Holiday rentals in Hillcrest Heights

4.97 out of 5 average rating, 137 reviews

Cottage in Lake Wales

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!

4.86 out of 5 average rating, 29 reviews

Home in Frostproof

Lake Reedy Resort

Welcome to our vacation home nestled on the shores of Lake Reedy! This spacious house offers 3 bedrooms and two full baths, perfect for accommodating families or groups. Enjoy breathtaking sunrises from the comfort of your large screened-in patio, ideal for relaxing mornings. The expansive kitchen comes fully equipped, ensuring cooking adventures are a breeze. With the comfort of the space and picturesque views, your getaway promises to be an unforgettable retreat. True southern comfort awaits!

Guest suite in Lake Wales

5 out of 5 average rating, 36 reviews

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.

4.98 out of 5 average rating, 82 reviews

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.

4.98 out of 5 average rating, 90 reviews

Lakefront Views! Private Dock! Great Bass Fishing!

Welcome to Florida Lakefront Paradise! ⭐️ Breathtaking Sunsets ⭐️ Bass Fishing ⭐️ Reserved Boat Slip ⭐️ Fish Cleaning Station ⭐️ Boat Wash Station ⭐️ Marina with Ice/Gas ⭐️ Large Fire Pit Area ⭐️ Located on Kissimmee Chain of Lakes ⭐️ Smart TV's ⭐️ Screened Lakefront Back Patio ⭐️ High Speed Internet ⭐️ Spacious ⭐️ Balcony Facing the Lake ⭐️ 30 minutes to Lego Land ⭐️ 20 minutes to Bok Tower Gardens ⭐️ 1 hour to Disney World ⭐️ 18 minutes to Spook Hill ⭐️ 18 minutes to Kissimmee State Park

4.94 out of 5 average rating, 128 reviews

*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.

4.98 out of 5 average rating, 64 reviews

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.

5 out of 5 average rating, 67 reviews

Crooked Lake Cove

Beautiful, large lake home on Crooked Lake with Dock. Bring your boat, family and friends and enjoy this lake home with all modern amenities, games and space needed for up to 12. Located minutes from trails and popular local restaurants. Come relax, ski, fish, hike or take a day to travel 30 min. to LegoLand or hour to the amusement parks of Orlando. Some of the amenities include high speed wifi, cable, X-Box, pool/ping pong table, board games, books, use of canoe, kayaks & bikes!

4.95 out of 5 average rating, 56 reviews

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)

4.95 out of 5 average rating, 237 reviews

Flat in Auburndale

Ariana Place - Tree House Like Lakefront Views

An Upstairs Sumptuous Tree house (like) Apt on Lake Ariana Waterfront. Upper Outside Deck with chairs & table. Quiet and tranquil with Hi-Speed Wifi for Business Travelers, Smart Antenna TV and Incredible Views for Romantic Get-Aways. Located near Disney, Legoland & Busch Gardens in Central Florida. Luxurious Bedding, Full Kitchen with Coffee & Wine Bar. One Complimentary Bottle of Cabernet per Stay. Sorry, No Pets. No Smoking inside Apt but allowed on property. Save 5% monthly

4.98 out of 5 average rating, 54 reviews

🐠 CROOKED LAKE RETREAT 🐠

Beautiful & spacious 3 Bedroom/2 Bath home on Crooked Lake in Babson Park (Lake Wales), Florida. Our home is clean & comfortable offering 1,800+ sq ft of living space, and sleeps 9 people. Huge covered lanai overlooks the lake with your own beach area. Crooked Lake is a 5,500 acre deep water lake offering some of the best fishing in Florida. You can swim, boat, ski, jet ski, or just lay back and enjoy the view. Minimum 3 night stay. Discount for weekly or monthly rental.

4.92 out of 5 average rating, 369 reviews

Tiny home in Babson Park

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.

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Other great holiday rentals in Hillcrest Heights

5 out of 5 average rating, 21 reviews

Flat in Lake Wales

Dog-friendly apt

BrittanyRating, 5 stars2 weeks ago

It really is a great Airbnb overall! It’s safe, clean, and had everything I needed. I brought my golden retriever and it was very accommodating for her. The side entrance felt very private and was exactly as the photos and instructions said. The small kitchenette had everything I needed for the space and the shower was superb! Everything is updated and remodeled. Oreste responded very quickly and when I needed to add a day, he accommodated right away.

5 out of 5 average rating, 5 reviews

Cabin in Babson Park

Lakeside Crooked Lake Cottage

JosieRating, 5 stars2 weeks ago

This is the lake my family lives on so I was so happy to find a place to stay that is so close to them! The cabin is clean and comfortable.

Farm stay in Lake Wales

4.7 out of 5 average rating, 164 reviews

Country Pool Home on 2 acres near Fl Attractions

JoshuaRating, 5 stars1 week ago

Lynda was great! She communicated efficiently and replied quickly. Enjoyed the home and the location it was in. It could use some updates and a better filtration system for the well water, but it was great for what we needed. Thanks, Lynda.

Home in Frostproof

4.91 out of 5 average rating, 23 reviews

Lakefront Home w/ Screened Porches in Frostproof!

HoneyRating, 5 stars3 weeks ago

This was a diamond in the rough. Wasn’t sure about it when we drove up. I drove into the wrong area at first, however when you walk in, you forget about your surroundings. Screened in porches were an amazing plus. However there were still lizards and bugs inside. The water did have an iron smell to it, but overall the beds and place was great! We don’t want to leave. lol

5 out of 5 average rating, 5 reviews

Midcentury Lakefront Home on Crooked Lake

TaylorRating, 5 stars3 weeks ago

We had a great time at James Lake house. We have came to this lake since I was eight years old and have always had an eye on this place. The mid-century vibe is amazing and the view is just immaculate. James has everything you need for a great day at the lake!!

4.76 out of 5 average rating, 84 reviews

Guest house in Bartow

Simple Apartment in quiet suburb

JoaoRating, 5 stars3 weeks ago

Nice place, all clean and easy to enter. Thanks Brian

Cabin in Babson Park

4.9 out of 5 average rating, 21 reviews

Sunrise on the Lake

DickRating, 5 stars9 months ago

I attended a 14-day training program nearby and stayed at The Hide-A-Way on the Lake. The accommodations were perfect for what I was looking for. It was quiet and peaceful, with star-studied early morning walks and watching beautiful sunrises over the lake from my bedroom window! Marian, the host, was wonderful - always responsive and helpful whenever I needed anything. I can enthusiastically recommend her and her Hide-A-Way on the Lake.