Best Vacation Rentals in Windermere

Top Vacation Rentals in Windermere

Plan your perfect getaway with our selection of vacation rentals in Windermere. Each choice offers a blend of comfort and local charm, ideal for families and groups.

Vacation Rentals in Windermere
Arnold Palmer's Bay Hill Club & Lodge
Resort
9000 Bay Hill Boulevard, Orlando, FL, FL 32837, USA

This iconic Private Golf Club is located on 270 acres along the Butler Chain of Lakes 6.5 mi from Walt Disney World. Features include a 27-hole championship golf course, spa, and a Junior Olympic-size pool. Six tennis courts are available at Arnold Palmer’s Bay Hill Club & Lodge. A state-of-the-art gym is available as well. Bay Hill Golf Pro Shop offers signature golf equipment and apparel for purchase on site. The 3 on-site restaurants include the casual but elegant Grill and Classic Rooms, which serves all-American fare for breakfast and lunch, and the casual Bay Window Room restaurant is a favorite of the Bay Hill Club member. Rooms and suites include a flat-screen TV, free WiFi, and photos from the Arnold Palmer Collection. Bay Hill Club & Lodge accommodations are equipped with cable TV. A patio and en suite are standard as well. Member's Lounge fireside bar offers wine, beer, and cocktails on site. Guests can also visit Universal Studios, which is 3.8 mi from the Bay Hill Club & Lodge Arnold Palmer. SeaWorld Orlando is 7 mi away.

Guest Reviews:

- "You have to stay at Bayhill" - "I enjoyed staying there and loved the golf." - "Lovely hotel, excellent golf, friendly staff - a little dated" - "Very comfortable and good facilities"

Vacation Rentals in Windermere
Arnold Palmer's Bay Hill Club & Lodge
Resort
9000 Bay Hill Blvd, Orlando, FL, 32819, USA

Adults-only resort with 3 restaurants and a marina
This smoke-free resort features 3 restaurants, a marina, and a golf course. Free cooked-to-order breakfast, free WiFi in public areas, and free self parking are also provided. Additionally, an outdoor pool, 3 bars/lounges, and a fitness center are onsite.
Change of towels is available on request.
Arnold Palmer's Bay Hill Club & Lodge offers 65 shared accommodations with complimentary bottled water and designer toiletries. Pillowtop beds feature Egyptian cotton sheets and premium bedding. 55-inch flat-screen televisions come with cable channels. Bathrooms include shower/tub combinations with deep soaking bathtubs.

Guests can surf the web using the complimentary wireless Internet access (speed: 100+ Mbps (good for 1–2 people or up to 6 devices)). Business-friendly amenities include desks and phones; free local calls are provided (restrictions may apply). Irons/ironing boards, hair dryers, and change of towels can be requested. Housekeeping is provided daily. Renovation of all guestrooms was completed in November 2024.


Guests can play rounds at the 27-hole golf course and enjoy other recreation facilities including 6 outdoor tennis courts and a marina. An outdoor pool and a hot tub are on site. Other recreational amenities include a sauna and a fitness center.

Guests under 18 years old are not allowed in the swimming pool, fitness facility, or hot tub.

The recreational activities listed below are available either on site or nearby; fees may apply.

Guest Reviews:

- "Clean and great facility. Large pool and good food. Lots of history about Arnold Palmer." - "We were very pleased with the lodge. It was exceptionally clean and quiet. I was there with my sister, and we felt very safe." - "This property is an upscale country club with excellent service and dining.The amenities are dated, for example lack of USB ports in the rooms." - "Very nice experience staff very personable room comfortable food good loved it there every avid golfer should visit at least once .We will be back"

Vacation Rentals in Windermere
7 Mi to Disney World Orlando Home with Private Pool
House
Orlando, FL, USA

7 Mi to Disney World Orlando Home with Private Pool offers accommodations in Orlando, 4.1 miles from The Wizarding World of Harry Potter and 4.1 miles from Universal Studios Orlando. Guests are welcome to go for a swim in the private pool. Free Wifi is available throughout the property and Universal Studios' Islands of Adventure is 4 miles away. The air-conditioned vacation home is composed of 3 separate bedrooms, a living room, a fully equipped kitchen with a dishwasher and microwave, and 2 bathrooms. Towels and bed linen are available in the vacation home. The property has an outdoor dining area. The Wheel At Icon Park Orlando is 4.5 miles from the vacation home, while Orange County Convention Center is 5.3 miles from the property. Orlando International Airport is 14 miles away.

