Holiday rentals with a hot tub in Winter Haven

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Top-rated rentals with a hot tub in Winter Haven

Guests agree: these rentals with a hot tub are highly rated for location, cleanliness and more.

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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
4.99 out of 5 average rating, 110 reviews

Sweet Sunshine. 4 king beds. Heated pool.

Newly remodeled and furnished home in Davenport with no rear neighbors has everything for a perfect vacation. Heated pool and spa. Four bedrooms on the ground floor Two masters en-suite one of which is ADA approved. Upstairs are two more bedrooms and a large loft area. Impressive two-story house with dining room, family room, and spacious kitchen with separate laundry room. Upgrades include granite counters, stainless steel appliances, and porcelain tile flooring. Simply a marvelous location.

Superhost
The living room features a comfortable sofa and two accent chairs, complemented by a wooden coffee table. A flat-screen TV is mounted on the wall, and natural light fills the space from sliding glass doors that lead to a private outdoor area.
Apartment in Davenport
4.9 out of 5 average rating, 327 reviews

Amazing 2 Bed, 2 Bath condo only 10 min to Disney

Tuscana Resort Orlando is a Mediterranean-style villa resort minutes from DisneyWorld. Universal, Sea World ,LEGOLAND are close as well. A family friendly villa resort the amenities are top notch with a beautiful swimming complex that includes pool, hot tub, cabanas, kiddie pool, fitness centre. The very spacious 2-bed/2-bath condo is 1200sqft! Recently painted with fully equipped kitchen and washer and dryer! The unit has 1 King size bed in Master room and two twin beds in the spare bedroom.

Guest favourite
The living room features a modern design with a comfortable gray sofa adorned with orange accent pillows. A glass table is center stage, accompanied by two plush yellow armchairs. The space is brightened by natural light through large windows, complemented by decorative plants and artwork on the walls.
Townhouse in Kissimmee
4.87 out of 5 average rating, 344 reviews

Roomy 2br w/ jacuzzi close to Disney

This townhouse provides a open main living space that allows you to connect the dining and a fully equipped kitchen. The house can accommodate up to 6 guests, divided into one luxe king en-suite, and a design theme two full en-suite. Relax in your own private spa after a long day at the parks. Clubhouse with a gym, amazing heated pool, pool bar, a restaurant and only 5 min from Disney and golfing area. Parking, wifi ,resort’s amenities are free Close to lakes, camping, beach, vineyards, farms

Superhost
A resort-style pool area is surrounded by palm trees and lush landscaping, with inviting lounge chairs arranged nearby. The clear water reflects a bright sky, and a separate lounge area with a decorative façade is partially visible in the background.
Apartment in Davenport
4.83 out of 5 average rating, 149 reviews

Orlando Spacious 2-Suites & Resort-Style Pool

BEAUTIFULLY RENOVATED 2BD/2BA condo next to ChampionsGate golf, 19 min from Disney, and 30 min from Epic Universe & Universal Parks. Enjoy Tuscana Resort’s top amenities—no extra fees! They include a large heated pool with a preservation view and relaxing hot tub. The resort holds TripAdvisor’s Certificate of Excellence. It is near Publix, Walgreens, Panera, Miller’s Ale House, and several cafes and restaurants, making it a perfect choice for exploring Orlando and Central Florida attractions.

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
4.95 out of 5 average rating, 169 reviews

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.

Guest favourite
Home in Davenport
4.87 out of 5 average rating, 179 reviews

Kingfisher at Watersong- Perfect for Disney!

Watersong is a secure, gated community situated in a conservation area. It is just 20 minutes from Disney, 40 minutes from Universal Studios, 45 minutes from Orlando International Airport and just minutes from several championships golf courses. You are free to enjoy use of the large clubhouse with zero entry pool, children's play area, volley ball court and putting green. The villa itself offers a large pool (9.2m by 3.7m) with extended deck and Jacuzzi all overlooking the conservation area.

