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Check prices for these dates

In two weeks
May 8 - May 10
In two months
Jun 19 - Jun 21
In three months
Jul 17 - Jul 19
In four months
Aug 14 - Aug 16

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, (3,946 reviews)
"Nice place to stay very quiet and staff is great "
United States
Kayanna
$105 nightly
The price is $119
Apr 27 - Apr 28
Total with taxes and fees
Vacation Village Orlando, Celebration
Pool

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, (1 review)
"Place was exactly as described. The pool, amenities and restaurant are all top notch. It was a blessing and a privilege."
United States
wayne
$238 nightly
The price is $266
Apr 27 - Apr 28
Total with taxes and fees
Bahama Bay 515 Rum run unit 515
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, (212 reviews)
"Excellent location and set up! "
United States
Karen K.
$322 nightly
The price is $361
Apr 27 - Apr 28
Total with taxes and fees
Lake View 2 Bed 2 Bath LOFT With Pool, Gym, Pickleball ---- L@@K FOR DISCOUNTS !
WiFi, bed sheets

Lake View•Gardens•Private Balcony Suite•Legoland

Lake View•Gardens•Private Balcony Suite•Legoland
Lake Wales
9.0 out of 10, Wonderful, (9 reviews)
"Great view, comfortable room for our one night stay."
United States
Vern H.
$121 nightly
The price is $134
Apr 26 - Apr 27
Total with taxes and fees
Lake View•Gardens•Private Balcony Suite•Legoland
Exterior

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, (162 reviews)
"Excellent accommodations."
United States
Raychelle
$195 nightly
The price is $219
Apr 26 - Apr 27
Total with taxes and fees
Modern Award Winning Newly Renovated, Gorgeous 2+2 Minutes Away From Disney
Outdoor pool

Ideal Condo in River Ranch • Across from the water park and near the rodeo

Ideal Condo in River Ranch • Across from the water park and near the rodeo
River Ranch
10.0 out of 10, Exceptional, (8 reviews)
"Such a cute and clean place! "
United States
Bridget S.
$319 nightly
The price is $353
Apr 26 - Apr 27
Total with taxes and fees
Ideal Condo in River Ranch • Across from the water park and near the rodeo
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
7.4 out of 10, Good, (3 reviews)
"Room was spotless. Private entrance, the shuffleboard table game was fun, coffee and creamer was awesome. Bedding was so soft. You could tell there was construction going on with in the property however there wasn’t any noice and the room was clean clean clean!!! "
United States
Barbara
$121 nightly
The price is $134
May 14 - May 15
Total with taxes and fees
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
10.0 out of 10, Exceptional, (1 review)
Paradise Breeze Cottage By Shine Villas Margaritaville Resort Orlando 4 Bedroom Condo
Pool

Fantastic Award Winning Newly Renovated Condo (4 miles to Disney) 2+2

Fantastic Award Winning Newly Renovated Condo (4 miles to Disney) 2+2
Kissimmee
9.6 out of 10, Exceptional, (203 reviews)
"Yes, everything was very nice.! We enjoyed our stay."
United States
Diane M.
$192 nightly
The price is $215
Apr 27 - Apr 28
Total with taxes and fees
Fantastic Award Winning Newly Renovated Condo (4 miles to Disney) 2+2
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, (163 reviews)
"The property was clean, in a great location, and communication with the host was excellent. It was a very basic set up, but if you come prepared with your own toiletries (bath soap, shampoo, etc) it’s all good. Special bonus that it’s on the bottom floor. We enjoyed our stay. "
United States
Brenda
$202 nightly
The price is $226
Apr 28 - Apr 29
Total with taxes and fees
Magnificent Award Winning Newly Renovated Condo Near Disney 2+2 Great Amenities
Property grounds

Upstay - Pet-Friendly Condo - Sauna, Pool

Upstay - Pet-Friendly Condo - Sauna, Pool
Winter Garden
10.0 out of 10, Exceptional, (1 review)
"Very clean and spacious great location. Would definitely come back "
United States
KELLEE
$244 nightly
The price is $273
Apr 26 - Apr 27
Total with taxes and fees
Upstay - Pet-Friendly Condo - Sauna, Pool
Exterior

