Vacation rentals with lake access in Winter Haven

Find and book unique lake access rentals on Airbnb

Top-rated lake access rentals in Winter Haven

Guests agree: these lake access rentals are highly rated for location, cleanliness, and more.

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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!

Guest favorite

A screened patio is featured with a private hot tub, inviting seating options, and a small dining area. The view showcases a serene lakeside with lush greenery and soft evening lighting, creating a relaxed space for outdoor enjoyment.

Townhouse in Kissimmee

4.8 out of 5 average rating, 250 reviews

#5708 Lakefront Oasis,2 MBRs,Priv Spa,Pool,Disney

Stunning LAKEFRONT view with SOUTH exposure for all day SUNLIGHT. MODERN furniture & HARDWOOD floors! Private JACCUZI! 5 SMART TVs & FREE WIFI. 4 BDS (2 with ensuite, one on each floor) & 3.5 BATH. SS appliances, water filter and quartz counter tops. 10 mins to Disney, 15 mins to Sea World, 20 mins to Universal. Walk to Old Town, Fun Spot, restaurants and stores. Uber/Lyft/Lynx bus to Disney. Resort heated pool, water slides, fitness, tennis, restaurant/bar, mini store and 24/7 gate with guard.

Top guest favorite

A wooden deck offers a view of the lake at sunset, with soft sunlight reflecting on the water. A gas grill is positioned on the deck, accompanied by a propane tank. Lush greenery and flowers surround the area, enhancing the tranquil setting.

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

Home in Kissimmee

4.92 out of 5 average rating, 132 reviews

5 Bdrm (sleeps 13), free water park,closeto Disney

Stunning 5 bedroom/ 4 bath (sleeps 13) home available in a beautiful community -Storey Lake Resort with its private mini heated pool/ lake view. The resort has a water park /clubhouse and entry is free for the guests!! • Disney (5 miles) • SeaWorld (7 miles) • Convention Center (9 miles) • Universal (10 miles) • Location: Romeo circle, Kissimmee FL 34746 . Multiple restaurants walking distance . Plenty of free parking Search “Mohit Jagota Romeo Circle” on youtube to view the house video.

Top guest favorite

Condo in Orlando

4.92 out of 5 average rating, 130 reviews

LARGE Lake View Condo 2 KINGS 2 BATHS near DISNEY

Minutes to DISNEY, Universal, Sea World & Convention Center Updated 1347 sq ft condo with perfect 10th floor lake views of Lake Bryan Leather power recliners, Smart TVs & arcade game 2 bedrooms & extra bunk room KING bed in main bedroom KING bed in 2nd bedroom Two twin beds in bunk room Two full bathrooms (main contains Jacuzzi tub & dual sinks) Kitchen with all updated appliances Washer & dryer Large lake front balcony High Speed wi-fi, parking, full pool & resort amenities access included

Superhost

A spacious living area features large floor-to-ceiling windows with vertical blinds, providing a clear view of Lake Howard and the surrounding greenery. Soft seating is positioned for relaxation, and natural light fills the room, inviting a sense of comfort.

Home in Winter Haven

4.95 out of 5 average rating, 97 reviews

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!

Superhost

Two kayaks are neatly placed on the ground beside a grassy area, surrounded by lush green foliage. The colors of the kayaks are green and orange, adding a vibrant contrast against the natural setting. The serene lake can be seen in the background.

Guesthouse in Lake Wales

4.83 out of 5 average rating, 24 reviews

Cozy Cottage on Peaceful Lake

Property is on a beautiful pristine lake, with lake access and free amenities, to provide a wonderful experience on the lake. However, you can not view lake from the cottage window. It is a 1 minute walk from cottage to the lake edge. Chairs, fire pit and grill may be provided at lake edge or at unit. If you prefer a unit with a lake view from window, we do have another unit to rent that does have a lake view from window. Please message me if you need help locating this listing.

Top guest favorite

A wooden deck overlooks the calm waters of Lake Ariana, framed by greenery. A small table with two chairs is positioned to enjoy the view, while a potted plant adds a touch of nature to the space. Spanish moss drapes gracefully from nearby branches.

Apartment in Auburndale

4.95 out of 5 average rating, 232 reviews

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

Guest favorite

A wooden deck is shown with a grill in the foreground, surrounded by lush greenery and palm trees. In the background, a glimpse of a serene lake is visible through the trees. Solar garden lights and potted plants add to the inviting outdoor space.

Tiny home in Babson Park

4.92 out of 5 average rating, 365 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.

Guest favorite

A private pool area is highlighted by a circular pool, surrounded by a stone patio and lush foliage. Lounge chairs are positioned near the edge, offering views of the lake. Palm trees tower in the background against a backdrop of blue skies and scattered clouds.

Guesthouse in Winter Haven

4.87 out of 5 average rating, 268 reviews

The Russell Lake House

This is a Cabana. It has 2 sets of bunk beds (4 total beds). Approx 400 sq. Ft. . Includes a bathroom with sink, toilet, and walk-in shower. AC and heat are available. The property has a pool that can be used while onsite. The entire property's back yard is on a lake (lakefront) with a dock. Ample off street parking, quiet neighborhood with a private entrance for guests. **** we are in the process of rebuilding the dock so it will be unavailable until further notice ****

Guest favorite

A spacious dining area features a wooden table surrounded by six chairs, illuminated by natural light from large windows. A decorative chandelier hangs overhead. French doors open to a scenic view of the outdoors, enhancing the connection between indoor dining and the landscape.

Home in Winter Haven

4.91 out of 5 average rating, 169 reviews

Hidden Haven Lakehouse Pool by Legoland

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.

Top guest favorite

Two kayaks, one light blue and one green, are positioned on a sandy area by the water's edge. Lush greenery surrounds the scene, and the calm lake reflects the gentle foliage, creating a serene outdoor environment for water activities.

Guesthouse in Lakeland

4.98 out of 5 average rating, 242 reviews

Modern lakeside retreat by SEU and FSC

This 1/1 lakefront historic cottage, built in 1920, is separate from the main house with its own entrance, parking, front porch & beach. The queen bed and large couch sleeps 3 adults. Only 1 mile from Southeastern University and 3 miles to Florida Southern College. Kayaks and fishing poles are provided for your enjoyment during your stay. Come unwind and enjoy the lake views from the hammock and private beach!