Top guest favourite
The Tiny House is situated in a serene outdoor setting, featuring a light-blue exterior with a metal roof. A wooden porch with rocking chairs extends at the front, while the surrounding landscape includes lush green grass and landscaping along a gravel path.
Tiny home in Lakeland
4.99 out of 5 average rating, 123 reviews

Charming Tiny House on 5 acres with POOL/ HOT TUB

Escape to the heart of Lakeland where our charming Tiny House awaits. Nestled on 5 acres of tranquility, you'll experience the best of both worlds: a peaceful retreat and easy access to local shopping centers just a stone's throw away. The Tiny House is furnished with a queen size bed and a king sized bed in the upstairs loft, kitchen, full bath as well as a designated work area. Take a refreshing dip in the shared pool, unwind in the hot tub, or simply soak up some sun on the lounge chairs.

Guest favourite
A cozy living area features a light brown sectional sofa and a matching sofa adorned with patterned cushions. A modern coffee table sits in the center, with a remote control placed on top. A large artwork of a character hangs above, flanked by two lamps.
Home in Winter Haven
4.88 out of 5 average rating, 127 reviews

Heated pool/hot tub, near Legoland, Disney,

Relax in the heated pool and hot tub after enjoying theme parks such as Busch Gardens, Disney world, and Universal Studios! LegoLand is 1 mile away! Lego bedroom for kids. Centrally Located in the middle of Florida allows beach trips to both east & west coast. air conditioned garage has been turned into a game room pool table, air hockey and a miss pac-man arcade game! Private boat & RV parking with RV outlet thru gate in backyard. Pool can be heated to 85 degrees for a small fee if $10/ day

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
4.98 out of 5 average rating, 128 reviews

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!

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
5 out of 5 average rating, 19 reviews

Private lake front retreat!

Relax with the whole family at our Winter Haven residence located on Lake Mirror! Enjoy your lake days boating, fishing, kayaking or relaxing. Our outdoor space includes a private dock, 22x22 paved covered patio, 14x8 heated swim spa, outdoor dining space, outdoor TV's for entertainment, paddle boards, and kayak's. In the kitchen, we have a full coffee bar, juicer, brand new appliances and more! This stunning newly renovated 3-bedroom, 2- bathroom vacation home is a water-skiers paradise!

Top guest favourite
An aerial view showcases a large pool surrounded by lounge chairs and palm trees. The pool area is defined by well-maintained landscaping, with a hot tub and a nearby shaded structure visible in the background, creating an inviting atmosphere.
Apartment in Osceola County
4.9 out of 5 average rating, 116 reviews

Stunning Orlando Condo 3 BR/2 bath, pets OK

This resort community is amazing to drive around in, let alone stay in. Just 20 to 25 minutes away from Disney World and Universal Studios and everything Orlando has to offer. Convenience stores (7-11), Dunkin' Donuts, CVS pharmacy, restaurants and grocery stores within walking distance. Three gorgeous pools and hot tub Jacuzzis, and world-class gym in the resort in this gated community with security. 5 minute drive to Champions Gate and I-4 highway. Up to 2 dogs/cats ($25/day/animal)

Guest favourite
The exterior of Bella Piazza features a Mediterranean-style architecture with a stone facade and terracotta roof. Lush landscaping surrounds the building, including palm trees and manicured grass. A fountain stands in front of the entrance, enhancing the inviting ambiance of the property.
Apartment in Davenport
4.89 out of 5 average rating, 195 reviews

3Bdr, 3BA, 8 mi to Disney. Close to restaurants

Platform fee 18.5% is paid by host. 3 br, 3 bath Second floor condo. Ceiling fan in each room. Private balcony overlooking the pool area. The 3 BATHROOMS offer privacy! ELEVATOR is convenient. Quiet & relaxing vocation home for quiet groups. BBQ by pool. Walk distance to restaurants and grocery. 1227 sqft comfortable stay at great value—ideal for guests seeking relaxation, not perfection or hotel-style service. **Primary guest registration with ID required through guest portal.

Popular amenities for rentals with a hot tub in Winter Haven

When is the best time to visit Winter Haven?

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Avg. price$256 SGD$238 SGD$274 SGD$252 SGD$215 SGD$226 SGD$217 SGD$208 SGD$244 SGD$202 SGD$263 SGD$256 SGD
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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 $26 SGD per night before taxes and fees

  • Verified guest reviews

    Over 1,140 verified reviews to help you choose

  • Family-friendly holiday rentals

    20 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Holiday rentals with a pool

    20 properties feature pools

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    30 of Winter Haven holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Winter Haven rentals

  • 4.9 Average rating

    Winter Haven stays are highly rated by guests – averaging 4.9 out of 5!

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