Waterfront holiday rentals in Lakeland

Home in Lake Hollingsworth

A serene lakeside view showcases the tranquil waters of Lake Hollingsworth, surrounded by lush greenery and walking paths. Patterns of vegetation are visible along the shoreline, while distant trees line the horizon, creating a peaceful natural landscape.

4.99 out of 5 average rating, 103 reviews

Lakeland LakeFront 4BD | 3BA FSC SEU Sun & Fun Tigers

Welcome to Laketitude—your spacious lakefront escape on Lake Hollingsworth! Just steps from Florida Southern College and Frank Lloyd Wright gems, minutes to downtown Lakeland, Sun ’n Fun, and Tiger Town, with Tampa and Orlando only 40 mins away. This 4BR/3BA retreat sleeps 10 and features a large backyard, 65” Smart TV, Xbox, coffee bar, and full kitchen—perfect for families, college visits, and getaways. Don’t miss out on our deep connection with FSC’s rich history- message us to learn more!

Superhost

A dining area features a wooden table surrounded by beige chairs and a bench. Two decorative blue vases are placed at the center. A stone fireplace serves as a backdrop, with a modern light fixture above. A mirror reflects the room's light blue walls.

4.79 out of 5 average rating, 130 reviews

Spacious 3BR Home | Peaceful Stay Near I-4

Located in a safe and quiet neighborhood, this stylish home offers the perfect mix of comfort, convenience, and privacy, ideal for families, work trips, or weekend getaways. 🌿 Enjoy peaceful mornings or golden sunsets from the backyard with relaxing views of the pond. You might spot birds like cranes, ducks, or even herons. 📍Whether you're in town for work, visiting family, or just passing through, this home is your cozy home base in Central Florida. ✨ Weekly & Monthly Discounts Available

4.98 out of 5 average rating, 214 reviews

An outdoor porch features a two-person Jacuzzi, inviting relaxation while overlooking a lake. Warm lighting is provided by lanterns, creating an ambient atmosphere against the backdrop of a colorful sunset and silhouettes of trees.

Tiny home in Dade City

Eco-Luxurious Lakefront haven (Fire pit & Hot Tub)

Experience the perfect blend of an eco-friendly retreat and modern luxury of our lakefront container home. Nestled in the heart of nature, this stylish oasis promises an unforgettable experience where you can immerse yourself amidst the beauty of the countryside without sacrificing comfort. Plus, enjoy the opportunity to interact with our farm animals, adding a touch of rural charm to your agritourism escape. Also, feel free to check out my other listing, Casa de Elvira on my host profile.

4.98 out of 5 average rating, 131 reviews

The exterior of a spacious home is presented, featuring a blue façade and a welcoming entrance. Lush tropical foliage surrounds the property, which is highlighted by palm trees and manicured lawns. A vibrant sunset casts colorful hues in the sky, enhancing the serene atmosphere.

Home in Winter Haven

Spectacular Waterfront Home in Winter Haven

Enjoy a wonderful family get away at this premier waterfront home on the famous Chain of (19) Lakes! Separate yourself from the crowd at this beautiful Cypress Gardens home set on an acre with lush tropical foliage and surrounded by 3 sides of water. Featuring a chef's kitchen, 2 private docks, the "New Florida Pool," 2 hot tubs, fire pit and many more amenities. Enjoy relaxed luxury at its finest. We are just a few minutes to Legoland, restaurants and shopping, but miles from ordinary!

Apartment in South Lake Morton Historic District

A bright workspace is showcased with large windows offering views of the lake. Two yellow armchairs sit beside a glass-top table. A desk with a lamp is positioned against the wall, with a potted plant adding a touch of greenery.

5 out of 5 average rating, 130 reviews

Romantic Lakefront – Feed Swans – Walkable Dining

Discover SWAN LAKE VACATIONS. Swan elegance meets city charm steps away. Highlights: • Lake Views • Downtown Stroll • King-sized bed • Modern Comfort • Full Kitchen • Semiprivate Patio • Between Tampa & Orlando Why Swan Lake Vacations? • Central Hub • Safety Assurance • Easy drive to beaches and Walt Disney World • Experienced Hosts Escape to Swan Lake Vacations—a place where swans grace the surroundings next to quaint downtown life. Book for a perfect blend of nature and urban comfort!

A modern living area features a light gray sectional sofa and a round coffee table set atop a soft area rug. The open design allows visibility into a fully equipped kitchen with white cabinetry and stainless steel appliances. Natural light brightens the space from nearby windows.

4.77 out of 5 average rating, 167 reviews

Gorgeous Private Lakeland Home

Guests love our spacious and charming fully updated and renovated home, just a short drive from Disney and Universal Orlando, Busch Gardens, and the beaches of Tampa Bay! Take an evening stroll to one of the serene surrounding lakes. Adjacent to famous Lake Hollingsworth and within close proximity of downtown Lakeland and the RP Funding Center. Perfect for your next getaway including High speed Wifi, Two 4K 55” and One 4K 65" TV with Netflix and everything you need for your vacation!

