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Hillcrest Heights Vacation Rentals

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Check prices for these dates

In two weeks
Oct 16 - Oct 18
In two months
Nov 27 - Nov 29
In three months
Dec 25 - Dec 27
In four months
Jan 22 - Jan 24

Our top choices for Hillcrest Heights vacation rentals

A bedroom with a stone fireplace, a large bed, and a view of the outdoors through large windows.

1. Lake View•Gardens•Private Balcony Suite•Legoland

Lake View•Gardens•Private Balcony Suite•Legoland
Lake Wales
9.0 out of 10, Wonderful, (12 reviews)
"Great view, comfortable room for our one night stay."
United States
Vern H.
The price is ￥18,881
￥24,308 total
includes taxes & fees
Nov 1 - Nov 2
Lake View•Gardens•Private Balcony Suite•Legoland
A riverside cabin with a dock, surrounded by lush greenery and a cloudy sky.

2. Camp Mack Lodge, Marina & RV Resort

Camp Mack Lodge, Marina & RV Resort
3.0 star property
Lake Wales
9.0 out of 10, Wonderful, (224 reviews)
"Camp Mack is an awesome place for getting away for a few days or longer. The surroundings are beautiful, and the people are so friendly."
United States
Terri
The price is ￥14,308
￥16,025 total
includes taxes & fees
Oct 6 - Oct 7
Camp Mack Lodge, Marina & RV Resort
A modern hotel room with a bed, a sofa, a TV, and a fireplace.

3. 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
8.0 out of 10, Very good, (4 reviews)
"Room was spotless. Private entrance, the shuffleboard table game was fun, coffee and creamer was awesome. Bedding was so soft. You could tell there was construction going on with in the property however there wasn’t any noice and the room was clean clean clean!!! "
United States
Barbara
The price is ￥21,914
￥27,692 total
includes taxes & fees
Nov 1 - Nov 2
Stylish Retreat/86`TV/King Bed/Spa Shower/Shuffleboard/Near the Lake
A wooden deck leading to a dock over water, surrounded by grass and trees with Spanish moss.

4. Stilt House on the Shore at Lake Reedy

Stilt House on the Shore at Lake Reedy
Frostproof
10.0 out of 10, Exceptional, (4 reviews)
"Great place to stay. It was perfect for our family. Great spot on the lake. Very quiet and peaceful. Will definitely return in the future. "
United States
Thomas C.
The price is ￥19,836
￥44,414 total
includes taxes & fees
Oct 5 - Oct 6
Stilt House on the Shore at Lake Reedy
A kitchen shelf with jars of spices, a bottle of cooking spray, and a white candle.

5. 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
8.0 out of 10, Very good, (4 reviews)
"We were very fascinated by the farm animals and the dogs "
United States
Debi D.
The price is ￥12,043
￥22,896 total
includes taxes & fees
Oct 3 - Oct 4
This old Florida feeling getaway is 420 friendly and a great place to just relax
A spacious lobby with a seating area, a counter with a menu board, and a kitchen area in the background.

6. Dundee | King Bed Non Smoking

Dundee | King Bed Non Smoking
Dundee FL
10.0 out of 10, Exceptional, (122 reviews)
"Comfy beds really helped recharge after busy days at nearby attractions."
United States
Anonymous traveler
The price is ￥12,320
￥15,452 total
includes taxes & fees
Oct 3 - Oct 4
Dundee | King Bed Non Smoking
A modern kitchen with built-in appliances, a dining area with a table and chairs, and a hallway leading to a door.

7. Premium Lake Wales Getaway!

Premium Lake Wales Getaway!
Lake Wales
9.8 out of 10, Exceptional, (6 reviews)
"Jill & Kayla, thank you do mich for the wonderful stay. I look forward visiting again"
United States
Dawn H.
The price is ￥23,615
￥52,803 total
includes taxes & fees
Oct 24 - Oct 25
Premium Lake Wales Getaway!
Two lounge chairs with metal frames and grey fabric seats, positioned near a pool with a tiled edge.

8. Lake Front! Spacious Home w/heated pool & kayaks

Lake Front! Spacious Home w/heated pool & kayaks
Lake Wales
10.0 out of 10, Exceptional, (26 reviews)
"It’s a lovely, quiet location "
United States
Kathy M.
The price is ￥30,463
￥81,198 total
includes taxes & fees
Oct 5 - Oct 6
Lake Front! Spacious Home w/heated pool & kayaks
A compact living space with a loft bed, a TV mounted on the wall displaying streaming services, a small bathroom, and a wooden floor.

9. Lakefront Tiny Cottage 4 Miles to LEGOLAND.

Lakefront Tiny Cottage 4 Miles to LEGOLAND.
winter have
9.0 out of 10, Wonderful, (42 reviews)
"Awesome location, very nice"
United States
Kyle P.
The price is ￥11,020
￥23,425 total
includes taxes & fees
Oct 4 - Oct 5
Lakefront Tiny Cottage 4 Miles to LEGOLAND.
A modern kitchen with white cabinets, stainless steel appliances, and a wooden floor.

10. Cozy & Inviting 3BR and 2 Bath • Full Kitchen + Laundry

Cozy & Inviting 3BR and 2 Bath • Full Kitchen + Laundry
Lake Wales
9.0 out of 10, Wonderful, (4 reviews)
"Clean and nice"
United States
Antolin
The price is ￥25,189
￥31,518 total
includes taxes & fees
Oct 12 - Oct 13
Cozy & Inviting 3BR and 2 Bath • Full Kitchen + Laundry
An indoor swimming pool with a clear view of the sky through a metal roof structure.

