Vacation rentals in Crooked Lake

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Top-rated vacation rentals in Crooked Lake

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Top guest favorite
A sandy area beside the lake features two red lounge chairs positioned under a large blue umbrella. In the background, a spacious house is surrounded by lush greenery and palm trees, creating a serene outdoor space.
Home in Babson Park
5 out of 5 average rating, 75 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, youTube TV streaming, X-Box, pool/ping pong table, board games, books, use of canoe, kayaks & bikes!

Top guest favorite
Home in Winter Haven
4.98 out of 5 average rating, 125 reviews

Adult-Only Getaway w/ Mermaid Pool | 18+, Private

🔒⛓️🗝️ Adults only. Ready to turn your vacation into an experience? Explore your fantasies at our romantic getaway, featuring four themed bedroom options* designed to inspire you. Bring your fave toys, experiment with our spicy 🌶️ amenities, or peruse our shop to bring home a little extra to keep the fire going after you leave. You will love our mermaid pool 🧜🏿‍♀️, jetted spa, & stone meditation deck while you soak up the sun or stargaze. 🌟 Your next adventure awaits. (*1 per 2 guests)

Top guest favorite
The living area features a modern sectional sofa with colorful throw pillows in vibrant red and yellow. A matching ottoman sits in front, accompanied by stylish side tables with lamps. Bright blue walls create a lively backdrop, enhanced by a large abstract painting and adjacent dining space.
Villa in Lake Wales
4.98 out of 5 average rating, 207 reviews

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

Top guest favorite
A spacious living area features a light-colored sofa and a round coffee table at the center, surrounded by distinctive tile flooring. Large windows invite natural light, while plants and a ceiling fan add to the relaxed ambiance. The circular design enhances the open feel of the space.
Home in Lake Wales
4.93 out of 5 average rating, 99 reviews

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.

Top guest favorite
A serene lakeside view showcases a spacious home nestled among lush greenery. Relaxing lounge chairs are positioned on a sandy beach area, complemented by a wooden dock featuring seating options. The clear blue water reflects the calm sky, inviting guests to enjoy the natural surroundings.
Guest suite in Lake Wales
5 out of 5 average rating, 56 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.

Guest favorite
An aerial view captures the serene waterfront landscape, showcasing a canal bordered by lush trees. The expansive body of water reflects the sky, with residential homes dotting the shoreline. The image highlights the peacefulness of the surroundings, inviting outdoor activities and relaxation.
Home in Lake Wales
4.97 out of 5 average rating, 118 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.

Guest favorite
Home in Lake Wales
4.94 out of 5 average rating, 129 reviews

Sunshine on the Lake | Boat Slip+Lakefront 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

Guest favorite
Aerial view showcasing a serene water body surrounded by lush greenery. A boat leaves a gentle wake, while the expansive shorelines and distant trees create a peaceful ambiance. Two smaller images in the corners highlight nearby homes and waterways.
Home in Lake Wales
4.99 out of 5 average rating, 69 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.

Guest favorite
Home in Lake Wales
4.95 out of 5 average rating, 97 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)

Guest favorite
The open-concept living area features high vaulted ceilings and is flooded with natural light. A comfortable couch and loveseat are arranged around a coffee table, while a large TV sits on a stand. A dining table with seating for six is visible in the background.
Home in Babson Park
4.9 out of 5 average rating, 48 reviews

Private Getaway |Enclosed Deck, Fenced Yard, Games

This newly renovated home offers the perfect blend of comfort and convenience for your next getaway. Located just one block from Crooked Lake, one mile from Webber International University, and a short drive to Legoland, it is an ideal retreat for relaxation and adventure. Enjoy a fully equipped kitchen upstairs and a separate kitchenette downstairs. Unwind in the spacious living area, get a restful sleep on ultra-comfortable beds, or stargaze from the patio and upstairs deck.

Guest favorite
A newly constructed tiny home is nestled among lush greenery and palm trees. The entrance features a charming door, with a small deck leading up to it. Surrounding areas are maintained with natural landscaping, creating a serene environment.
Tiny home in Babson Park
4.92 out of 5 average rating, 412 reviews

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.

Top guest favorite
The house exterior displays a blend of white wooden siding and warm wooden accents. Two white, vintage-style chairs are positioned on the porch, leading to a central door with decorative glass. A small set of stairs provides access to the entrance.
Home in Lake Wales
4.97 out of 5 average rating, 191 reviews

Linda Casita de Lake Wales

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.

Popular amenities for Crooked Lake vacation rentals

  1. Airbnb
  2. United States
  3. Florida
  4. Polk County
  5. Hillcrest Heights
  6. Crooked Lake