Holiday rentals in Lake Bess

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Top-rated holiday rentals in Lake Bess

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Guest favourite
A private backyard area is surrounded by lush greenery and tropical plants. A stone patio features a dining set with a canopy overhead. Soft seating is placed nearby, inviting relaxation in a tranquil setting.
Guest house in Winter Haven
4.95 out of 5 average rating, 220 reviews

The Paradise Hide Away

This is a beautiful and private place newly renovated with private access and parking. It’s a great place to get away and relax with a large and beautiful backyard! Talk to me if you need different check in/out times? Dogs are allowed with permission. There is a $200 fully refundable pet security deposit to cover any damages that may occur since Airbnb doesn’t cover damages caused by pets plus a non refundable pet fee of $50 per pet for every 1-7 day period and must be paid before checking in !

Top guest favourite
A circular fire pit area is surrounded by multiple light gray Adirondack chairs on a stone patio. The fire pit is filled with glowing flames, creating a cozy atmosphere against a backdrop of a calm lake at dusk, with soft colors in the sky.
Flat in Winter Haven
5 out of 5 average rating, 22 reviews

Luxury by Legoland 104

Experience comfort and convenience in this stylish 2-bedroom, 2-bathroom apartment, located less than one mile from the LEGOLAND entrance. Situated in a brand-new 2024 luxury complex, this ground-floor unit offers a seamless blend of relaxation & entertainment, perfect for families and theme park enthusiasts. Amenities & Features: • Resort-style heated pool • State-of-the-art fitness center • Fire pits, BBQ grills, and picnic spaces • LEGOLAND-themed kids’ bedroom for a fun, immersive stay

Guest favourite
A dining area is presented with a round wooden table surrounded by four green upholstered chairs. A decorative plant is centered on the table. The walls feature art and a glowing sign, while natural light enhances the inviting atmosphere.
Home in Lake Wales
4.94 out of 5 average rating, 155 reviews

*This must be THE PLACE FL*

Your place away from home! Have fun with the whole family at this unique and stylish place. You'll have everything you need to relax and recharge. It is located less than 10 mins away from Legoland, restaurants and convenience stores. This house offer 3 BR and 2 full BA as well as a fully-equipped kitchen. All bedrooms include TV, dresser, closet and memory foam mattress. The Master bedroom has a queen bed, and the other two bedrooms have full size beds. There is wifi and parking available.

Top guest favourite
A swinging hammock chair is suspended from a large oak tree, providing a cozy spot for relaxation. The inviting green house with a red door is visible in the background, surrounded by landscaped greenery and fallen leaves, which enhances the peaceful outdoor setting.
Home in Lake Wales
5 out of 5 average rating, 35 reviews

Perfect retreat for the family near Legoland!

Relax with the whole family at this peaceful place to stay. Quiet privacy on a dead-end street with few neighbors. The feel of the country yet close to large attractions like Bok Tower and LEGOLAND. Have a bite to eat and enjoy live music and wild alligators at Cherry Pocket Restaurant 1 mile away. Enjoy your mornings and evenings on the large shaded front porch under the live oak trees. Space for kids to play. Bring your boat, trailer, or RV; plenty of parking. Boat ramp close by.

Top guest favourite
The entrance to Legoland Florida is showcased, marked by a colorful arch adorned with large LEGO sculptures and the word 'LEGOLAND' prominently displayed. Paved pathways made of light and dark stones lead into the park, surrounded by vibrant designs on the ground.
Guest house in Winter Haven
4.94 out of 5 average rating, 65 reviews

Legoland On The Lake

This cozy apartment is in the heart of Winter Haven! It is at a short distance from Legoland park, only 3.6 mi and 13 mi from the Amazing Bok Tower! Downtown & all restaurants are 6 miles away. World Disney parks & Magic Kingdom are only 30 mi! How great is to enjoy the best of both worlds: activities during the day & relax during the night.The backyard has birds and General lake fauna that will provide you with a wonderful & calm experience with their singing and flying routines.

