Hillcrest Heights Holiday Rentals

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Check prices for these dates

In two weeks
28 Nov - 30 Nov
In two months
9 Jan - 11 Jan
In three months
6 Feb - 8 Feb
In four months
6 Mar - 8 Mar

Holiday Rentals in Hillcrest Heights

Property grounds
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, (1)
"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 AU$226
includes taxes & fees
16 Nov - 17 Nov
This old Florida feeling getaway is 420 friendly and a great place to just relax
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, (189)
"Clean room, staff was polite and courteous. Keep up the good work!"
United States
James
Camp Mack Lodge, Marina & RV Resort
3 bedrooms, iron/ironing board, free WiFi, bed sheets
Resort Villa, Pools Fun and relaxation/w Kingbed

Resort Villa, Pools Fun and relaxation/w Kingbed

Kissimmee
9.0 out of 10, Wonderful, (28)
"Overall, this home worked well for my family! The neighborhood was quiet and well maintained."
United States
Jenifer H.
The price is AU$344
includes taxes & fees
20 Nov - 21 Nov
Resort Villa, Pools Fun and relaxation/w Kingbed
Outdoor pool, a heated pool
Disney's attractions while staying at an affordable resort and pet friendly!

Disney's attractions while staying at an affordable resort and pet friendly!

Kissimmee
9.2 out of 10, Wonderful, (70)
"I had a great stay with no issues. Rental is just as listed and Randy was very quick to respond with questions!"
United States
Kristen S.
The price is AU$312
includes taxes & fees
2 Dec - 3 Dec
Disney's attractions while staying at an affordable resort and pet friendly!
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)
"Just what we needed for a weekend trip with our grandsons for the weekend "
United States
Christine B.
The price is AU$435
includes taxes & fees
17 Nov - 18 Nov
Sweet Cottage 5 mi to Legoland & 0.5 mi to dwntwn
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)
"We enjoyed our stay in this cosy cottage. It has everything you need for a stay. Clean and very responsive to any issues. We would definitely recommend."
Germany
Stephanie B.
The price is AU$317
includes taxes & fees
16 Nov - 17 Nov
Luxury Cottage Near Legoland & Chain of Lakes
1 bedroom, iron/ironing board, WiFi, bed sheets
Tiny Paradise

Tiny Paradise

Winter Haven
9.4 out of 10, Exceptional, (8)
"Comfortable stay at this CLEAN studio. Host was great with communication and has thought of every amenity you would need. Highly recommend!"
United States
Ricardo M.
The price is AU$193
includes taxes & fees
24 Nov - 25 Nov
Tiny Paradise
Pool
Cozy RV Site with Pool, Lakes and Tiki Bar in enchanting Lake Wales

Cozy RV Site with Pool, Lakes and Tiki Bar in enchanting Lake Wales

1.0 star property
Lake Wales
The price is AU$178
includes taxes & fees
16 Nov - 17 Nov
Cozy RV Site with Pool, Lakes and Tiki Bar in enchanting Lake Wales
Exterior detail
Charming 1935 Florida Cottage overlooking Lake Tulane

Charming 1935 Florida Cottage overlooking Lake Tulane

Avon Park
10.0 out of 10, Exceptional, (29)
"The cottage was just as pictured, loved the layout and enjoyed both the front and back porches and all in between! Loved the view of the lake. Host Donna was very friendly and helpful. "
United States
Arlene P.
The price is AU$506
includes taxes & fees
17 Nov - 18 Nov
Charming 1935 Florida Cottage overlooking Lake Tulane
Property grounds
The Unique cozy studio

The Unique cozy studio

2.0 star property
Winter Haven
10.0 out of 10, Exceptional, (1)
"Cool little place, love the outdoor private patio.Very close to everything downtown"
United States
Cory M.
The price is AU$285
includes taxes & fees
19 Nov - 20 Nov
The Unique cozy studio
Outdoor pool
Heated Pool and Hot tub-near Legoland, Disney, Theme parks

Heated Pool and Hot tub-near Legoland, Disney, Theme parks

Winter Haven
9.8 out of 10, Exceptional, (38)
"We really enjoyed staying here. The location was a great proximity to restaurants and Legoland, which was our main reason for being in the area. The pool was fun and the beds were comfortable. Would definitely recommend staying at Vince and Amy’s!"
United States
Makenzie H.
The price is AU$486
includes taxes & fees
16 Nov - 17 Nov
Heated Pool and Hot tub-near Legoland, Disney, Theme parks
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, (9)
"Our stay was enjoyable and close to everything. "
United States
LaShunda M.
The price is AU$231
includes taxes & fees
21 Nov - 22 Nov
Charming 2-bedroom house in Downtown Lake Wales.
Fridge, microwave, oven, stovetop
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, (9)
"We loved it here. Wish we cold have stayed more than 1 night"
United States
Craig S.
The price is AU$484
includes taxes & fees
16 Nov - 17 Nov
Lake Hatchineha w/Private Ramp! Kissimmee Chain of Lakes w/covered boathouse.
Fridge, microwave, oven, stovetop
*3/2*GorgeousNEWLakeHome2AceLoc*4mi*LEGOLAND*1724

