Hillcrest Heights Vacation Rentals

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Check prices for these dates

Tonight
Dec 4 - Dec 5
Tomorrow
Dec 5 - Dec 6
This weekend
Dec 5 - Dec 7
Next weekend
Dec 12 - Dec 14

Vacation Rentals in Hillcrest Heights

Desk, laptop workspace, free WiFi
Elita Inn

Aparthotel in Dundee

3.0 star property
The price is ￥8,201
￥9,186 total
includes taxes & fees
Dec 5 - Dec 6
Elita Inn
Property grounds
This old Florida feeling getaway is 420 friendly and a great place to just relax

Cottage in Avon Park

10.0 out of 10, Exceptional, (2)
"We loved our stay at Kellie’s farm, the property is big and has a big pond or little lake at the back, the scenery looks like you’re somewhere in the wild side of Montana and feels like a grizzly bear can come out of the trees at any moment! Haha but it’s very safe, nothing to worry about. The farm has chickens, pigs, a calf, dogs, etc. if you love animals you will love this place for sure! We would definitely come back and we 100% recommend this place."
United States
Steve M.
The price is ￥11,864
￥22,555 total
includes taxes & fees
Dec 7 - Dec 8
This old Florida feeling getaway is 420 friendly and a great place to just relax
Lake
Camp Mack Lodge, Marina & RV Resort

Cabin in Lake Wales

3.0 star property
9.0 out of 10, Wonderful, (189)
"Clean room, staff was polite and courteous. Keep up the good work!"
United States
James
Camp Mack Lodge, Marina & RV Resort
Fridge, microwave, oven, stovetop
Luxury Cottage Near Legoland & Chain of Lakes

Cottage in Lake Hamilton

10.0 out of 10, Exceptional, (6)
"This place is tiny but everything you need for a comfortable stay! Would definitely stay here again."
United States
Dallas C.
The price is ￥15,508
￥32,381 total
includes taxes & fees
Dec 16 - Dec 17
Luxury Cottage Near Legoland & Chain of Lakes
Pool
Cozy RV Site with Pool, Lakes and Tiki Bar in enchanting Lake Wales

Camping in Lake Wales

1.0 star property
The price is ￥10,468
￥20,038 total
includes taxes & fees
Dec 6 - Dec 7
Cozy RV Site with Pool, Lakes and Tiki Bar in enchanting Lake Wales
WiFi, bed sheets
Lake View•Gardens•Private Balcony Suite•Legoland

Condo in Lake Wales

2.0 star property
10.0 out of 10, Exceptional, (1)
"Very welcoming. Beautiful cabin and beautiful view. We appreciated the waters left in the fridge. As well as their attention. "
United States
Laura H.
The price is ￥14,432
￥19,280 total
includes taxes & fees
Dec 8 - Dec 9
Lake View•Gardens•Private Balcony Suite•Legoland
1 bedroom, iron/ironing board, WiFi, bed sheets
Tiny Paradise

Apartment in Winter Haven

9.4 out of 10, Exceptional, (8)
"I have stayed on property a few times, first experience with tiny Paradise very quaint and clean enjoyed my stay."
United States
SUSAN
The price is ￥9,770
￥19,255 total
includes taxes & fees
Dec 8 - Dec 9
Tiny Paradise
3 bedrooms, iron/ironing board, free WiFi, bed sheets
Resort Villa, Pools Fun and relaxation/w Kingbed

Vacation Home in Kissimmee

9.0 out of 10, Wonderful, (28)
"This host was very nice, accomodating and responsive. Great communication."
United States
yolanda t.
The price is ￥15,421
￥44,064 total
includes taxes & fees
Dec 8 - Dec 9
Resort Villa, Pools Fun and relaxation/w Kingbed
TV
Sweet Cottage 5 mi to Legoland & 0.5 mi to dwntwn

Cottage in Winter Haven

2.0 star property
10.0 out of 10, Exceptional, (2)
"Just what we needed for a weekend trip with our grandsons for the weekend "
United States
Christine B.
The price is ￥17,834
￥43,228 total
includes taxes & fees
Dec 5 - Dec 6
Sweet Cottage 5 mi to Legoland & 0.5 mi to dwntwn
Paper towels
Private/Spacious 1BR Central Near LegoLand 2 Miles

Vacation Home in Winter Haven

9.6 out of 10, Exceptional, (7)
"Location was great. Internet was great. Bed was good. Cleaned and comfortable.."
United States
Maria
The price is ￥12,617
￥26,842 total
includes taxes & fees
Dec 9 - Dec 10
Private/Spacious 1BR Central Near LegoLand 2 Miles
Exterior
Cozy 2-bedroom condo in a gated community in lovely Poinciana

Condo in Poinciana

The price is ￥10,125
￥23,179 total
includes taxes & fees
Dec 7 - Dec 8
Cozy 2-bedroom condo in a gated community in lovely Poinciana
Outdoor pool
Heated Pool and Hot tub-near Legoland, Disney, Theme parks

Vacation Home in Winter Haven

9.8 out of 10, Exceptional, (39)
"We had a great stay!"
United States
Harper B.
The price is ￥18,144
￥49,352 total
includes taxes & fees
Dec 15 - Dec 16
Heated Pool and Hot tub-near Legoland, Disney, Theme parks
Private kitchen
Traveling workers w/ full kitchen and living space

Vacation Home in Eagle Lake

Traveling workers w/ full kitchen and living space
Fridge, microwave, oven, stovetop
Charming 2-bedroom house in Downtown Lake Wales.

