Waterfront holiday rentals in Winter Haven

Find and book unique waterfront rentals on Airbnb

Top-rated waterfront rentals in Winter Haven

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

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Guest favourite

Apartment

4.97 out of 5 average rating, 70 reviews

Modern Lake view Condo 1 mile from Disney

You will love our updated 1 bedroom, 2 bathrooms, spacious 798 sq ft condo so close to Disney at Blue Heron Beach Resort in wonderful Lake Buena Vista, home to lots of restaurants and shopping! Enjoy spectacular sunrise views from your private balcony overlooking the lake. Resort amenities include large swimming pool, kiddie pool, hot tub, tiki bar, fitness rooms & game room. Located on peaceful Lake Bryan, you have access to water sports like kayaking, boating, jet skis & fishing on the lake.

Superhost

Townhouse

4.83 out of 5 average rating, 172 reviews

NEW Vacation Home in Storey Lake Resort, Disney!!!

NEW & MODERN HOME with lake view. NEAR DISNEY! Located in the new Storey Lake condominium in Kissimmee, just minutes from the Walt Disney World and within walking distance to shopping, dining, and other local activities. Beautiful townhouse with 5 bedrooms and 4 bathrooms offers great comfort and modern decor with Smart 4k TVs in all bedrooms and living room, private pool, free Wi-Fi, dishwasher, washer and dryer, iron, ironing board, hair dryer and access to the fabulous Storey Lake Clubhouse

Superhost

Home

4.91 out of 5 average rating, 23 reviews

Water Front Haven

Beautiful home on a safe, quiet street with 12 fresh water lakes connected by meandering canals in your back yard. Simple & clean decor. Outdoor dining on porch & dock. Close to attractions & an hour to beaches. Mature, palm, oak & camphor trees. New dock to enjoy the moon or feeding fish. Rent a boat and enjoy exploring the lakes. The town’s lovely sandy streets are canopied by old oak trees. Enjoy walks to parks, ice cream shop, cafe bistro, city swimming areas, tennis courts & more.

Guest favourite

Cottage

4.82 out of 5 average rating, 137 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

4.91 out of 5 average rating, 304 reviews

💎3/2💎SpeciouS☀Modern🎢4Miles-LEGOLAND🎢

WELCOME to our Lake Mariam Vacation Home (2), duplex on 3 acres of Lakefront property. We are a family own business & genuinely hope to tailor our properties to meet our Guest needs. We adhere to a 3 Core Property Standards that we expect; so, you'll always arrive to a home that is Safe, Clean and Guest Ready! This property is centrally located, 2 mi to dtwn Winter Haven and the Hospital & 4 mi to LEGOLAND & Peppa Pig. Orlando attractions (SeaWorld, Disney/Universal) are all w/in an hr. drive!

Guest favourite

Villa

4.98 out of 5 average rating, 191 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 favourite

Apartment

4.86 out of 5 average rating, 146 reviews

Welcome to this Blue Heron Beach Beauty.

Great condo location close to Disney. Recently updated. Shuttles to theme parks. Departure times from Resort: Epcot: 8:20am, 10:50am $10 per person round trip. Sea World: 9:30am, 11:05am, 12:00pm $10 per person round trip. Universal: 9:30am, 11:05am, 12:00 pm $12/PP/USD charge for the shuttle to Universal. SHUTTLE SERVICE IS SUBJECT TO CHANGES. Return times: Epcot: 6:20pm, 8:30pm, 10:30pm Sea World: 5:30pm, 6:30pm Universal: 7:15pm $12/PP/USD charge for the shuttle to Universal.

Superhost

Flat

4.81 out of 5 average rating, 251 reviews

Charming Lakefront Apt. Near Disney

Unique 1,100 sq. ft apartment located in South Clermont, less than 25 minutes to Downtown Orlando, Walt Disney World, and all Central Florida attractions. Lake Sawgrass is available for fishing, kayaking, boating, and other watersports activities. Our location is quiet and peaceful located in the countryside. We are located on the newly paved Schofield Road, with less than 1-mile of dirt road now on Cook Road. The unit is on well water, with water softening and filtration installed.

Guest favourite

Home

4.88 out of 5 average rating, 105 reviews

Peaceful Waterfront Retreat, Close to Everything!

Beautiful 4br peaceful lakefront home in safe, quiet community. Close to major shopping and restaurants! Just a short drive to the Turnpike and 417 highway, close to Disney, Seaworld, Medical City, Lake Nona and the VA Hospital. Comfortable space with smart TVs and central AC. Fully equipped kitchen. Split floor plan perfect for families and friends. The master bedroom faces the rear of the home, large windows allowing natural light to enter the home all while enjoying your waterview!

Guest favourite

Flat

4.95 out of 5 average rating, 223 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

Superhost

Apartment

4.86 out of 5 average rating, 127 reviews

SALE! Pool, Lake Views, Disney Fireworks, SALE #5

A newly updated luxurious and spacious condo at Blue Heron Beach Resort for six overlooking beautiful 400+ acre lake Bryan! Guest will have access to first-class amenities available on property which is minutes away from all the Orlando fun and excitement. Gorgeous views from Disney fireworks to true nature along with water sports, several pools, nearby restaurants will complete your experience. Perfect stay for families and people traveling for vacation or work.

Guest favourite

Home

4.96 out of 5 average rating, 203 reviews

The Lake House - Next to Universal Studios - NEW ♥️

Luxurious, modern and completely remodeled single-family home with lake access in the prestigious Doctor Phillips neighborhood. Centrally located hops away from all Orlando has to offer, 1.1 miles (3 minutes) from Universal Studios Theme Parks, 9.5 miles to Disney World and 5 miles to Seaworld Orlando. No other Airbnb offers this upscale living space with stunning outdoor area to kick back and enjoy after a long day at the parks.