A baseball player in a white uniform with the number 20, a catcher in an orange uniform, and an umpire standing behind the catcher.

Search Condos Rentals in Lakeland - Winter Haven from CA $144

  • 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
Oct 23 - Oct 25
In two months
Dec 4 - Dec 6
In three months
Jan 1 - Jan 3
In four months
Jan 29 - Jan 31

Our top choices for Lakeland - Winter Haven condo rentals

A covered outdoor area with a wooden picnic table and benches, a grill, and a ceiling fan.

1. Lyrios Vacation Rentals - The Palms

Lyrios Vacation Rentals - The Palms
4.0 star property
Kissimmee
The price is CA $141
CA $288 total
includes taxes & fees
Oct 7 - Oct 8
Lyrios Vacation Rentals - The Palms
A hotel room with a large bed, a colorful abstract painting, a window with a view, and a chair.

2. Hotel-Style Room Pool, Disney Shuttle

Hotel-Style Room Pool, Disney Shuttle
3.0 star property
Kissimmee
The price is CA $43
CA $152 total
includes taxes & fees
Oct 7 - Oct 8
Hotel-Style Room Pool, Disney Shuttle
A thatched-roof gazebo with a wooden fence, surrounded by white lounge chairs on a sandy area.

3. Lifetime of Vacations Resort

Lifetime of Vacations Resort
3.0 star property
Kissimmee
9.4 out of 10, Exceptional, (182 reviews)
"We absolutely love coming to lifetime and grand lake resort. This is our favorite place to stay!!"
United States
Alena
The price is CA $106
CA $144 total
includes taxes & fees
Oct 6 - Oct 7
Lifetime of Vacations Resort
A resort with a large swimming pool, lounge chairs, and a view of a large body of water.

4. Bahama Bay 515 Rum run unit 515

Bahama Bay 515 Rum run unit 515
2.0 star property
Bahama Bay
10.0 out of 10, Exceptional, (2 reviews)
"The apartment is very nice, closed to Disney World resort, while in a quiet community."
United States
Joyce
The price is CA $148
CA $380 total
includes taxes & fees
Oct 19 - Oct 20
Bahama Bay 515 Rum run unit 515
A hotel room with a large bed, a smaller bed, a desk, and a mural of a cityscape with fireworks.

5. Coco studio near Disney w/ pool access

Coco studio near Disney w/ pool access
Kissimmee
The price is CA $72
CA $285 total
includes taxes & fees
Oct 8 - Oct 9
Coco studio near Disney w/ pool access
A bedroom with a stone fireplace, a large bed, and a view of the outdoors through large windows.

6. Lake View•Gardens•Private Balcony Suite•Legoland

Lake View•Gardens•Private Balcony Suite•Legoland
Lake Wales
9.0 out of 10, Wonderful, (12 reviews)
"Great view, comfortable room for our one night stay."
United States
Vern H.
The price is CA $170
CA $219 total
includes taxes & fees
Nov 4 - Nov 5
Lake View•Gardens•Private Balcony Suite•Legoland
A bedroom with a bed, a television, a ceiling fan, and a door.

7. Lyrios Vacation Rentals - The Villas

Lyrios Vacation Rentals - The Villas
2.0 star property
Kissimmee
The price is CA $170
CA $337 total
includes taxes & fees
Oct 11 - Oct 12
Lyrios Vacation Rentals - The Villas
A large, curved swimming pool with palm trees and lounge chairs, surrounded by a deck and a view of the water.

8. Incredible Water View Only 1 mile from Disney! Sleeps up to 6, Free Parking

Incredible Water View Only 1 mile from Disney! Sleeps up to 6, Free Parking
Orlando
9.6 out of 10, Exceptional, (78 reviews)
"Impeccably maintained unit in a great resort. One bedroom unit with a master bath. It also had built in bunk beds in the hallway. There was a second full bathroom, full kitchen, dining area, and a living room. The view of the lake was awesome. The facility has one of the best pools of anywhere we have stayed. The property is close to Disney and a short drive to OCCC. We would definitely stay here again."
United States
Bradley S.
The price is CA $78
CA $285 total
includes taxes & fees
Oct 13 - Oct 14
Incredible Water View Only 1 mile from Disney! Sleeps up to 6, Free Parking
An aerial view of a resort with a large, kidney-shaped pool surrounded by lounge areas and a dock extending into a lake.

9. Top-Floor Lakefront Condo · Disney Fireworks View · Balcony & Resort Pools

Top-Floor Lakefront Condo · Disney Fireworks View · Balcony & Resort Pools
Orlando
9.4 out of 10, Exceptional, (78 reviews)
"Very nice place, 2nd time back at this resort. This unit was much more updated and great views. Will be back soon."
United States
Robert S.
The price is CA $157
CA $459 total
includes taxes & fees
Oct 8 - Oct 9
Top-Floor Lakefront Condo · Disney Fireworks View · Balcony & Resort Pools
A balcony with wicker furniture, a potted plant, and a view of a water body.

10. Sensational Water View 1 Mile to Disney Newly Renovated Superb Location

Sensational Water View 1 Mile to Disney Newly Renovated Superb Location
Orlando
9.8 out of 10, Exceptional, (228 reviews)
"Location to our travel agenda was perfect. The tiki bar on the pool had wonderful ladies working it."
United States
Mark S.
The price is CA $100
CA $315 total
includes taxes & fees
Oct 20 - Oct 21
Sensational Water View 1 Mile to Disney Newly Renovated Superb Location
A swimming pool with a view of a lake and dock.

