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Check prices for these dates

In two weeks
30 Jan - 1 Feb
In two months
13 Mar - 15 Mar
In three months
10 Apr - 12 Apr
In four months
8 May - 10 May

Our top choices for Lakeland - Winter Haven condo rentals

Exterior

Vacation Village Orlando, Celebration

Vacation Village Orlando, Celebration
3.0 star property
Kissimmee
8.6 out of 10, Excellent, (3,191 reviews)
"Nice place to stay"
Canada
dianne
Vacation Village Orlando, Celebration
Pool

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, (88 reviews)
"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 AU$265
includes taxes & fees
26 Jan - 27 Jan
Dazzling Newly Renovated Condo 1.5 miles to Disney
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
Lake Wales
10.0 out of 10, Exceptional, (1 review)
"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 AU$235
includes taxes & fees
28 Jan - 29 Jan
Stylish Retreat/86`TV/King Bed/Spa Shower/Shuffleboard/Near the Lake
Condo, 4 Bedrooms | Lobby

Paradise Breeze Cottage By Shine Villas Margaritaville Resort Orlando 4 Bedroom Condo

Paradise Breeze Cottage By Shine Villas Margaritaville Resort Orlando 4 Bedroom Condo
3.0 star property
Kissimmee
The price is AU$849
includes taxes & fees
20 Jan - 21 Jan
Paradise Breeze Cottage By Shine Villas Margaritaville Resort Orlando 4 Bedroom Condo
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!!
Orlando
9.2 out of 10, Wonderful, (60 reviews)
"we had a wonderful stay "
United States
Paul D.
The price is AU$454
includes taxes & fees
17 Jan - 18 Jan
PAY LATER!! SALE!! Beautiful lake view, newly decorated, next to Disney & FUN!!
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 !
Brandon
9.8 out of 10, Exceptional, (205 reviews)
"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 AU$494
includes taxes & fees
19 Jan - 20 Jan
Lake View 2 Bed 2 Bath LOFT With Pool, Gym, Pickleball ---- L@@K FOR DISCOUNTS !
TV, offices

Spacious Home in FantasyWorld

Spacious Home in FantasyWorld
Kissimmee
10.0 out of 10, Exceptional, (1 review)
"Thanks you so much for everything for sure this place is AMAZING, everything went perfect and resort staff was very nice and helpful all the time and yes is same as the pictures and eve more better in person. "
United States
Harley Gustavo
The price is AU$499
includes taxes & fees
25 Jan - 26 Jan
Spacious Home in FantasyWorld
WiFi, bed sheets

Lake View•Gardens•Private Balcony Suite•Legoland

Lake View•Gardens•Private Balcony Suite•Legoland
2.0 star property
Lake Wales
8.4 out of 10, Very good, (5 reviews)
The price is AU$200
includes taxes & fees
27 Jan - 28 Jan
Lake View•Gardens•Private Balcony Suite•Legoland
Golf

LUXURY 2 BEDROOM SECOND FLOOR (CORNER) CONDO IN SOUTHERN DUNES

LUXURY 2 BEDROOM SECOND FLOOR (CORNER) CONDO IN SOUTHERN DUNES
Haines City
9.2 out of 10, Wonderful, (63 reviews)
"We extended our stay by two weeks, please read my previous review. Can not complain about anything apart from location from theme parks, at least a 45 minute drive from attractions."
United Kingdom
Anthony M.
The price is AU$696
includes taxes & fees
17 Jan - 18 Jan
LUXURY 2 BEDROOM SECOND FLOOR (CORNER) CONDO IN SOUTHERN DUNES
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
2.0 star property
Champions Gate
10.0 out of 10, Exceptional, (1 review)
"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 AU$514
includes taxes & fees
20 Jan - 21 Jan
Newly Remodeled 2-bedroom Family-sized condo 15 minutes to the theme park
Interior

Bright Ground Floor Condo Minutes to Parks

Bright Ground Floor Condo Minutes to Parks
Kissimmee
The price is AU$470
includes taxes & fees
30 Jan - 31 Jan
Bright Ground Floor Condo Minutes to Parks
Smart TV

Toria Suites 922

Toria Suites 922
East Lake Morton
The price is AU$374
includes taxes & fees
20 Jan - 21 Jan
Toria Suites 922
A heated pool

