Holiday rentals with lake access in Haines City

2 BR 1 BA Lake House , Boat Slip, Pets, (king bed)

Escape to the perfect, peaceful pet friendly retreat with king bed. We are located on one of the 5 canals on Lake Hatchineha, the first of The Kissimmee Chain of Lakes. Connecting us to The Kissimmee River where you can rent a boat at Camp Mac and drive it home or bring your own boat and park it under cover in one of the boat slips.We are 45 minutes from Orlando airport or an hour from Tampa. 45 min to Disney's Magic kingdom/Universal Studios. 30 min to Legoland. Bok Towers free pass for 4.

Nearby · Outdoor spaces · Access

Happy Days villa with pool -spa

Relax with the whole family at this peaceful place to stay. Four bedroom home with three full bathrooms. Sleeps 8 guests. Two rooms with king beds. Two rooms with double twins. Full kitchen , stocked with dishes and cookware. Linens and towels provided. The pool and spa can be heated for $30 per day. Gated community on a large fishing lake. Boat ramp available or dock to fish off of. Many restaurants and stores near by. Can be to Disney in about 30 minutes. Lego land in about 20 minutes .

Nearby · Pool · Cleanliness

Lakefront Victorian Hse for Time Travelers & Event

Are you looking for a unique house? Discover our Victorian mansion nestled in nature with lake views, 9 beds, 5 bedrooms, 5.5 baths, and a game room. Each room is themed with antique furnishings, and the grand entry features a twin staircase, chandeliers, and stained‑glass windows. Perfect for family events, photo shoots, and small weddings (up to 35 guests; event fee applies only when visitors attend). The immersive interior evokes a sense of time travel for a memorable and inspiring stay.

Nearby · Outdoor spaces · Check-in

Extra large home! Bring Your Boat & all the Toys!

Bring your boat, skis, fishin’ pole, or any other water toys! We supply ping pong, corn hole, bicycles and other toys! Directly across from Lake Howard boat ramp and 10 minutes from LegoLand! Enjoy this spacious, well-equipped 2300 sf home that has everything you need to enjoy your stay in Winter Haven, aka Chain of Lakes City, a quaint downtown with free parking-- and just a skip away from Disney and Universal. This getaway is an above-average accommodation both in style and comfort!

View · Nearby · Air conditioning

Serenity - 5 Beds - 20 min Disney Heated Pool Home

Renovated 4BR/3BA family villa in Calabay Parc - private screened pool, fast Wi-Fi, Smart TVs in every room, fully equipped kitchen and free parking. Sleeps 8 comfortably with a kid-friendly room. Peaceful neighborhood just 15 min from Legoland, 20 min to Disney World Orlando and close to dining, shopping, and golf. Perfect for families. Free Washer and Dryer. Pool heater available as optional service ($). Friendly place managed with care and love to build your unforgettable experience.

Checkout · Location · Bathroom

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, arcade and gym (extra fee), soccer & football field, & event center for parties & weddings. (Pet free home) 12 mi Legoland/19 mi Disney/26 mi SeaWorld & International Drive/29 mi Universal Studios.

Nearby · Outdoor spaces · Comfort

4/2 House near Legoland w Optional Heated Pool

Relax with the whole family at this peaceful home in Winter Haven 5mins to Legoland and the new Peppa Pig theme park, perfect for your next family vacation! Right across the street from lake Ned park with lake View from the front porch and office, bring your small water toys as there is a public boat ramp across the street. There are many restaurants as well as a Publix grocery store all within 2 miles from the home! Downtown winter haven is a short 10 minute commute.

Outdoor spaces · View · Getting around

Legoland Lakehouse Canoe & Kayak Retreat

Relax in style in this 100 year old custom built home.Tall ceilings,large rooms and wood floors throughout.With an extra large swimming pool overlooking Little Lake Otis this outdoor area is second to none.Less than 2 miles from Legoland,Chain of Lakes Fieldhouse,and Downtown Winter Haven. It is possible that days may be available and not listed on the calendar. This is to give ample time for cleaning. Feel free to ask for additional availability and shorter stays.

Outdoor spaces · Nearby · Long stay

Charming Lakeside Cottage

Escape to our cozy lakeside cottage, featuring a dock that’s perfect for watching sunrises, fishing, and launching your kayak. The property is on Lake Howard, which is part of the Winter Haven Chain of Lakes. Inside, you’ll find a fully equipped kitchen and comfortable living space for unwinding. Located just a short drive from the excitement of Legoland and Disney World, you can easily explore the area’s attractions while having a peaceful haven to return to.

Outdoor spaces · View · Check-in

Lake View, Game Room, 10 min Legoland

Welcome to The Elby, a fully renovated 1940's lake home with spacious rooms, modern amenities, and indoor and outdoor games designed w/ family fun in mind! Only 3 min to charming downtown Winter Haven shopping & restaurants, 10 min to Legoland, 30 min to historic downtown Lakeland, & conveniently located between Tampa & Orlando (45 min to Disney & just 60 min to Tampa). We can't wait for you to enjoy the beautiful lakes of Winter Haven at The Elby!

Nearby · View · Accuracy

Cozy 2-bedroom guesthouse on the lake

Enjoy a relaxing getaway on the beautiful Lake Ariana. Two bedrooms with queen beds comfortably accommodating four adults. Fully equipped kitchen and full bathroom with tub. Laundry room with washer and dryer. Private parking with plenty of room for boat or jet skis. Private entry with hosts on premises. Camera at exterior door for security. The guesthouse is behind the main home. There is not a view of the lake from inside the guesthouse.

Outdoor spaces · Nearby · Bathroom

Southern Dunes, TAG Tranquility Home

Golf Course View | 24 Hrs Pool Access | Pet Allowed | 3 Mi to Dtwn Are you planning a family relaxing vacation, finding time on the Golf Course or family bicycle riding down the road? Well this charming 4 bedrooms, 3 bathroom rental home is just for you. Between the private pool, hot tub, and game room, there’s no shortage of ways to spend time together. After all this, what better way to just relax by one of the close by food space.

Nearby · Outdoor spaces · Indoor spaces