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Check prices for these dates

In two weeks
16 Jan - 18 Jan
In two months
27 Feb - 1 Mar
In three months
27 Mar - 29 Mar
In four months
24 Apr - 26 Apr

Our top choices for Lakeland - Winter Haven condo rentals

Aerial view
Vacation Village Orlando, Celebration

Vacation Village Orlando, Celebration

Vacation Village Orlando, Celebration
3.0 star property
Kissimmee
8.6 out of 10, Excellent, (3137)
"Clean room and friendly staff"
United States
Elisa
The price is HK$773
HK$1,071 total
includes taxes & fees
14 Jan - 15 Jan 2026
Vacation Village Orlando, Celebration
WiFi, bed sheets
Lake View•Gardens•Private Balcony Suite•Legoland

Lake View•Gardens•Private Balcony Suite•Legoland

Lake View•Gardens•Private Balcony Suite•Legoland
2.0 star property
Lake Wales
10.0 out of 10, Exceptional, (3)
"Great view, comfortable room for our one night stay."
United States
Vern H.
The price is HK$720
HK$962 total
includes taxes & fees
14 Jan - 15 Jan 2026
Lake View•Gardens•Private Balcony Suite•Legoland
Pool
Dazzling Newly Renovated Condo 1.5 miles to Disney

Dazzling Newly Renovated Condo 1.5 miles to Disney

Dazzling Newly Renovated Condo 1.5 miles to Disney
Kissimmee
9.4 out of 10, Exceptional, (86)
"This place was awesome! Incredibly clean floors. I even called my sister just to show her how clean the floors were. "
United States
Elizabeth P L.
The price is HK$389
HK$1,320 total
includes taxes & fees
4 Jan - 5 Jan 2026
Dazzling Newly Renovated Condo 1.5 miles to Disney
Exterior
Parkway Palms Resort 1 bedroom condo mins to Disney World.

Parkway Palms Resort 1 bedroom condo mins to Disney World.

Parkway Palms Resort 1 bedroom condo mins to Disney World.
Kissimmee
10.0 out of 10, Exceptional, (1)
"The condo is ideally located for Disney World with many restaurants close by. The property manager was quick to respond to any questions and we would definitely stay there again."
United States
Michael G.
Parkway Palms Resort 1 bedroom condo mins to Disney World.
Outdoor pool, a heated pool
PAY LATER!! SALE!! Beautiful lake view, newly decorated, next to Disney & FUN!!

PAY LATER!! SALE!! Beautiful lake view, newly decorated, next to Disney & FUN!!

PAY LATER!! SALE!! Beautiful lake view, newly decorated, next to Disney & FUN!!
Orlando
9.2 out of 10, Wonderful, (60)
"we had a wonderful stay "
United States
Paul D.
The price is HK$812
HK$2,099 total
includes taxes & fees
18 Jan - 19 Jan 2026
PAY LATER!! SALE!! Beautiful lake view, newly decorated, next to Disney & FUN!!
Outdoor dining
Sophisticated Retreat

Sophisticated Retreat

Sophisticated Retreat
Kissimmee
9.4 out of 10, Exceptional, (6)
"Amazing! I will be staying here again!"
United States
MikeD
The price is HK$654
HK$1,516 total
includes taxes & fees
12 Jan - 13 Jan 2026
Sophisticated Retreat
Interior
Lake View 2 Bed 2 Bath LOFT With Pool, Gym, Pickleball ---- L@@K FOR DISCOUNTS !

Lake View 2 Bed 2 Bath LOFT With Pool, Gym, Pickleball ---- L@@K FOR DISCOUNTS !

Lake View 2 Bed 2 Bath LOFT With Pool, Gym, Pickleball ---- L@@K FOR DISCOUNTS !
Brandon
9.8 out of 10, Exceptional, (204)
"Excellent location, perfect little condo with all the necessities. Had a wonderful time. Loved the added bonus of having a washer and dryer"
United States
Steve H.
The price is HK$925
HK$2,740 total
includes taxes & fees
5 Jan - 6 Jan 2026
Lake View 2 Bed 2 Bath LOFT With Pool, Gym, Pickleball ---- L@@K FOR DISCOUNTS !
Outdoor pool
Amazing Water View, 1 Mile to Disney,Newly Renovated

