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Check prices for these dates

In two weeks
Sep 18 - Sep 20
In two months
Oct 30 - Nov 1
In three months
Nov 27 - Nov 29
In four months
Dec 25 - Dec 27

Our top choices for Lakeland - Winter Haven villas

A residential house with a tiled roof, a palm tree, and a car parked in the driveway.

1. 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
9.0 out of 10, Wonderful, (7 reviews)
"It was an ok visit "
United States
Cordell G.
The price is ￥22,770
￥53,052 total
includes taxes & fees
Sep 14 - Sep 15
Peacefull villa in Lake Marion Golf Resort,all amenite,35' to the park atraccion
A two-story residential building with a brick driveway, palm trees, and manicured landscaping.

2. Spacious Townhome Near Disney, Free Parking

Spacious Townhome Near Disney, Free Parking
3.5 star property
Regal Palms
8.0 out of 10, Very Good, (1 review)
"The unit was clean. The host was responsive. The resort property was fun and welcoming. Definitely enjoyed the pool area. Location was pretty good for all the things we wanted to do. The check-in check-out process was pretty smooth. I would definitely stay here again when I visit this area."
United States
Marquita
The price is ￥12,490
￥47,812 total
includes taxes & fees
Sep 10 - Sep 11
Spacious Townhome Near Disney, Free Parking
An aerial view of a resort with multiple swimming pools, palm trees, and a large central pool area.

3. 1180 CD - Magical 5BR Townhome with Pool

1180 CD - Magical 5BR Townhome with Pool
Davenport
9.6 out of 10, Exceptional, (4 reviews)
"The stay was great, house was clean, easy to access"
United States
Danielle S.
The price is ￥14,381
￥93,324 total
includes taxes & fees
Sep 7 - Sep 8
1180 CD - Magical 5BR Townhome with Pool
A covered outdoor swimming pool with lounge chairs and a pergola structure.

4. Gorgeous VILLA near Disney, Private Heated South Pool

Gorgeous VILLA near Disney, Private Heated South Pool
Sandy Ridge
9.0 out of 10, Wonderful, (17 reviews)
"My family had a wonderful stay! Would definitely come back! "
United States
Janay P.
The price is ￥12,943
￥66,747 total
includes taxes & fees
Sep 2 - Sep 3
Gorgeous VILLA near Disney, Private Heated South Pool

5. 🌿Welcome to the Jungle🌿

🌿Welcome to the Jungle🌿
Loughman
9.0 out of 10, Wonderful, (19 reviews)
"Hosts were great and very responsive! Our family loved our stay, house was nice and plenty of room for all of us! We would definitely stay here again! Thank you for being such great hosts!"
United States
Amanda P.
The price is ￥17,114
￥68,001 total
includes taxes & fees
Sep 8 - Sep 9
🌿Welcome to the Jungle🌿
A two-story building with a white picket fence, a staircase, and a clear sky.

6. 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, (35 reviews)
"Rental was spacious and met all of our needs."
United States
Nikolaus K.
Completely Renovated 3/2 Close to Disney parks

7. 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 ￥16,234
￥63,630 total
includes taxes & fees
Sep 7 - Sep 8
Emerald Garden - Resort - 15 Min to Disney - Pets
A two-story house with a garage, stone accents, and a well-maintained lawn.

8. 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, (76 reviews)
"Everything was nice. We enjoyed our stay and would definitely recommend for future stays."
United States
Jalisa Y.
The price is ￥25,214
￥133,997 total
includes taxes & fees
Sep 2 - Sep 3
Villa with Heated Pool+Spa - Near Disney, Universal Studios and Beaches!
A residential area with houses featuring sloped roofs and a central garage.

9. 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.
The price is ￥13,582
￥70,299 total
includes taxes & fees
Sep 3 - Sep 4
Family Retreat @ Resort with Private Pool, 6Bdrm
A residential area with houses featuring red-tiled roofs and well-maintained lawns.

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

Family Vacation @ Resort with Private Pool, 6Bdrm
Solterra Resort
8.8 out of 10, Excellent, (33 reviews)
"Awesome house and awesome host"
United States
Kenny G.
The price is ￥13,103
￥69,739 total
includes taxes & fees
Sep 2 - Sep 3
Family Vacation @ Resort with Private Pool, 6Bdrm
A spacious outdoor area with a pool, wicker furniture, and a view of a residential neighborhood during sunset.

11. 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 ￥8,309
￥62,478 total
includes taxes & fees
Sep 2 - Sep 3
Enchanted Villa with Lake View 6-Bedroom in Resort
A covered outdoor seating area with sofas and chairs, large windows, and a ceiling fan.

12. Solara Resort Home With Private Pool Near Disney

Solara Resort Home With Private Pool Near Disney
3.0 star property
Kissimmee
The price is ￥15,659
￥52,051 total
includes taxes & fees
Sep 8 - Sep 9
Solara Resort Home With Private Pool Near Disney
A balcony with two blue cushioned chairs, a glass door leading to a bedroom, and a view of a grassy area and buildings in the distance.