Amenities:

Other • Internet • Guest Services • Parking • Sports/Activities • Child Friendly • Pool • Accessibility • Fireplace/Heating • Security/Safety

Vacation Rentals in Windermere
Luxury & Spacious Orlando
Apartment
2640 Mirella Ct, Windermere, FL, 34786, USA

Located in Windermere, this welcoming apartment brings it all within your reach. Lake Butler is an easy 9-minute walk away, so you can leave your car at the property, which offers onsite parking, or jump in your vehicle to make the 10-minute drive to Universal Orlando Resort.

As you settle into the place, you'll find air conditioning, concierge services, and tour/ticket assistance. Connect to the free WiFi, or get cozy in front of the digital TV (streaming services available). Bathroom amenities include a hair dryer and towels. The kitchen is equipped with an oven, a full-sized refrigerator/freezer, and a freezer, as well as a coffee maker, an ice maker, and a microwave. And you won't have to pack extra clothes, because you'll also have access to laundry facilities. Other amenities include an ironing board and heating.

Amenities:

Internet • Laundry • Bedding/Linens • Child Friendly • Kitchen • Wellness Facilities • Pool • Security/Safety • Guest Services • Entertainment • Other • Air Conditioner

Vacation Rentals in Windermere
Disney Orlando Resort Condo Top floor pool view,Free parks shuttle
Apartment
8303 Palm Park Way, Orlando, FL, 32836, USA

4.1 miles from Universal Studios' Islands of Adventure in Orlando, Disney Orlando Resort Condo Top floor pool view, Free parks shuttle provides accommodations with access to a hot tub. This property offers a private pool, free Wifi, and free private parking. The Wizarding World of Harry Potter is 4.2 miles away and Universal Studios Orlando is 4.3 miles from the apartment. The air-conditioned apartment consists of 1 bedroom, a living room, a fully equipped kitchenette with a dishwasher, and 1 bathroom with a hot tub and a hair dryer. A flat-screen TV is featured. For added privacy, the accommodation features a private entrance. The Wheel At Icon Park Orlando is 4.7 miles from the apartment, while Orange County Convention Center is 5.4 miles away. Orlando International Airport is 12 miles from the property.

Amenities:

View • Parking • Pool • Hot Tub • Wellness Facilities • Guest Services • Other • Oceanfront • Security/Safety • Air Conditioner • Ocean View • Internet

Vacation Rentals in Windermere
The Home of Sweet Peace
House
Windermere, Florida, USA

Welcome to our sweet home with nothing to do " Il Dolce Far Niente. This newly renovated modern home has all the conveniences one would ever need without the crowds, lines, traffic or check-in anxiety. Enjoy the scenic nature of the Butler Chain of Lakes while still being close to the parks, beaches , shopping outlets and universities. Rent a boat , jet ski or paddleboard and enjoy the spring-fed lakes and quiet nature that our town of Windermere has to offer or just do nothing. Need daily cleaning , not a problem, just let us know so we can accommodate your stay. Would you like a massage at home ,not a problem, this is available upon request. We want this to be a memorable , relaxing vacation. Home comes with washer/ dryer, high thread count bedding, TV, WIFI, AC, microwave, hair dryer, iron and ironing board. All furnishings are new and comfortable. Four bedrooms, two and one half baths call to book or ask questions (407)832-7120.

Guest Reviews:

- "Wonderful home in the lake. Couldn’t have been better. We will come back again for sure. Thanks for your kind hospitality!!" - "My boys and I thouroughly enjoyed this house. Talk about EVERY single detail thought of! We were even greeted with a lovely bouquet of flowers and chocolates. My son, 11, only wanted to go fishing for his Birthday and this property made his entire Birthday week a memorable one. The property is beyond beautiful, inside and out. The fishing from the dock didn't disappoint, I only wish we could have stayed longer."

