Holiday Rentals in Hillcrest Heights

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Holiday Rentals in Hillcrest Heights

Camp Mack, a Guy Harvey Lodge, Marina & RV Resort
Cabin, 1 Bedroom (Cabin 61) | Living area
Camp Mack, a Guy Harvey Lodge, Marina & RV Resort
3.0 star property
9.2 out of 10, Wonderful, 156 reviews
"The best bang for your buck! "
The price is €125
includes taxes & fees
5 Jun - 6 Jun
Camp Mack, a Guy Harvey Lodge, Marina & RV Resort
Lovely bright high ceilings condo
Outdoor pool, a heated pool
Lovely bright high ceilings condo
9.6 out of 10, Exceptional, 48 reviews
"Was a nice place to stay."
Lovely bright high ceilings condo
Beautiful home with white sand beach on stunning Crooked Lake
Sun-loungers, beach towels
Beautiful home with white sand beach on stunning Crooked Lake
10.0 out of 10, Exceptional, 49 reviews
"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
1 bedroom, in-room safe, desk, iron/ironing board
Nice Private Studio Room — 10 Minutes from the Legoland Park and Downtown
9.6 out of 10, Exceptional, 25 reviews
"I stayed few times here, Just what I need my own clean, quiet place. When in Winteheaven visiting friends abd family."
The price is €108
includes taxes & fees
6 Jun - 7 Jun
Nice Private Studio Room — 10 Minutes from the Legoland Park and Downtown
Lake Denton house with dock
View from property
Lake Denton house with dock
9.0 out of 10, Wonderful, 55 reviews
"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 €297
includes taxes & fees
7 Jun - 8 Jun
Lake Denton house with dock
Lakeview Cottage Escape. Close to BOK Tower Gardens, Legoland and Disney
Exterior
Lakeview Cottage Escape. Close to BOK Tower Gardens, Legoland and Disney
10.0 out of 10, Exceptional, 26 reviews
"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!
View from property
Cottage w/ Private Pool - Walk to Lake Wales!
10.0 out of 10, Exceptional, 48 reviews
"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
Fridge, microwave, oven, stovetop
Luxury Home w/ Lanai, Billiards, 6min to Legoland
10.0 out of 10, Exceptional, 5 reviews
"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
Terrace/patio
Cheerful New Construction Home
9.0 out of 10, Wonderful, 19 reviews
"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 €414
includes taxes & fees
5 Jun - 6 Jun
Cheerful New Construction Home
Charming Town House — 10 Minutes from the Legoland Park and Downtown
Property grounds
Charming Town House — 10 Minutes from the Legoland Park and Downtown
8.8 out of 10, Excellent, 14 reviews
"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
Property grounds
View Container 5*Centrally Located*Private Bed/Bath
8.8 out of 10, Excellent, 13 reviews
"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
Interior
Historic, private, updated, 5 Bedroom Plantation Home, lake, fishing, leasure
10.0 out of 10, Exceptional, 6 reviews
"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*
Fridge, microwave, oven, stovetop
*Modern Tiny Lake Cottage*AceLoc*4miles*LEGOLAND*
9.2 out of 10, Wonderful, 31 reviews
"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
Property grounds
Luxury Lakefront Oasis | Heated Pool, Dock & Kayaks | Home Theatre & EV Charger | Near Theme Parks
10.0 out of 10, Exceptional, 10 reviews
"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
Fridge, microwave, oven, stovetop
Fishing For a Peaceful Lakefront Getaway
9.0 out of 10, Wonderful, 9 reviews
"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)
Fridge, microwave, oven, stovetop
Luxury Getaway in Winter Haven (10 mins to LegoLand and Parks)
10.0 out of 10, Exceptional, 4 reviews
"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
Property grounds
The ultimate Florida vacation in a tranquil, natural setting
9.0 out of 10, Wonderful, 62 reviews
"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!
Pool
Cozy Lakeside Cottage near Legoland, Winter Haven! Florida vacation ready!
10.0 out of 10, Exceptional, 5 reviews
"G"
Cozy Lakeside Cottage near Legoland, Winter Haven! Florida vacation ready!
WINTER 24-25 NOW AVAILABLE ! Amazing Views, Great Fishing Lake and Pet Friendly!
Property grounds
WINTER 24-25 NOW AVAILABLE ! Amazing Views, Great Fishing Lake and Pet Friendly!
10.0 out of 10, Exceptional, 4 reviews
"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
Property grounds
Legoland on The Lake Gem!Close to Disney! All you need in one place! Cozy&Lovely
10.0 out of 10, Exceptional, 2 reviews
"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 €202
includes taxes & fees
13 Jun - 14 Jun
Legoland on The Lake Gem!Close to Disney! All you need in one place! Cozy&Lovely
Don't see what you're looking for?
See all available properties in Hillcrest Heights
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

Best Western Plus Winter Haven Inn & Suites 
Standard Room, 2 Queen Beds, Non Smoking, Bathtub (Larger Room)
Best Western Plus Winter Haven Inn & Suites 
2.5 star property
9.4 out of 10, Exceptional, 357 reviews
"Very nice clean property, in a great location , clean propery, rooms very spacious, "
The price is €130
includes taxes & fees
11 Jun - 12 Jun
Best Western Plus Winter Haven Inn & Suites 
Howard Johnson by Wyndham Winter Haven FL
Blackout curtains, iron/ironing board, free cots/infant beds
Howard Johnson by Wyndham Winter Haven FL
2.0 star property
7.0 out of 10, Good, 1,004 reviews
"I've stayed here a couple of times, and I love the retro feel of this cute little roadside inn. It's been well-maintained and has such adorable vibes I had my friends come to visit and stay here, as well. It's not fancy, but it's roomy, clean, and fun."
The price is €96
includes taxes & fees
6 Jun - 7 Jun
Howard Johnson by Wyndham Winter Haven FL
Holiday Inn Winter Haven, an IHG Hotel
Bar (on property)
Holiday Inn Winter Haven, an IHG Hotel
3.0 star property
9.0 out of 10, Wonderful, 961 reviews
"Very clean and comfortable. The staff was amicable, and the beds slept well—only 10 minutes from Lego Land. "
The price is €113
includes taxes & fees
9 Jun - 10 Jun
Holiday Inn Winter Haven, an IHG Hotel
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.

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, apart-hotels, 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 favorite 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 depends 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 €108 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 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?

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.

Recent reviews of Hillcrest Heights properties
Expedia verified reviews

Holiday Inn Winter Haven, an IHG Hotel

Holiday Inn Winter Haven, an IHG Hotel

5/5 Excellent
"Very clean and comfortable. The staff was amicable, and the beds slept well—only 10 minutes from Lego Land. "
A verified traveller stayed at Holiday Inn Winter Haven, an IHG Hotel
Posted 1 day ago
Holiday Inn Winter Haven, an IHG Hotel