Bahama Bay Resort - Platinum Deluxe Condo Great for Families or Couples

Bahama Bay Resort - Platinum Deluxe Condo Great for Families or Couples
Bahama Bay
9.6 out of 10, Exceptional, (138 reviews)
"My family loved the space and ease of this property. Lots of room and the pools were fantastic! "
United States
Michelle K.
$254 nightly
The price is $281
May 2 - May 3
Total with taxes and fees
Bahama Bay Resort - Platinum Deluxe Condo Great for Families or Couples
Printers

5 Min to Disney! 2BR Condo w/ King Bed, Pool, Fast WiFi & SmartTV+kitchen+washer

5 Min to Disney! 2BR Condo w/ King Bed, Pool, Fast WiFi & SmartTV+kitchen+washer
Kissimmee
9.4 out of 10, Exceptional, (3 reviews)
"The place was perfect. Had plenty of space and everything we needed. Quiet, clean, & has a good layout. Host was great and had wonderful communication. Definitely will be back."
United States
Jessica
$213 nightly
The price is $239
Apr 26 - Apr 27
Total with taxes and fees
5 Min to Disney! 2BR Condo w/ King Bed, Pool, Fast WiFi & SmartTV+kitchen+washer
Fridge, microwave, oven, stovetop

Bahama Bay, Davenport, Florida Oversize 2 Br condo

Bahama Bay, Davenport, Florida Oversize 2 Br condo
Bahama Bay
9.4 out of 10, Exceptional, (10 reviews)
"Spacious and clean unit. Quiet, clean and nice property overall (nice pool options and walking paths). Short drive to amenities and activities. Host was responsive."
United States
Holly
$234 nightly
The price is $259
Apr 29 - Apr 30
Total with taxes and fees
Bahama Bay, Davenport, Florida Oversize 2 Br condo
Interior

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
$254 nightly
The price is $281
Apr 28 - Apr 29
Total with taxes and fees
Toria Suites 922
Exterior

Reunion Resort - Near Theme Parks & Airport

Reunion Resort - Near Theme Parks & Airport
Reunion
9.6 out of 10, Exceptional, (55 reviews)
"Had a as great stay at Reunion, fabulous facilities. "
United States
Helen H.
$278 nightly
The price is $311
May 5 - May 6
Total with taxes and fees
Reunion Resort - Near Theme Parks & Airport
Luxury House, 6 Bedrooms, Lake View | In-room dining

Kissimmee Vacation Homes by Shine FM

Kissimmee Vacation Homes by Shine FM
4.0 star property
Kissimmee
8.2 out of 10, Very Good, (80 reviews)
"The pool was a plus."
United States
Kateria
$244 nightly
The price is $277
Apr 27 - Apr 28
Total with taxes and fees
Kissimmee Vacation Homes by Shine FM
TV, offices

Bright Ground Floor Condo Minutes to Parks

Bright Ground Floor Condo Minutes to Parks
Kissimmee
$278 nightly
The price is $295
Apr 26 - Apr 27
Total with taxes and fees
Bright Ground Floor Condo Minutes to Parks
Pool

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
$302 nightly
The price is $320
Apr 26 - Apr 27
Total with taxes and fees
Spacious Home in FantasyWorld
Fridge, microwave, oven, stovetop

BEAUTIFULLY remodeled 3/2 condo near DISNEY and MARGARITAVILLE RESORT!⭐️⭐️⭐️⭐️⭐️

BEAUTIFULLY remodeled 3/2 condo near DISNEY and MARGARITAVILLE RESORT!⭐️⭐️⭐️⭐️⭐️
Kissimmee
10.0 out of 10, Exceptional, (13 reviews)
"Enjoyed everything!"
United States
Caroline W.
$301 nightly
The price is $336
May 4 - May 5
Total with taxes and fees
BEAUTIFULLY remodeled 3/2 condo near DISNEY and MARGARITAVILLE RESORT!⭐️⭐️⭐️⭐️⭐️
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

Summer Bay Orlando MOD Collection by Sonesta

Summer Bay Orlando MOD Collection by Sonesta

6/10 Okay
"We were in a Very dated condo building - patio view of the drainage ditch - kinda icky - "
trisha 3-night trip
Posted less than an hour ago
Summer Bay Orlando MOD Collection by Sonesta

Find out more about Lakeland - Winter Haven

Lakeland - Winter Haven Condo Rentals information

Number of reviews
5,007
Accommodation
121 Condo Rentals
Lowest Price
$119
Highest Price
$361

Frequently asked questions

How much do condos in Lakeland - Winter Haven cost?
The price range for condos in Lakeland - Winter Haven is $119 to $361 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 121 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.

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