Search Villas in Lakeland - Winter Haven

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
6 Mar - 8 Mar
In two months
17 Apr - 19 Apr
In three months
15 May - 17 May
In four months
12 Jun - 14 Jun

Our top choices for Lakeland - Winter Haven villas

Villa

New 4BR Villa Themed Beds Magic

New 4BR Villa Themed Beds Magic
2.0 star property
Davenport
10.0 out of 10, Exceptional, (1 review)
"The house was immaculate and the owners were very responsive to any needs we had."
United States
Kirsten
The price is NZ$975
includes taxes & fees
5 Mar - 6 Mar
New 4BR Villa Themed Beds Magic
Interior

Modern 3 Bed Villa, Newly Renovated, Prime Location

Modern 3 Bed Villa, Newly Renovated, Prime Location
3.0 star property
Kissimmee
The price is NZ$541
includes taxes & fees
4 Mar - 5 Mar
Modern 3 Bed Villa, Newly Renovated, Prime Location
Villa, 6 Bedrooms | Exterior

Ospreys Landing At Solterra Resort 6 Bedroom Home

Ospreys Landing At Solterra Resort 6 Bedroom Home
3.0 star property
Solterra Resort
The price is NZ$1,356
includes taxes & fees
23 Mar - 24 Mar
Ospreys Landing At Solterra Resort 6 Bedroom Home
Interior

Emerald Garden - Resort - 15 Min to Disney - Pets

Emerald Garden - Resort - 15 Min to Disney - Pets
3.0 star property
Kissimmee
The price is NZ$756
includes taxes & fees
22 Feb - 23 Feb
Emerald Garden - Resort - 15 Min to Disney - Pets
Outdoor dining

VedaHive Luxury Villa

VedaHive Luxury Villa
3.0 star property
Solterra Resort
6.8 out of 10, (8 reviews)
"If you enjoy your vacation with a older lady with a daughter telling you what to do and how to act in the house, then this place is for you. The hot tub at the house does not work. There's limited toilet paper so bring your own toiletries. And the bedroom I stayed in did not have sheets on the bed. Must read all the rules before staying at this house. The clubhouse water park is not included in your stay. That is an additional fee$"
United States
James
The price is NZ$291
includes taxes & fees
23 Feb - 24 Feb
VedaHive Luxury Villa
Exterior

Pelican by Migration Travel

Pelican by Migration Travel
Davenport
10.0 out of 10, Exceptional, (6 reviews)
"Everything was excellentGreat experience The house was very cleanBenjamin and Kimberly are great hostsLooking forward to staying there again"
Mexico
Ronit M.
The price is NZ$856
includes taxes & fees
1 Mar - 2 Mar
Pelican by Migration Travel
Exterior

Windsor Hills Mickey's Castle Villa, 2mi to Disney!! Pool, Spa, Gameroom, Themed

Windsor Hills Mickey's Castle Villa, 2mi to Disney!! Pool, Spa, Gameroom, Themed
Windsor Hills
10.0 out of 10, Exceptional, (28 reviews)
"Great location close to parks. House well maintained, could use a little love here and there but overall a nice place. "
United States
Steven S.
The price is NZ$1,843
includes taxes & fees
22 Mar - 23 Mar
Windsor Hills Mickey's Castle Villa, 2mi to Disney!! Pool, Spa, Gameroom, Themed
Interior

Lake Berkley Villas Swanky

Lake Berkley Villas Swanky
4.0 star property
Lake Berkley
The price is NZ$714
includes taxes & fees
14 Mar - 15 Mar
Lake Berkley Villas Swanky
Outdoor pool, a heated pool, pool loungers

Splendid Lake View Villa With Heated Pool/spa Near Disney

Splendid Lake View Villa With Heated Pool/spa Near Disney
Loughman
9.4 out of 10, Exceptional, (48 reviews)
"Our stay was great. The home is beautiful. Claire was very responsive to our questions. I definitely would stay again. I highly recommend. "
United States
Alfredo V.
The price is NZ$901
includes taxes & fees
22 Feb - 23 Feb
Splendid Lake View Villa With Heated Pool/spa Near Disney
Exterior

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 NZ$859
includes taxes & fees
2 Mar - 3 Mar
VRBO 5 Star Luxury Resort Villa close to Disney World with poolside bar
Villa

Luxury Modern Decor Best Location Private Pool

Luxury Modern Decor Best Location Private Pool
2.0 star property
Kissimmee
The price is NZ$961
includes taxes & fees
23 Feb - 24 Feb
Luxury Modern Decor Best Location Private Pool
Exterior

