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Hillcrest Heights Vacation Rentals

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Check prices for these dates

In two weeks
Nov 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 7

Our top choices for Hillcrest Heights vacation rentals

A balcony with a grill, a dining area, and a kitchen visible through an open door.

1. Cozy Retreat Near Crooked Lake with Gym, Games & Deck Views

Cozy Retreat Near Crooked Lake with Gym, Games & Deck Views
Babson Park
8.8 out of 10, Excellent, (15 reviews)
"cozy , quiet , nice relaxing stay "
United States
Kevin K.
The price is CA $196
CA $474 total
includes taxes & fees
Nov 21 - Nov 22
Cozy Retreat Near Crooked Lake with Gym, Games & Deck Views
A modern hotel room with a bed, a sofa, a TV, and a fireplace.

2. 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 CA $200
CA $241 total
includes taxes & fees
Nov 30 - Dec 1
Stylish Retreat/86`TV/King Bed/Spa Shower/Shuffleboard/Near the Lake
A bedroom with a stone fireplace, a large bed, and a view of the outdoors through large windows.

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

Lake View•Gardens•Private Balcony Suite•Legoland
Lake Wales
9.2 out of 10, Wonderful, (13 reviews)
"Great view, comfortable room for our one night stay."
United States
Vern H.
The price is CA $180
CA $219 total
includes taxes & fees
Nov 22 - Nov 23
Lake View•Gardens•Private Balcony Suite•Legoland
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 CA $178
CA $386 total
includes taxes & fees
Nov 17 - Nov 18
Stilt House on the Shore at Lake Reedy
A lakeside dock with boats, a wooden structure with a metal roof, and dense trees in the background.

5. Camp Mack Lodge, Marina & RV Resort

Camp Mack Lodge, Marina & RV Resort
3.0 star property
Lake Wales
9.0 out of 10, Wonderful, (226 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 CA $159
CA $178 total
includes taxes & fees
Nov 12 - Nov 13
Camp Mack Lodge, Marina & RV Resort
Two lounge chairs with metal frames and grey fabric seats, positioned near a pool with a tiled edge.

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

Lake Front! Spacious Home w/heated pool & kayaks
Lake Wales
10.0 out of 10, Exceptional, (28 reviews)
"It’s a lovely, quiet location "
United States
Kathy M.
The price is CA $249
CA $644 total
includes taxes & fees
Nov 12 - Nov 13
Lake Front! Spacious Home w/heated pool & kayaks
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 CA $191
CA $416 total
includes taxes & fees
Nov 12 - Nov 13
Premium Lake Wales Getaway!
An indoor swimming pool with a clear view of the sky through a metal roof structure.

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

Hotel Style Lakeview Cottage • 3BR • Heated Pool
Lake Wales
4.0 out of 10, (1 review)
"The pool was not connected to the house. The driveway was very narrow the home smelt and affected all four of our allergies"
United States
Justin U.
The price is CA $316
CA $382 total
includes taxes & fees
Nov 14 - Nov 15
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.

9. Elita Inn

Elita Inn
3.0 star property
Dundee
7.2 out of 10, Good, (39 reviews)
"Great p"
United States
Gilles
The price is CA $108
CA $121 total
includes taxes & fees
Nov 14 - Nov 15
Elita Inn
A swimming pool with lounge chairs and palm trees, surrounded by a modern building with large windows and string lights.

10. 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, (78 reviews)
"Great place to stay. Lots of room and a great view. I will definitely try to book it again next time I am In town!!"
United States
Jeremy G.
The price is CA $373
CA $816 total
includes taxes & fees
Nov 12 - Nov 13
Lake Retreat w/Pool & Hot Tub near Bok Tower
A spacious indoor area with a seating area, a counter, and a kitchen visible in the background.

11. 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 traveller
The price is CA $111
CA $140 total
includes taxes & fees
Nov 30 - Dec 1
Dundee | 2 Queen Bed Nmsk
A kitchen shelf with jars of spices, a bottle of cooking spray, and a white candle.

