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, (159)
"This was the first time I’ve ever did any type of camping in a sense. It was a wonderful experience."
The price is AU$198
includes taxes & fees
30 Sept - 1 Oct
Camp Mack, a Guy Harvey Lodge, Marina & RV Resort
Lovely bright high ceilings condo
9.4 out of 10, Exceptional, (51)
"Overall out stay was assume. Had a hiccup our first night, but Angela diligently worked the kinks out. And because of us not staying out first night gave us another night. And VRBO refunded out money for our hotel stay."
Lovely bright high ceilings condo
Historic, private, updated, 5 Bedroom Plantation Home, lake, fishing, leasure
10.0 out of 10, Exceptional, (8)
"Everything was great today n the inside of the house!"
Historic, private, updated, 5 Bedroom Plantation Home, lake, fishing, leasure
Spacious Winter Haven Home w/ Pool Near Legoland!
9.4 out of 10, Exceptional, (3)
"We were in town for a soccer tournament, property was as advertised and very comfortable for a family of 6. Conveniently located to several restaurants and grocery store."
Spacious Winter Haven Home w/ Pool Near Legoland!
Beautiful home with white sand beach on stunning Crooked Lake
10.0 out of 10, Exceptional, (57)
"We had an amazing time during our weekend getaway. The home is absolutely beautiful and spacious. Neighbors were welcoming and nice. Home owners were accommodating and responded to messages in a timely manner. Looking forward to renting this home again! "
Beautiful home with white sand beach on stunning Crooked Lake
Cheerful New Construction Home
8.8 out of 10, Excellent, (25)
"Very clean and great space for.our family."
The price is AU$646
includes taxes & fees
30 Sept - 1 Oct
Cheerful New Construction Home
Nice Private Studio Room — 10 Minutes from the Legoland Park and Downtown
9.8 out of 10, Exceptional, (29)
"Decorated very nicely. They provided everything you could need. Comfortable bed. Quiet stay. Check in and check out very easy. Great communication with Host. Would stay here again. "
The price is AU$183
includes taxes & fees
30 Sept - 1 Oct
Nice Private Studio Room — 10 Minutes from the Legoland Park and Downtown
LAKE HOUSE WITH PRIVATE Free HEATED POOL & GAME ROOM 4 min FROM LEGOLAND
10.0 out of 10, Exceptional, (49)
"This property checked all the boxes for my family and our trip. It couldn't have been closer to Legoland and made the commute to and from the park a breeze. Then we got home to plenty of space, a great pool for us all to hang out in, and the games were enjoyed by kids and adults alike. I would definitely come back again!"
LAKE HOUSE WITH PRIVATE Free HEATED POOL & GAME ROOM 4 min FROM LEGOLAND
Modern HouseBoat*AceLoca*4Miles*LegoLand*
9.0 out of 10, Wonderful, (23)
"This property is completely misrepresented! First off you have to go through someone's gate and yard to access the boat behind their house. The dock and boat is completely surrounded by marsh, you can't see the water. I'm not even sure the boat is in water. The boat had dirt on it and a slightly rusty door, so it is not freshly remodeled. There were dead flies all over a countertop, so no cleaning before we came. We paid to stay for two days but did not stay at all. I was so mad, disgusted and...
The price is AU$9,152
includes taxes & fees
30 Sept - 1 Oct
Modern HouseBoat*AceLoca*4Miles*LegoLand*
Charming Town House — 10 Minutes from the Legoland Park and Downtown
8.8 out of 10, Excellent, (16)
"The property served or needs for this trip. However railroad crossing will wake you up."
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
*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*
Fishing For a Peaceful Lakefront Getaway
9.2 out of 10, Wonderful, (11)
"This home was very clean and fully updated with many amenities and extra supplies of everything you could think of. The back yard opens up right on Lake Rosalie with about 75 feet of direct sandy lake front access along with a dock where you can park your boat. Lake does get shallow at times and we had to get out and walk our boat up since it is just a couple of feet deep for about 100 feet or so out into the lake. There is a great sitting area with fire pit right by the lake and we sat there...
Fishing For a Peaceful Lakefront Getaway
Beautiful holiday home with private swimming pool suitable for 6 people
9.6 out of 10, Exceptional, (72)
"House was great. pool was very nice and private "
Beautiful holiday home with private swimming pool suitable for 6 people
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!
Waterfront Winter Haven Home with Dock & Hot Tub!
10.0 out of 10, Exceptional, (56)
"Or family with young children stayed along with another family with young kids and we had an absolute blast! We loved the layout of the house, the pool, the video games and lots to do in the area. 5 stars!"
Waterfront Winter Haven Home with Dock & Hot Tub!
The ultimate Florida vacation in a tranquil, natural setting
9.0 out of 10, Wonderful, (63)
"This place was exactly what I desired for my family trip to Legoland. The place had a hot tub and multiple pools. The villa was nice, 3 bedrooms, kitchen, fridge, microwave dining room. Pretty much as described. It is in a gated community so the gate is a little of a hassle, but not terrible. It is a drive to either Disney or Legoland, but we did not mind the drive for the value we got. Would stay again. "
The ultimate Florida vacation in a tranquil, natural setting
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 AU$462
includes taxes & fees
2 Oct - 3 Oct
Lake Denton house with dock
Lakefront, Sunsets, Sandy Beach, Private One Acre, Swim, Fish, Relax!
9.8 out of 10, Exceptional, (73)
"Enjoyed our stay. Owner was extremely responsive and helpful."
Lakefront, Sunsets, Sandy Beach, Private One Acre, Swim, Fish, Relax!
Cozy and quiet villa in Lake Resort
9.4 out of 10, Exceptional, (27)
"This is a good size space for the rental price. Security gated. We didn’t use amenities as it was a little cool but they looked nice. Townhouse could use some updates but fine if you aren’t picky. Rental manager was very quick to respond."
Cozy and quiet villa in Lake Resort
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Other types of properties in Hillcrest Heights you may be interested in

Best Western Plus Winter Haven Inn & Suites 
3.5 star property
9.4 out of 10, Exceptional, (545)
"No"
The price is AU$181
includes taxes & fees
13 Oct - 14 Oct
Best Western Plus Winter Haven Inn & Suites 
Holiday Inn Winter Haven, an IHG Hotel
3.0 star property
9.0 out of 10, Wonderful, (1003)
"Enjoyed my stay"
The price is AU$169
includes taxes & fees
6 Oct - 7 Oct
Holiday Inn Winter Haven, an IHG Hotel
Holiday Inn Express Lake Wales N-Winter Haven, an IHG Hotel
2.5 star property
9.0 out of 10, Wonderful, (1002)
"Quiet "
The price is AU$192
includes taxes & fees
3 Oct - 4 Oct
Holiday Inn Express Lake Wales N-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.

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 selection of games 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.

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 Lake Leonore and Tiger Creek Preserve.

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.