Vacation rentals with a hot tub in Winter Haven

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Popular amenities for Winter Haven hot tub rentals

House rentals with a hot tub

Guest favorite
The living room features a light, neutral color scheme with a stone fireplace as a focal point. Plush sofas are arranged around a coffee table, offering comfort. Large glass doors provide access to the outdoor area, allowing ample natural light to flood the space.
Home in Lakeland
4.98 out of 5 average rating, 44 reviews

Luxury Heated Pool Home, 85 inch TV, King bed

StephenRating, 5 stars1 month ago
Steve’s getaway in Lakeland was exactly what we needed for our trip with 3 adults and 2 children. The pool was beautiful and refreshing, the space gorgeous and well maintained, and Steve was very responsive to all of our questions. In fact, when we needed an oven mit, Steve had one sent over that same day! I highly recommend this property to anyone looking for a relaxing stay in the area
Guest favorite
A spacious bedroom is furnished with a large bed, adorned with soft linens and a light throw. Natural light enters through a window, which is framed by neutral-toned walls. Two closet doors are visible, and wooden furniture adds warmth to the space.
Home in Davenport
4.96 out of 5 average rating, 27 reviews

Lovely 3BD House w/ private pool

JasmineRating, 5 stars3 weeks ago
We really enjoyed our stay here! Everything was clean and as pictured! Would definitely recommend!!!
Guest favorite
A spacious game room is featured, highlighted by a red pool table situated beneath ceiling fans. Large, open windows provide views of the outdoor area, creating a seamless connection to the surrounding nature. Nearby, a hot tub and comfortable seating areas invite relaxation.
Home in Eagle Lake
4.83 out of 5 average rating, 18 reviews

Charming Sunset Lakefront Home | Hot Tub

RyanRating, 5 stars4 weeks ago
What a wonderful place! The lake and dock retreat at the end of a long day was very welcoming. The house and all the amenities were perfect. Thanks for being such great hosts.
Superhost
A screened patio area features a private pool surrounded by greenery. Comfortable outdoor seating made of wicker is arranged, with a glass table nearby. Sunlight streams in, illuminating the space and creating a relaxed atmosphere for outdoor enjoyment.
Home in Davenport
4.88 out of 5 average rating, 25 reviews

Newly Remodeled Disney Vacation Home

DianaRating, 5 stars1 week ago
Host was very responsive and helpful with any questions. House was as described and was a relaxing place to come back to after long days exploring the area.
Guest favorite
A large two-story home is showcased with a well-maintained lawn and framed by palm trees. The exterior features a mix of light and dark colors, with a welcoming front porch and bright exterior lights. A driveway leads to a spacious garage, enhancing the home's curb appeal.
Home in Davenport
4.78 out of 5 average rating, 116 reviews

There is no other place you want to be than here.

SamanthaRating, 5 stars1 week ago
Franks place was perfect, everything in the pictures was accurate plus so much more. We had everything we needed to start and then some, we didn’t feel like we needed to unpack and go right to the store. We spent most of our time out at the pool and with small kids the door alarm, took some getting used to but was such a nice touch. Plenty of restaurants and grocery stores near by and only about 30/40min to universal. We would stay here again in the future, the place had so much space we never felt like we were cramped in the home.
Top guest favorite
A modern kitchen features an expansive island with striking bar stools, complemented by sleek cabinetry and stainless steel appliances. Soft lighting highlights the spacious layout, which seamlessly connects to the dining area, surrounded by large windows allowing natural light to fill the space.
Home in Davenport
4.97 out of 5 average rating, 36 reviews

Luxury 4BD 3BA Free Heated Pool Villa/Big Backyard

StaceyRating, 5 stars1 day ago
Our stay was wonderful. The house was spacious enough for everyone to have their own space, the fenced in yard was great for our fur babies! The ac had trouble cooling in the afternoons since it was so hot but they quickly added a portable ac to the main area so we were comfortable and were so accommodating and responsive!
Guest favorite
A spacious living room features a large sectional sofa and a cozy armchair, arranged around a central coffee table. A brick fireplace adds warmth, and a large TV is mounted above it. Natural light comes through multiple windows, enhancing the room's inviting atmosphere.
Home in Lake Wales
4.9 out of 5 average rating, 73 reviews