Vacation Rentals in Windermere
Luxury Retreat in Windermere The Perfect Base for Exploring Orlando
Villa
2128 Lake Crescent Court, Orlando, FL, FL 34786, USA

Luxury Retreat in Windermere The Perfect Base for Exploring Orlando offers accommodations in Orlando, 9.4 miles from Disney's Magic Kingdom and 10 miles from Universal Studios' Islands of Adventure. This property offers access to a terrace and free private parking. Orange County Convention Center is 12 miles away and Walt Disney World is 13 miles from the villa. With free Wifi, this 5-bedroom villa offers a flat-screen TV, a washing machine, and a fully equipped kitchen with a dishwasher and oven. There's also a seating area and a fireplace. Guests can enjoy the outdoor swimming pool and garden at the villa. Universal Studios Orlando is 10 miles from Luxury Retreat in Windermere The Perfect Base for Exploring Orlando, while The Wheel at ICON Park Orlando is 11 miles from the property. The nearest airport is Orlando International Airport, 19 miles from the accommodation.

Amenities:

Restaurant • Parking • Balcony/Terrace • Sports/Activities • Internet • Bar • Pet Friendly • Pool • Other • Barbecue/Outdoor Cooking • Air Conditioner • Guest Services

Vacation Rentals in Windermere
Rustic Hideaway - Modern Estate - Great Location + Pet Friendly!
Villa
Windermere, Florida, USA

Rustic Hideaway - a modern estate located in the serene beauty of Windermere!
(we're pet friendly! - Approval required!)

Here is an experience you won't soon forget! Check-out this magnificent, private villa - fully equipped and ready for your next trip! Located just minutes from all the action - Universal Studios, Disney World and the beloved Winter Garden Village - featuring tons of your favorite shops and restaurants!

Enjoy the beautiful atmosphere in a lovely rustic setting. Find all the modern touches you'll love throughout the home: from the granite countertops, renovated bathrooms, new mattresses, Smart TVs and so much more! This home has so much to offer!

Highlights:
Games! Corn hole, ping-pong, shuffle board and foosball
Huge Private Lot, w/ Fire Pit & Charcoal BBQ
Outdoor Seating, Covered & Screened Patio
2nd Floor Patio w/ Seating
All Smart TVs, New Mattresses (2022)
Work Desk
Alarm System
Guest App/Guide
Food Delivery Services
Pack n Play/Travel Crib

Location:
Parks & Lakes - 3 to 20 Minutes away! [Pet & Non Pet-Friendly]
Golf Courses - as close as 10 minutes!
Theme Parks - 20 minutes away
International Drive (I-Drive) is about 30 minutes away
Winter Garden Village (Shopping Center) - 8 minutes away

This spacious paradise sits on a large lot, with both a covered and uncovered patio space (the covered section is screened!) as well as the 2nd story balcony - all overlooking the beautiful woods that line the edge of the property. A charcoal BBQ is provided (see notes below) with plenty of seating and tables for everyone! Don't forget about the fire pit for those beautiful nights!

Don't forget the GAMES! Outdoor table tennis (ping-pong), cornhole (bean bag toss), foosball and shuffleboard await! The Den/Game Room also has some board games! Smart TVs are in each room so you can bring all your favorite shows/movies with you!

The Living Room features a large, comfy sectional sofa around the large Smart TV over the decorative fire place . Large windows let in plenty of natural light! A Shuffle Board table is also here to keep the fun going! There's also a half bathroom conveniently located here.

The Den has been covered into a mock game room, with a large Smart TV, Foosball Table and Futon (can be folded down for an additional sleeping space).

Check-out the beautiful kitchen! Equipped with all the modern touches and appliances you need - check out the tiled backsplash and granite counter tops!. Everything from the fridge, flat top stove, oven, microwave, toaster, etc. are provided! All Stainless Steel! Plenty of plates, silverware, pots and pans to get you settled.

The Dining Room features a large table with comfortable seating for 8; kitchen features a breakfast table with additional seating for 3. The covered patio as another table with 6 more seats, plus many more in the backyard!

Rest at Ease!
Our home is equipped with an actively monitored alarm system for your use! Your unique door code will match the alarm system.

Your booking also includes a damage waiver to cover accidental/incidental damages! Enjoy a truly stress free vacation - that’s what we're all about here at Alpha Vacations! A small one-time payment is included in your booking total.

