Vacation rentals with lake access in Cypress Gardens

Guest suite in Winter Haven

A comfortable bedroom features a spacious queen bed with decorative pillows and a textured blanket. A cozy seating area is positioned at the foot of the bed. A wooden barn door partially covers a window, while a TV is mounted on the wall above a stylish console table adorned with greenery.

4.9 out of 5 average rating, 203 reviews

2 Bedroom Winter Haven Guest Suite

Private lock-off unit. Only shared between your party. Attached to main home , no shared spaces inside. 1st bedroom -Queen bed and sitting area bathroom attached. 2nd bedroom- two twin sized beds Kitchen and living room included and not shared outside of your party. 3 minutes from Winter Haven hospital. Self check in and out. 20 minutes from Legoland. 45 minutes from Disney and Universal This is an older florida neighborhood with a diverse and working class vibe. Located on Lake Maude

Apartment in Winter Haven

A balcony view overlooks a serene lake, framed by lush palm trees and vibrant green foliage. Bright blue skies and scattered clouds add to the tranquil setting, while glimpses of the driveway and nearby structures can be seen in the distance.

4.98 out of 5 average rating, 157 reviews

Florida Penthouse in luxurious mansion!

Stay in your own themed Florida apartment . Tropical, palm trees, beaches ,marine life, flamingos throughout this stunning apartment in a multimillion dollar home. After parking on gated driveway walk up to your own private entrance way to paradise. Keyless entrance. One flight up and your viewing gorgeous lake views second to none. Executive kitchen with everything you need to cook a 5 course meal. Outdoor balcony that will leave you amazed. Opulence, security, with Florida Style awaits you!

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.

4.98 out of 5 average rating, 127 reviews

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, 105 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 serene lakeside view is observed, featuring gently swaying palm trees on the left and a wooden dock extending into the water. A boat is anchored at the dock, surrounded by lush greenery and a clear blue sky.

4.95 out of 5 average rating, 103 reviews

Lakefront Home on the Winter Haven Chain O’Lakes!

Completely renovated 2 Bedroom, 1.5 bath home location on beautiful Lake Roy on the Winter Haven Chain O’Lakes. One bedroom on the lower level with a queen bed. Second story with king bed and twin bed. Full bath located upstairs). Comfortably sleeps 5. (Additional guests must be pre-approved). Free boat parking and boat rental available. House is connected to the main home with a private keyless touchpad for contactless entry. Pet friendly with prior approval and pet deposit.

4.95 out of 5 average rating, 244 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, 284 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!

Guesthouse in Lake Hamilton

A bright bedroom features a spacious bed with white linens and decorative pillows. Light-colored walls are complemented by a ceiling fan. Natural light enters through a nearby window, and simple decor adds a relaxed feel. A chair is placed beside the bed for added comfort.

4.89 out of 5 average rating, 267 reviews

Luxury Cottage Near Legoland & Chain of Lakes

The Old Florida Cottage, in the quaint community of Lake Hamilton, just 5-miles from Legoland, less than an hour from Disney, and minutes away from the only public boat access to Lake Hamilton, is your perfect getaway! Enjoy a fully-equipped kitchen, a luxurious suite and modern bathroom, surrounded by Old Florida decor. We look forward to welcoming you to the cottage, with its own entrance and dedicated parking, located on a quiet street. Your home away from home!

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.

4.92 out of 5 average rating, 194 reviews

Legoland Lakeside Splash 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.

A charming lake home is showcased with a light-coloured façade and blue shutters. A welcoming entrance is flanked by decorative chairs, with well-maintained landscaping featuring green grass and flower beds enhancing the outdoor appeal.

4.97 out of 5 average rating, 108 reviews

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!

4.97 out of 5 average rating, 180 reviews

The calm waters of Lake Ariana reflect a stunning sunset, featuring a gradient of orange, pink, and deep blue hues. Silhouettes of trees and a boathouse are visible along the shoreline, adding depth to the serene landscape.

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.

4.84 out of 5 average rating, 122 reviews

A spacious living room features a comfortable sofa and reclining armchair, complemented by a wooden coffee table. A large television is positioned on a dark wood cabinet. Glass doors lead to an outdoor deck, allowing natural light to fill the space.