13. Stylish 3BR Condo Championsgate w Water Park

Stylish 3BR Condo Championsgate w Water Park
3.0 star property
Davenport
The price is ￥14,286
￥55,954 total
includes taxes & fees
Sep 8 - Sep 9
Stylish 3BR Condo Championsgate w Water Park
A residential area with houses, a garage, and a well-maintained lawn.

14. Sun Living: Golf Community, Private Pool 809 4 Bedroom Villa

Sun Living: Golf Community, Private Pool 809 4 Bedroom Villa
3.0 star property
Highlands Reserve
9.0 out of 10, Wonderful, (2 reviews)
"Spacious and homey. After a terrible start we ended it well at this place which feels like home and very scenic backyard sunrise in the pool whilst working out was amazing so was sunsets if you love nature but privacy not too much as I would like in the back yard"
United States
Belkis
The price is ￥14,785
￥88,293 total
includes taxes & fees
Sep 14 - Sep 15
Sun Living: Golf Community, Private Pool 809 4 Bedroom Villa
A single-story house with a front porch, a dark front door, and a small front yard with palm trees and shrubs.

15. Sunkissed Paradise | Private Pool & Hot Tub

Sunkissed Paradise | Private Pool & Hot Tub
Trafalgar Village
9.0 out of 10, Wonderful, (2 reviews)
"Overall the villa was lovely, beautifully clean inside with nice touches like mini toiletries, large tub of ground coffee, sugar, creamer, plenty of toilet rolls salt and pepper, olive oil, coffee filters oh and a kettle bonus for us Brits.The Lounge, dining and bedrooms were beautifully furnished and had everything we needed. Plenty of bath towels, although could have done with a few more pool towels so we didn’t have to put them in the dryer after each use, but a minor detail.Frank was an...
United States
Sarah B.
The price is ￥17,577
￥65,814 total
includes taxes & fees
Sep 2 - Sep 3
Sunkissed Paradise | Private Pool & Hot Tub
A two-story building with a beige facade, black-framed windows, and a brick entrance.

16. Full Arcade~Resort~Heated Pool~Anime Adventure!

Full Arcade~Resort~Heated Pool~Anime Adventure!
Kissimmee
10.0 out of 10, Exceptional, (2 reviews)
"This property is truly stunning and well thought out. It has everything you will need to feel like you are home from home. The resort is good and has a great location for Disney. This property will easily accommodate large families inside with plenty of parking outside too. The hosts are great and very fast to respond to any messages. A great place to lay your roots in the Orlando area. Highly recommended! "
United Kingdom
Adele L.
The price is ￥10,757
￥80,441 total
includes taxes & fees
Sep 2 - Sep 3
Full Arcade~Resort~Heated Pool~Anime Adventure!
A swimming pool with clear water, surrounded by palm trees and a glass enclosure.

17. 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, (90 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 ￥25,407
￥65,335 total
includes taxes & fees
Sep 6 - Sep 7
Paradise at Tower Lake 6 bedrooms with swimming pool/spa and movie theater
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.
Spacious Luxurious 6 Bedroom 5 Bath Villa Sleeps 12 Pool, Jacuzzi, near Disney
A covered outdoor area with a swimming pool, a table with a bowl of fruit, and chairs.

19. The Sunny | Theme Parks • Heated Pool • Grill

The Sunny | Theme Parks • Heated Pool • Grill
Sandy Ridge
10.0 out of 10, Exceptional, (3 reviews)
"Wonderful group to work with. Enjoyed a much needed vacation. Host was very easy to get in contact with and solved any issues in a timely manner! Plan on staying again sometime in the future!"
United States
Stacy C.
The price is ￥21,412
￥68,330 total
includes taxes & fees
Sep 2 - Sep 3
The Sunny | Theme Parks • Heated Pool • Grill
A sunlit room with a large window, wicker furniture, a round decorative wall piece, and a view of a fenced field.

20. 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.
The price is ￥15,819
￥43,766 total
includes taxes & fees
Sep 24 - Sep 25
Family Retreat, Champions Gate 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

Embassy Suites By Hilton Orlando Sunset Walk

Embassy Suites By Hilton Orlando Sunset Walk

10/10 Excellent
"Ver"
Asya 4-night trip
Posted less than an hour ago
Embassy Suites By Hilton Orlando Sunset Walk

Find out more about Lakeland - Winter Haven

Lakeland - Winter Haven Villas information

Number of reviews
290
Accommodation
309 Villas
Lowest Price
￥43,766
Highest Price
￥133,997

Frequently asked questions

How much do villas in Lakeland - Winter Haven cost?
Expect to pay between ￥43,766 and ￥133,997 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 309 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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