Room Details:

Master Bedroom - 2nd Floor (King)
Private Balcony with table and chairs, overlooking backyard
Mini Fridge
Dresser
2 Walk-in Closets
Large Smart TV
Ceiling Fan
Black-out curtains over the windows
En-suite Bathroom with 2 sinks, private toilet, walk-in shower and garden tub - all with plenty of natural lighting

Bedroom 2
Full-Size Mattress
Desk/Table
Private Closet
Smart TV
Ceiling Fan
Black-out curtains over the windows

Bedroom 3
Full-size bed (with adjustable base!)
Dresser w/ Mirror
Private Closet
Ceiling Fan
Black-out curtains over the windows

Bedroom 4
Full-Size Mattress
Desk w/ chair
Smart TV
Private Closet
Black-out curtains over the windows

Bedroom 5 - Ground Floor
Queen Bed
En-suite Bathroom w/ shower/tub
Dresser
Ceiling Fan
(this bedroom is not yet photographed)

2 Full Bathrooms are located in the hallways between Bedrooms 2, 3 and 4.
1 Features a walk-in shower while the other is equipped with a shower/tub. Both have glass sliding doors!
1 Additional Half Bathroom

Full-size washer and dryer are available for your use

Amenities
Covered Patio, uncovered patio and balcony
Charcoal BBQ
Plenty of Seating and Tables
Table Tennis/Ping-Pong
Cornhole/ Bean Bag Toss
Foosball
Shuffleboard
Futon
Large, Private Yard
Smart TVs
Fire Pit

LOCATION, LOCATION, LOCATION!
Windermere Recreational Park and Lake - 3 Minutes away! [Pet Friendly]
Multiple World-Class Golf Courses - as close as 10 minutes!
Tibet-Butler Nature Preserve - 20 Minutes away! [Not Pet Friendly]

Universal Studios - 20 minutes away!
Disney World - 20 minutes away!
Sea World is about 30 minutes away!
International Drive is about 30 minutes away!

Located just a short drive from Scenic Winter Garden Village - a premier shopping, dining and entertainment destination! Winter Garden Village at Fowler Groves features extensive retail and food options: including Cost Plus, World Market, Old Navy, Home Goods, Jo-Ann Fabric and Craft Stores, F21 Red, Lowes, Target, ULTA, as well as many more popular retailers and restaurants.

Winter Garden Village offers shopping and entertainment opportunities to fit everyone's needs. From department stores and electronics to a health club and specialty retailers, along with the wide array of restaurants and eateries, visitors can enjoy a variety of experiences here - including local hotspots and favorites!

Explore the quaint town of Windermere which is within 2 miles down the road, beautiful bricked lined streets and lakes. Enjoy the cozy coffee and ice cream shops. A farmers market is held in the Windermere downtown every Friday morning. Play world class tennis and golf!

PLEASE NOTE:
A Starter Kit of supplies is provided to get you started upon arrival. Additional supplies may be necessary; we recommend planning a trip to a local grocery store after settling in.

Charcoal BBQ is provided. Guests are expected to clean and empty the ash from the grill before departing from the property. Please do not leave children unattended around grill and flames must be extinguished before charcoal/ash is disposed!

PET FRIENDLY - Pets must be approved and a $50 Pet Fee (per pet, plus tax) required after booking. Pets must be picked up after!

PLEASE Supervise children and pets at all times! Property is unfenced and lies against a natural forest - do not go exploring beyond the property lines!

Fire Pit is used at guest's own risk - DO NOT leave the fire unattended, especially around children or pets.

This home utilizes well water for the home. The water is completely safe and fine to use but may have a slight odor when turned on initially. Please run the tap for a minute or two and it will go away! :)

Maximum of 4 vehicles per reservation.

Come check-out this once in a lifetime experience!

Guest Reviews:

- "We loved staying in this house! Great location and home!!" - "The house it a bit outdated. It was clean and comfortable but the couch was all torn up and the bathrooms had some issues with plumbing. " - "Once we arrived to the property in Orlando my wife an i did a quick inventory of the property as requested. I found many things to a problem so I list them in an Email and sent it to the management company. I then called the management company and the answering service told me they we aware of the problem and would have someone contact me about coming out to the site, this never happened. The next day I repeated this process and was told again someone would be calling me about coming to the site, again this never happened. I will not be using this service again!"

