Vacation rentals in Crooked Lake Park

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Crooked Lake Park

Guests agree: these stays are highly rated for location, cleanliness, and more.

4 of 12 items showing

1 of 3 pages

Guest favorite

Home in Winter Haven

4.94 out of 5 average rating, 32 reviews

Bed and Breakfast Family Vacay Getaway

(See OTHER NOTES for menu 😎)This lockout style duplex was designed for vacation! Centrally located to everything great about Florida & less than 10 minutes from great restaurants / entertainment. Only 20 mins to Lego & Peppa Pig land. Big screen TVs in every bedroom, Xbox in the Bunk Bed room & a monster 80 inch TV in the private living room for the family to enjoy. Xbox & Unlimited Game Pass. Complimentary unlimited bottled water, Kcups (variety) hot teas, hot cocoa, cereals, bagels & muffins!

Top guest favorite

An open and airy living area features plush seating and a ceiling fan above. A staircase leads to the upper level, while large windows allow natural light to fill the space. Decorative plants and fresh flowers add a touch of elegance to the neutral decor.

Home in Davenport

4.99 out of 5 average rating, 85 reviews

Sweet Sunshine. 4 king beds. Heated pool.

Newly remodeled and furnished home in Davenport with no rear neighbors has everything for a perfect vacation. Heated pool and spa. Four bedrooms on the ground floor Two masters en-suite one of which is ADA approved. Upstairs are two more bedrooms and a large loft area. Impressive two-story house with dining room, family room, and spacious kitchen with separate laundry room. Upgrades include granite counters, stainless steel appliances, and porcelain tile flooring. Simply a marvelous location.

Superhost

A serene view of the calm waters reflects the blue sky and scattered clouds. Wooden docks extend over the water, surrounded by lush greenery, creating a peaceful outdoor setting ideal for relaxation.

Cottage in Winter Haven

4.82 out of 5 average rating, 148 reviews

6 - Just Beachin' Cabin 2bed/2bath - Unit 10

Experience the tranquility of the Sunshine State from this quaint-yet-modern vacation rental home, complete with 2 bedrooms, 2 bathrooms, a private deck, and modern interior finishes. You’ll enjoy direct access to a boat launch and the Chain of Lakes, a fishing and boating paradise complete with 24 canal-connected lakes! Spend your days out on the water, make incredible memories with your family at LEGOLAND Florida, or opt to visit the theme parks in Orlando - from this home, you can do it all!

Superhost

Home in Frostproof

5 out of 5 average rating, 3 reviews

Poshpadz at The Lakehouse Sebring Legoland Rodeo

Direct lakefront 5 bed home with hot tub, 2 kayaks, dock, foosball table, sleeps 10! Experience luxury like no other lakeside home in the area! This special 5-bedroom, 3.5-bathroom vacation rental has it all. Private hot tub - Private dock - Luxury and Kayaks with views to die for from every room! Whether it is relaxing on one of the covered decks or cruising around the freshwater lake, this lakeside sanctuary has something for everyone. National Bass fishing tournaments are held on Reedy Lake.

Superhost

A bright and modern kitchen is displayed, featuring sleek white cabinets and a large countertop. Stainless steel appliances, including a microwave and coffee maker, are visible. Natural light filters through the blinds, illuminating the workspace. A scenic view of the outside is framed by the window.

Home in Kissimmee

4.82 out of 5 average rating, 34 reviews

Dream staying in Orlando, FL

This exceptional short-term property in Orlando, Florida boasts 2 bedrooms, 2 bathrooms, and is just a 40-minute drive from thematic parks and atractions. The condo is beautifully designed with high-end furnishings, fully equipped kitchen, luxurious bedding, and modern fixtures. Guests can enjoy the private patio and access to community pool and fitness center. With amenities like high-speed Wi-Fi and cable TV, this property offers a luxurious home away from home for guests exploring the area.

Top guest favorite

A private dock extends into the serene lake, accompanied by two red kayaks on the shore. A swing set and two chairs are positioned nearby, showcasing a tranquil outdoor area framed by lush grasses and calm water.

Villa in Lake Wales

4.98 out of 5 average rating, 196 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

Guest favorite

A well-maintained villa exterior is surrounded by lush greenery and palm trees. The residence features a landscaped front yard with a walkway leading to the entrance. A spacious driveway is visible, accommodating vehicles, and garages are situated to the right of the facade.