Lake Retreat w/Pool & Hot Tub near Bok tower

JenRating, 5 stars1 month ago
Kristy's house was perfect for our family weekend getaway to celebrate Mothers day. The house was extremely clean and very comfortable. it had everything we needed to enjoy our family time together. It was so nice to walk along the lake each morning. very peaceful. and we spent the day at Bok Towers which was very pretty.
Guest favorite
A spacious screened-in patio features a refreshing pool surrounded by a deck. Sun loungers are positioned nearby for relaxation, while lush greenery is visible through the transparent enclosure. The sky above shows a mix of clouds and sunlight.
Home in Haines City
4.83 out of 5 average rating, 72 reviews

Villa Bermuda Orlando

HeatherRating, 5 stars1 month ago
Another great stay. The house was perfect for us and it’s in a great location for our activities in the area. There’s a supermarket and lots of eating options just outside the secure entry gate. The house looks exactly like the pictures and the pool area is amazing.

Villa rentals with a hot tub

Top guest favorite
A vibrant themed room showcases a blue slide and bunk beds, enhancing playfulness. Adjacent, a cozy bedroom features rich curtains and themed decor. A home theater room displays a large projector screen and comfortable seating. The private pool area is highlighted with seating, a projector, and colorful inflatables.
Villa in Davenport
4.97 out of 5 average rating, 104 reviews

Pickleball PoolsideMovies |WalkToWaterpark| Arcade

JanetRating, 5 stars2 weeks ago
Angela was great to work with and was quick with responses to any questions or concerns we had. Very spacious house for our family vacation. Loved the pool area and theater room.
Top guest favorite
The exterior of a single-story home is presented, featuring a paved driveway leading to a two-car garage. Lush green grass surrounds the house, and palm trees are positioned near the entrance. A colorful sunset sky provides a picturesque backdrop.
Villa in Kissimmee
4.99 out of 5 average rating, 116 reviews

Beautiful home. Private pool. Close to Disney!

ErinRating, 5 stars1 day ago
The house was very well kept. We had a great time staying here with our family. The pool area was also great. It was close to shopping and restaurants. Jennifer was very responsive to any questions we may have had. We would definitely stay here again.
Guest favorite
A private pool area with a raised hot tub is enclosed by a screen, offering safety and quality views of the surroundings. The pool is accented by textured stonework and features a basketball hoop. A vibrant sunset casts colorful hues across the sky.
Villa in Davenport
4.93 out of 5 average rating, 158 reviews

Private Villa near Disney & Universal W/Pool & Spa

MelissaRating, 5 stars1 week ago
We truly enjoyed our stay at Denise’s place! From the moment you walk in to the beautiful pool area, gaming room, upstairs and overall entire home everything was great! We will be back again! Denise was very responsive and very easy to work with from the beginning!
Top guest favorite
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
4.99 out of 5 average rating, 119 reviews

Mickey Fantasia Family Friendly w/accessibility

Ali RazaRating, 5 stars2 weeks ago
Elaina’s home was beautiful and the location was great if you plan on going Disney just a few days than lounge the rest, the water park is great to keep the kids busy and give parents some time to relax
Guest favorite
An imaginative arcade and themed play area is displayed, featuring a blue slide and space-themed bunk beds. A princess-themed room with a carriage bed is highlighted. An arcade area with vintage game machines completes the vibrant layout, showcasing a unique blend of fantasy and entertainment.
Villa in Davenport
4.94 out of 5 average rating, 159 reviews

Free Pool Heat! Disney Themes, Arcade, Sleeps 22

RogerRating, 5 stars1 week ago
Ryan was a great host. His instructions were very helpful. The house was warm and inviting. The kids had a great time in the game room, pool and even the Star Wars bedroom. We would definitely return.
Top guest favorite
A Star Wars-themed game room is featured, complete with multiple screens displaying iconic scenes. An air hockey table and foosball setup are visible, alongside gaming chairs arranged for comfortable seating. The room is brightly lit, emphasizing the vibrant decor that adds to the entertainment atmosphere.
Villa in Kissimmee
4.99 out of 5 average rating, 156 reviews

Sleeps 24✦Free Pool Heat✦15 min to Disney✦Hot Tub

KelseyRating, 5 stars1 week ago
The place was absolutely amazing! The perfect vacation home! Everyone was more than comfortable, will definitely be back!!
Guest favorite
The living area features a spacious layout, with a large screen TV mounted on the wall. Comfortable seating is provided by a modern sofa and two plush chairs. Natural light floods in through large glass doors, which offer a view of the outdoor space, enhancing the atmosphere.
Villa in Kissimmee
4.9 out of 5 average rating, 229 reviews

House by the Mouse: Something for Everyone!

