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Hotel vacation rentals in Winter Haven

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Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Winter Haven hotel rentals

Kitchen
Wifi
Pool
Free parking on premises
Air conditioning

Family-friendly hotel rentals

Superhost
The exterior of the hotel showcases a welcoming facade with a covered registration area. Outdoor seating is visible, offering tables and chairs for guests. A colorful sunrise illuminates the sky, creating a pleasant backdrop for the hotel’s entrance.
Hotel room in Kissimmee
4.86 out of 5 average rating, 103 reviews

Celebration Suites - 2 Miles from Disney - For 6

A multi-story resort building is surrounded by lush greenery and palm trees, featuring a large outdoor pool at the forefront. Several lounge chairs are positioned around the pool area, creating an inviting space for relaxation under clear blue skies.
Place to stay in Kissimmee
4.86 out of 5 average rating, 7 reviews

VACATION VILLAGE RESORT AT PARKWAY ~KISSIMMEE, FLA

The resort grounds are adorned with lush palm trees and manicured green lawns. A large outdoor pool is visible, surrounded by lounge chairs and a shaded seating area. The sunniest blue sky enhances the tranquil atmosphere of the surrounding landscape.
Hotel room in Orlando
5 out of 5 average rating, 6 reviews

Two Bedroom Kingstown Reef -Amusement Park Central

A scenic view of the resort's landscaped grounds is displayed, featuring colorful buildings surrounding a tranquil lake. Palm trees frame the foreground, while several multi-story structures rise in the background, all set against a clear blue sky.
Hotel room in Orlando
4.5 out of 5 average rating, 4 reviews

Wyndham Bonnet Creek ** 2B Inside Gates of Disney

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Hotel rentals with a pool

Superhost
The room features two queen beds with coastal-themed bedding, complemented by wooden headboards. A nightstand with a lamp is positioned between the beds. Artwork depicting serene landscapes hangs on the wall, enhancing the tranquil atmosphere of the space.
Hotel room in Kissimmee
4.72 out of 5 average rating, 58 reviews

Private Cozy Hotel Room- Kissimmee, Florida

Superhost
Aerial view of the resort showcases multiple outdoor amenities, including a swimming pool with a lazy river and waterslides. Lounging areas with umbrellas surround the pool, and various buildings are visible, along with a hot tub and landscaped gardens.
Resort in Kissimmee
4.86 out of 5 average rating, 7 reviews

Fantasyworld Resort 2BR Townhouse

The image features a winding lazy river pool surrounded by lush palm trees and tropical landscaping. Crystal-clear water reflects sunlight, while gentle curves lead to various areas for relaxation. The scene conveys a leisurely atmosphere, inviting guests to enjoy the serene environment.
Casa particular in Kissimmee
5 out of 5 average rating, 3 reviews

Orlando- 3 Bedroom Condo-11 Pools-Free Waterpark!

Guest favorite
An expansive pool area is highlighted by a pirate ship water slide, surrounded by palm trees and lounge chairs. Fountains add a playful touch to the setting, creating a family-friendly atmosphere for relaxation and fun.
Resort in Orlando
4.75 out of 5 average rating, 8 reviews

Hogwarts Secret Bunkhouse

Superhost
Hotel room in Kissimmee
5 out of 5 average rating, 3 reviews

Fun @Westgate vacation villas 1mile toDisney

Superhost
A large swimming pool is surrounded by palm trees and decorative plants, featuring a winding shape. Multiple lounge chairs are placed along the poolside, with sun umbrellas providing shade. The building in the background features several floors and large windows, set against a clear blue sky.
Hotel room in Florida Center
4.71 out of 5 average rating, 200 reviews

Amazing Terrace lake view Universal/Studios K/BED

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Hotel rentals with a patio

A lazy river is featured, with guests floating on inner tubes among tropical plants. Colorful umbrellas provide shade along the deck, while lounge areas invite relaxation. The thatched-roof cabana is visible, serving as a gathering spot for visitors. Hammocks can also be seen nearby.
Hotel room in Orlando
5 out of 5 average rating, 3 reviews

A Home Away From Home (Studio @ Westgate Resorts)

Superhost
A spacious balcony features two contemporary chairs overlooking a serene lake. The view includes expansive water surrounded by greenery and resort buildings in the distance, while soft blue skies stretch overhead.
Hotel room in Orlando
5 out of 5 average rating, 4 reviews

Wyndham Bonnet Creek 2 Bedroom

A living area features a comfortable sofa and a stylish accent chair, with a coffee table placed in front. Large glass doors open to a private balcony showcasing views of the outdoor area, framed by palm trees and natural greenery.
Hotel room in Orlando
4.67 out of 5 average rating, 3 reviews

2BR Resort Condo at The Fountains – Flexible Dates

Superhost
A spacious room features a large bed adorned with plush pillows. A small dining table sits beside the bed, accompanied by stylish chairs. A seating area is created by a gray armchair positioned near a wall-mounted television, while art decor adds visual interest.
Hotel room in Kissimmee
4.77 out of 5 average rating, 56 reviews

Disney Retreat XI

Guest favorite
A shared pool area is surrounded by palm trees and features a turquoise swimming pool, lounge chairs, and red umbrellas providing shade. The space is enclosed by a fence, enhancing the inviting outdoor atmosphere.
Hotel room in Kissimmee
4.76 out of 5 average rating, 55 reviews

Great place / price ,near Disney.

A cozy room is highlighted by a spacious bed with crisp white linens. Soft grey curtains frame a large window that allows natural light to fill the space. Two modern lamps are positioned on bedside tables next to the bed, and a piece of yellow wall art is displayed above the headboard.
Hotel room in Orlando
5 out of 5 average rating, 3 reviews

Affordable Family Week Disney!

A resort area is presented with a tranquil pool featuring a waterfall and natural stone accents. Palm trees provide a tropical setting, while sun loungers are arranged along the pool's edge. The main building stands in the background, enhanced by soft evening lighting.
Hotel room in Kissimmee
4.67 out of 5 average rating, 3 reviews

Orange Lake Resort

A well-equipped kitchen features a double sink and ample countertop space. Modern appliances, including a dishwasher, are visible. The open layout connects to a dining area in the background, where a soft light illuminates dining furniture. Natural light is welcomed through nearby windows.
Casa particular in Kissimmee
4.88 out of 5 average rating, 8 reviews

All Year Summer + Fun!

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Quick stats about hotel rentals in Winter Haven

  • Total rentals

    30 properties

  • Nightly prices starting at

    R1,249 ZAR before taxes and fees

  • Total number of reviews

    20 reviews

  • Rentals with a pool

    20 properties have a pool

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    30 properties include access to wifi

Destinations to explore

  1. Airbnb
  2. United States
  3. Florida
  4. Polk County
  5. Winter Haven
  6. Hotel rentals