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Lakeland - Winter Haven Holiday Rentals

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Check prices for these dates

In two weeks
7 Aug - 9 Aug
In two months
18 Sept - 20 Sept
In three months
16 Oct - 18 Oct
In four months
13 Nov - 15 Nov

Our top choices for Lakeland - Winter Haven holiday rentals

Exterior

Vacation Village Orlando, Celebration

Vacation Village Orlando, Celebration
3.0 star property
Kissimmee
8.6 out of 10, Excellent, (4,653 reviews)
"We had a great stay and really enjoyed it!"
United States
Andre
The price is HK$555
HK$826 total
includes taxes & fees
29 Jul - 30 Jul
Vacation Village Orlando, Celebration
6 outdoor pools, free pool cabanas, pool umbrellas

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
4.0 star property
Orlando
9.2 out of 10, Wonderful, (6,238 reviews)
"We enjoyed our stay."
United States
Tara
The price is HK$1,325
HK$1,491 total
includes taxes & fees
29 Jul - 30 Jul
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
Living area

BlockHaven near Legoland & Disney

BlockHaven near Legoland & Disney
3.5 star property
Winter Haven
10.0 out of 10, Exceptional, (6 reviews)
"We loved this place! It was perfect for all of us! It was nice and clean as well!"
United States
Ericka
The price is HK$483
HK$1,973 total
includes taxes & fees
4 Aug - 5 Aug
BlockHaven near Legoland & Disney
Lake

Camp Mack Lodge, Marina & RV Resort

Camp Mack Lodge, Marina & RV Resort
3.0 star property
Lake Wales
9.0 out of 10, Wonderful, (218 reviews)
"Staff was amazing."
United States
Yaliuska
The price is HK$839
HK$939 total
includes taxes & fees
28 Jul - 29 Jul
Camp Mack Lodge, Marina & RV Resort
Outdoor pool, pool umbrellas, pool loungers

Lake Ida Beach Resort

Lake Ida Beach Resort
3.0 star property
Winter Haven
7.2 out of 10, Good, (194 reviews)
"The cabins were great loved it there"
United States
Jennifer
The price is HK$529
HK$593 total
includes taxes & fees
30 Jul - 31 Jul
Lake Ida Beach Resort
Property amenity

Holiday Inn Club Vacations Orlando Breeze Resort by IHG

Holiday Inn Club Vacations Orlando Breeze Resort by IHG
3.5 star property
Davenport
9.2 out of 10, Wonderful, (574 reviews)
"The property and amenities were more than expected! Staff was very polite and helpful! Clean, spacious and near all attractions, stores and restaurants! 2 pools, game room and many other amenities on the property! This will always be my choice when visiting this area."
United States
Percy
The price is HK$681
HK$909 total
includes taxes & fees
2 Aug - 3 Aug
Holiday Inn Club Vacations Orlando Breeze Resort by IHG
1 bedroom, iron/ironing board, free WiFi, bed sheets

The Exclusive Tatman Evergreen Suite

The Exclusive Tatman Evergreen Suite
Lake Alfred
9.8 out of 10, Exceptional, (26 reviews)
"Great quiet and cozy place to stay"
United States
RaceFan4Life 7.
The price is HK$487
HK$702 total
includes taxes & fees
27 Jul - 28 Jul
The Exclusive Tatman Evergreen Suite
Smart TV

RED DOOR HOUSE!

RED DOOR HOUSE!
South Lake Morton
9.6 out of 10, Exceptional, (62 reviews)
"Excellent property - convenient location- nice place to stay. "
United States
Emily O.
The price is HK$529
HK$1,584 total
includes taxes & fees
29 Jul - 30 Jul
RED DOOR HOUSE!
1 bedroom, WiFi, bed sheets

The Lake Alfred Citrus Wood Guest Cabin

The Lake Alfred Citrus Wood Guest Cabin
Lake Alfred
9.6 out of 10, Exceptional, (55 reviews)
"Nice cabin and perfect for pets"
United States
Lillian
The price is HK$699
HK$940 total
includes taxes & fees
27 Jul - 28 Jul
The Lake Alfred Citrus Wood Guest Cabin
1 bedroom, iron/ironing board, travel cot, WiFi

Enjoy in this beautiful and serene south Lakeland area Perfect for 4 traveler

Enjoy in this beautiful and serene south Lakeland area Perfect for 4 traveler
Lakeland Highlands
10.0 out of 10, Exceptional, (25 reviews)
"Room was clean and comfortable. Close to lots of stores and restaurants. Would definitely stay here again. "
United States
Melissa R.
The price is HK$600
HK$1,268 total
includes taxes & fees
2 Aug - 3 Aug
Enjoy in this beautiful and serene south Lakeland area Perfect for 4 traveler
Property grounds