12. 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 CA $113
CA $224 total
includes taxes & fees
Nov 13 - Nov 14
This old Florida feeling getaway is 420 friendly and a great place to just relax
A bedroom with a bed, a TV, a sofa, and a wardrobe.

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

Poolside Suite | 98” TV | Sleeps 7 | 3 Rooms
Lake Wales
The price is CA $254
CA $307 total
includes taxes & fees
Nov 16 - Nov 17
Poolside Suite | 98” TV | Sleeps 7 | 3 Rooms
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
9.8 out of 10, Exceptional, (79 reviews)
"Great location"
United States
Michelle
The price is CA $184
CA $451 total
includes taxes & fees
Nov 16 - Nov 17
Legoland Splash Escape with pool and hot tub!
A compact living space with a loft bed, a TV mounted on the wall displaying streaming services, a small bathroom, and a wooden floor.

15. 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 CA $99
CA $199 total
includes taxes & fees
Nov 22 - Nov 23
Lakefront Tiny Cottage 4 Miles to LEGOLAND.
A backyard with two wooden lounge chairs, a fire pit, and a house in the background.

16. Florida Fall Get-a-way-Perfect 2B/2B in the heart of Florida-Sebring-Avon Park

Florida Fall Get-a-way-Perfect 2B/2B in the heart of Florida-Sebring-Avon Park
Avon Park
9.8 out of 10, Exceptional, (8 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 CA $194
CA $236 total
includes taxes & fees
Dec 10 - Dec 11
Florida Fall Get-a-way-Perfect 2B/2B in the heart of Florida-Sebring-Avon Park
A modern living room with a sofa, coffee table, and TV stand.

17. Modern Dundee Townhome Near Lakes & Legoland!

Modern Dundee Townhome Near Lakes & Legoland!
Dundee
10.0 out of 10, Exceptional, (1 review)
"The Host Zinna was amazing! If we had any questions they were answered in a timely fashion! The rental was beautiful! I would for sure stay here again with my family!"
United States
Becca F.
The price is CA $131
CA $481 total
includes taxes & fees
Nov 22 - Nov 23
Modern Dundee Townhome Near Lakes & Legoland!
A modern kitchen with white cabinetry, granite countertops, stainless steel appliances, and a wooden floor.

18. Modern Dundee Townhome Near Lakes & Legoland!

Modern Dundee Townhome Near Lakes & Legoland!
3.5 star property
Dundee
The price is CA $186
CA $499 total
includes taxes & fees
Nov 22 - Nov 23
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.

19. 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 CA $292
CA $469 total
includes taxes & fees
Nov 30 - Dec 1
Cozy 3 bedroom house in a beautiful Winter Haven area near Legoland and Boktower
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
9.6 out of 10, Exceptional, (17 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 CA $103
CA $172 total
includes taxes & fees
Nov 22 - Nov 23
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

Staybridge Suites Winter Haven Auburndale by IHG

Staybridge Suites Winter Haven Auburndale by IHG

8/10 Good
"Great breakfast setup! Our room on the 6th floor facing the lake and hwy 17 was extremely loud with street surface traffic (emergency vehicles, large trucks, etc), but other than that the room was clean, spacious, and more than suited our needs. We would stay again, but would not book a lake view"
Kevin 5-night trip
Posted 19 hours ago
Staybridge Suites Winter Haven Auburndale by IHG

Find out more about Hillcrest Heights

Everything you need to know about Hillcrest Heights vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Hillcrest Heights vacation rental for you. At Expedia, you can take your pick from private vacation 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Hillcrest Heights vacation 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 depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Hillcrest Heights vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Hillcrest Heights vacation rentals we have selected for you start as low as CA $121 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Hillcrest Heights rentals

At Expedia, we put the best Hillcrest Heights vacation 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 vacation.

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 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.