Cottage in Winter Haven

7 - Country Cottage 2bed/1bath - Unit 9

3- Smart TVs w/ YouTube TV + Free WiFi | Covered Front Porch | Living Room with Sofabed Very close to Legoland, Advent Field House and Conference Center, Restaurants, Grocery, and direct canal access to Lake Eloise Perfect for a small family vacation or a fisherman’s retreat, this cozy, well-decorated modular home is part of Cypress Inlet Vacation Homes and Marina located on the beautiful Winter Haven Chain of Lakes.

Popular amenities for Cypress Gardens lake access rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Lake access house rentals

4.97 out of 5 average rating, 104 reviews

The room features a spacious bed with a dark headboard and a blue accent pillow. A small table with two chairs is positioned nearby, while a flat-screen TV is mounted on the wall. Natural light enters through a window dressed with sheer curtains.

Home in St. Cloud

Comfy Studio w/ private Entrance

4.92 out of 5 average rating, 12 reviews

A serene waterfront view captures a vibrant sunset reflected on the lake's surface. Silhouetted palm fronds frame the scene, while a wooden dock extends into the water, creating a peaceful atmosphere for relaxation and contemplation.

Home in Eagle Lake

30 minutes to Disney and Universal Studios

The two-story lakehouse features light-colored exterior walls with blue shutters and a welcoming front door. Lush greenery surrounds the entrance, complemented by flower beds. The driveway leads to a spacious front yard, creating an inviting atmosphere in a tranquil neighborhood.

4.92 out of 5 average rating, 24 reviews

1937 family lakehouse kids and pet friendly

A serene lakeside view is captured at sunset, with the sun reflecting on the water. Silhouettes of buildings are visible across the lake. A lush green tree and grass line the foreground, framing the scene. Utility poles and wires are present in the background.

4.88 out of 5 average rating, 51 reviews

Lakeside Bungalow - Winter Haven Chain-of- Lakes

5 out of 5 average rating, 22 reviews

A two-story ranch style home features a light exterior with contrasting dark trim. The entrance is highlighted by a decorative door, flanked by landscaped greenery. A manicured lawn extends around the house, with palm trees and other foliage providing a natural backdrop under a partly cloudy sky.

Home in Davenport

Private Ranch Style Home on Lake

4.9 out of 5 average rating, 29 reviews

A spacious game room is featured, highlighted by a red pool table situated beneath ceiling fans. Large, open windows provide views of the outdoor area, creating a seamless connection to the surrounding nature. Nearby, a hot tub and comfortable seating areas invite relaxation.

Home in Eagle Lake

Sunset Lakefront Home | Hot Tub, Private Dock

A cozy loft bedroom features a spacious bed with soft linens and decorative pillows. A Roku screen projector casts images onto the slanted ceiling. Light from recessed fixtures brightens the room, while minimalist decor includes two small plants and a white dresser against the wall.

4.92 out of 5 average rating, 49 reviews

Lake House by Legoland + Loft & Private Dock

4.82 out of 5 average rating, 191 reviews

A hot tub is illuminated by soft lighting, surrounded by a wooden fence and lush greenery. Adjacent lounge chairs positioned under an umbrella provide additional seating. The artificial grass adds a vibrant touch to the tranquil outdoor setting, enhancing the relaxing atmosphere.

Home in Lake Wales

Hidden Gem - Hot Tub/ Fire pit/Hammock/Grill Area

Lake access apartment rentals

Apartment in Winter Haven

A light-filled living area features a comfortable seating arrangement with a gray sofa and a coffee table. A flat-screen television is positioned against the wall, beside a simple desk with a laptop. Sliding glass doors provide access to an outdoor space.

4.69 out of 5 average rating, 75 reviews

*Value Stay* Private and Cozy Waterfront 1b1b Apt

Aerial view of a resort-style pool area, featuring winding lazy river and colorful waterslides. Surrounding palm trees and lounge chairs enhance the tropical ambiance. The nearby lake provides a scenic backdrop, while various guests can be seen enjoying the water attractions.

4.79 out of 5 average rating, 102 reviews

Frozen?+floridasun+FreeParking

4.94 out of 5 average rating, 110 reviews

A sparkling pool is set in a sunny courtyard, surrounded by palm trees and lounge chairs. The three-story building features yellow exterior with red-tiled roofs, and a secure fence encloses the area for privacy and safety.

