Lake house holiday rentals in Windermere

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Top-rated lakehouse rentals in Windermere

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Guest favourite

Home in Orlando

4.88 out of 5 average rating, 211 reviews

Charming Orlando Cottage - Close to Everything!

This charming 1920's cottage is the perfect retreat for either a brief stay visiting all that Orlando has to offer, or could be a quiet escape to stay for a few months working remotely. The home has one king size and one queen size bed, a separate office if you are needing to work out of the home. It's a private space but on a larger piece of property that also has two other homes and shares access to a beautiful lake - which our guests are welcome to use! Inquire for different terms available.

Guest favourite

Home in Kissimmee

4.93 out of 5 average rating, 133 reviews

#5744 LakeFront Two Master Suites Pool Spa Disney

Come & Relax in the beautiful Florida sunshine and enjoy all the conveniences this renovated house offers.The private home is located inside the famous Regal Oaks Resort, so you can use all the resort amenities at no extra charge! The best part - Disney World and other attractions are just a short drive away, making it perfect for families and fun lovers alike. 5 Min Walk to Old Town 8 Min Drive to Disney World 20 Min Drive to Universal Studios Experience Kissimmee With Us & Learn More Below!

Top Guest favourite

Home in Kissimmee

4.87 out of 5 average rating, 241 reviews

3 bedroom Villa in Kissimmee

The villa is in a residential area within a 5-min drive to local amenities including, a pharmacy, 3 supermarkets and 2 gas stations. The property is between 15 - 40 mins drive from Disney, Epic Universe, SeaWorld, Gatorland & Universal Studios. Orlando International Airport is only about 17 mins drive away. Osceola Heritage Park, the home of the world’s largest collector car auction is only 4 mins drive from the villa. The Florida Turnpike that runs through Miami is 6 mins from the property.

Guest favourite

Home in Kissimmee

4.95 out of 5 average rating, 158 reviews

DISNEY 🦜, heated pool, themed, arcade, spa, BBQ

Big House next to Disney located within Windsor at Westside resort which features a FREE grand 10,000 square foot resort clubhouse filled with amenities for active families that include multiple sports courts, children's playgrounds as well as a resort-style swimming pool and lazy river with splash water park. Tu Casa is an onsite restaurant and bar and there's even an ice cream shop for your sweet tooth. Themed rms, arcades, fuzzball, basketball, billiards, racing game, Pac-Man, PlayStation 4!

Guest favourite

Home in Winter Garden

4.97 out of 5 average rating, 97 reviews

Waterfront EPIC views, Dock, wildlife Near Disney

Experience the stunning sunrise views over Lake Apopka from our newly refurbished, elegantly appointed 4-bedroom, 2.5-bath vacation home in Winter Garden, FL. This haven is close to Orlando's Universal Studios 20 min, Disney World 25 min) & shopping (Mall of Millenia, premium outlets 17 min) Modern amenities, spacious layout that promises relaxation and convenience making the perfect home for exploring all local attractions and enjoying Florida's natural beauty. Minutes from City Swimming Pool

Superhost

Home in Windermere

4.91 out of 5 average rating, 23 reviews

Water Front Haven

Skip the crowds and experience the true Florida lifestyle. Beautiful home on a safe, quiet street with access to 12 lakes in your back yard. Simple & clean decor. Outdoor dining on porch & dock. Close to attractions & beaches (45 min). Nestled among palm, oak & camphor trees. Feed the fish and turtles from your private dock. Rent a boat and explore lovely lakes. Enjoy nightly walks on sandy streets canopied by old oak trees. Walk to parks, coffee shops, cafes and swimming areas.

Superhost

Home in Osceola County

4.92 out of 5 average rating, 119 reviews

Pirate & Princess: Themed/Disney/Resort

Wishes come true at The Pirate & Princess 5BR/6BA immersive vacation home, 6 miles from Disney. Seeking enchanted adventure? Sprinkle pixie dust, second star to the right, to… Reunion Resort! Gated golf resort; pools/dining/gym. Treasure Island, Peter Pan, Tinker Bell, Captain’s Lounge, Little Mermaid & Moana; Disney-inspired rooms, professionally designed! Private Pool/Spa/BBQ/Chef’s Kitchen/Office/Laundry/WiFi/In-Law Apt./Sunset Lake Views. Family-friendly gem to delight kids! Sleeps 15.

Guest favourite

Home in Orlando

4.95 out of 5 average rating, 110 reviews

Lake House Retreat w/ Firepit - Centrally Located

Our cozy lakefront retreat in the heart of Orlando boasts a fenced-in backyard with stunning lake views. Relax around the fire pit/wood-burning grill or enjoy a game of corn hole or ping pong on the porch. With a pool table in our game room and comfortable sleeping arrangements for up to 8 guests, this is the perfect place to relax and unwind. Located just minutes from downtown, Disney World, Universal Studios, and the airport, this is an ideal spot to experience all the area has to offer.

Guest favourite

Home in Clermont

4.93 out of 5 average rating, 209 reviews

Lake Front Home with private Dock on Lake Louisa

Beautiful lake front home on Lake Louisa. The home sits under towering Cypress trees and is 15 feet from the waters edge. Enjoy breathtaking views of Lake Louisa in the very large great room. Enjoy a game of pool on the pool table, watch cable tv, or walk out onto our private shaded dock where you can fish, swim, enjoy the views, read, play a game of Bimini ring toss, or just relax and unwind. For the safety our guests we allow 2 days between to allow full disinfecting of the house.

Top Guest favourite

Home in Kissimmee

4.98 out of 5 average rating, 149 reviews

Waterfront Wizarding Near Universal's Harry Potter

This spellbound stay, situated in the prestigious Lake Berkley Resort, boasts lake views & private pool. With 6 bedrooms, 3 bathrooms, well equipped kitchen & comfy living spaces, this thematic home is ideal for families & friends seeking an immersive vacation. A 10min drive to Disney, 15min to Sea World & 20min to Universal's Wizarding World of Harry Potter, this magical manor provides a convenient home base for exploring Orlando's famous attractions.

Superhost

Home in Winter Garden

4.82 out of 5 average rating, 22 reviews

Cozy home in Winter Garden

Relax with the whole family in this quiet and cozy home, a complete environment for your stay. Also you will be 2 minutes from the historic center of Winter Garden, where you will find a variety of restaurants and leisure. You'll be able to visit Disney and Universal theme parks that are just 20 minutes away. For those who like to shop, 3 minutes away is the Winter Garden Village with shopping options such as Target, Nike, Best buy, Ross, among others.

Guest favourite

Home in Kirkman South

4.89 out of 5 average rating, 143 reviews

1BR Private Unit-4 MINS to Universal & Intl Drive

Discover the charm of Orlando in our spacious, quiet, and renovated 1BR retreat. Nestled in a tranquil cul-de-sac by the lake, this central haven is just 3 min from Universal Studios, 15 min from Disney, and 4 min from INTL Dr. Enjoy a plush queen bed, queen sofa bed, renovated bath, kitchenette, and a private entry. Perfectly situated, 10 min to convention, Millennia Mall, and Outlets. Your rejuvenating escape awaits in the heart of all attractions.