Amazing Water View, 1 Mile to Disney,Newly Renovated

Amazing Water View, 1 Mile to Disney,Newly Renovated
Orlando
9.6 out of 10, Exceptional, (122)
"Very nice resort ! We had a great time "
United States
Sara P.
Amazing Water View, 1 Mile to Disney,Newly Renovated
Room
Stylish Retreat/86`TV/King Bed/Spa Shower/Shuffleboard/Near the Lake

Stylish Retreat/86`TV/King Bed/Spa Shower/Shuffleboard/Near the Lake

Stylish Retreat/86`TV/King Bed/Spa Shower/Shuffleboard/Near the Lake
Lake Wales
10.0 out of 10, Exceptional, (1)
"Had an amazing stay! Property was exactly how it was described- clean, comfortable, very safe. (As a solo woman traveling alone feeling safe always makes a trip easier) The bed and sheets were sooo comfortable! Micki was kind, attentive, incredibly responsive and happily accommodated me, making my entire experience was seamless. I felt right at home, would happily return. 5 Stars is not enough to describe how wonderful Micki is as host!"
United States
Anonymous traveller
The price is HK$889
HK$1,152 total
includes taxes & fees
12 Jan - 13 Jan 2026
Stylish Retreat/86`TV/King Bed/Spa Shower/Shuffleboard/Near the Lake
Pool
Modern 3BR Resort Condo w/ Pool near Disney World

Modern 3BR Resort Condo w/ Pool near Disney World

Modern 3BR Resort Condo w/ Pool near Disney World
2.5 star property
Winter Garden
The price is HK$653
HK$2,319 total
includes taxes & fees
5 Jan - 6 Jan 2026
Modern 3BR Resort Condo w/ Pool near Disney World
Pool
Beautiful 1st Floor Condo in Gated Cane Island, Close to Parks

Beautiful 1st Floor Condo in Gated Cane Island, Close to Parks

Beautiful 1st Floor Condo in Gated Cane Island, Close to Parks
Kissimmee
9.4 out of 10, Exceptional, (19)
"Spacious unit, great proximity to the parks. Close to stores and restaurants. "
United States
Erika D.
Beautiful 1st Floor Condo in Gated Cane Island, Close to Parks
Smart TV
Toria Suites 922

Toria Suites 922

Toria Suites 922
East Lake Morton
Toria Suites 922
Pool
Newly Remodeled 2-bedroom Family-sized condo 15 minutes to the theme park

Newly Remodeled 2-bedroom Family-sized condo 15 minutes to the theme park

Newly Remodeled 2-bedroom Family-sized condo 15 minutes to the theme park
2.0 star property
Champions Gate
10.0 out of 10, Exceptional, (1)
"Nice place in a great area. Plenty of restaurants nearby. We were evacuating from St Pete ahead of Milton with my wife, MIL and cat. Both bedrooms were nice and MIL and kitty really enjoyed the large couch in the living room. "
United States
David K.
The price is HK$583
HK$2,633 total
includes taxes & fees
5 Jan - 6 Jan 2026
Newly Remodeled 2-bedroom Family-sized condo 15 minutes to the theme park
Pool
Upstay: Family-Friendly Getaway with Spa & Pool

Upstay: Family-Friendly Getaway with Spa & Pool

Upstay: Family-Friendly Getaway with Spa & Pool
Orlando
9.2 out of 10, Wonderful, (5)
"Great place to stay. Close to all the major theme parks"
United States
marci m.
The price is HK$653
HK$2,112 total
includes taxes & fees
13 Jan - 14 Jan 2026
Upstay: Family-Friendly Getaway with Spa & Pool
Property grounds
Incredible Water View Only 1 mile from Disney

Incredible Water View Only 1 mile from Disney

Incredible Water View Only 1 mile from Disney
Orlando
9.6 out of 10, Exceptional, (65)
"Perfect location and great view which is not something I typically expect on a Disney vacation."
United States
Jennifer M.
Incredible Water View Only 1 mile from Disney
Exterior
Family-friendly Stunning condo with pool & Lake views near Disney Park

Family-friendly Stunning condo with pool & Lake views near Disney Park

Family-friendly Stunning condo with pool & Lake views near Disney Park
Orlando
10.0 out of 10, Exceptional, (1)
Family-friendly Stunning condo with pool & Lake views near Disney Park
Pool
Buena Vista Resort Condo w/ Pool & Private Patio