Magnificent Award Winning Newly Renovated Condo Near Disney 2+2 Great Amenities

Magnificent Award Winning Newly Renovated Condo Near Disney 2+2 Great Amenities
Champions Gate
9.4 out of 10, Exceptional, (155 reviews)
"Amazing location and host and property manager were very attentive before and during the stay. Only recommendation is to have the cleaning company do a more detailed job and to have more supplies even if trial size for dish soap and trash bags and salt and pepper, etc. Would definitely stay again "
United States
Teresaa B.
The price is AU$305
includes taxes & fees
20 Jan - 21 Jan
Magnificent Award Winning Newly Renovated Condo Near Disney 2+2 Great Amenities
Property grounds

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, (202 reviews)
"We have been stayed for 3days (2 adults 2 teens) for our Disney. This is a great place to stay especially with 1 king bed and two bunk beds, 2 full bathrooms, everyone has been relaxing. Additionally, the room is very clean and with lots of amenities. We really enjoyed it. Highly recommended!"
United States
Jianing Wang
The price is AU$315
includes taxes & fees
27 Jan - 28 Jan
Sensational Water View 1 Mile to Disney Newly Renovated Superb Location
Pool

Buena Vista Resort Condo w/ Pool & Private Patio

Buena Vista Resort Condo w/ Pool & Private Patio
Orlando
8.6 out of 10, Excellent, (14 reviews)
"Condo was as advertised clean and close to everything. Would highly recommend this property for any Disney vacation."
Canada
Derek M.
The price is AU$375
includes taxes & fees
26 Jan - 27 Jan
Buena Vista Resort Condo w/ Pool & Private Patio
Lake view

Lifetime of Vacations Resort

Lifetime of Vacations Resort
3.0 star property
Kissimmee
9.4 out of 10, Exceptional, (156 reviews)
"Excellent"
United States
Saurabh
The price is AU$236
includes taxes & fees
17 Jan - 18 Jan
Lifetime of Vacations Resort
Pool

Family townhome w/Regal Palm pool & lazy river

Family townhome w/Regal Palm pool & lazy river
2.0 star property
Regal Palms
10.0 out of 10, Exceptional, (2 reviews)
"Good place, clean and family friendly."
United States
Shawndra H.
The price is AU$460
includes taxes & fees
20 Jan - 21 Jan
Family townhome w/Regal Palm pool & lazy river
Exterior

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 review)
"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
A heated pool

Spring Special, Stylish, Relaxing, Stunning Lakeview Resort near Disney

Spring Special, Stylish, Relaxing, Stunning Lakeview Resort near Disney
Orlando
9.4 out of 10, Exceptional, (37 reviews)
"This is a wonderful place to stay. I'm very satisfied with this accommodation for giving me such a great view in Orlando."
United States
Young Gyu
The price is AU$460
includes taxes & fees
4 Feb - 5 Feb
Spring Special, Stylish, Relaxing, Stunning Lakeview Resort near Disney
Outdoor pool

Valentina’s Condo-Resort Style!

Valentina’s Condo-Resort Style!
Kissimmee
10.0 out of 10, Exceptional, (6 reviews)
"Nice neighborhood, local pool and condo. Would stay again."
United States
Jason M.
The price is AU$332
includes taxes & fees
19 Jan - 20 Jan
Valentina’s Condo-Resort Style!
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

Margaritaville Resort Orlando

Margaritaville Resort Orlando

10/10 Excellent
"The room was very spacious & the resort is beautiful! "
Teresa 4-night trip
Posted 2 days ago
Margaritaville Resort Orlando

Find out more about Lakeland - Winter Haven

Lakeland - Winter Haven Condo Rentals information

Number of reviews
4,098
Accommodation
123 Condo Rentals
Lowest Price
AU$200
Highest Price
AU$849

Frequently asked questions

How much do condos in Lakeland - Winter Haven cost?
You'll pay from AU$200 to AU$849 per night for condos in Lakeland - Winter Haven. Whatever your budget, an ideal stay is a click away on Expedia. This price was 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?
Lakeland - Winter Haven has 123 condos on offer. Enter your destination and dates and lock in your next escape today.
What is there to do in Lakeland - Winter Haven near my condo?
The best accessory to pack for your Lakeland - Winter Haven adventure is a good itinerary! Polk Museum of Art, Polk Theatre and Explorations V Children s Museum are some of the leading sights if you're heading to Lakeland. Winter Haven also lures visitors with its terrific attractions, such as Theatre Winter Haven. Want to add to your to-do list? Visit Indigos Billiards, Bowling & Games and Chain of Lakes Park too.

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