11. Hotel Style Lakeview Cottage • 3BR • Heated Pool

Hotel Style Lakeview Cottage • 3BR • Heated Pool
Lake Wales
The price is ￥35,245
￥44,041 total
includes taxes & fees
Oct 3 - Oct 4
Hotel Style Lakeview Cottage • 3BR • Heated Pool
A modern reception area with a wooden panel design, a tiled floor, and a white door in the background.

12. Elita Inn

Elita Inn
3.0 star property
Dundee
7.4 out of 10, Good, (35 reviews)
"Very nice accommadations..friendly staff"
United States
lance
The price is ￥10,910
￥12,219 total
includes taxes & fees
Oct 3 - Oct 4
Elita Inn
A swimming pool with lounge chairs and palm trees, surrounded by a modern building with large windows and string lights.

13. Lake Retreat w/Pool & Hot Tub near Bok Tower

Lake Retreat w/Pool & Hot Tub near Bok Tower
Lake Wales
9.8 out of 10, Exceptional, (76 reviews)
"Our family of 8 had a wonderful time! The space and amenities were perfect for our stay and we had excellent communication with the host. Would absolutely recommend this property. Thank you for everything! "
United States
Ali R.
The price is ￥44,529
￥98,682 total
includes taxes & fees
Oct 6 - Oct 7
Lake Retreat w/Pool & Hot Tub near Bok Tower
An outdoor hot tub area with a pool, surrounded by chairs and a table.

14. Legoland Splash Escape with pool and hot tub!

Legoland Splash Escape with pool and hot tub!
Winter Haven
10.0 out of 10, Exceptional, (74 reviews)
"We had a great time staying here. The house was well maintained. The kids enjoyed the pool."
United States
Amy
The price is ￥20,545
￥52,483 total
includes taxes & fees
Oct 6 - Oct 7
Legoland Splash Escape with pool and hot tub!
A reception area with a check-in counter, two red chairs, and a tiled floor.

15. 2 Full Beds|Non-Smoking

2 Full Beds|Non-Smoking
Bartow FL
10.0 out of 10, Exceptional, (266 reviews)
"Great stay in Bartow."
United States
Anonymous traveler
The price is ￥11,178
￥14,308 total
includes taxes & fees
Oct 3 - Oct 4
2 Full Beds|Non-Smoking
A modern kitchen with a stainless steel refrigerator, white cabinetry, a double sink, and a painting of flowers on the wall.

16. New Haven 5 mi to Legoland & 0.5 mi to dwntwn

New Haven 5 mi to Legoland & 0.5 mi to dwntwn
Winter Haven
10.0 out of 10, Exceptional, (1 review)
The price is ￥17,317
￥43,482 total
includes taxes & fees
Oct 3 - Oct 4
New Haven 5 mi to Legoland & 0.5 mi to dwntwn
A modern kitchen with white cabinetry, granite countertops, stainless steel appliances, and a wooden floor.

17. Modern Dundee Townhome Near Lakes & Legoland!

Modern Dundee Townhome Near Lakes & Legoland!
Dundee
The price is ￥14,641
￥53,835 total
includes taxes & fees
Oct 3 - Oct 4
Modern Dundee Townhome Near Lakes & Legoland!
A compact living space with a dining area, kitchen, and a seating area with a sofa and a rug.

18. Family-Friendly 2BR Near LEGOLAND with Parking

Family-Friendly 2BR Near LEGOLAND with Parking
Winter Haven
8.6 out of 10, Excellent, (21 reviews)
"Absolutely great location for Legoland. The house had everything my family of 5 needed. Nice and quiet neighborhood. We would stay again! "
United States
Carolyn S.
The price is ￥18,104
￥32,871 total
includes taxes & fees
Oct 4 - Oct 5
Family-Friendly 2BR Near LEGOLAND with Parking
A spacious indoor area with a seating area, a counter, and a kitchen visible in the background.

19. Dundee | 2 Queen Bed Nmsk

Dundee | 2 Queen Bed Nmsk
Dundee FL
10.0 out of 10, Exceptional, (90 reviews)
"Location is close to Legoland, so perfect for families visiting with kids."
United States
Anonymous traveler
The price is ￥13,870
￥17,284 total
includes taxes & fees
Oct 8 - Oct 9
Dundee | 2 Queen Bed Nmsk
A building with a red door, numbered 132C, and a small porch area with a metal stool and a green bucket with a wooden stick.

20. Tiny Paradise

Tiny Paradise
Winter Haven
9.4 out of 10, Exceptional, (16 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 ￥11,492
￥20,428 total
includes taxes & fees
Oct 4 - Oct 5
Tiny Paradise
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

Home2 Suites By Hilton Winter Haven

Home2 Suites By Hilton Winter Haven

10/10 Excellent
"Rooms were clean, beds were comfortable, walking distance from Legoland and Publix, breakfast was ok."
Gustavo 2-night trip
Posted 9 hours ago
Home2 Suites By Hilton 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:

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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?

Family Fun Haven: 3 Bed/2 Bath/6 Mi to Legoland/Pet Friendly!: This vacation home rental near Hillcrest Heights offers a patio, a garden, 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 Wailes and Twin Lakes.

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.