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Check prices for these dates

Next weekend
13 Nov - 15 Nov
In two weeks
20 Nov - 22 Nov
In one month
4 Dec - 6 Dec
In two months
1 Jan - 3 Jan

Our top choices for Lakeland - Winter Haven villas

A spacious living area with a dining table, sofas, and a ceiling fan.

1. Family Vacation Home Near Disney With Resort Pool

Family Vacation Home Near Disney With Resort Pool
3.0 star property
Orlando
The price is AED 339
AED 1,369 total
includes taxes & fees
16 Nov - 17 Nov
Family Vacation Home Near Disney With Resort Pool
A swimming pool with a football on the edge, surrounded by a covered area with a view of trees and a building in the background.

2. 129 Seneca Point Trl

129 Seneca Point Trl
4.0 star property
Indian Point
The price is AED 628
AED 1,713 total
includes taxes & fees
9 Dec - 10 Dec
129 Seneca Point Trl
A room with wicker furniture, a glass coffee table, and a view of a green lawn and trees.

3. 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 AED 298
AED 886 total
includes taxes & fees
18 Nov - 19 Nov
Resort Villa, Pools Fun and relaxation/w Kingbed.
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 AED 256
AED 1,107 total
includes taxes & fees
10 Nov - 11 Nov
Amazing Spider | Disney, Slides & River
A residential house with a tiled roof, a palm tree, and a car parked in the driveway.

5. 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, (10 reviews)
"It was an ok visit "
United States
Cordell G.
The price is AED 523
AED 1,117 total
includes taxes & fees
9 Nov - 10 Nov
Peacefull villa in Lake Marion Golf Resort,all amenite,35' to the park atraccion
A view through a window with a palm tree logo, dense foliage, and a calm body of water.

6. Bahama Bay Resort - Grand Bahama Penthouse

Bahama Bay Resort - Grand Bahama Penthouse
2.0 star property
Bahama Bay
The price is AED 443
AED 1,585 total
includes taxes & fees
10 Nov - 11 Nov
Bahama Bay Resort - Grand Bahama Penthouse
An aerial view of a resort with a large swimming pool, multiple lounge areas, and a winding water feature.

7. 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 AED 230
AED 1,863 total
includes taxes & fees
9 Nov - 10 Nov
BBQ~Oasis w/Heated Pool~Marvel &Nemo rooms~Near Disney
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 AED 299
AED 1,134 total
includes taxes & fees
16 Nov - 17 Nov
Shiny Legendary | Disney, River & Slides
A building with a white facade, a red umbrella, and a sign that reads "FESTIVAL SQUARE".

9. 1067 3BR Luxury Resort House by Disney Orlando

1067 3BR Luxury Resort House by Disney Orlando
Festival
1067 3BR Luxury Resort House by Disney Orlando
Interior

10. 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)
The price is AED 358
AED 1,446 total
includes taxes & fees
12 Nov - 13 Nov
Emerald Garden - Resort - 15 Min to Disney - Pets
A two-story residential building with a stone facade, multiple windows, and a well-maintained garden.

11. Townhome With Resort Pool & Mini Golf by Disney

Townhome With Resort Pool & Mini Golf by Disney
3.0 star property
Orlando
The price is AED 339
AED 1,369 total
includes taxes & fees
16 Nov - 17 Nov
Townhome With Resort Pool & Mini Golf by Disney
Pool

12. 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
10.0 out of 10, Exceptional, (1 review)
"Loved our stay thank you for hosting us"
United States
Tammy W.
The price is AED 294
AED 1,423 total
includes taxes & fees
29 Nov - 30 Nov
Family-Friendly Disney Villa - Private Pool, Spa & BBQ - 15 Min to Disney
A two-story house with a garage, stone accents, and a well-maintained lawn.

13. 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 AED 549
AED 2,898 total
includes taxes & fees
18 Nov - 19 Nov
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.

14. 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 AED 269
AED 1,013 total
includes taxes & fees
15 Nov - 16 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.

15. 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 AED 373
AED 1,221 total
includes taxes & fees
10 Nov - 11 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.

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

Lazy River~Tiki Bar~Pool~Hot Tub~Themed~Disney
Regal Palms
Lazy River~Tiki Bar~Pool~Hot Tub~Themed~Disney
Exterior

17. 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 AED 521
AED 1,559 total
includes taxes & fees
15 Nov - 16 Nov
Every Bedroom Has Its Own Bathroom ~ 1.4 Miles to Disney`s Animal Kingdom
A sunlit room with a large window, wicker furniture, a round decorative wall piece, and a view of a fenced field.

18. Family Retreat, Champions Gate Resort

Family Retreat, Champions Gate Resort
Kissimmee
10.0 out of 10, Exceptional, (1 review)
"Great host, great amenities. I enjoyed my stay with my family."
United States
ana m.
Family Retreat, Champions Gate Resort
A covered outdoor swimming pool with lounge chairs and a pergola structure.

19. 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 AED 349
AED 1,529 total
includes taxes & fees
9 Nov - 10 Nov
Gorgeous VILLA near Disney, Private Heated South Pool
A two-story house with a red garage, surrounded by a well-maintained lawn and trees.

20. 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 AED 353
AED 1,664 total
includes taxes & fees
9 Nov - 10 Nov
Spacious Luxurious 6 Bedroom 5 Bath Villa Sleeps 12 Pool, Jacuzzi, near Disney
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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Lakeland - Winter Haven and related destinations

Explore the family-friendly area of Lakeland - Winter Haven—lake views, baseball, and popular sights like LEGOLAND® Florida.

See all hotels in Lakeland - Winter Haven
A child lying on the ground with colorful confetti around, in front of a LEGO sign that reads "LEGO LAND FLORIDA".
Photo by Visit Central Florida
Open Photo by Visit Central Florida

Top reviews in Lakeland - Winter Haven

A modern multi-story residential building with a symmetrical facade, stone accents, and a central entrance.
Contemporary 4BR Townhome With Pool & Themed Rooms

Contemporary 4BR Townhome With Pool & Themed Rooms

Contemporary 4BR Townhome With Pool & Themed Rooms
Clermont

10/10 Excellent

Even better than what is shown
United States
Malyjah
Reviewed July 5, 2026
Contemporary 4BR Townhome With Pool & Themed Rooms

Frequently Asked Questions

How much do villas in Lakeland - Winter Haven cost?

Expect to pay between AED 175 and AED 548 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 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.

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