$341 NZD$385 NZD$287 NZD$275 NZD$322 NZD$321 NZD$271 NZD$339 NZD
Avg. temp16°C18°C20°C22°C25°C27°C28°C28°C27°C24°C20°C17°C

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