Hillcrest Heights Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Feb 6 - Feb 8
In two months
Mar 20 - Mar 22
In three months
Apr 17 - Apr 19
In four months
May 15 - May 17

Our top choices for Hillcrest Heights vacation rentals

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, (193 reviews)
"Nice rooms helpful staff would go again for sure"
United States
David
Camp Mack Lodge, Marina & RV Resort
TV, fireplace

Spacious 4-bedroom house in pleasant Winter Haven with AC

Spacious 4-bedroom house in pleasant Winter Haven with AC
2.0 star property
Winter Haven
10.0 out of 10, Exceptional, (2 reviews)
"An outstanding stay! The house was extremely clean, welcoming, and had all the amenities that made our family vacation unforgettable in our visit to Legoland park"
Mexico
Monica
The price is ￥14,553
￥58,220 total
includes taxes & fees
Jan 26 - Jan 27
Spacious 4-bedroom house in pleasant Winter Haven with AC
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 ￥14,829
￥19,772 total
includes taxes & fees
Jan 23 - Jan 24
Lake View•Gardens•Private Balcony Suite•Legoland
Interior

The Unique cozy studio

The Unique cozy studio
2.0 star property
Winter Haven
10.0 out of 10, Exceptional, (1 review)
"Cool little place, love the outdoor private patio.Very close to everything downtown"
United States
Cory M.
The price is ￥12,655
￥28,949 total
includes taxes & fees
Jan 28 - Jan 29
The Unique cozy studio
Interior

This old Florida feeling getaway is 420 friendly and a great place to just relax

This old Florida feeling getaway is 420 friendly and a great place to just relax
Avon Park
10.0 out of 10, Exceptional, (2 reviews)
"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 ￥12,102
￥23,008 total
includes taxes & fees
Jan 31 - Feb 1
This old Florida feeling getaway is 420 friendly and a great place to just relax
TV

Sweet Cottage 5 mi to Legoland & 0.5 mi to dwntwn

Sweet Cottage 5 mi to Legoland & 0.5 mi to dwntwn
2.0 star property
Winter Haven
10.0 out of 10, Exceptional, (2 reviews)
"Just what we needed for a weekend trip with our grandsons for the weekend "
United States
Christine B.
The price is ￥18,192
￥43,937 total
includes taxes & fees
Jan 22 - Jan 23
Sweet Cottage 5 mi to Legoland & 0.5 mi to dwntwn
Exterior detail

Tiny Paradise

Tiny Paradise
Winter Haven
9.4 out of 10, Exceptional, (8 reviews)
"I have stayed on property a few times, first experience with tiny Paradise very quaint and clean enjoyed my stay."
United States
SUSAN
Tiny Paradise
Fridge, microwave, oven, stovetop

Serene & Freshly Renovated Home with Full Kitchen in Lake Wales

Serene & Freshly Renovated Home with Full Kitchen in Lake Wales
2.0 star property
Lake Wales
10.0 out of 10, Exceptional, (1 review)
"I stayed here because I was going to the Bok Towers for a wedding. It was really close by and perfect driving distance to other things as well. The house is beautifully decorated and there are little things there for your use that you might not think you need. Very thoughtful. The bed I used was also extremely comfortable and everything was just so nice. I appreciate the thought put into everything."
United States
Tristen G.
The price is ￥18,350
￥28,145 total
includes taxes & fees
Feb 2 - Feb 3
Serene & Freshly Renovated Home with Full Kitchen in Lake Wales
Fridge, microwave, oven, stovetop

Getaway Clubhouse 5 mil Legoland & .5 mil Downtown

Getaway Clubhouse 5 mil Legoland & .5 mil Downtown
2.0 star property
Winter Haven
9.8 out of 10, Exceptional, (7 reviews)
"Great location, clean and great communication with hosts "
United States
Angie Y.
The price is ￥19,774
￥48,802 total
includes taxes & fees
Jan 25 - Jan 26
Getaway Clubhouse 5 mil Legoland & .5 mil Downtown
Fridge, microwave, oven, stovetop

Cozy Bungalow - 5 mi Legoland & 0.5 mi Dwntwn

Cozy Bungalow - 5 mi Legoland & 0.5 mi Dwntwn
2.0 star property
Winter Haven
10.0 out of 10, Exceptional, (1 review)
"Nice place very convenient for us. Would stay again"
United States
John G.
The price is ￥19,774
￥45,852 total
includes taxes & fees
Jan 22 - Jan 23
Cozy Bungalow - 5 mi Legoland & 0.5 mi Dwntwn
Interior

Cozy 1 bedroom home in Winter Haven perfect for your getaway.