11. 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, (138 reviews)
"Very pleasant stay host communicated and checked in throughout the trip which was very appreciative convenient location enjoyed my stay and would definitely stay again"
United States
Caitlyn S.
The price is CA $100
CA $309 total
includes taxes & fees
Oct 16 - Oct 17
Amazing Water View, 1 Mile to Disney,Newly Renovated
A large outdoor swimming pool with a unique shape, surrounded by lounge chairs and umbrellas, set against a backdrop of trees and a sunset over a body of water.

12. Balcony Lake Views | Pool, Gym, WiFi & Parking

Balcony Lake Views | Pool, Gym, WiFi & Parking
Orlando
The price is CA $123
CA $386 total
includes taxes & fees
Oct 11 - Oct 12
Balcony Lake Views | Pool, Gym, WiFi & Parking
A swimming pool with lounge chairs and palm trees, surrounded by buildings with green roofs.

13. 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, (113 reviews)
"Enjoyed our stay!"
United States
Richard H.
The price is CA $78
CA $250 total
includes taxes & fees
Oct 6 - Oct 7
Dazzling Newly Renovated Condo 1.5 miles to Disney
Communal Outdoor Pool and Hot Tub

14. Upstay: Stylish 3BR Condo w Patio—near Disney

Upstay: Stylish 3BR Condo w Patio—near Disney
Winter Garden
The price is CA $90
CA $376 total
includes taxes & fees
Oct 21 - Oct 22
Upstay: Stylish 3BR Condo w Patio—near Disney
A swimming pool with a wooden deck and lounge chairs, surrounded by lush greenery and a dock extending into a lake.

15. Disney Condo-Beautiful Lake views from XL Balcony

Disney Condo-Beautiful Lake views from XL Balcony
Orlando
9.6 out of 10, Exceptional, (47 reviews)
"Exceptional room, closed to all attractions, zero Hussle. Will definitely stay again with the family."
United States
Juan
The price is CA $118
CA $378 total
includes taxes & fees
Oct 11 - Oct 12
Disney Condo-Beautiful Lake views from XL Balcony
A hotel with a symmetrical facade, a central entrance, and a covered patio area.

16. Modern Award Winning Newly Renovated, Gorgeous 2+2 Minutes Away From Disney

Modern Award Winning Newly Renovated, Gorgeous 2+2 Minutes Away From Disney
Kissimmee
9.2 out of 10, Wonderful, (172 reviews)
"Nicely kept and very roomy. "
United States
Sheila M.
The price is CA $78
CA $281 total
includes taxes & fees
Oct 7 - Oct 8
Modern Award Winning Newly Renovated, Gorgeous 2+2 Minutes Away From Disney
A hotel room with a bed, a TV mounted on the wall, a small table with a vase, and a trash can.

17. Sophisticated Retreat

Sophisticated Retreat
Kissimmee
9.2 out of 10, Wonderful, (12 reviews)
"Everything was as expected and really comfortable "
United States
Vincent T.
The price is CA $119
CA $278 total
includes taxes & fees
Oct 6 - Oct 7
Sophisticated Retreat
A large outdoor swimming pool with a unique shape, surrounded by lounge chairs and umbrellas, set against a backdrop of trees and a sunset over a body of water.

18. Balcony Lake Views | Pool, Gym, WiFi & Parking

Balcony Lake Views | Pool, Gym, WiFi & Parking
Orlando
The price is CA $117
CA $379 total
includes taxes & fees
Oct 10 - Oct 11
Balcony Lake Views | Pool, Gym, WiFi & Parking
A staircase with beige walls and black railings.

19. Toria Suites 922

Toria Suites 922
East Lake Morton
9.0 out of 10, Wonderful, (2 reviews)
"The lakes were beautiful and we were centrally located close to many of them. Everything we needed was within a few miles of the condo."
United States
Pamela
The price is CA $165
CA $561 total
includes taxes & fees
Oct 19 - Oct 20
Toria Suites 922
A hotel with a swimming pool, a bridge, and a view of a lake at sunset.

20. Renovated Lakefront Condo · Disney 1 Mile · Fireworks Views · 2 Full Baths

Renovated Lakefront Condo · Disney 1 Mile · Fireworks Views · 2 Full Baths
Orlando
9.4 out of 10, Exceptional, (267 reviews)
"It was very relaxing just what we needed "
United States
Barbara and Tom B.
The price is CA $149
CA $451 total
includes taxes & fees
Oct 6 - Oct 7
Renovated Lakefront Condo · Disney 1 Mile · Fireworks Views · 2 Full Baths
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
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

Quality Inn & Suites By the Parks

Quality Inn & Suites By the Parks

10/10 Excellent
"My only complaint is the breakfast sitting area is way too small for the amount of people that use it. Overall great stay though"
Julia Hope 5-night trip
Posted 1 hour ago
Quality Inn & Suites By the Parks

Find out more about Lakeland - Winter Haven

Lakeland - Winter Haven Condo Rentals information

Number of reviews
1,159
Accommodation
129 Condo Rentals
Lowest Price
CA $144
Highest Price
CA $561

Frequently asked questions

How much do condos in Lakeland - Winter Haven cost?
The price range for condos in Lakeland - Winter Haven is CA $144 to CA $561 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 129 condos in Lakeland - Winter Haven and reserve your favorite. Whether you're off on a vacation 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 cozy, 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 Center and Publix Field at Joker Marchant Stadium. If you're vacationing in Winter Haven, Indigo's Family Fun Center, Chain of Lakes Park and Theatre Winter Haven should be on your to-do list.

Explore a world of travel with Expedia