Vacation Home in Lake Wales

9.8 out of 10, Exceptional, (9)
"Our stay was enjoyable and close to everything. "
United States
LaShunda M.
The price is ￥17,834
￥23,076 total
includes taxes & fees
Dec 16 - Dec 17
Charming 2-bedroom house in Downtown Lake Wales.
Exterior detail
Charming 1935 Florida Cottage overlooking Lake Tulane

Cottage in Avon Park

10.0 out of 10, Exceptional, (29)
"Nice place, clean, well equipped, welcoming and accomodating. I would not hesitate to stay there again."
United States
Don S.
The price is ￥24,425
￥50,043 total
includes taxes & fees
Dec 7 - Dec 8
Charming 1935 Florida Cottage overlooking Lake Tulane
Fridge, microwave, oven, stovetop
Lake Hatchineha w/Private Ramp! Kissimmee Chain of Lakes w/covered boathouse.

Vacation Home in Haines City

9.8 out of 10, Exceptional, (10)
"it was great and clean. Will stay again"
United States
parker h.
The price is ￥15,702
￥48,741 total
includes taxes & fees
Dec 5 - Dec 6
Lake Hatchineha w/Private Ramp! Kissimmee Chain of Lakes w/covered boathouse.
Terrace/patio
Winter Haven Hideaway

Vacation Home in Winter Haven

10.0 out of 10, Exceptional, (2)
"Perfect for our family vacation. The hosts are super responsive, and addressed any issues quickly. "
United States
Sherry H.
The price is ￥21,808
￥60,439 total
includes taxes & fees
Dec 8 - Dec 9
Winter Haven Hideaway
Private kitchen
Cozy 1 bedroom home in Winter Haven perfect for your getaway.

Vacation Home in Winter Haven

2.0 star property
The price is ￥13,647
￥25,334 total
includes taxes & fees
Dec 17 - Dec 18
Cozy 1 bedroom home in Winter Haven perfect for your getaway.
Fridge, microwave, oven, stovetop
*3/2*GorgeousNEWLakeHome2AceLoc*4mi*LEGOLAND*1724

Vacation Home in Winter Haven

9.4 out of 10, Exceptional, (64)
"A pleasant stay"
United States
Andeelynn D.
The price is ￥19,401
￥44,062 total
includes taxes & fees
Dec 15 - Dec 16
*3/2*GorgeousNEWLakeHome2AceLoc*4mi*LEGOLAND*1724
Fridge, microwave, stovetop, coffee/tea maker
Cozy Grand Room 1-bedroom apartment with WiFi, AC in charming Winter Haven

Apartment in Winter Haven

The price is ￥13,240
￥22,561 total
includes taxes & fees
Dec 31 - Jan 1, 2026
Cozy Grand Room 1-bedroom apartment with WiFi, AC in charming Winter Haven
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 Hillcrest Heights Hotel Reviews

Hampton Inn Winter Haven

Hampton Inn Winter Haven

10/10 Excellent
"Everything was great! "
Sandy 1-night trip
Posted 2 days ago
Hampton Inn Winter Haven

Find out more about Hillcrest Heights

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Frequently asked questions

Can I find a vacation rental in Hillcrest Heights?

Yes, we have vacation rentals close to popular local attractions in Hillcrest Heights, or you can select a more secluded option if you'd like a relaxing place to stay.

What are some of the best vacation rentals in Hillcrest Heights?

Our Dream Home: This vacation home rental near Hillcrest Heights offers an outdoor pool, a selection of games, and air-conditioning to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

What’s there to see and do in Hillcrest Heights?

Explore the area and family-friendly sights such as LEGOLAND® Florida, or get out into nature at a spot like Crooked Lake. In the larger area, you’ll find Lake Belle and Lake Wailes.

What’s a vacation rental in Hillcrest Heights like?

Vacation rentals are privately owned properties you can book for short or long periods in Hillcrest Heights. Vacation rentals offer amenities such as kitchens and laundry facilities so you'll feel just like you're at home. If you're concerned about a clean environment, vacation rentals can provide a sense of safety away from shared hotel elevators and busy reception areas while still allowing you the experience of travel. You'll also find more space in a vacation rental than in a traditional hotel, which makes a vacation rental an attractive choice for family gatherings.