Apartment in Orlando

2 bedrooms 2 baths near Disney Universal Seaworld

The living area features a light-colored sofa adorned with decorative pillows, positioned in front of a wooden coffee table. A large television mounted on the wall displays a tropical beach scene. A blue sideboard complements the coastal-themed wallpaper in shades of blue and white.

4.95 out of 5 average rating, 129 reviews

Oceanic Oasis Near Disney

4.77 out of 5 average rating, 124 reviews

A serene studio room features a spacious bed with a light quilt and decorative pillows. A bedside lamp provides soft illumination. A kitchenette with modern appliances is visible, and a closet stands against the wall. Natural light enters through a nearby window.

Apartment in Orlando

Location! Location! Lovely studio in Orlando

A dining table is set for six, adorned with teal plates and drinking glasses. The living area features a comfortable gray sofa and a TV mounted on the wall, with natural light filtering in from the balcony doors, which lead to a green outdoor seating area.

4.94 out of 5 average rating, 392 reviews

Great Full Apartment. Just 5' from Disney Orlando

A modern kitchen features crisp white cabinetry and sleek stainless-steel appliances. A spacious island is complemented by contemporary stools, with an organized countertop housing kitchen essentials. Gray tile backsplash adds a subtle texture, while natural light brightens the open layout.

4.94 out of 5 average rating, 156 reviews

BRAND NEW 2BR Apt, 5mi to Disney - Storey Lake 401

4.94 out of 5 average rating, 53 reviews

A cozy living area is presented with a dark gray sectional sofa and a small dining table with bar stools. Natural light enters through the window, complemented by soft curtains. An air conditioning unit is visible on the wall, and a decorative plant adds a touch of greenery.

Apartment in Dixieland

1/1 Downtown Lakeland Pet Friendly Home

Lake access cottage rentals

4.8 out of 5 average rating, 217 reviews

An outdoor patio features a glass-top table surrounded by six black mesh chairs. A small wooden shed is visible in the background, while a stone pathway leads through the well-maintained yard, enclosed by a wooden fence and dotted with greenery.

Cottage in Winter Haven

Sweet Cottage- 5 mi to Legoland & 0.5 mi to dwntwn

A well-lit living area features a modern television mounted on a textured wall. A comfortable sofa and sleek coffee table invite relaxation. Natural light enters through a window with light-filtering shades. Decorative elements such as a small plant and art pieces enhance the space.

Cottage in Kissimmee

4.83 out of 5 average rating, 282 reviews

15min away from Disney- Family home and pool

4.84 out of 5 average rating, 225 reviews

A cozy living area is highlighted by a deep blue sofa positioned against a light-colored wall. Colorful artwork adorns the walls, with a vibrant floral piece and a nature scene featuring birds. Natural light filters in through the window, creating a warm ambiance.

Cottage in Clermont

Charming Lakefront Cottage Near Disney

4.75 out of 5 average rating, 153 reviews

A single-story park model home is shown, featuring a stone-accented exterior. A large tree provides shade, while a shed stands nearby. The driveway is paved, and bright greenery surrounds the property, contributing to a welcoming environment.

Cottage in Kissimmee

Sherwood Forest Vacation Home Near Disney

4.93 out of 5 average rating, 43 reviews

A charming resort cottage is presented, framed by lush green palms and well-maintained landscaping. The cottage features a covered porch with seating, set against a backdrop of a gray exterior and a metal roof. A tiki hut can be seen to the side, enhancing the tropical feel.

Cottage in Polk City

Paradise Cottage & Tiki Hut at Bay Lake Resort

4.86 out of 5 average rating, 228 reviews

A charming cottage exterior is showcased, featuring a combination of white siding and brick accents. Lush greenery surrounds the entrance, while a stone wall and gate provide access. Large front windows invite natural light, offering a welcoming view of the home.

Cottage in Polk City

Cozy Historical Cottage

A spacious deck is furnished with comfortable seating, including two armchairs and a glass-top table. The serene view overlooks a tranquil body of water surrounded by lush greenery and trees, creating a peaceful outdoor gathering space.

Cottage in Kissimmee

4.66 out of 5 average rating, 164 reviews

Flexible Early Check ins / Late Check outs*