Buena Vista Resort Condo w/ Pool & Private Patio

Buena Vista Resort Condo w/ Pool & Private Patio
Orlando
8.6 out of 10, Excellent, (14)
"Condo was as advertised clean and close to everything. Would highly recommend this property for any Disney vacation."
Canada
Derek M.
The price is HK$614
HK$2,060 total
includes taxes & fees
5 Jan - 6 Jan 2026
Buena Vista Resort Condo w/ Pool & Private Patio
Outdoor pool, a heated pool
New! 1-King Bedroom, 2 baths with Breathtaking view at Blue Heron Beach Resort

New! 1-King Bedroom, 2 baths with Breathtaking view at Blue Heron Beach Resort

New! 1-King Bedroom, 2 baths with Breathtaking view at Blue Heron Beach Resort
Orlando
9.8 out of 10, Exceptional, (42)
"Great weekend getaway. Very clean and quiet. "
United States
Dorrean
The price is HK$804
HK$2,076 total
includes taxes & fees
2 Jan - 3 Jan 2026
New! 1-King Bedroom, 2 baths with Breathtaking view at Blue Heron Beach Resort
Interior
Splendid Renovated 2 + 2 Condo Near Disney with Amazing Amenities

Splendid Renovated 2 + 2 Condo Near Disney with Amazing Amenities

Splendid Renovated 2 + 2 Condo Near Disney with Amazing Amenities
2.0 star property
Champions Gate
9.6 out of 10, Exceptional, (29)
"Host was very communicative, simple check in & check out. Will stay again at this property. "
United States
Anonymous traveller
Splendid Renovated 2 + 2 Condo Near Disney with Amazing Amenities
Fridge, microwave, oven, stovetop
Resort stay~Pool Access~Peaceful Retreat~Balcony

Resort stay~Pool Access~Peaceful Retreat~Balcony

Resort stay~Pool Access~Peaceful Retreat~Balcony
2.0 star property
Kissimmee
10.0 out of 10, Exceptional, (1)
"The host was very nice and helpful The rooms were very clean Enjoyed our stay Would stay again"
United States
Anonymous traveller
Resort stay~Pool Access~Peaceful Retreat~Balcony
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

La Quinta Inn & Suites by Wyndham Lakeland West

La Quinta Inn & Suites by Wyndham Lakeland West

10/10 Excellent
"Quiet Clean Good coffee"
Daniel 1-night trip
Posted 2 days ago
La Quinta Inn & Suites by Wyndham Lakeland West

Find out more about Lakeland - Winter Haven

Lakeland - Winter Haven Condo Rentals information

Number of reviews
3,763
Accommodation
123 Condo Rentals
Lowest Price
HK$962
Highest Price
HK$2,740

Frequently asked questions

How much do condos in Lakeland - Winter Haven cost?
The price range for condos in Lakeland - Winter Haven is HK$962 to HK$2,740 per night. Whatever your budget, you're sure to find something that suits your needs — as well as your entire crew! 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 condos are there in Lakeland - Winter Haven?
Browse through 123 condos in Lakeland - Winter Haven and reserve your favourite. Whether you're off on a holiday with the whole fam or reuniting with friends, with Expedia, your perfect stay is just a few clicks away.
Why book your condo in Lakeland - Winter Haven with Expedia?
We think that getaways should be a walk in the park, so if you're on the lookout for condos at a great price, Expedia has your back. Keep costs down and pick something small and cosy, or splurge on a luxury condo and pamper your loved ones. Our search filters make it easy to lock in a stay in Lakeland - Winter Haven that suits you best.
How can I find cheap condos in Lakeland - Winter Haven?
A good way to uncover cheap condos in Lakeland - Winter Haven is with Expedia's convenient filter tool. Fine-tune your search results by star rating, amenities and budget to take advantage of excellent rates in a few clicks.
What is there to do in Lakeland - Winter Haven near my condo?
Whether you like sightseeing, shopping, dining or partying, Lakeland - Winter Haven offers it all, and then some! The top city of Lakeland has lots of things to see and do, including Polk Museum of Art, RP Funding Centre and Publix Field at Joker Marchant Stadium. If you're holidaying in Winter Haven, Indigo's Family Fun Centre, Chain of Lakes Park and Theatre Winter Haven should be on your to-do list.

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