Vacation Rentals in Windermere
Orlando 20 Guest Villa Centrally Located with Game Room
House
Windermere, Florida, USA

Your family will be close to everything when you stay at this centrally-located place located in downtown Windermere! 4 bedrooms and 3 full bathrooms can sleep up to 20. Across the street, there is a park and only a few minutes is Downtown Windermere which hosts several events and has a weekly farmers market on Fridays. There is also access to many other parks in the nearby area along with easy boat rentals for lake access or guided tours for water sports like tubing or wake surfing.

We have a master bedroom which has a king-sized bed along with a memory foam pullout sleeper sofa for 2 guests. This bedroom also has an attached full bathroom that includes a walk-in shower, a bathtub with jets, and a walk-in closet. Another benefit of this room is that you will have your own 64" TV.

Next, there is Jack and Jill these 2 bedrooms both connect to a full bathroom in the middle. There are 2 spaces one where you can use the sink and a separate space with a bathtub to shower or to use the restroom. These rooms also have one king-sized bed each and both include TVs.

Finally, there is a room at the far end of the house which has 2 king-sized beds. Along with a connected full bathroom which has a walk-in shower. This bedroom also has a TV.

Other spaces in this home include a laundry room with a washer/dryer.

A bar space that is being used as a game room/office. This space has a foosball table, connect 4, and an air hockey table.
Also, there is a full-sized ping pong table.

The family room connects with the kitchen/breakfast area. This space includes a TV mounted above the fireplace and 2 memory foam pullout sleeper sofas that can comfortably sleep 4 guests.

There is also a formal living room when you enter the home and this space is where the ping pong table along with 2 more memory foam pullout sleeper sofas that can comfortably sleep 4 guests. Connected to this space is also a dining room.

Finally, there are 2 patios one covered space in the front and a larger covered patio space in the back yard. This backyard patio is accessible from many different areas in the home. From the master bedroom to the formal living room, the kitchen, or family room.

Guests have access to the entire home at all times except for the garage. There is parking available in the front driveway.

*No parties allowed. A fine of $500 will be charged.

*No pets allowed. A fine of $250 will be charged.

"We have a Ring Floodlight camera outside, that can record video and audio"

*Furniture is subject to change, as the need arises.

Guest Reviews:

- "Awesome place. Everyone had their own place to settle in and an awesome area to get together to get to know each other. Definitely will return." - "Stayed for the week leading up to the wedding. We did not spend much time site seeing but location would be a little far away for most major attractions. Neighborhood area restaurants were nice. Chose the location because it was near the bridal couple. Property manager was very responsive about the few questions and minor issues we had. Would stay here again. "

Vacation Rentals in Windermere
Welcome to the Farm House! Excellent Location, Pet Friendly!
Villa
Windermere, Florida, USA

Welcome to the Farm House!
(we're pet friendly! - Approval required!)

Looking for a unique experience in the heart of Central Florida? You've found it! This is an antique 1970s' farm house renovated and brought into the modern day! Featuring several private acres of Florida's natural beauty! Located just minutes from all the action - Universal Studios, Disney World and the beloved Winter Garden Village - featuring tons of your favorite shops & restaurants!

The best part of the Farm House is the setting! Check-out the mango forest, have an outdoor grill session on the charcoal BBQ and plenty of seating from on the brick patio to the seating in the field. The quiet surroundings and scenic beauty will instantly revitalize you! From the Mango trees, sugarcane plants, lychee trees, to the serene forest and atmosphere - it is almost guaranteed that you won't find another place like this! Mango trees are ripe with fruit! Please feel free to pick a few to enjoy (please be cautious not to damage the trees and of course please some for the next guest!)

FEATURING A Tesla Electric Vehicle Charger!

