Hillcrest Heights Holiday Rentals

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Holiday Rentals in Hillcrest Heights

Camp Mack, a Guy Harvey Lodge, Marina & RV Resort
3.0 star property
9.2 out of 10, Wonderful, (157)
"The best bang for your buck! "
The price is NZ$221
includes taxes & fees
6 Jun - 7 Jun
Camp Mack, a Guy Harvey Lodge, Marina & RV Resort
Lovely bright high ceilings condo
9.6 out of 10, Exceptional, (48)
"Was a nice place to stay."
Lovely bright high ceilings condo
Beautiful home with white sand beach on stunning Crooked Lake
10.0 out of 10, Exceptional, (49)
"Everything was just right for our group of eight. We are planning to return soon. We most enjoyed sitting in the screen room, chatting and watching wildlife."
Beautiful home with white sand beach on stunning Crooked Lake
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Nice Private Studio Room — 10 Minutes from the Legoland Park and Downtown
9.6 out of 10, Exceptional, (25)
"I stayed few times here, Just what I need my own clean, quiet place. When in Winteheaven visiting friends abd family."
The price is NZ$182
includes taxes & fees
6 Jun - 7 Jun
Nice Private Studio Room — 10 Minutes from the Legoland Park and Downtown
Lake Denton house with dock
9.0 out of 10, Wonderful, (55)
"The home was nostalgic and had great games to play! The lake was AMAZING! Got to watch the stars while laying on the end of the dock! The bedrooms were a bit warm, but with the air on we could use the fan to direct air and it was quite pleasant. Google maps took us to the end of the road and we had to backtrack, but it wasn’t difficult to find. We really enjoyed the property, communication with the owner was easy, checkin was simple and checkout couldn’t have gone any better. Thank you for...
The price is NZ$511
includes taxes & fees
8 Jun - 9 Jun
Lake Denton house with dock
Lakeview Cottage Escape. Close to BOK Tower Gardens, Legoland and Disney
10.0 out of 10, Exceptional, (26)
"I rented this cottage for my mother and I to celebrate Mothers Day. We went to Bok Tower gardens and had a great time!"
Lakeview Cottage Escape. Close to BOK Tower Gardens, Legoland and Disney
Cottage w/ Private Pool - Walk to Lake Wales!
10.0 out of 10, Exceptional, (48)
"We enjoyed our stay at this cottage. Our son and his family live very close and really had a great time in the pool. The property had everything we needed for a great stay. We will rent again"
Cottage w/ Private Pool - Walk to Lake Wales!
Luxury Home w/ Lanai, Billiards, 6min to Legoland
10.0 out of 10, Exceptional, (5)
"My group and I were very comfortable in this home. There was plenty of space for everyone to sleep. The bed was comfortable. I mentioned to the owner that we were there to celebrate my daughter’s bday at Legoland. We were greeted with a gift for her. There is a Publix and Walmart close by which made it great to pick up last minute snacks and things we forgot to bring. Check in and check out was very easy."
Luxury Home w/ Lanai, Billiards, 6min to Legoland
Cheerful New Construction Home
9.0 out of 10, Wonderful, (19)
"Must have been a newer rental as the amenities were scarce - however when we questioned the owner he next day delivered the kitchen utensils we asked about so very responsive. The door code was also incorrect upon check in but owner quickly set a new code within 10 minutes remotely. Everything else was good."
The price is NZ$708
includes taxes & fees
9 Jun - 10 Jun
Cheerful New Construction Home
Charming Town House — 10 Minutes from the Legoland Park and Downtown
8.8 out of 10, Excellent, (14)
"Going to Legoland with the family and on a budget? This is the place to stay! Clean, comfortable, and about an 8 minute drive to Legoland. The host was very communicative. 2 bedrooms and 2 bathrooms, with a pullout couch for our family of 5 was perfect! We’ll be back!"
Charming Town House — 10 Minutes from the Legoland Park and Downtown
View Container 5*Centrally Located*Private Bed/Bath
8.8 out of 10, Excellent, (13)
"It was a nice place to stay."
View Container 5*Centrally Located*Private Bed/Bath
