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Check prices for these dates

In two weeks
6 Nov - 8 Nov
In two months
18 Dec - 20 Dec
In three months
15 Jan - 17 Jan
In four months
12 Feb - 14 Feb

Our top choices for Lakeland - Winter Haven villas

A two-story house with a green facade, a covered porch, and a well-maintained garden.

1. Magical Townhome Near Disney w Resort Pool Access

Magical Townhome Near Disney w Resort Pool Access
3.0 star property
Orlando
The price is €266
includes taxes & fees
2 Nov - 3 Nov
Magical Townhome Near Disney w Resort Pool Access
A residential house with a tiled roof, a palm tree, and a car parked in the driveway.

2. Peacefull villa in Lake Marion Golf Resort,all amenite,35' to the park atraccion

Peacefull villa in Lake Marion Golf Resort,all amenite,35' to the park atraccion
Kissimmee
9.2 out of 10, Wonderful, (9 reviews)
"It was an ok visit "
United States
Cordell G.
Peacefull villa in Lake Marion Golf Resort,all amenite,35' to the park atraccion
An aerial view of a resort with multiple swimming pools, a water slide, and a tower structure.

3. Amazing Spider | Disney, Slides & River

Amazing Spider | Disney, Slides & River
Kissimmee
8.0 out of 10, Very good, (1 review)
The price is €278
includes taxes & fees
29 Oct - 30 Oct
Amazing Spider | Disney, Slides & River
Exterior

4. Every Bedroom Has Its Own Bathroom ~ 1.4 Miles to Disney`s Animal Kingdom

Every Bedroom Has Its Own Bathroom ~ 1.4 Miles to Disney`s Animal Kingdom
Kissimmee
9.6 out of 10, Exceptional, (47 reviews)
"Great location and space and gist was great"
United States
terri
The price is €324
includes taxes & fees
20 Oct - 21 Oct
Every Bedroom Has Its Own Bathroom ~ 1.4 Miles to Disney`s Animal Kingdom
Pool

5. Family-Friendly Disney Villa - Private Pool, Spa & BBQ - 15 Min to Disney

Family-Friendly Disney Villa - Private Pool, Spa & BBQ - 15 Min to Disney
Sandy Ridge
The price is €342
includes taxes & fees
20 Oct - 21 Oct
Family-Friendly Disney Villa - Private Pool, Spa & BBQ - 15 Min to Disney
A covered outdoor swimming pool with lounge chairs and a pergola structure.

6. Gorgeous VILLA near Disney, Private Heated South Pool

Gorgeous VILLA near Disney, Private Heated South Pool
Sandy Ridge
8.6 out of 10, Excellent, (20 reviews)
"My family had a wonderful stay! Would definitely come back! "
United States
Janay P.
The price is €419
includes taxes & fees
17 Nov - 18 Nov
Gorgeous VILLA near Disney, Private Heated South Pool
A two-story house with a garage, stone accents, and a well-maintained lawn.

7. Villa with Heated Pool+Spa - Near Disney, Universal Studios and Beaches!

Villa with Heated Pool+Spa - Near Disney, Universal Studios and Beaches!
Davenport
9.0 out of 10, Wonderful, (77 reviews)
"Accurate description , host communicates very well, information was spot on and the pool and hot tub were amazing after a long day at the parks . Would love to stay again in the future. Thank you for a great experience!"
United States
Angel M.
The price is €731
includes taxes & fees
20 Oct - 21 Oct
Villa with Heated Pool+Spa - Near Disney, Universal Studios and Beaches!
An aerial view of a resort with multiple swimming pools, a water slide, and a tower structure.

8. Shiny Legendary | Disney, River & Slides

Shiny Legendary | Disney, River & Slides
Kissimmee
10.0 out of 10, Exceptional, (1 review)
"Had some confusion with the address but the host was super quick to respond, apologize, and fix the problem. Great location. Super cute rooms. Clean. Host had lots of essentials already at the house for us. Any question or concern we had was responded to quickly and thoroughly. "
United States
Aren B.
The price is €298
includes taxes & fees
9 Nov - 10 Nov
Shiny Legendary | Disney, River & Slides
A modern building with a parking lot, featuring a central entrance with glass doors and a small seating area.

