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Hillcrest Heights Vacation Rentals

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Check prices for these dates

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

Our top choices for Hillcrest Heights vacation rentals

A wooden deck leading to a dock over water, surrounded by grass and trees with Spanish moss.

1. 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 AED 463
AED 1,036 total
includes taxes & fees
6 Oct - 7 Oct
Stilt House on the Shore at Lake Reedy
A bedroom with a stone fireplace, a large bed, and a view of the outdoors through large windows.

2. 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 AED 439
AED 565 total
includes taxes & fees
1 Nov - 2 Nov
Lake View•Gardens•Private Balcony Suite•Legoland
An indoor swimming pool with a clear view of the sky through a metal roof structure.

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

Hotel Style Lakeview Cottage • 3BR • Heated Pool
Lake Wales
The price is AED 822
AED 1,028 total
includes taxes & fees
3 Oct - 4 Oct
Hotel Style Lakeview Cottage • 3BR • Heated Pool
A modern hotel room with a bed, a sofa, a TV, and a fireplace.

4. 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 AED 511
AED 646 total
includes taxes & fees
1 Nov - 2 Nov
Stylish Retreat/86`TV/King Bed/Spa Shower/Shuffleboard/Near the Lake
Two lounge chairs with metal frames and grey fabric seats, positioned near a pool with a tiled edge.

5. 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 AED 711
AED 1,894 total
includes taxes & fees
5 Oct - 6 Oct
Lake Front! Spacious Home w/heated pool & kayaks
A riverside cabin with a dock, surrounded by lush greenery and a cloudy sky.

6. 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 AED 338
AED 378 total
includes taxes & fees
11 Oct - 12 Oct
Camp Mack Lodge, Marina & RV Resort
A swimming pool with lounge chairs and palm trees, surrounded by a modern building with large windows and string lights.

7. 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 AED 1,039
AED 2,302 total
includes taxes & fees
6 Oct - 7 Oct
Lake Retreat w/Pool & Hot Tub near Bok Tower
A modern reception area with a wooden panel design, a tiled floor, and a white door in the background.

8. 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 AED 255
AED 285 total
includes taxes & fees
3 Oct - 4 Oct
Elita Inn
A modern kitchen with white cabinets, stainless steel appliances, and a wooden floor.

9. 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 AED 588
AED 735 total
includes taxes & fees
3 Oct - 4 Oct
Cozy & Inviting 3BR and 2 Bath • Full Kitchen + Laundry
A modern kitchen with built-in appliances, a dining area with a table and chairs, and a hallway leading to a door.

10. 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 AED 551
AED 1,232 total
includes taxes & fees
24 Oct - 25 Oct
Premium Lake Wales Getaway!
A modern kitchen with a central island, pendant lighting, and a view of the outdoors.

11. Lakefront Pool Retreat • Theater 7.1 • Fishing

Lakefront Pool Retreat • Theater 7.1 • Fishing
Lake Wales
The price is AED 1,001
AED 1,257 total
includes taxes & fees
4 Oct - 5 Oct
Lakefront Pool Retreat • Theater 7.1 • Fishing
A bedroom with a bed, a TV, a sofa, and a wardrobe.

12. Poolside Suite | 98” TV | Sleeps 7 | 3 Rooms

Poolside Suite | 98” TV | Sleeps 7 | 3 Rooms
Lake Wales
The price is AED 660
AED 813 total
includes taxes & fees
3 Oct - 4 Oct
Poolside Suite | 98” TV | Sleeps 7 | 3 Rooms
A modern kitchen with white cabinetry, granite countertops, stainless steel appliances, and a wooden floor.

13. Modern Dundee Townhome Near Lakes & Legoland!

Modern Dundee Townhome Near Lakes & Legoland!
3.5 star property
Dundee
The price is AED 485
AED 1,298 total
includes taxes & fees
3 Oct - 4 Oct
Modern Dundee Townhome Near Lakes & Legoland!
A kitchen shelf with jars of spices, a bottle of cooking spray, and a white candle.

14. 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 AED 281
AED 534 total
includes taxes & fees
3 Oct - 4 Oct
This old Florida feeling getaway is 420 friendly and a great place to just relax
A spacious indoor area with a seating area, a counter, and a kitchen visible in the background.

15. Dundee FL | 2 Full Bed

Dundee FL | 2 Full Bed
Dundee FL
10.0 out of 10, Exceptional, (104 reviews)
"We enjoyed relaxing by the pool on our short trip. Clean accommodations were also a big plus!"
United States
Anonymous traveler
The price is AED 325
AED 405 total
includes taxes & fees
12 Oct - 13 Oct
Dundee FL | 2 Full Bed
A modern kitchen with white cabinetry, granite countertops, stainless steel appliances, and a wooden floor.

16. Modern Dundee Townhome Near Lakes & Legoland!

Modern Dundee Townhome Near Lakes & Legoland!
Dundee
The price is AED 342
AED 1,256 total
includes taxes & fees
3 Oct - 4 Oct
Modern Dundee Townhome Near Lakes & Legoland!
A modern living room with a dining area, a flat-screen TV mounted on the wall, and a ceiling fan.

17. Cozy 3 bedroom house in a beautiful Winter Haven area near Legoland and Boktower

Cozy 3 bedroom house in a beautiful Winter Haven area near Legoland and Boktower
Winter Haven
10.0 out of 10, Exceptional, (4 reviews)
"The home was lovely for our weekend visit! Alecia has everything that you need, and her back porch is great to hang out and drink coffee. We really enjoyed our stay."
United States
victoriah p.
The price is AED 661
AED 1,153 total
includes taxes & fees
15 Oct - 16 Oct
Cozy 3 bedroom house in a beautiful Winter Haven area near Legoland and Boktower
A wooden deck with a sofa and chairs, large windows, and potted plants.

18. Hidden Gem - Hot Tub/ Fire Pit/ Hammock/ Grill Area

Hidden Gem - Hot Tub/ Fire Pit/ Hammock/ Grill Area
Lake Wales
The price is AED 661
AED 1,497 total
includes taxes & fees
11 Oct - 12 Oct
Hidden Gem - Hot Tub/ Fire Pit/ Hammock/ Grill Area
An outdoor hot tub area with a pool, surrounded by chairs and a table.

19. 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 AED 479
AED 1,224 total
includes taxes & fees
6 Oct - 7 Oct
Legoland Splash Escape with pool and hot tub!
A backyard with two wooden lounge chairs, a fire pit, and a house in the background.

20. Spring Special!-Reduced-Highlands County-Avon Park-Sebring- Reserve Now!!!

Spring Special!-Reduced-Highlands County-Avon Park-Sebring- Reserve Now!!!
Avon Park
9.6 out of 10, Exceptional, (5 reviews)
"The whole experience was great. Nice place, well equipped, great host. Would highly recommend renting this place."
United States
Pam T.
The price is AED 486
AED 620 total
includes taxes & fees
4 Oct - 5 Oct
Spring Special!-Reduced-Highlands County-Avon Park-Sebring- Reserve Now!!!
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 17 hours ago
Home2 Suites By Hilton Winter Haven

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.