4.96 out of 5 average rating, 257 reviews

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

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

4.99 out of 5 average rating, 147 reviews

A spacious living area features a striking mural of a serene lake scene, complemented by a cozy seating arrangement. Tropical-themed decor and unique ceiling fixtures add to the ambiance. Natural light filters in, highlighting the stone floor and creating a welcoming environment.

Home in Winter Haven

Beautiful Lake House Boating Fishing near Legoland

Welcome to The Executive Lake House ten minutes from Lego Land in beautiful Winterhaven, Florida. The brand new rental home sits on a lake and offers a dock, with boats, fishing gear and beautiful views of the lake. The home offers one bedroom a full kitchen and laundry and one full bathroom The backyard has a playground and pool area that is ( not) included at this price point. If wanting an additional charge of 20 dollars per night Will be charged. Let me know at booking.

4.99 out of 5 average rating, 298 reviews

A view of the blue lake house is presented with a well-manicured lawn leading up to it. The house is framed by mature trees, providing shade. A wooden walkway extends toward the entrance, while the serene lake is visible in the background.

Cottage in Eagle Lake

Roe Family Lake House (Lake Mcleod)

We can't wait for you to enjoy our fully renovated, family friendly lake house. It's a happy home that provides a wonderful backdrop to any vacation. Centrally located to many Florida destinations- Legoland is only 7 miles away, Disney World is 35 miles away, and you are less than 50 miles from Tampa. The house is located on over an acre of lakefront property. The lake has a public boat launch if your family enjoys water sports or fishing or use the kayaks we provide on site!

4.98 out of 5 average rating, 274 reviews

The quaint lakefront cottage is framed by large, leafy trees and draped with Spanish moss. A gravel entrance leads to a welcoming porch, featuring large screened windows. Lush greenery surrounds the property, creating a natural, serene setting.

Guesthouse in Lakeland

Modern lakeside retreat by SEU and FSC

This 1920’s 1 bedroom 1 bath lakefront historic cottage is separate from the main house with its own entrance, parking, screened front porch, fire pit dock & beach. The queen bed and large couch sleeps 3 adults. Only 1 mile from Southeastern University and 3 miles to Florida Southern College. Kayaks, stand up paddle board, 4 seater pedal boat, and fishing poles and tackle are provided for your enjoyment. Come unwind and enjoy the lake views from the hammock and private beach!

4.91 out of 5 average rating, 207 reviews

An inviting swimming pool is surrounded by a spacious patio area, featuring lounge chairs and a shaded table with an umbrella. The serene view of Little Lake Otis and lush greenery is visible in the background under a partly cloudy sky.

Home in Winter Haven

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.

4.97 out of 5 average rating, 199 reviews

Guesthouse in Auburndale

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.

Popular amenities for Lakeland waterfront rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Waterfront apartment accommodation

The outdoor area features a large swimming pool surrounded by palm trees and lounge chairs. A spacious building is visible in the background, complemented by a clear blue sky. Well-maintained greenery adds to the welcoming environment.

4.98 out of 5 average rating, 116 reviews

Perfect Getaway location Near Universal Parks

4.87 out of 5 average rating, 104 reviews

Apartment in Kissimmee

2 Bd/ 2 Ba Sleeps 6! Storey Lake (3191-405)

A canopy-covered terrace is accented by a comfortable seating area featuring plush blue cushions. Sun loungers are arranged alongside a dining table with umbrella, offering views of the surrounding landscape and sky.

4.92 out of 5 average rating, 105 reviews

Penthouse With Epic Views

A private terrace is presented with ample lounge chairs facing a scenic waterfront view. Lush greenery surrounds the area, and a bright blue sky is visible above, enhancing the open atmosphere. The cityscape with buildings is visible in the distance.

4.85 out of 5 average rating, 170 reviews

BEST Views~2B2B~Universal~Disney

A private balcony is showcased with a round table and two woven chairs, providing a serene view of the lake and surrounding landscape. Soft morning light reflects on the water, while a small potted plant adds a touch of greenery to the setting.

4.97 out of 5 average rating, 105 reviews

2-Bedroom Renovated Lakeside Condo Near Disney

4.81 out of 5 average rating, 305 reviews

The bedroom features a spacious bed adorned with soft pillows and a textured throw blanket. Flanking nightstands hold stylish lamps, providing gentle lighting. A framed landscape image above the bed complements the neutral color scheme, and doorways to additional spaces are visible in the background.

Apartment in Clermont

Charming Lakefront Apt. Near Disney

4.95 out of 5 average rating, 100 reviews

The living room is designed with a modern aesthetic, featuring a spacious sectional sofa, a coffee table, and a 65-inch Smart TV mounted on the wall. Large glass doors provide access to the outdoor area, allowing natural light to fill the space.