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

Winter Haven
9.4 out of 10, Exceptional, (63)
"Ideal place to stay next to Legoland. Nicely decorated condo."
United States
Kristen O.
The price is AU$435
includes taxes & fees
16 Nov - 17 Nov
*3/2*GorgeousNEWLakeHome2AceLoc*4mi*LEGOLAND*1724
Exterior
Cozy 2-bedroom condo in a gated community in lovely Poinciana

Cozy 2-bedroom condo in a gated community in lovely Poinciana

Poinciana
The price is AU$231
includes taxes & fees
28 Nov - 29 Nov
Cozy 2-bedroom condo in a gated community in lovely Poinciana
Exterior
Charming 2-bedroom house with huge yard and firepit in Eagle Lake

Charming 2-bedroom house with huge yard and firepit in Eagle Lake

2.0 star property
Eagle Lake
9.6 out of 10, Exceptional, (10)
"Nice, small, cozy and cool. Settled, quiet neighborhood yet private. Close to everything in Eagle Lake, Winter Haven and Bartow."
United States
Laura F.
The price is AU$300
includes taxes & fees
16 Nov - 17 Nov
Charming 2-bedroom house with huge yard and firepit in Eagle Lake
Outdoor dining
The Old Haven - An Enduring Piece of Nostalgia

The Old Haven - An Enduring Piece of Nostalgia

2.0 star property
Winter Haven
9.6 out of 10, Exceptional, (8)
"Love the front screen in porch. The backyard great for adults. Not enough open ground for the kids. They loved the books and toys. Kitchen had everything needed. The refrigerator and freezer had a lot of food in it. So I had to move things around to separate our food from what was in the fridge. Like the full size washer amd dryer. Didn't have a bath tub for the kids. Short drive to Legoland."
United States
Silvia B.
The price is AU$460
includes taxes & fees
16 Nov - 17 Nov
The Old Haven - An Enduring Piece of Nostalgia
Outdoor dining
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)
"Our stay at this house was great. We were in Winter Haven for a volleyball tournament at the Advent Fieldhouse Conference Center. The center was less than a mile away from the house. The house is very clean and matches the description. During check in, there was one thing we needed help with, and the owner came to the property and helped us very quickly. If we have to visit Winter Haven again, we would definitely stay here. "
United States
Melanie C.
The price is AU$479
includes taxes & fees
16 Nov - 17 Nov
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)
"Nice place very convenient for us. Would stay again"
United States
John G.
The price is AU$455
includes taxes & fees
23 Nov - 24 Nov
Cozy Bungalow - 5 mi Legoland & 0.5 mi Dwntwn
Outdoor pool, a heated pool
Fairway to Heaven - Golf Course Home with Heated Saltwater Pool near Lake Lotela

Fairway to Heaven - Golf Course Home with Heated Saltwater Pool near Lake Lotela

Avon Park
9.2 out of 10, Wonderful, (47)
"Great location"
United States
frank p.
The price is AU$912
includes taxes & fees
17 Nov - 18 Nov
Fairway to Heaven - Golf Course Home with Heated Saltwater Pool near Lake Lotela
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

Holiday Inn Winter Haven by IHG

Holiday Inn Winter Haven by IHG

10/10 Excellent
"Room was v clean. Staff very nice. The cleaning/room staff were all very nice and polite "
sara 2-night trip
Posted 2 days ago
Holiday Inn Winter Haven by IHG

Find out more about Hillcrest Heights

Everything you need to know about Hillcrest Heights holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Hillcrest Heights holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Hillcrest Heights holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Hillcrest Heights holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Hillcrest Heights. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Hillcrest Heights holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Hillcrest Heights holiday rentals we have selected for you start as low as AU$231 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Hillcrest Heights rentals

At Expedia, we put the best Hillcrest Heights holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Hillcrest Heights rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Hillcrest Heights holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Hillcrest Heights. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find a holiday rental in Hillcrest Heights?

Yes, there are holiday rentals close to the most popular sights in Hillcrest Heights, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Hillcrest Heights has to offer?

Our Dream Home: This holiday home rental outside of 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 that 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 wider area, you’ll find Lake Belle and Lake Wailes.

What’s a holiday rental in Hillcrest Heights like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Hillcrest Heights. Holiday rentals feature extras like kitchens and laundry facilities so your stay will be comfortable. If you're concerned about cleanliness, a holiday rental can provide a sense of seclusion away from shared hotel lifts and busy lobbies while still allowing you to travel. You'll also find more space in a holiday rental than in a traditional hotel, which makes a holiday rental a great option for family gatherings.