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Check prices for these dates

In two weeks
26 Jun - 28 Jun
In two months
7 Aug - 9 Aug
In three months
4 Sep - 6 Sep
In four months
2 Oct - 4 Oct

Our top choices for Lakeland - Winter Haven holiday rentals

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, (5,757 reviews)
"I can’t wait to come back again, Best place for family Vacation!!!"
United States
Ivelisse
The price is 4.711.459 ₫
5.300.523 ₫ total
includes taxes & fees
14 Jun - 15 Jun
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
Exterior

Vacation Village Orlando, Celebration

Vacation Village Orlando, Celebration
3.0 star property
Kissimmee
8.6 out of 10, Excellent, (4,304 reviews)
"Great stay"
United States
Martena
The price is 1.776.667 ₫
2.674.543 ₫ total
includes taxes & fees
28 Jun - 29 Jun
Vacation Village Orlando, Celebration
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, (2,010 reviews)
"Great place for families "
United States
Luis
The price is 6.027.509 ₫
12.109.562 ₫ total
includes taxes & fees
14 Jun - 15 Jun
Margaritaville Cottages Orlando by Rentyl with H2O Waterpark
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, (569 reviews)
"Everything about this property is awesome! Clean, spacious, convenient, affordable!! We had a great stay!"
United States
Nina
The price is 3.079.557 ₫
3.920.776 ₫ total
includes taxes & fees
16 Jun - 17 Jun
Holiday Inn Club Vacations Orlando Breeze Resort by IHG
Terrace/patio

Disney's Animal Kingdom Villas - Kidani Village

Disney's Animal Kingdom Villas - Kidani Village
4.0 star property
Bay Lake
9.0 out of 10, Wonderful, (169 reviews)
"Yes all was excellent "
United States
Todd
Disney's Animal Kingdom Villas - Kidani Village
2 outdoor pools, pool umbrellas, pool loungers

Marriott's Royal Palms

Marriott's Royal Palms
4.0 star property
Orlando
9.4 out of 10, Exceptional, (298 reviews)
"It was okay"
United States
monique
The price is 5.711.657 ₫
6.425.613 ₫ total
includes taxes & fees
7 Jul - 8 Jul
Marriott's Royal Palms
Outdoor pool, pool umbrellas, pool loungers

Barefoot Suites

Barefoot Suites
3.0 star property
Kissimmee
9.0 out of 10, Wonderful, (1,880 reviews)
"Excellent stay!"
United States
Ed
The price is 2.317.827 ₫
3.150.837 ₫ total
includes taxes & fees
13 Jun - 14 Jun
Barefoot Suites
3 outdoor pools

Disney's Beach Club Villas

Disney's Beach Club Villas
5.0 star property
Bay Lake
9.2 out of 10, Wonderful, (39 reviews)
"Clean and great location"
United States
Anonymous traveller
Disney's Beach Club Villas
Exterior

WorldQuest Orlando Resort

WorldQuest Orlando Resort
4.0 star property
Orlando
8.4 out of 10, Very good, (4,074 reviews)
"The hospitality was remarkable. The front desk attendants Odette and LaKetra were both so pleasant and helpful. My family and I really enjoyed our time on the property. Thank you again team for all you do."
United States
Mya
The price is 3.634.286 ₫
7.345.796 ₫ total
includes taxes & fees
10 Jul - 11 Jul
WorldQuest Orlando Resort
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, (209 reviews)
"Camp Mack is a wonderful place to stay!"
United States
Tommy
The price is 2.814.242 ₫
3.151.952 ₫ total
includes taxes & fees
14 Jun - 15 Jun
Camp Mack Lodge, Marina & RV Resort
Outdoor pool, open 7:00 AM to 11:00 PM, pool umbrellas, pool loungers

Marriott's Sabal Palms

Marriott's Sabal Palms
4.0 star property
Orlando
9.6 out of 10, Exceptional, (219 reviews)
"Wonderful stay for a family of five and close to Disney World and surrounding parks! Large spaces, comfortable beds and access to Kitchen and washer and dryer! Would gladly return for another Disney trip!"
United States
Melissa
The price is 5.448.447 ₫
6.129.503 ₫ total
includes taxes & fees
12 Jul - 13 Jul
Marriott's Sabal Palms
Exterior

