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Check prices for these dates

In two weeks
Aug 21 - Aug 23
In two months
Oct 2 - Oct 4
In three months
Oct 30 - Nov 1
In four months
Nov 27 - Nov 29

Our top choices for Lakeland - Winter Haven villas

House | 3 bedrooms

1. Bahama Bay Resort - Grand Bahama Penthouse

Bahama Bay Resort - Grand Bahama Penthouse
2.0 star property
Bahama Bay
The price is ₩158,804
₩601,688 total
includes taxes & fees
Aug 14 - Aug 15
Bahama Bay Resort - Grand Bahama Penthouse
Villa (3 Bedrooms) | Interior

2. Upstay Modern 3BR Townhome With Pool Near Disney

Upstay Modern 3BR Townhome With Pool Near Disney
3.5 star property
Kissimmee
The price is ₩115,143
₩371,087 total
includes taxes & fees
Aug 31 - Sep 1
Upstay Modern 3BR Townhome With Pool Near Disney
Villa, Multiple Bedrooms | Exterior

3. Paradise Point At Windsor Island Resort Orlando By Shine Villas 10 Bedroom Villa

Paradise Point At Windsor Island Resort Orlando By Shine Villas 10 Bedroom Villa
3.0 star property
Davenport
The price is ₩336,516
₩1,644,944 total
includes taxes & fees
Aug 17 - Aug 18
Paradise Point At Windsor Island Resort Orlando By Shine Villas 10 Bedroom Villa
Villa (4 Bedrooms) | Interior

4. Solara Resort Home With Private Pool Near Disney

Solara Resort Home With Private Pool Near Disney
3.0 star property
Kissimmee
The price is ₩139,309
₩463,052 total
includes taxes & fees
Aug 27 - Aug 28
Solara Resort Home With Private Pool Near Disney
Villa, 4 Bedrooms | Pool

5. Drayton Place At Highgate Park 4 Bedroom Home

Drayton Place At Highgate Park 4 Bedroom Home
3.0 star property
Highgate Park
The price is ₩173,269
₩832,224 total
includes taxes & fees
Aug 22 - Aug 23
Drayton Place At Highgate Park 4 Bedroom Home
Villa (4 Bedrooms) | Interior

6. Upstay: Resort Home w Private Pool Near Disney

Upstay: Resort Home w Private Pool Near Disney
3.5 star property
Kissimmee
The price is ₩221,757
₩556,632 total
includes taxes & fees
Aug 9 - Aug 10
Upstay: Resort Home w Private Pool Near Disney
Villa, 4 Bedrooms | Exterior

7. Star Oasis At Citrus Ridge By Shine Villas 091 4 Bedroom Villa

Star Oasis At Citrus Ridge By Shine Villas 091 4 Bedroom Villa
3.0 star property
Kissimmee
The price is ₩191,194
₩839,094 total
includes taxes & fees
Aug 30 - Aug 31
Star Oasis At Citrus Ridge By Shine Villas 091 4 Bedroom Villa
Villa (4 Bedrooms) | Interior

8. 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 ₩117,986
₩433,051 total
includes taxes & fees
Aug 10 - Aug 11
Spacious Townhome Near Disney, Free Parking
Villa (3 Bedrooms) | Interior

9. Upstay-luxury 3BR Home w Private Pool & Games Room

Upstay-luxury 3BR Home w Private Pool & Games Room
3.5 star property
Clermont
The price is ₩204,699
₩462,319 total
includes taxes & fees
Aug 31 - Sep 1
Upstay-luxury 3BR Home w Private Pool & Games Room
Villa (4 Bedrooms) | Interior

10. Upstay: Modern Family Townhome With Pool & Patio

Upstay: Modern Family Townhome With Pool & Patio
3.5 star property
Clermont
The price is ₩159,348
₩475,355 total
includes taxes & fees
Aug 10 - Aug 11
Upstay: Modern Family Townhome With Pool & Patio
Villa, 4 Bedrooms | Exterior

11. 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
8.0 out of 10, Very Good, (1 review)
"Loved the pool. Furniture serviceable not super comfy. Plan to bring in your own toilet paper, dish soap etc, they provide a very minimal amount of everything. "
United States
Michele
The price is ₩155,358
₩812,164 total
includes taxes & fees
Aug 10 - Aug 11
Sun Living: Golf Community, Private Pool 809 4 Bedroom Villa
Villa (4 Bedrooms) | Interior

12. Upstay Modern Solara Retreat w Games Room & Pool

Upstay Modern Solara Retreat w Games Room & Pool
3.0 star property
Kissimmee
The price is ₩189,062
₩519,522 total
includes taxes & fees
Aug 16 - Aug 17
Upstay Modern Solara Retreat w Games Room & Pool
Villa, 6 Bedrooms | Exterior