Historic, private, updated, 5 Bedroom Plantation Home, lake, fishing, leasure
10.0 out of 10, Exceptional, (6)
"Stayed here while in Winterhaven for family funeral. Place was very clean and large enough to accommodate my family. Highly recommended!!"
Historic, private, updated, 5 Bedroom Plantation Home, lake, fishing, leasure
*Modern Tiny Lake Cottage*AceLoc*4miles*LEGOLAND*
9.2 out of 10, Wonderful, (31)
"The house was very clean and we enjoyed out stay. Would recommend!!!"
*Modern Tiny Lake Cottage*AceLoc*4miles*LEGOLAND*
Luxury Lakefront Oasis | Heated Pool, Dock & Kayaks | Home Theatre & EV Charger | Near Theme Parks
10.0 out of 10, Exceptional, (10)
"Although our fishing trip was a bust, our vacation was still enjoyable. We enjoyed the lake views and wildlife. We did some sightseeing, floated in the pool, played cards and ended each evening with a movie in the Theatre Room. The house is spacious. The beds were comfortable and the linens were very nice. The location was good."
Luxury Lakefront Oasis | Heated Pool, Dock & Kayaks | Home Theatre & EV Charger | Near Theme Parks
Fishing For a Peaceful Lakefront Getaway
9.0 out of 10, Wonderful, (9)
"This house was absolutely perfect! Can’t wait for our next stay. The owner was very responsive and a pleasure to deal with."
Fishing For a Peaceful Lakefront Getaway
Luxury Getaway in Winter Haven (10 mins to LegoLand and Parks)
10.0 out of 10, Exceptional, (4)
"Very nice and beautiful. Alot of bathrooms. Very clean. Good for kids and teens and adults."
Luxury Getaway in Winter Haven (10 mins to LegoLand and Parks)
The ultimate Florida vacation in a tranquil, natural setting
9.0 out of 10, Wonderful, (62)
"We enjoyed our stay at this VBRO. Our grandsons enjoyed lots of basketball and our daughter enjoyed the heated swimming pools. The main drawback was that it is located quite a distance from any main attractions, the Gulf, or the Ocean. Travel in Florida is very congested making it more time consuming than what we are used to living in a rural community. However, we would definitely return!"
The ultimate Florida vacation in a tranquil, natural setting
Cozy Lakeside Cottage near Legoland, Winter Haven! Florida vacation ready!
10.0 out of 10, Exceptional, (5)
"G"
Cozy Lakeside Cottage near Legoland, Winter Haven! Florida vacation ready!
WINTER 24-25 NOW AVAILABLE ! Amazing Views, Great Fishing Lake and Pet Friendly!
10.0 out of 10, Exceptional, (4)
"very nice will recommend and stay again"
WINTER 24-25 NOW AVAILABLE ! Amazing Views, Great Fishing Lake and Pet Friendly!
Legoland on The Lake Gem!Close to Disney! All you need in one place! Cozy&Lovely
10.0 out of 10, Exceptional, (2)
"Beautiful, clean, cozy apt. In the middle of the sunshine state. Loved the modern kitchen and bath! So many detailed touches to make our stay enjoyable! Plenty of fresh smelling towels, controls to fans and temperatures, and nice quiet neighborhood. Would definitely stay here again!"
The price is NZ$346
includes taxes & fees
13 Jun - 14 Jun
Legoland on The Lake Gem!Close to Disney! All you need in one place! Cozy&Lovely
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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.

Other types of properties in Hillcrest Heights you may be interested in

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Hillcrest Heights holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Hillcrest Heights. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Hillcrest Heights. Seeing all the best attractions is bound to make you fall in love with Hillcrest Heights. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Hillcrest Heights short-term rentals, that won’t be hard to do.

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?

Beautiful home with white sand beach on stunning Crooked Lake: This holiday home rental outside of Hillcrest Heights is located on a lake, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a selection of games and 1 hot tub.

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 Tiger Creek Preserve 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.

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