Highlights:
Vast, private grounds w/ plenty of natural scenery, plants and trees.
Multiple outdoor seating areas, hammocks and Charcoal BBQ
1 GBPS Internet Speed!
Extra Sleeping Spaces
Gym/Fitness Area
Electric Vehicle Charger
Desks
Large Kitchen w/ 2 Fridges
Alarm System
Guest App/Guide
Food Delivery Services

Location:
Parks & Lakes - 3 to 20 Minutes away! [Pet & Non Pet-Friendly]
Golf Courses - as close as 10 minutes!
Theme Parks - 20 minutes away
International Drive (I-Drive) is about 30 minutes away
Winter Garden Village (Shopping Center) - 8 minutes away

Full Description:
The moment you arrive you'll be greeted in style - from the round-about with the playful statues to the huge brick driveway to there will be plenty of space for the family. The cozy setting will keep the family together - 3 full bedrooms, 2 full baths and a few extra sleeping spots so everyone can come along! Comfortable, elegant and uniquely decorated; its safe to say this Farm House is one of a kind!

Check-out the beautiful kitchen! Equipped with all the modern touches and appliances you need - check out the tiled backsplash and granite counter tops!. Everything from the fridge, flat top stove, oven, microwave, toaster, etc. are provided! Plenty of plates, silverware, pots & pans to get you settled. So much storage space!

The Dining Table is a large solid piece of granite with comfortable seating for 9.

The Living room features a massive 85" Smart TV for your viewing pleasure! The huge sofa opens up to a Queen-Size Sleeper sofa with an upgraded memory foam mattress! Equipped with a decorative fireplace and plenty lighting.

In the front of the home, you'll find a convenient work-out station equipped with medicine (weighted) balls, work-out bench, resistance machine and more! Free weights are provided! [USE AT OWN RISK - Owner and Management assume no liability. Please always use care!] A second fridge is available - perfect for keeping your drinks ice cold! Treadmill is no longer available/present.

Check out the little den with a day bed and work desk perfect for kids who want to play or have a little adventure.

Rest at Ease!
Our home is equipped with an actively monitored alarm system for your use! Your unique door code will match the alarm system.

Your booking also includes a damage waiver to cover accidental/incidental damages! Enjoy a truly stress free vacation - that’s what we're all about here at Alpha Vacations! A small one-time payment is included in your booking total.

Room Details:

Master Bedroom - King Bed
Equipped with a large smart TV & sofa
Library
Large walk-in closet and dressers
En-Suite Bathroom with dual sinks (his/hers)
A Massive Walk-in shower with 2 separate shower heads
Garden Tub - Temporarily Out of Order
Private Toilet
Washer & Dryer located here

Bedroom 2 - Queen Size Bed
Private Closet and dresser
Additional Private Sink & Mirror
Large 43" Smart TV

Bedroom 3 - King-Size Bed
Large 55" Smart TV
Queen Sleeper Sofa/ Sofa bed
Work desk & Chair
Walk-in Closet

Bathroom 2 features private sink and toilet, with a walk-in shower and waterfall shower feature!

Den
Day Bed
Desk

Living Room
Large Sleeper Sofa (queen size) w/ additional twin arm chair/ pull-out bed
85" Smart TV
Decorative Fireplace

Patio
Charcoal BBQ
Plenty of Seating & Chairs
Garden
Basketball Net
Additional Seating and settings available throughout the yard

This home has 3 AC units/Thermostats! Locations will be in your guide.

LOCATION, LOCATION, LOCATION!
Windermere Recreational Park & Lake - 3 Minutes away! [Pet Friendly]
Multiple World-Class Golf Courses - as close as 10 minutes!
Tibet-Butler Nature Preserve - 20 Minutes away! [Not Pet Friendly]

Universal Studios - 20 minutes away!
Disney World - 20 minutes away!
Sea World is about 30 minutes away!
International Drive is about 30 minutes away!

Located just a short drive from Scenic Winter Garden Village - a premier shopping, dining and entertainment destination! Winter Garden Village at Fowler Groves features extensive retail and food options: including Cost Plus, World Market, Old Navy, Bed Bath & Beyond, Home Goods, Jo-Ann Fabric and Craft Stores, F21 Red, Lowes, Target, ULTA, as well as many more popular retailers and restaurants.

Winter Garden Village offers shopping and entertainment opportunities to fit everyone's needs. From department stores and electronics to a health club and specialty retailers, along with the wide array of restaurants and eateries, visitors can enjoy a variety of experiences here - including local hotspots and favorites!

Explore the quaint town of Windermere which is within 2 miles down the road, beautiful bricked lined streets and lakes. Enjoy the cozy coffee and ice cream shops. A farmers market is held in the Windermere downtown every Friday morning. Play world class tennis and golf!

