Holiday rentals in Crooked Lake

Guest suite in Haines City

4.92 out of 5 average rating, 87 reviews

1 BR 1BA Lake Apt. Boat slip, Deck, Pets, Laundry

Come wake up to birds singing, looking out your windows to a nice deep water canal view. The canal leads to Lake Hatchineha (great fishing). TVs in every room. Fully loaded kitchen; private entrance. There is a porch, laundry and deck area shared with one other apt. Free laundry . We are 45 min from MCO(airport) 45 min from Disney and 15 minutes to Legoland. Bok Towers is a unique park that is 18 miles away. Star gazing and bicycling or fishing. Pets $35 per trip with a fenced in area for them.

4.97 out of 5 average rating, 136 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!

4.98 out of 5 average rating, 197 reviews

Villa in Lake Wales

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 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, 81 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

4.9 out of 5 average rating, 71 reviews

Relaxing & Massage Chair & Putt Putt & Fenced Yard

Indulge in relaxation with a Zero Gravity massage chair, challenge yourself to a game of ping pong or Ms. Pac-Man, and step onto the back deck to enjoy your private putt-putt green and firepit with hanging chairs. This home is designed for fun, comfort, and making lasting memories. Conveniently located near Crooked Lake (1 mile), Webber International University (1/2 mile), and Legoland, this is the perfect retreat for families, couples, or friends seeking a peaceful yet entertaining escape.

4.96 out of 5 average rating, 119 reviews

Home in Winter Haven

Glass House• Family Escape Near Legoland!

Come relax with your whole family in this peaceful home! Our 2 bedroom 2.5 bathroom home is very spacious and can accommodate up to 7 people. Enjoy your day only 7 minutes to LEGOLAND. You will have pool access as well as access to many board games and arcade games within the home. Fun for the whole family! Our home is wheelchair accessible with an elevator that goes between floors so your family can accommodate well if needed! We do not allow parties. The home is strictly no-smoking.

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)

4.98 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.

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Popular amenities for Crooked Lake holiday rentals

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Pool

Free parking on premises

Air conditioning

Other great holiday rentals in Crooked Lake

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 stars5 days 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.

5 out of 5 average rating, 18 reviews

Home in Winter Haven

Winter Haven Waterfront Retreat

ElbaRating, 5 stars2 weeks ago

The place is stunning, very well maintained, peaceful and yet fun. Love the view, overall loved it all. So much my husband and grandkids are already looking forward to a next trip. Wonderful hostess Andrew was very cordial and on top of anything we needed help with. Very welcoming , cozy and friendly experience. Hospitality beyond expectations. Thank you team Andrew for allowing us to stay at your lovely place!

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!!

Home in Frostproof

4.7 out of 5 average rating, 30 reviews

Fly-In Home at Ridge Landing Airpark

CindyRating, 5 stars2 weeks ago

The pictures of the house and pool doesn’t do justice to this amazing house. Very quiet, perfect place to relax. The kids had a wonderful time in the pool. Neighbor was very friendly. Would recommend and stay again should I need to be in the area.

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.

Guest house in Haines City

5 out of 5 average rating, 15 reviews

Guesthouse

SarahRating, 5 stars1 month ago

Beautiful home with perfect boat access! She had everything we could have needed and more! Plus she even left snacks! We will be back for sure!