*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, (140 reviews)
"The pool was great for the whole family, and everything worked and matched the listing "
United States
Robert S.
The price is NZ$695
includes taxes & fees
22 Feb - 23 Feb
*Tinkerbells Castle 1* Private Pool & Spa Overlooking Lake & Disney Fire Works
Villa, Multiple Bedrooms | Exterior

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 NZ$2,138
includes taxes & fees
6 Mar - 7 Mar
Paradise Point At Windsor Island Resort Orlando By Shine Villas 10 Bedroom Villa
Outdoor pool, a heated pool

🌿Welcome to the Jungle🌿

🌿Welcome to the Jungle🌿
Loughman
9.0 out of 10, Wonderful, (17 reviews)
"As advertised, safe and quiet neighborhood, the house was wonderful and the grandkids had a great time in pool and jacuzzi."
United States
Teresa W.
The price is NZ$886
includes taxes & fees
22 Feb - 23 Feb
🌿Welcome to the Jungle🌿
Exterior

Pickleball PoolsideMovies |WalkToWaterpark| Arcade|Themed

Pickleball PoolsideMovies |WalkToWaterpark| Arcade|Themed
Davenport
10.0 out of 10, Exceptional, (7 reviews)
"Amazing communication with the property owner and we cannot say enough about this home. It was clean and exactly as pictured. They have thought of everything and the location was very convenient. The worst part of this vacation was leaving. 5 STARS!!!"
United States
Brittany D.
The price is NZ$1,698
includes taxes & fees
23 Feb - 24 Feb
Pickleball PoolsideMovies |WalkToWaterpark| Arcade|Themed
Pool

Disney World just 6 minutes away - Amazing 5 Star Resort in Paradise

Disney World just 6 minutes away - Amazing 5 Star Resort in Paradise
Reunion
9.6 out of 10, Exceptional, (18 reviews)
"Great place to stay with a family! "
United States
Medina H.
The price is NZ$815
includes taxes & fees
28 Feb - 1 Mar
Disney World just 6 minutes away - Amazing 5 Star Resort in Paradise
Exterior

Close to Disney - shabby chic style villa with private pool!!

Close to Disney - shabby chic style villa with private pool!!
Lake Berkley
9.4 out of 10, Exceptional, (120 reviews)
"Very good villa; very comfortable beds and in a great location on the 192, close to shops, parks and restaurants."
United Kingdom
Ann Q.
The price is NZ$678
includes taxes & fees
22 Feb - 23 Feb
Close to Disney - shabby chic style villa with private pool!!
Exterior

Amazing Villa with south facing pool and conservation view

Amazing Villa with south facing pool and conservation view
Watersong
9.8 out of 10, Exceptional, (215 reviews)
"Beautiful home, wonderful community, property owner was very responsive. My family and I enjoyed our stay. "
United States
Bri_
The price is NZ$892
includes taxes & fees
28 Feb - 1 Mar
Amazing Villa with south facing pool and conservation view
Exterior

Luxury 8BR Theater Game Pool Golf Firepit - Disney

Luxury 8BR Theater Game Pool Golf Firepit - Disney
Kissimmee
10.0 out of 10, Exceptional, (3 reviews)
"Celebrated our son’s graduation. Host was accommodating to our party. "
United States
Nguyener's C.
The price is NZ$1,733
includes taxes & fees
12 Mar - 13 Mar
Luxury 8BR Theater Game Pool Golf Firepit - Disney

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 NZ$641
includes taxes & fees
22 Feb - 23 Feb
The Sunny | Theme Parks • Heated Pool • Grill
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.
View all properties

The Annual Holiday Sale

Members save up to 40% on hotels and homes. Plan this year’s big trip and save.
Book now
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Lakeland - Winter Haven Hotel Reviews

Meliá Orlando Celebration

Meliá Orlando Celebration

10/10 Excellent
"Clean room, friendly staff, excellent location "
Maria 7-night trip
Posted 1 day ago
Meliá Orlando Celebration

Find out more about Lakeland - Winter Haven

Lakeland - Winter Haven Villas information

Number of reviews
575
Accommodation
253 Villas
Lowest Price
NZ$291
Highest Price
NZ$1,356

Frequently asked questions

How much do villas in Lakeland - Winter Haven cost?
Expect to pay between NZ$291 and NZ$1,356 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 253 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.
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.

Explore a world of travel with Expedia