Please Note:
A Starter Kit of supplies is provided to get you started upon arrival. Additional supplies may be necessary; we recommend planning a trip to a local grocery store after settling in.

Attention: Groundskeeper lives onsite. Has private parking & entrance on rear/side of property and private studio. They're very kind and keeps to themselves.

Charcoal BBQ is provided. Guests are expected to clean and empty the ash from the grill before departing from the property. Please do not leave children unattended around grill and flames must be extinguished before charcoal/ash is disposed!

Cleaning Services available during your stay - inquire for more detail!

PET FRIENDLY - Pets must be approved and a $50 Pet Fee (per pet, plus tax) required after booking. Pets must be picked up after!

PLEASE Supervise children and pets at all times! Property is unfenced, and lies against a natural forest - do not go exploring beyond the property lines!

Owner has private items stored on backside of property - please do not approach. Management and Ownership assumes no liability.

Come check-out this once in a lifetime experience!

Guest Reviews:

- "A clean and spacious property with a fully equiped kitchen, large table and with a great location between downtown Winderemere and Winter Garden. House layout is a little quirky, but the exercise equipment was a nice bonus!" - "Had wonderful time during the stay. Property needs some maintenance around the house. Floors/tiles are not leveled in bathrooms, missing grout Best part - outdoors!!! The house has nearly 50 mango trees, few lemon trees and others. Had wonderful time sitting out and lying on hammocks. Just 8 miles from universal studios, this is paradise for nature/garden lovers!"

Vacation Rentals in Windermere
5bd Country Charm w/1Acre, Deck, Private space near Parks
House
Orlando, Florida, USA

Property is TOTALLY UNIQUE Country-style home in top location; Parks: 7mins to Universal, 15min Disney, 5min Top Golf. Spacious & Cozy w 5bdrms, 2 dining & family rooms, perfect for big family/group. Relax in outdoor elevated Wooden Deck, lounge chairs, table wrap-around seating for breakfast/dining al fresco, tall trees, 1 acre of land in total PRIVACY and Quiet. *Pet friendly *Walk to Starbucks/Supermrkt *Pick a theme for Kids' Bedroom *Wide Wheelchair Ramp *Bring Boat/s, Jet-skies, RV Trailer

Amenities:

View • Entertainment • Internet • Kitchen • Other • Pet Friendly • Ocean View • Wellness Facilities • Bedding/Linens • Fireplace/Heating • Laundry • Balcony/Terrace

Vacation Rentals in Windermere
Beautiful Private gated Lakefront estate in Windermere on 2 acres of land!
House
Windermere, Florida, USA

Consider this house your home away from home while you visit Windermere. This lovely property sits on 2 acres of land, gated for extreme privacy, features 3 cozy bedrooms with a king, queen, and full bed to accommodate all guests comfortably. Enjoy the convenience of 2 bathrooms, one with a relaxing jetted bathtub. Sit on the back patio with your morning coffee, listen to the birds chirp and take in the views of Lake Sawyer. In the evening time, you will witness the most breathtaking sunsets and you can enjoy the Disney Fireworks nightly over the lake. With amenities like WiFi, heating, AC, and a washing machine, your stay will be superb. Close proximity to all the theme parks, grocery stores, restaurants, great shopping and everything Orlando has to offer. We hope you'll enjoy your stay at this beautiful lake house.

Amenities:

Security/Safety • Laundry • Other • Hot Tub • Fireplace/Heating • Bedding/Linens • Parking • Kitchen • Wellness Facilities • Internet • Air Conditioner • Tv

Vacation Rentals in Windermere
Remarkable House finding at 7.9m distance from Disney and 7.2m to OCCC
House
Windermere, Florida, USA

Enjoy a relaxing stay in this spacious and private 3-bedroom, 2-bathroom home, perfectly located near top theme parks. The master bedroom features a private bathroom with a luxurious bathtub, offering a perfect retreat after a long day of fun.

The home boasts a fully equipped kitchen, ideal for preparing meals, and a pool table for added entertainment. Each room is generously sized, providing plenty of space for comfort and relaxation.