Barefoot'n Resort Kissimmee Orlando

Barefoot'n Resort Kissimmee Orlando
2.5 star property
Kissimmee
9.0 out of 10, Wonderful, (318 reviews)
"When my family come to the theme parks, THIS is always our place to stay."
United States
Justin
The price is 3.194.843 ₫
3.954.765 ₫ total
includes taxes & fees
14 Jun - 15 Jun
Barefoot'n Resort Kissimmee Orlando
Lobby sitting area

The Berkley, Orlando

The Berkley, Orlando
4.0 star property
Kissimmee
9.6 out of 10, Exceptional, (2,261 reviews)
"I love the location of this place."
United States
William
The price is 3.579.656 ₫
4.323.224 ₫ total
includes taxes & fees
14 Jun - 15 Jun
The Berkley, Orlando
Exterior

Regal Oaks Resort Vacation Townhomes by IDILIQ

Regal Oaks Resort Vacation Townhomes by IDILIQ
4.0 star property
Kissimmee
8.4 out of 10, Very good, (3,148 reviews)
"The price is reasonable and staff are really nice."
Canada
Moonyeen
The price is 2.272.002 ₫
7.776.856 ₫ total
includes taxes & fees
14 Jun - 15 Jun
Regal Oaks Resort Vacation Townhomes by IDILIQ
Outdoor pool

Maple Leaf Inn & Suites

Maple Leaf Inn & Suites
2.5 star property
Kissimmee
6.8 out of 10, (71 reviews)
"The room was clean and the staff was okay "
United States
Shaneka
The price is 1.578.997 ₫
1.792.197 ₫ total
includes taxes & fees
14 Jun - 15 Jun
Maple Leaf Inn & Suites
Lobby

Marriott's Imperial Palm Villas

Marriott's Imperial Palm Villas
4.0 star property
Orlando
9.2 out of 10, Wonderful, (63 reviews)
"Brilliant place would highly recommend and close to Disney parks"
United Kingdom
Matthew
The price is 7.554.127 ₫
8.498.393 ₫ total
includes taxes & fees
7 Jul - 8 Jul
Marriott's Imperial Palm Villas
Living room

Doppio Westside

Doppio Westside
4.0 star property
Davenport
9.4 out of 10, Exceptional, (45 reviews)
"Great place to stay. Very clean and the inside of the place was beautiful and spacious."
United States
David
The price is 6.448.645 ₫
14.638.425 ₫ total
includes taxes & fees
16 Jun - 17 Jun
Doppio Westside
Villa (4 Bedrooms) | Interior

Solara Resort Home With Pool 15min to Disney World

Solara Resort Home With Pool 15min to Disney World
3.0 star property
Kissimmee
The price is 5.816.941 ₫
12.248.477 ₫ total
includes taxes & fees
23 Jun - 24 Jun
Solara Resort Home With Pool 15min to Disney World
Lounge

Adeline Apartments 15m to Parks, Pet Friendly, Free Parking by Heavenly Homes

Adeline Apartments 15m to Parks, Pet Friendly, Free Parking by Heavenly Homes
4.0 star property
Kissimmee
10.0 out of 10, Exceptional, (6 reviews)
"Would stay again and so should you! "
United States
katie
The price is 2.309.668 ₫
6.151.712 ₫ total
includes taxes & fees
16 Jun - 17 Jun
Adeline Apartments 15m to Parks, Pet Friendly, Free Parking by Heavenly Homes
Resort view

King Ensuite Private Bath Shared Home

King Ensuite Private Bath Shared Home
3.0 star property
Solterra Resort
The price is 1.842.470 ₫
3.642.827 ₫ total
includes taxes & fees
22 Jun - 23 Jun
King Ensuite Private Bath Shared Home
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

The Grove Resort & Water Park Orlando

The Grove Resort & Water Park Orlando

10/10 Excellent
"No me gustó que había poca capacidad para sentarse en el parque de agua.Habian muchas cabañas vacías sin rentar pudiendo poner más sillas normales"
Lienisbeth 3-night trip
Posted less than an hour ago
The Grove Resort & Water Park Orlando