13. new Splash Of Magic At Solterra Resort 6 Bedroom Home

new Splash Of Magic At Solterra Resort 6 Bedroom Home
3.0 star property
Solterra Resort
The price is ₩266,834
₩1,087,709 total
includes taxes & fees
Aug 27 - Aug 28
new Splash Of Magic At Solterra Resort 6 Bedroom Home
Villa, Multiple Bedrooms | Terrace/patio

14. Sea Shore At Solara Resort By Shine Villas #401 7 Bedroom Villa

Sea Shore At Solara Resort By Shine Villas #401 7 Bedroom Villa
3.0 star property
Kissimmee
The price is ₩326,566
₩1,284,756 total
includes taxes & fees
Aug 27 - Aug 28
Sea Shore At Solara Resort By Shine Villas #401 7 Bedroom Villa
Villa, 6 Bedrooms | Exterior

15. The Haven At Solterra Resort By Shine Villas 523 6 Bedroom Villa

The Haven At Solterra Resort By Shine Villas 523 6 Bedroom Villa
3.0 star property
Solterra Resort
The price is ₩326,848
₩1,155,607 total
includes taxes & fees
Aug 10 - Aug 11
The Haven At Solterra Resort By Shine Villas 523 6 Bedroom Villa
Villa, 5 Bedrooms | Exterior

16. Eternal Summer At Solterra Resort 5 Bedroom Villa

Eternal Summer At Solterra Resort 5 Bedroom Villa
3.0 star property
Solterra Resort
The price is ₩269,056
₩1,053,879 total
includes taxes & fees
Aug 11 - Aug 12
Eternal Summer At Solterra Resort 5 Bedroom Villa
Villa (4 Bedrooms) | Interior

17. Contemporary 4BR Townhome With Pool & Themed Rooms

Contemporary 4BR Townhome With Pool & Themed Rooms
3.5 star property
Clermont
10.0 out of 10, Exceptional, (1 review)
"Even better than what is shown"
United States
Malyjah
The price is ₩164,896
₩481,256 total
includes taxes & fees
Aug 27 - Aug 28
Contemporary 4BR Townhome With Pool & Themed Rooms
Villa (5 Bedrooms) | Interior

18. Upstay: 5BR Resort Home w Arcade & Private Pool

Upstay: 5BR Resort Home w Arcade & Private Pool
3.5 star property
Clermont
10.0 out of 10, Exceptional, (1 review)
"There was trash in the box and no trash can. The place was beautiful but the kitchen didn’t have a lot of the things you need for cooking. If you were going to eat out all the time it would be perfect. "
United States
Treva
The price is ₩284,550
₩677,500 total
includes taxes & fees
Aug 9 - Aug 10
Upstay: 5BR Resort Home w Arcade & Private Pool
Villa (3 Bedrooms) | Interior

19. Upstay Pristine 3BR Home With Private Pool & BBQ

Upstay Pristine 3BR Home With Private Pool & BBQ
3.5 star property
Clermont
The price is ₩186,219
₩441,808 total
includes taxes & fees
Sep 1 - Sep 2
Upstay Pristine 3BR Home With Private Pool & BBQ
Villa, Multiple Bedrooms | Outdoor dining

20. Sweet Retreat, Windsor Island Resort Near Orlando And Disney, By Shine Villas 8 Bedroom Villa

Sweet Retreat, Windsor Island Resort Near Orlando And Disney, By Shine Villas 8 Bedroom Villa
3.0 star property
Davenport
10.0 out of 10, Exceptional, (1 review)
The price is ₩340,497
₩1,433,545 total
includes taxes & fees
Aug 11 - Aug 12
Sweet Retreat, Windsor Island Resort Near Orlando And Disney, By Shine Villas 8 Bedroom Villa
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

Westgate Town Center Resort

Westgate Town Center Resort

10/10 Excellent
"This place really made the trip feel easy and enjoyable. The room itself felt like a little escape having a jacuzzi right inside was perfect after long days, and the balcony view of the lakes was honestly one of the highlights. It’s the kind of quiet, peaceful view you end up missing when you leave.The resort has plenty to keep you busy: mini golf, bike rentals, clean pools, and a water slide that keeps the kids entertained without you having to plan anything. The restaurant on-site is genuinely good too not just convenient, but something you’d actually look forward to.One thing I appreciated was the small market on the property. It’s clutch for last‑minute snacks, drinks, or anything you forgot to pack. And being only about ten minutes from Disney World makes the location even better. You get the fun nearby, but still have a calm place to come back to.Overall, it’s one of those stays that feels relaxing, fun, and stress‑free from start to finish."
Gabriel Estevan Ocampo 4-night trip
Posted 1 hour ago
Westgate Town Center Resort

Find out more about Lakeland - Winter Haven

Lakeland - Winter Haven Villas information

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 Villas
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Frequently asked questions

How much do villas in Lakeland - Winter Haven cost?
Expect to pay between and 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.
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.