9. Themed rooms - gated community

Themed rooms - gated community
Kissimmee
Themed rooms - gated community
An aerial view of a lakeside resort with a swimming pool, a castle-like structure, and surrounding residential areas.

10. Beach Resort near Disney with Poolside Tike Bar

Beach Resort near Disney with Poolside Tike Bar
Bahama Bay
9.6 out of 10, Exceptional, (4 reviews)
"Love it"
United States
Jerome S.
The price is €301
includes taxes & fees
31 Oct - 1 Nov
Beach Resort near Disney with Poolside Tike Bar
A large, multi-story hotel with a central courtyard, surrounded by lush greenery and palm trees.

11. VRBO 5 Star Luxury Resort Villa close to Disney World with poolside bar

VRBO 5 Star Luxury Resort Villa close to Disney World with poolside bar
Reunion
10.0 out of 10, Exceptional, (12 reviews)
"We enjoyed our stay."
United States
Everick
The price is €349
includes taxes & fees
19 Nov - 20 Nov
VRBO 5 Star Luxury Resort Villa close to Disney World with poolside bar
A two-story building with a symmetrical facade, a central entrance with a door, and a small porch area.

12. Lazy River~Tiki Bar~Pool~Hot Tub~Themed~Disney

Lazy River~Tiki Bar~Pool~Hot Tub~Themed~Disney
Regal Palms
The price is €535
includes taxes & fees
14 Nov - 15 Nov
Lazy River~Tiki Bar~Pool~Hot Tub~Themed~Disney
A two-story house with a red garage, surrounded by a well-maintained lawn and trees.

13. Spacious Luxurious 6 Bedroom 5 Bath Villa Sleeps 12 Pool, Jacuzzi, near Disney

Spacious Luxurious 6 Bedroom 5 Bath Villa Sleeps 12 Pool, Jacuzzi, near Disney
Trafalgar Village
8.8 out of 10, Excellent, (12 reviews)
"House was big enough for the whole family nice pool great area "
United States
Chrystal S.
The price is €431
includes taxes & fees
20 Oct - 21 Oct
Spacious Luxurious 6 Bedroom 5 Bath Villa Sleeps 12 Pool, Jacuzzi, near Disney
An aerial view of a resort with multiple swimming pools, a dock, and lush greenery.

14. Cozy 3BD Townhouse Near Disney, Encantada Resort

Cozy 3BD Townhouse Near Disney, Encantada Resort
Kissimmee
10.0 out of 10, Exceptional, (1 review)
"I was looking for a place to escape for a few days while getting my bathroom redone and the property checked all of the boxes. My wife was able to get some work done, my dog had more than enough space, and the location is minutes from the amusement parks and tons of restaurants.The property is gated, clean, and has multiple bedrooms and bathrooms for the larger families that need it. The host was more than attentive. Even when I was having issues with the television, he responded to my message...
United States
LEONARD W.
The price is €299
includes taxes & fees
2 Nov - 3 Nov
Cozy 3BD Townhouse Near Disney, Encantada Resort
An indoor swimming pool with two lounge chairs, a glass-enclosed patio, and a view of trees and buildings.

15. 17319 4BR Townhouse Heated Pool near Disney

17319 4BR Townhouse Heated Pool near Disney
Clermont
17319 4BR Townhouse Heated Pool near Disney
A swimming pool with clear water, surrounded by palm trees and a glass enclosure.

