Holiday rentals in Lake Bess

5 out of 5 average rating, 15 reviews

Flat in Winter Haven

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

4.94 out of 5 average rating, 128 reviews

Home in Lake Wales

*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.

4.89 out of 5 average rating, 37 reviews

John Shirley’s Retreat

Welcome to John Shirley’s Retreat. We are pleased to provide you with a home where the entire family can enjoy. There is plenty of room for everyone. Spacious rooms to unwind or a spacious living room and den where you can enjoy each other’s company. You’re in the mood for some outdoor fun? We have large pool in our screened patio. You can also travel 2 miles down the road to visit Legoland and enjoy our local restaurants. This house is fully equipped and ideal for new memories to be made.

Guest house in Winter Haven

4.9 out of 5 average rating, 29 reviews

Grand Room

Forget your worries in this spacious and serene place. This unique room features lots of space in a nice location , 5 minutes from Legoland, walking distance from lake Ned park, 3 minutes driving from Just Move athletic club, major stores and nice restaurants. Safe parking at driveway, fully equipped kitchen with French door refrigerator. Perfect for groups of 4 people. Private out door area with fire pit and chairs. Centrally located 10 minutes away from Winter Heaven historic district.

4.96 out of 5 average rating, 120 reviews

Glass House• Family Escape Near Legoland!

Come relax with your whole family in this peaceful home! Our 2 bedroom 2.5 bathroom home is very spacious and can accommodate up to 7 people. Enjoy your day only 7 minutes to LEGOLAND. You will have pool access as well as access to many board games and arcade games within the home. Fun for the whole family! Our home is wheelchair accessible with an elevator that goes between floors so your family can accommodate well if needed! We do not allow parties. The home is strictly no-smoking.

5 out of 5 average rating, 23 reviews

Flat in Winter Haven

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.

4.95 out of 5 average rating, 237 reviews

Flat 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, 270 reviews

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!

Guest house in Lake Hamilton

4.89 out of 5 average rating, 247 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!

4.91 out of 5 average rating, 176 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.

Guest house in Winter Haven

4.92 out of 5 average rating, 87 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.

4.92 out of 5 average rating, 51 reviews

Home in Lake Wales

Lake Wales House by DVH.

Visit Lake wales and stay with us. 💙LEGOLAND 💙BOK TOWER GARDENS 💙JumpFlorida skydiving 💙Central Florida Adventure Park - Authentic Dude Ranch Experience 💙LAKE KISSIMMEE STATE PARK 💙ALLIGATOR COVE TOURS 💙Lake Wales Country Club 💙FLORIDA'S NATURAL GROWERS GROVE HOUSE 💙Bella Cosa 💙Sugar Barn 💙TMC GUIDE SERVICE 💙Auburndale Motor Speedway 💙Wallaby Ranch 💙Lake Wales bowling And more. Live your best vacaction in Lake Wales Florida.

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Other great holiday rentals in Lake Bess

4.8 out of 5 average rating, 20 reviews

Luxury lakehouse w/ pool, hot tub-Near Legoland

Elvis ErnestoRating, 5 stars5 months ago

Beautiful house on the Lake with all the amenities we needed. Perfect for big families.

5 out of 5 average rating, 3 reviews

Welcome to our comfortable home

KellyRating, 5 stars3 months ago

Newer construction. Minimal furniture. Not cluttered. Safe. Security system. Great TV and internet. Responsive host. Flexible. Pool. Host very open to a few suggestions we made. She is appreciative and attentive. We recommend this Airbnb

5 out of 5 average rating, 21 reviews

Flat in Lake Wales

Dog-friendly apt

BrittanyRating, 5 stars2 weeks ago

It really is a great Airbnb overall! It’s safe, clean, and had everything I needed. I brought my golden retriever and it was very accommodating for her. The side entrance felt very private and was exactly as the photos and instructions said. The small kitchenette had everything I needed for the space and the shower was superb! Everything is updated and remodeled. Oreste responded very quickly and when I needed to add a day, he accommodated right away.

5 out of 5 average rating, 30 reviews

Modern 3 Bed 2 Bath Home • 3 minutes from Legoland

VictoriaRating, 5 stars3 days ago

Absolutely coming back! We went on a small family vacation for the weekend to visit legoland. Ava and Jacob’s home was very beautiful, we were able to walk to the store if needed and everything was right around the corner. Highly recommend!!

4.88 out of 5 average rating, 17 reviews

Newly remodeled Vacation Home with Saltwater Pool

DamaliRating, 5 stars54 months ago

We got more than we expected!!! We will return again . There's plenty of towels, blankets and all the kitchen is fully stocked . The view of the lake is so peaceful and the neighborhood is equally quiet.

5 out of 5 average rating, 14 reviews

Cozy 3Bed 2Bath New Construction Home 4Mi Legoland

NicoleRating, 5 stars1 day ago

James and Andrea were great hosts! The Airbnb was lovely and so worth the price! Would 100% stay here again with my family if we’re ever in the area again. We even forgot something and they were so kind enough to hold the item for us to retrieve it, sadly we had left the area already but still, it’s the thought that counts!! Real 5 star place!

4.71 out of 5 average rating, 7 reviews

1/1 fully furnished modern stay near Legoland

JonairyRating, 5 stars1 month ago

Had a great stay! The place matched the description and had everything we needed.