GabrielaRating, 5 stars1 month ago
Amazing family home for vacation with great distance to Disney. Loved the amenities and the host was very responsive.
Top guest favorite
Villa in Davenport
4.91 out of 5 average rating, 188 reviews

Beautiful villa home near Disney

SarahRating, 5 stars1 month ago
EXCELLENT. My family has been coming in mixed groups for the past 7 years, and this stay has been the best one. Besides being much cleaner than last year's rental (father suffered many flea bites from the couch that was not to have had pets on it), AND being an early check-in despite previous renters leaving issues that were diligently resolved by management/cleaning crew, this house was GORGEOUS. This is not a sterile rental, but someone's home...reflected in the beautiful landscaping [so many things flowering during our stay!], lavish pool set up (kiddy pool, hot tub, and main pool), and abundance of supplies here. We loved that they accommodate large multi-family groups with spacious rooms, a 2nd fridge, [also, the SPICE rack....cooking was so easy with so much on hand], and the supplies available for small children at the house: crib, books, potty chair, high chair, step stool, a double STROLLER, and car seat... and dog-friendly yet clean. THANK YOU, David and Mark!

Cabin rentals with a hot tub

A cozy cabin exterior is illuminated by soft lighting during twilight. The wooden logs are complemented by vibrant green doors and an American flag hanging from the porch. A welcoming ambiance is created by the warm glow of lights and the surrounded greenery.
Cabin in Kissimmee

Authentic Disney Fort Wilderness Cabin near WDW

CherylRating, 5 stars3 weeks ago
It is very nice . Just as described if not more than. Felt like a home. Loved the swimming pools. I would go back there anytime I need a vacation! Victor is very accommodating and very nice to deal with!
Top guest favorite
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
5 out of 5 average rating, 24 reviews

Mouse House Cabin / Near Disney

AmyRating, 5 stars2 days ago
My teen daughter and I stayed here for a week and had a great experience! The hosts were very friendly, and the location was perfect—just 15 minutes to Disney and 20–25 minutes to the Orange County Convention Center. The laundry facilities were easy to use, and the pool was clean and never crowded. The cabin had a cozy, Fort Wilderness vibe that any Disney fan would love. Everything was very clean, which I really appreciated. We also brought our Fire Stick and enjoyed relaxing movie nights. A wonderful stay overall—highly recommend!
A spacious indoor tub is situated against a backdrop of warm wooden walls, accented by soft lighting. Surrounded by rose petals and candles, the setting conveys a sense of relaxation and intimacy, enhanced by the natural light filtering in through the skylights above.
Cabin in Kissimmee
4.65 out of 5 average rating, 122 reviews

Romantic Cabin w/ Balcony + Tub + Hammock + Grill

PreciousRating, 5 stars1 week ago
The place was beautiful and peaceful. Perfect for a romantic getaway! Looks just like the pictures. Will be booking again in the future!!
An 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

Relax & Reboot - Fantastic Margaritaville Cottage

RichardRating, 5 stars14 months ago
The place was amazing and clean. Check in instructions were a little unclear and I would like them to be delivered earlier. The hot tub was low on water and dirty and not private at all. There is no privacy
A private pool and spa area is set within a fenced yard, featuring a sun deck with lounge chairs and a shaded dining table. The exterior walls of the cottage are painted in cheerful colors, enhancing the outdoor space's inviting atmosphere.
Cabin in Four Corners

Sunny Margaritaville Cottage - Private Pool, Full

The exterior of a rustic cabin is adorned with warm string lights, creating a welcoming ambiance. A porch with steps leads up to the entrance, flanked by lush greenery. The wooden structure features a lighted wheel decoration and bright windows, giving it a charming appearance at dusk.
Cabin in Kissimmee
New place to stay

Authentic Disney Fort Wilderness Cabin near WDW

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

  • Total rentals

    30 properties

  • Nightly prices starting at

    G$4,184 GYD before taxes and fees

  • Total number of reviews

    880 reviews

  • Family-friendly rentals

    20 properties are a good fit for families

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with a pool

    20 properties have a pool

Destinations to explore