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Check prices for these dates

In two weeks
Nov 13 - Nov 15
In two months
Dec 25 - Dec 27
In three months
Jan 22 - Jan 24
In four months
Feb 19 - Feb 21

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 ￥16,589
￥45,145 total
includes taxes & fees
Nov 1 - Nov 2
Magical Townhome Near Disney w Resort Pool Access
A room with wicker furniture, a glass coffee table, and a view of a green lawn and trees.

2. Resort Villa, Pools Fun and relaxation/w Kingbed.

Resort Villa, Pools Fun and relaxation/w Kingbed.
Kissimmee
8.8 out of 10, Excellent, (32 reviews)
"Shannelle was extremely responsive, informative and friendly. Very nice accomodations. Pleasant stay. "
United States
Joel W.
The price is ￥12,939
￥40,150 total
includes taxes & fees
Nov 18 - Nov 19
Resort Villa, Pools Fun and relaxation/w Kingbed.
A residential house with a tiled roof, a palm tree, and a car parked in the driveway.

3. 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.
The price is ￥22,514
￥52,455 total
includes taxes & fees
Nov 4 - Nov 5
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.

4. Amazing Spider | Disney, Slides & River

Amazing Spider | Disney, Slides & River
Kissimmee
8.0 out of 10, Very good, (1 review)
The price is ￥10,494
￥48,612 total
includes taxes & fees
Nov 10 - Nov 11
Amazing Spider | Disney, Slides & River
Exterior

5. 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 ￥14,034
￥56,318 total
includes taxes & fees
Nov 3 - Nov 4
Every Bedroom Has Its Own Bathroom ~ 1.4 Miles to Disney`s Animal Kingdom
A two-story house with a garage, stone accents, and a well-maintained lawn.

6. 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, (78 reviews)
"This property was more than expected and we plan to come again because we loved the house and the resort."
United States
Kimberly J.
The price is ￥23,604
￥129,381 total
includes taxes & fees
Nov 1 - Nov 2
Villa with Heated Pool+Spa - Near Disney, Universal Studios and Beaches!
An aerial view of a lakeside resort with a swimming pool, a castle-like structure, and surrounding residential areas.

7. 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 ￥11,557
￥47,038 total
includes taxes & fees
Nov 15 - Nov 16
Beach Resort near Disney with Poolside Tike Bar
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 ￥18,241
￥58,857 total
includes taxes & fees
Nov 29 - Nov 30
Shiny Legendary | Disney, River & Slides
An aerial view of a resort with a large swimming pool, multiple lounge areas, and a winding water feature.

9. BBQ~Oasis w/Heated Pool~Marvel &Nemo rooms~Near Disney

BBQ~Oasis w/Heated Pool~Marvel &Nemo rooms~Near Disney
Kissimmee
10.0 out of 10, Exceptional, (14 reviews)
"Lots of space great for families! Great communication with host! Would stay again. "
Canada
Heather
The price is ￥12,570
￥87,389 total
includes taxes & fees
Nov 4 - Nov 5
BBQ~Oasis w/Heated Pool~Marvel &Nemo rooms~Near Disney
A covered outdoor swimming pool with lounge chairs and a pergola structure.

10. Gorgeous VILLA near Disney, Private Heated South Pool

Gorgeous VILLA near Disney, Private Heated South Pool
Sandy Ridge
8.8 out of 10, Excellent, (21 reviews)
"My family had a wonderful stay! Would definitely come back! "
United States
Janay P.
The price is ￥14,219
￥67,430 total
includes taxes & fees
Oct 30 - Oct 31
Gorgeous VILLA near Disney, Private Heated South Pool
A two-story residential building with a stone facade, multiple windows, and a well-maintained garden.

11. 4 BD Townhome Close to Disney!

4 BD Townhome Close to Disney!
3.0 star property
Orlando
The price is ￥16,257
￥60,770 total
includes taxes & fees
Nov 3 - Nov 4
4 BD Townhome Close to Disney!
A large, multi-story hotel with a central courtyard, surrounded by lush greenery and palm trees.