Apartment in Kissimmee

3171-302 Resort Lake View Disney Universal Orlando

Superhost

A large resort-style pool, shaped like a Mickey Mouse head, is surrounded by palm trees and lounge chairs. Guests are seen relaxing on sun loungers and enjoying the water, with umbrellas providing shade in certain areas. Additional smaller pools are visible nearby.

Apartment in Kissimmee

4.88 out of 5 average rating, 145 reviews

Amazing Apartment in Orlando - Kissimmee

Waterfront house rentals

Home in Lake Hollingsworth

An open-concept living area showcases a cozy blue sofa and plush area rug. A large flat-screen television is mounted on the wall, while a light-filled space connects to the kitchen and dining area, defined by modern furnishings and an inviting color scheme.

4.97 out of 5 average rating, 87 reviews

3 Bedroom House | 2 Blocks from Lake Hollingsworth

5 out of 5 average rating, 38 reviews

An aerial view showcases a spacious yard bordering a peaceful canal, leading to a large lake. The well-maintained property features lush greenery and a swimming pool, inviting relaxation. The surrounding homes reflect a tranquil community atmosphere, enhancing the serene waterfront setting.

Home in Auburndale

Little Castle on the canal on lake Arietta

An open living space features a dining area with a floral tablecloth and wooden chairs. Adjacent, a cozy seating area includes a light fixture and a large window providing natural light. The polished tile flooring reflects the warmth of the interior.

5 out of 5 average rating, 55 reviews

Edinger's Nest

4.93 out of 5 average rating, 45 reviews

Lakefront Home with Fishing Dock

5 out of 5 average rating, 64 reviews

A cheerful lake house is presented under a clear blue sky, featuring a yellow exterior with a metal roof. Lush palm trees are positioned by the entrance, complemented by manicured landscaping. The spacious driveway allows for parking, with a glimpse of the lake visible in the background.

Home in Auburndale

Juliana Jewel on Lake Juliana - 3B/2B lake house

The living area features a comfortable beige sofa and a dark grey sectional couch next to a wooden coffee table. A wall-mounted TV is positioned opposite to the seating, while sliding glass doors open to a view of the lake and greenery outside.

4.88 out of 5 average rating, 68 reviews

A Cottage on Lake close to universities/colleges

Superhost

A spacious bedroom features a king-sized bed dressed with soft linens. Light streams through the wooden blinds of a window. A desk and chair are positioned against one wall, and sliding barn doors lead to an ensuite bathroom, visible in the background.

Home in Eagle Lake

4.92 out of 5 average rating, 25 reviews

House on Eagle Lake - The Ultimate Family Getaway

4.81 out of 5 average rating, 150 reviews

The exterior of a single-story home is depicted, featuring a neatly landscaped front yard with green grass and decorative plants. A driveway accommodates a vehicle, while a garage door is visibly closed. The entrance is framed by a small porch and an arching window above the door.

Home in Orlando

Private Home w/ Pool/3 Bd 2 Bath/Close to Disney

Waterfront condo accommodation

The living room features large sliding glass doors that open to the balcony, providing a view of the lake. A contemporary electric fireplace sits beneath a 65-inch smart TV. Comfortable seating includes a sofa, an armchair, and a coffee table, with warm curtains adding a touch of color.

4.96 out of 5 average rating, 111 reviews

Penthouse Lakeview Minutes to Disney/ Universal

4.98 out of 5 average rating, 143 reviews

Private Rooftop Suite! No resort fees!

A balcony view showcases a round table and two chairs facing the expansive lake. The serene water reflects the clear blue sky, while the railing provides safety and openness to the picturesque landscape.

4.98 out of 5 average rating, 130 reviews

Disney Area Updated Lakefront Resort Condo 2 POOLS

5 out of 5 average rating, 105 reviews

Condo in Kissimmee

Cozy Condo at Secret Lake near Disney

4.95 out of 5 average rating, 129 reviews

Modern Lake view Condo 1 mile from Disney

4.92 out of 5 average rating, 153 reviews

The master bedroom features a spacious bed with a tufted headboard, complemented by a decorative mirror and framed artwork. Natural light streams in through a large window, revealing views of greenery. A warm color palette and wood accents create a relaxing atmosphere.

Condo in Kissimmee

*NEW* Adventureland Stay / Sleeps 6 / Near Disney

4.93 out of 5 average rating, 178 reviews

The image features a collage showcasing Bahama Bay Resort. A tropical exterior with vibrant orange and white colors is presented alongside an elegantly styled bedroom. An inviting dining setup with wine bottles is highlighted next to a serene beach scene, complete with palm trees and lounge chairs.

Condo in Davenport

Island Style at Bahama Bay - Minutes to Disney!

A balcony view captures a vibrant sunset over Lake Bryan, with hues of pink and orange reflected on the water. Outdoor seating includes two chairs and a small round table, inviting relaxation while enjoying the scenic surroundings.