Private Studio Suite

Private Studio Suite
Lakeland
9.6 out of 10, Exceptional, (18 reviews)
"Great place! Stayed for two weeks and it was totally worth it for the enclosed back yard! My pooch loved it! Clean with a good size bathroom. Would totally stay again. "
United States
Candy D.
The price is HK$318
HK$952 total
includes taxes & fees
27 Jul - 28 Jul
Private Studio Suite
1 bedroom, WiFi, bed sheets

Lake View•Gardens•Private Balcony Suite•Legoland

Lake View•Gardens•Private Balcony Suite•Legoland
Lake Wales
9.2 out of 10, Wonderful, (11 reviews)
"Great view, comfortable room for our one night stay."
United States
Vern H.
The price is HK$937
HK$1,206 total
includes taxes & fees
27 Jul - 28 Jul
Lake View•Gardens•Private Balcony Suite•Legoland
Exterior detail

Tiny Paradise

Tiny Paradise
Winter Haven
9.6 out of 10, Exceptional, (14 reviews)
"Check in was easy, this little house had everything we needed! Owner very responsive to needs very quickly through app. We would stay again!"
United States
Cheryl K.
The price is HK$573
HK$1,018 total
includes taxes & fees
3 Aug - 4 Aug
Tiny Paradise
Exterior detail

Charming 1-bedroom apartment in wonderful Lakeland with AC

Charming 1-bedroom apartment in wonderful Lakeland with AC
Edgewood
9.4 out of 10, Exceptional, (9 reviews)
"Very clean, nice kitchenette area, comfy bed"
United States
amanda
The price is HK$510
HK$816 total
includes taxes & fees
23 Aug - 24 Aug
Charming 1-bedroom apartment in wonderful Lakeland with AC
Outdoor dining

Legoland Splash Escape with pool and hot tub!

Legoland Splash Escape with pool and hot tub!
Winter Haven
10.0 out of 10, Exceptional, (66 reviews)
"We had a wonderful stay. Property was as listed and pool and activities were great for our family. "
United States
Christy H.
The price is HK$1,200
HK$2,851 total
includes taxes & fees
28 Jul - 29 Jul
Legoland Splash Escape with pool and hot tub!
Dining

Charming Suite In The Heart Of Lakeland

Charming Suite In The Heart Of Lakeland
Lakeland
9.0 out of 10, Wonderful, (77 reviews)
"very nice place"
United States
Benjamin P.
The price is HK$424
HK$1,114 total
includes taxes & fees
30 Jul - 31 Jul
Charming Suite In The Heart Of Lakeland
Coffee/tea maker, fridge, microwave, oven

Charming 2-bedroom house in Downtown Lake Wales.

Charming 2-bedroom house in Downtown Lake Wales.
Lake Wales
9.8 out of 10, Exceptional, (20 reviews)
"Clean and comfy, great stay!"
United States
Stanley
The price is HK$823
HK$1,079 total
includes taxes & fees
10 Aug - 11 Aug
Charming 2-bedroom house in Downtown Lake Wales.
Terrace/patio

The Old Haven - An Enduring Piece of Nostalgia

The Old Haven - An Enduring Piece of Nostalgia
Winter Haven
9.8 out of 10, Exceptional, (15 reviews)
"We loved this place! It was perfect for all of us! It was nice and clean as well!"
United States
Ericka
The price is HK$941
HK$2,419 total
includes taxes & fees
27 Jul - 28 Jul
The Old Haven - An Enduring Piece of Nostalgia
Property grounds

Cozy 1 Bedroom home on Beautiful Lake Alfred

Cozy 1 Bedroom home on Beautiful Lake Alfred
Lake Alfred
8.6 out of 10, Excellent, (36 reviews)
"We had a great stay "
United States
Kim U.
The price is HK$635
HK$1,527 total
includes taxes & fees
27 Jul - 28 Jul
Cozy 1 Bedroom home on Beautiful Lake Alfred
Exterior

Margaritaville Cottages Orlando by Rentyl with H2O Waterpark

Margaritaville Cottages Orlando by Rentyl with H2O Waterpark
4.0 star property
Kissimmee
8.8 out of 10, Excellent, (2,115 reviews)
"Everything was excellent at the resort"
United States
Rosa
The price is HK$1,600
HK$3,386 total
includes taxes & fees
17 Aug - 18 Aug
Margaritaville Cottages Orlando by Rentyl with H2O Waterpark
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

Westgate Vacation Villas Resort

Westgate Vacation Villas Resort

10/10 Excellent
"Excellent"
Alain 3-night trip
Posted less than an hour ago
Westgate Vacation Villas Resort

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