12. 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 ￥17,561
￥56,736 total
includes taxes & fees
Nov 3 - Nov 4
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.

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

Lazy River~Tiki Bar~Pool~Hot Tub~Themed~Disney
Regal Palms
The price is ￥11,491
￥94,134 total
includes taxes & fees
Nov 24 - Nov 25
Lazy River~Tiki Bar~Pool~Hot Tub~Themed~Disney
A swimming pool with clear water, surrounded by palm trees and a glass enclosure.

14. 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)
"We had a great, comfortable stay. We had a bit of an issue with the AC but it was resolved promptly."
United States
Yaritza A.
Paradise at Tower Lake 6 bedrooms with swimming pool/spa and movie theater
Interior

15. Emerald Garden - Resort - 15 Min to Disney - Pets

Emerald Garden - Resort - 15 Min to Disney - Pets
3.0 star property
Kissimmee
10.0 out of 10, Exceptional, (1 review)
Emerald Garden - Resort - 15 Min to Disney - Pets
A two-story building with a white picket fence, a staircase, and a clear sky.

16. Completely Renovated 3/2 Close to Disney parks

Completely Renovated 3/2 Close to Disney parks
Royal Palm Bay
10.0 out of 10, Exceptional, (39 reviews)
"Located near great eateries and shops!"
United States
Kamia White K.
Completely Renovated 3/2 Close to Disney parks
An aerial view of a resort with multiple swimming pools, a dock, and lush greenery.

17. 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 ￥9,637
￥54,514 total
includes taxes & fees
Nov 2 - Nov 3
Cozy 3BD Townhouse Near Disney, Encantada Resort
A two-story house with a red garage, surrounded by a well-maintained lawn and trees.

18. 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 ￥15,167
￥74,901 total
includes taxes & fees
Nov 3 - Nov 4
Spacious Luxurious 6 Bedroom 5 Bath Villa Sleeps 12 Pool, Jacuzzi, near Disney
A residential house with a garage, a well-maintained lawn, and a palm tree.

19. *Tinkerbells Castle 1* Private Pool & Spa Overlooking Lake & Disney Fire Works

*Tinkerbells Castle 1* Private Pool & Spa Overlooking Lake & Disney Fire Works
Kissimmee
9.6 out of 10, Exceptional, (160 reviews)
"It was a great stay. Easy check-in and check-out along with the cleanliness and location of the house made this a very pleasant stay!"
United States
bryan s.
The price is ￥22,040
￥66,195 total
includes taxes & fees
Nov 10 - Nov 11
*Tinkerbells Castle 1* Private Pool & Spa Overlooking Lake & Disney Fire Works
A residential area with houses featuring sloped roofs and a central garage.

20. Family Retreat @ Resort with Private Pool, 6Bdrm

Family Retreat @ Resort with Private Pool, 6Bdrm
Solterra Resort
9.0 out of 10, Wonderful, (30 reviews)
"Great place to stay!"
United States
Ken B.
Family Retreat @ Resort with Private Pool, 6Bdrm
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

Margaritaville Resort Orlando with H2O Waterpark

Margaritaville Resort Orlando with H2O Waterpark

8/10 Good
"Place was beautiful and clean but the pool wasn’t heated and food was brought in plastic bags"
Lucia 3-night trip
Posted 1 hour ago
Margaritaville Resort Orlando with H2O Waterpark

Find out more about Lakeland - Winter Haven

Lakeland - Winter Haven Villas information

Number of reviews
545
Accommodation
271 Villas
Lowest Price
￥40,150
Highest Price
￥129,381

Frequently asked questions

How much do villas in Lakeland - Winter Haven cost?
Expect to pay between ￥40,150 and ￥129,381 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 271 villas in Lakeland - Winter Haven and then book your favorite. Whether you're planning a family vacation 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 Center and Publix Field at Joker Marchant Stadium. If you're escaping to Winter Haven, Indigo's Family Fun Center, Chain of Lakes Park and Theatre Winter Haven are worth putting on your itinerary.

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