
Holiday houses in Hillcrest Heights
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Top-rated holiday rentals in Hillcrest Heights
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Charming, renovated 1917 Cottage
Charming, renovated 1917 cottage in beautiful neighborhood. One block from large lake with walking/running trail, 3.5 miles to Bok Tower, 12 miles to Legoland, 38 miles to Disney World, 47 miles to Universal Studios, and 63 miles to Busch Gardens. Pet friendly! King size bed in bedroom, double sofa bed in living area. Newly renovated kitchen has full size refrigerator, sink, microwave, stove top and large toaster oven. Big backyard with beautiful landscaping. Separate driveway. Lots of privacy!

Lakefront, Dock, 2 Kayaks, near Bok & Legoland
** New Construction ** Breathtaking view of lake, private dock (2 kayaks for guests included), beach/swim area, outdoor shower, large private balcony w/gas grill and gorgeous sunsets! 2 Bedrooms each w/walk in closet, two full baths, full kitchen w/all amenities. All new furnishings, (3) 4K Smart TV's, FAST free wifi. Gorgeous location, quiet street, private free parking, 2 private entrances. Villa is detached from main house. Near Disney, LegoLand, Bok Tower. WEEKLY & MONTLY DISCOUNTS

La Casita Redonda (The little round house)
Enjoy a memorable visit when you stay in this unique and historical place in Lake Wales, FL. Constructed in 1936 this home is nestled within a quiet and friendly neighborhood just minutes from the downtown area and just a short walk to Lake Wailes itself. Although the current owner updated the home with practical renovations, the peculiar house still has the character and features from the time it was built, features that once granted it a place among the pages of Ripley’s Believe it or Not.

Lakefront Master Suite with Private Entrance
This peaceful master suite with deck overlooks Little Blue Lake and has relaxing outdoor spaces. The master bedroom has king-sized bed. The attached bathroom has a roomy shower with two shower heads and a soaking tub. The kitchenette area has a Keurig with coffee and tea. Also, a refrigerator/freezer, microwave, toaster oven, air-fryer, cups, dishes and utensils. 7 miles to Bok Tower Gardens. 5 miles to Webber and 3 miles to Warner. 6 miles to Lake Wales Skydiving and Paramotor training.

Crooked Lake House With Dock
Waterfront home! HOST PAYS SERVICE FEES Thoughtfully designed so that all spaces are used to their full potential. Traditional, cozy independent living & kitchen spaces which have more than enough room & seating. Luxurious touches & an at home vibe bring this wonderful stay to life. Fenced backyard & huge Deck. Public Boat ramp ,dock. This beautiful home has it all, firepit available after a day on the lake! Kayaks available at your own risk, missing or damaged parts will be billed to guest.

*This must be THE PLACE FL*
Your place away from home! Have fun with the whole family at this unique and stylish place. You'll have everything you need to relax and recharge. It is located less than 10 mins away from Legoland, restaurants and convenience stores. This house offer 3 BR and 2 full BA as well as a fully-equipped kitchen. All bedrooms include TV, dresser, closet and memory foam mattress. The Master bedroom has a queen bed, and the other two bedrooms have full size beds. There is wifi and parking available.

Crooked Lake Gem, Lake Access, on a Wide Canal
Charming home on a canal leading to beautiful Crooked Lake, near Lake Wales, Florida. This home is located on a quiet neighborhood street. The back yard faces a canal that leads to one of the cleanest and most beautiful lakes in Central Florida, Crooked Lake. Great view! Crooked Lake is listed as one of Florida’s Outstanding waters and is a large lake, over 4,000+ acres and is a great lake for swimming, water skiing, kayaking, paddle boarding....just about anything to do with water.

Cozy House near to Legoland FL
Comfortable and clean house. The house has kitchen essentials, dishwasher, washer and dryer. 2 smart TVs. Ceiling Fans. Air conditioning. Plenty parking space. Our property is located in a quiet neighborhood in the City of Lake Wales. Supermarkets can be found 5-7 minutes away from the house. Legoland Waterpark is 14 miles. Orlando Disney World Parks, SeaWorld Orlando, Universal Studios Florida 49 miles away. Note: The house shares the entry with another house. (Check pictures)

Lil cedar tiny home, on crooked lake
Newly constructed tiny home.locatedon one of Florida's most prestigious lakes.crooked lake in s central floridais noted for its spring fed,clear water and white sand beaches,as well as it's amazing fishing and boating opportunities.the tiny house sits on 3/4 acre property overlooking crooked lake.the "million dollar view" as it's been called is spectacular at sunrise.the tiny house has an open ,airy, feel,with its comfortable roomy bedroom loft,and all the amenities of home.

Freshly Renovated Home
Cute older house with modern amenities. Located right downtown within a block from the playpark, Lake Wailes lake, walking path, and the historic downtown shopping area. All of the appliances in the home are brand new, as well as the washer and dryer. There is a large TV in the living room, as well as one in each bedroom - each with Roku and Netflix. Each bedroom also has a mini split A/C unit to sleep as cold, or hot, as you like. Parking is in the rear covered carport.

Lakeside Crooked Lake Cottage
Wake up to beautiful sunrises on the lake in this beautiful 2 bd 1 & 1/2 bath cottage.Bring your boat, poles, food and clothes. Relax on your porch facing the water or even on the small beach located just feet from your door. Crooked Lake is a State registered Outstanding waterway and is one of the largest lakes in Polk county with avg. depths of 20 ft- 50 ft. You can find a large variety of fish here that include catfish, bluegill, speck

4 a Tiny House w/ Bunk Bed in Quiet Marina Unit 14
Our cozy tiny house is perfect for when less is more :-). An intimate space for a long reflective weekend or a more affordable option for a few days with the kids at nearby Legoland. Offering a queen-size Murphy bed and two additional single-size bunk beds, the Cypress Inlet Tiny House can comfortably accommodate up to four people. Equipped with a mini-fridge, a microwave, and a Keurig duo (drip & pod) coffee maker.
Popular amenities for Hillcrest Heights holiday rentals
Other great holiday rentals in Hillcrest Heights

Quiet Private Unit Clean nr Bok Towers & Lake

The Happy Hideaway

Lakefront Cabin in Private Woods - Central Florida

Home in Lake Wales

Fly-In Home at Ridge Landing Airpark

The Bradley

Stilt House on the Shore at Lake Reedy

Sunrise on the Lake: Make Offer Winter '26
Destinations to explore
- Seminole Holiday rentals
- Central Florida Holiday rentals
- Miami Holiday rentals
- St Johns River Holiday rentals
- Orlando Holiday rentals
- Gold Coast Holiday rentals
- Miami Beach Holiday rentals
- Fort Lauderdale Holiday rentals
- Four Corners Holiday rentals
- Tampa Holiday rentals
- Kissimmee Holiday rentals
- Key West Holiday rentals
- Universal Studios Florida
- Orange County Convention Center
- Universal Orlando Resort
- Give Kids the World Village
- Disney Springs
- Walt Disney World Resort Golf
- SeaWorld Orlando
- Orlando / Kissimmee KOA
- Magic Kingdom Park
- ESPN Wide World of Sports
- Disney's Animal Kingdom Theme Park
- Epcot
- Old Town
- Reunion Resort Golf Courses - Palmer & Watson
- Universal's Volcano Bay
- Discovery Cove
- Aquatica
- Bluegreen Vacations Fountains, Ascend Resort Collection
- Disney's Hollywood Studios
- Island H2O Live!
- ICON Park
- Southern Dunes Golf and Country Club
- ChampionsGate Golf Club
- Congo River Golf