Cozy 1 bedroom home in Winter Haven perfect for your getaway.
2.0 star property
Winter Haven
10.0 out of 10, Exceptional, (1 review)
"Yes the dogs liked it and they enjoyed walking in the neighborhood."
United States
John W.
The price is ￥13,921
￥25,842 total
includes taxes & fees
Jan 24 - Jan 25
Cozy 1 bedroom home in Winter Haven perfect for your getaway.
House, 2 Bedrooms | Private kitchen | Fridge, oven, coffee/tea maker, toaster

The Lake Home - Beautiful Oasis In The Heart Of Florida! 2 Bedroom Home by RedAwning

The Lake Home - Beautiful Oasis In The Heart Of Florida! 2 Bedroom Home by RedAwning
3.0 star property
Haines City
The price is ￥19,100
￥52,401 total
includes taxes & fees
Jan 22 - Jan 23
The Lake Home - Beautiful Oasis In The Heart Of Florida! 2 Bedroom Home by RedAwning
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 traveler
The price is ￥17,932
￥23,247 total
includes taxes & fees
Jan 27 - Jan 28
Stylish Retreat/86`TV/King Bed/Spa Shower/Shuffleboard/Near the Lake
Fridge, microwave, oven, stovetop

Luxury Cottage Near Legoland & Chain of Lakes

Luxury Cottage Near Legoland & Chain of Lakes
Lake Hamilton
10.0 out of 10, Exceptional, (6 reviews)
"This place is tiny but everything you need for a comfortable stay! Would definitely stay here again."
United States
Dallas C.
The price is ￥15,819
￥32,556 total
includes taxes & fees
Jan 22 - Jan 23
Luxury Cottage Near Legoland & Chain of Lakes
Smart TV, foosball

*3/2*GorgeousNEWLakeHome2AceLoc*4mi*LEGOLAND*1724

*3/2*GorgeousNEWLakeHome2AceLoc*4mi*LEGOLAND*1724
Winter Haven
9.4 out of 10, Exceptional, (66 reviews)
"The accommodation at this property was exceptional. It felt safe, and was safe Parking was great, proximity to dinning and shopping was withing 5 minutes drive, and the location was peaceful and safe."
United States
Dwight
The price is ￥19,790
￥43,680 total
includes taxes & fees
Jan 27 - Jan 28
*3/2*GorgeousNEWLakeHome2AceLoc*4mi*LEGOLAND*1724
Dining

Lake Hatchineha w/Private Ramp! Kissimmee Chain of Lakes w/covered boathouse.

Lake Hatchineha w/Private Ramp! Kissimmee Chain of Lakes w/covered boathouse.
Haines City
9.8 out of 10, Exceptional, (10 reviews)
"We loved it here. Wish we cold have stayed more than 1 night"
United States
Craig S.
The price is ￥15,946
￥48,233 total
includes taxes & fees
Feb 2 - Feb 3
Lake Hatchineha w/Private Ramp! Kissimmee Chain of Lakes w/covered boathouse.
Property grounds

Stilt House on the Shore at Lake Reedy

Stilt House on the Shore at Lake Reedy
Frostproof
10.0 out of 10, Exceptional, (2 reviews)
"This was an awesome home to stay in. We loved it"
United States
april m.
The price is ￥22,779
￥52,405 total
includes taxes & fees
Feb 2 - Feb 3
Stilt House on the Shore at Lake Reedy
Fridge, microwave, oven, stovetop

Charming 2-bedroom house in Downtown Lake Wales.

Charming 2-bedroom house in Downtown Lake Wales.
Lake Wales
9.8 out of 10, Exceptional, (10 reviews)
"Clean and comfy, great stay!"
United States
Stanley
The price is ￥18,192
￥23,539 total
includes taxes & fees
Jan 27 - Jan 28
Charming 2-bedroom house in Downtown Lake Wales.
Pool

beautiful vacation house

beautiful vacation house
2.0 star property
Haines City
The price is ￥15,028
￥90,099 total
includes taxes & fees
Jan 22 - Jan 23
beautiful vacation house
Microwave, oven, stovetop

The Time Machine

The Time Machine
2.0 star property
Frostproof
The price is ￥17,085
￥101,552 total
includes taxes & fees
Jan 22 - Jan 23
The Time Machine
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Hillcrest Heights Hotel Reviews

Hampton Inn Winter Haven

Hampton Inn Winter Haven

10/10 Excellent
"Nice "
Lia 1-night trip
Posted 2 days ago
Hampton Inn Winter Haven

Find out more about Hillcrest Heights

Search for holiday rentals in Hillcrest Heights on Expedia! You can easily find your home rentals, villas, holiday apartments in Hillcrest Heights using one of the methods below:

  • View our selection of featured holiday rentals in Hillcrest Heights
  • Use the map to find apartments and other holiday homes in the Hillcrest Heights neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Hillcrest Heights while they last

Look no further and take a look at our great range of rental properties in Hillcrest Heights!

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?

Charming 7-Bedroom Estate with AC & Resort-Style Pool – Winter Haven: This vacation home rental near Hillcrest Heights offers an outdoor pool, a patio, and air-conditioning to help you feel perfectly comfortable in your new surroundings. You and your friends and family can relax into your vacation with amenities like a garden.

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 Leonore 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.