Home in Haines City

4.82 out of 5 average rating, 119 reviews

Southern Dunes Golf Vacation Villa

This picture perfect executive villa has been awarded Trip Advisor’s Certificate of Excellence is located within the Southern Dunes Golf and Country Club. This open concept villa includes 3 bedrooms that can comfortably accommodate up to 6 guests. This villa is located on the prestigious 4.5 Star Southern Dunes Golf Course and offers guests a beautiful private swimming pool, outdoor dining area with a TV and BBQ within a fully gated community accompanied by 24 hr security at the front gate.

Guest favorite

Home in Haines City

4.89 out of 5 average rating, 106 reviews

Breathtaking Home

New two story home with private pool, patio, barbecue area & game room. Surrounded by parks, gardens, tranquil lakes & walkways with breathtaking views. Resort amenities located right across the street with an amazing clubhouse (private owned), Bar & Grill restaurant, water park (extra fee), arcade, gym, volleyball court, soccer & football fields, & event center for parties & weddings. (Pet free home) 12 mi Legoland/19 mi Disney/26 mi SeaWorld & International Drive/29 mi Universal Studios.

Guest favorite

A serene pool area is depicted at dusk, with lounge chairs positioned beside the water. Soft lighting along the fencing illuminates the space, while clouds gather in the sky above, hinting at a tranquil evening by the pool.

Home in Eagle Lake

4.88 out of 5 average rating, 16 reviews

LakeViews PrivatePool Retreat Small Boutique House

Escape to this charming boutique-style retreat nestled by the lake, perfect for couples, small families looking for peace and privacy. Enjoy the luxury of your own private pool, breathtaking lake views, and thoughtfully designed interiors that blend comfort with style. Whether you're sipping coffee on the deck at sunrise, taking a dip in the pool under the stars, or exploring nearby nature trails and local gems, this tranquil hideaway offers the perfect balance of relaxation and adventure.

Top guest favorite

An outdoor seating area is visible under a screened enclosure, featuring a circular table with two chairs and a comfortable lounge area with cushions. Soft lighting from overhead creates a relaxing ambiance. A swimming pool can be seen in the background, surrounded by lush greenery.

Home in Davenport

4.96 out of 5 average rating, 25 reviews

By Disney w/private pool, Lake, golf, pickleball

Orlando/Davenport 4 Bedroom lakeview, golf course view and pool villa at Ridgewood Lakes Paradise Welcome to our exquisite vacation rental property nestled within the prestigious Ridgewood Lakes gated community, with golf course, tennis and pickle ball courts just a stone's throw away from the vibrant city of Orlando, Florida. This idyllic retreat offers the perfect blend of tranquility and convenience, allowing you to immerse yourself in the magic of the surrounding area.

Superhost

A private pool, enclosed with a screened lanai, reflects clear blue water under natural light. Lounge chairs are positioned along the edge, and a scenic view of lush greenery and water is visible beyond the enclosure, offering a peaceful outdoor retreat.

Home in Winter Haven

5 out of 5 average rating, 7 reviews

Executive home on private lake.

3800 sf vacation home with 3 bedrooms (2 with kingsize beds), 4.5 bathrooms, a TV room, Family Room, Games Room, Living Room, Dining Room, plus Outdoor Dining in a covered patio and BBQ. Private pool with hot tub. Fully functional kitchen with multiple small appliances and a coffee corner in the dining room. Accommodates children preferably 5 years old or older. 5 minutes from Peppa Pig and Legoland. 40 minutes to Disney.

Guest favorite

A private hot tub is situated within a wooden gazebo, equipped with large windows offering views of the nearby lake. The bubbling water reflects natural light, enhancing the serene atmosphere.

Home in Winter Haven

4.89 out of 5 average rating, 55 reviews

Carefree Cove on Lake Connie - with Hot Tub!

Nestled on the shores of Winter Haven's Lake Connie, this charming 3-bedroom promises a tranquil escape. This cozy lake house has excellent views. Outside, a private hot tub awaits on the deck. A fire pit as well as a screened in patio perfect for lots of outdoor relaxation. A fully equipped kitchen complete with coffee bar. With comfortable bedrooms, and modern amenities, this lakeside retreat ensures a delightful stay.