16. Paradise at Tower Lake 6 bedrooms with swimming pool/spa and movie theater

Paradise at Tower Lake 6 bedrooms with swimming pool/spa and movie theater
Haines City
8.8 out of 10, Excellent, (94 reviews)
"Really enjoyed the house which was perfect for our family of nine people. The pool was really enjoyed by the kids and everyone had plenty of room to spread out for privacy. Only issues we had were a few blinds that need to be replaced and the tub in the master suite was not clean."
United States
dan l.
The price is €363
includes taxes & fees
20 Oct - 21 Oct
Paradise at Tower Lake 6 bedrooms with swimming pool/spa and movie theater
A residential area with houses featuring red-tiled roofs and well-maintained lawns.

17. Family Vacation @ Resort with Private Pool, 6Bdrm

Family Vacation @ Resort with Private Pool, 6Bdrm
Solterra Resort
8.8 out of 10, Excellent, (35 reviews)
"An amazing home away from home. Will be reserving continously when at Florida."
United States
Marina R.
Family Vacation @ Resort with Private Pool, 6Bdrm
A multi-story building with a rooftop terrace, a swimming pool, and a parking lot.

18. Luxury 5BR Family Villa Near Disney

Luxury 5BR Family Villa Near Disney
Champions Gate
9.0 out of 10, Wonderful, (2 reviews)
"Rooms were real clean and the host were great, amazing communication."
United States
Darion W.
The price is €412
includes taxes & fees
5 Nov - 6 Nov
Luxury 5BR Family Villa Near Disney
A spacious outdoor area with a pool, wicker furniture, and a view of a residential neighborhood during sunset.

19. Enchanted Villa with Lake View 6-Bedroom in Resort

Enchanted Villa with Lake View 6-Bedroom in Resort
Lake Berkley
9.6 out of 10, Exceptional, (5 reviews)
"Amazing detail in the decor and easy to communicate host. So welcoming and great for large parties. I took my family of nine and there was more than enough room for everyone. "
United States
Sarah J.
The price is €537
includes taxes & fees
19 Nov - 20 Nov
Enchanted Villa with Lake View 6-Bedroom in Resort
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Lakeland - Winter Haven Hotel Reviews

The Grove Resort & Water Park Orlando

The Grove Resort & Water Park Orlando

8/10 Good
"Great place to stay with children! It is a little further from the parks and attractions we planned to go to but I would stay here again for sure."
Markesha 3-night trip
Posted less than an hour ago
The Grove Resort & Water Park Orlando

Find out more about Lakeland - Winter Haven

Lakeland - Winter Haven Villas information

Number of reviews
211
Accommodation
286 Villas
Lowest Price
€278
Highest Price
€731

Frequently asked questions

How much do villas in Lakeland - Winter Haven cost?
Expect to pay between €278 and €731 per night for villas in Lakeland - Winter Haven. No matter your budget, a fantastic stay is just a few clicks away on Expedia. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many villas are there in Lakeland - Winter Haven?
Take a look at our 286 villas in Lakeland - Winter Haven and then book your favourite. Whether you're planning a family holiday or jet-setting with friends, Expedia has got you covered.
Why book your villa in Lakeland - Winter Haven with Expedia?
Booking a villa in Lakeland - Winter Haven is as simple as deciding on your travel dates and choosing an option that checks your boxes. Looking for something upscale or budget friendly, or a stay that also offers a pool and free WiFi? Use Expedia's search filters to narrow your results and find your perfect match.
How can I find cheap villas in Lakeland - Winter Haven?
The simplest way to compare cheap villas in Lakeland - Winter Haven is with Expedia's handy filter tool. Narrow your search by star rating, budget and amenities to discover unbeatable bargains in just a click or two.
What is there to do near my villa in Lakeland - Winter Haven?
Whether you like food, shopping, history or sightseeing, Lakeland - Winter Haven offers it all, and more! The well-known city of Lakeland has loads of activities and attractions, including Polk Museum of Art, RP Funding Centre and Publix Field at Joker Marchant Stadium. If you're escaping to Winter Haven, Indigo's Family Fun Centre, Chain of Lakes Park and Theatre Winter Haven are worth putting on your itinerary.

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