Top guest favourite
A bright sleeping area features a wooden bed frame with a neutral-toned bedspread, accented by a decorative orange pillow. A green chair sits beside a nightstand with lamps. Wall art and a textured hanging piece add character, while natural light filters through the curtains.
Flat in Winter Haven
5 out of 5 average rating, 33 reviews

Cozy Boho Studio

Welcome to this cozy and stylish retreat! This is a separate private apartment attached to our home. It is cozy and very clean. This thoughtfully designed living space combines modern elegance with comfort, perfect for unwinding after a day of exploring. The space is ideal for relaxing or catching up on your favorite shows. The space has a warm couch/futon and everything you need to feel at home. Ideal for solo travelers or couples looking for a comfortable and stylish getaway.

Top guest favourite
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.
Flat in Auburndale
4.95 out of 5 average rating, 243 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

Top guest favourite
A single-story guesthouse is surrounded by a neatly landscaped yard, featuring a prominent tree in front. The house displays a modern façade with large windows and a black garage door. Soft evening light creates a welcoming atmosphere against a colorful twilight sky.
Guest house in Winter Haven
4.92 out of 5 average rating, 93 reviews

Comfy Guest House

Welcome to our inviting and family-friendly guesthouse, designed with your comfort and privacy in mind. Ideal for travellers visiting our wonderful city, our 1-bedroom retreat features a cozy queen bed and a full bathroom, ensuring a relaxing stay for up to 2 guest. The well-equipped kitchen area boasts a sink, refrigarator, microwave, cooking appliances, utensils, and a convenient pantry to store your items. Stay connected with our strong WiFi connection.

Top guest favourite
A comfortable living space features a large sectional couch adorned with decorative pillows. A mirror and wall art enhance the ambiance. Natural light enters through the front door, and a dining table is situated nearby. A ceiling fan provides a refreshing atmosphere.
Guest suite in Winter Haven
4.9 out of 5 average rating, 105 reviews

Cute & Cozy in Winter Haven, Florida

The guesthouse Cute & Cozy is private yet adjacent to the main house (owner lives) and has its own entrance. Located in central Florida, between Orlando and Tampa; 3 miles from Legoland, 5-10 minute walk from shopping and restaurants on Cypress Gardens Blvd. The Cute & Cozy is also in a great location from Florida's amazing beaches, just under 2 hours east or west. Maybe an hour drive to Disney, SeaWorld and Universal (depends traffic)

Guest favourite
The exterior of the tiny house is showcased, featuring a welcoming front porch with steps leading up. Landscaping includes vibrant tropical plants and a stone pathway. The structure is set against a clear blue sky, highlighting the charming design and inviting ambiance.
Tiny home in Winter Haven
4.88 out of 5 average rating, 139 reviews

4 a Tiny House w/ Bunk Bed in Quiet Marina Unit 14

Our cozy tiny house is perfect for when less is more :-). An intimate space for a long reflective weekend or a more affordable option for a few days with the kids at nearby Legoland. Offering a queen-size Murphy bed and two additional single-size bunk beds, the Cypress Inlet Tiny House can comfortably accommodate up to four people. Equipped with a mini-fridge, a microwave, and a Keurig duo (drip & pod) coffee maker.

Top guest favourite
A gold keypad lock is mounted on a white door frame, with the blurred outline of a spacious sleeping area behind it. Soft lighting from a nearby table lamp casts a warm glow, while green curtains hang in the background.
Guest suite in Kissimmee
4.97 out of 5 average rating, 165 reviews

It's too much like a elegant mini-hotel (3)

It's too much like a elegant mini hotel with rich artistic atmosphere! All the pictures on this page are a reflection of the real condition of the house. All the furniture has been carefully selected, and comfortable mattress and pillows will quickly accompany you into sweet dreams. The biggest feature of this house are comfort, economy and convenience.

Guest favourite
A spacious living area is presented with a sectional sofa, a wooden coffee table, and a wall-mounted television. Large windows allow natural light and views of the outdoor patio. The room features light-colored walls and art pieces that add a modern touch.
Home in Winter Haven
4.96 out of 5 average rating, 135 reviews

Legoland Getaway 7 mins • Sleeps 7 • Elevator

Come relax with your family in this peaceful 2BR/2.5BA home, just 7 minutes from LEGOLAND®. Sleeps up to 7 guests, with pool access, board games, and arcade fun for all ages! Wheelchair accessible with elevator between floors. No parties, no smoking. Primary guest must be 25+ and present during stay; ID may be required.

Popular amenities for Lake Bess holiday rentals

  1. Airbnb
  2. United States
  3. Florida
  4. Polk County
  5. Lake Bess