Nestled in a beautiful and peaceful neighborhood, this home offers a tranquil escape while keeping you close to all the action. Whether you’re visiting for adventure or relaxation, this is the perfect place to stay

Amenities:

Parking • Bedding/Linens • Laundry • Wellness Facilities • Air Conditioner • Other • Kitchen • Fireplace/Heating • Pet Friendly • Tv • Child Friendly • Security/Safety

Vacation Rentals in Windermere
Beautiful 4 Bedroom Home
House
Windermere, Florida, USA

Relax with your family/friends at our peaceful place. Our home is located in the heart of Windermere which is known for being a calm/safe and friendly town. Beautiful 4 themed bedrooms and 3 and half bath. Modern fully equipped kitchen with granite countertops. Close to all Orlando's main attractions. Quaint Windermere downtown is within 5 mins drive which holds an amazing farmers market every Friday. No parties or loud music please since our place is located in a private neighborhood.

Guest Reviews:

- "My family and I were very pleased with the house and location to all our events . The house manager was very friendly and cared about our stay and satisfaction. We look to stay at the location if available in the future."

Vacation Rentals in Windermere
Luxurious Vacation Home in Beautiful Windermere, 20 Min. to Disney & Universal!
House
Windermere, Florida, USA

Nestled in Windermere, this lovely house boasts 5 bedrooms including 2 king beds, 1 queen bed, 1 twin bed, 1 murphy bed, and 1 sofa bed. With 3 bathrooms featuring a jetted bathtub and shower, ping pong table guests can relax in style. The property also offers amenities like WiFi, a hair dryer, and AC for added convenience. Experience what Windermere has to offer with a stay at our charming house.
Discover the Charm of Windermere!
Located in one of Florida's most beautiful cities, our luxurious vacation home is the perfect retreat for your getaway. Just 20 minutes from iconic theme parks like Disney and Universal, you'll enjoy the convenience of being close to the action while still relishing the tranquility this charming community offers.
Windermere is renowned for its stunning landscapes, serene lakes, and inviting atmosphere, making it the ideal spot for unforgettable vacations. Plus, you're just a short drive from the beautiful Central Florida beaches, where you can relax and soak up the sun.
Whether you're seeking adventures in the theme parks, exploring nature, or simply unwinding in a peaceful setting, our Windermere home provides everything you need for an exceptional experience. Come and experience the magic of Orlando in a place where every detail shines!

Guest Reviews:

- "Fraudulent listing"

Vacation Rentals in Windermere
6 MI to Beach! Private Pool, Fire Pit & Game Room
Villa
Clearwater, Florida, USA

Summary:
Looking to live the Florida dream? Upon entering, you'll immediately feel a warm and inviting atmosphere! The spacious Game Room offers lots of fun for every family member plus a picturesque view of the backyard. This room opens up to the private, in-ground pool, making it an ideal spot for unwinding after a long day. The exterior is equally impressive, featuring a large space and various outdoor amenities, such as playing with the family or simply basking in the Florida sunshine.

The Space:
- 4 spacious themed bedrooms
- 2 bathrooms
- 1 large living area
- Free washer/dryer
- Private pool
- Game room with pool table, foosball table, poker table and arcades
- Large full kitchen with stainless steel appliances
- Spacious indoor & outdoor dining areas
- Outdoor pool loungers
- Putting green
- Outdoor bar with Minifridge
- Firepit

Bedrooms:
- Bedroom 1 – ‘Beach Queens’. 2 Queen Beds, sleeps 2.
- Bedroom 2 – ‘Sky’. 1 King Beds, sleeps 2.
- Bedroom 3 – ‘Purpink - 1 Bunk Bed Twin over Full, sleeps 2.
- Bedroom 4 – ‘Color circle’. King Bed, sleeps 2.

Guest Access:
During your stay, you will have complete and exclusive access to the entire home!

The Neighborhood:
It boasts a prime location near Largo, Eagle Lake Park, Highland Recreation Complex, St. Petersburg, Clearwater Beach, and Downtown Clearwater, offering easy access to a variety of attractions and amenities. Upon entering, you'll immediately notice the small touches that enhance the home’s warm and inviting atmosphere.

Getting Around:
Parking can accommodate up to (3) vehicles in the driveway parked side to side.

Other Things to Note:
The home is professionally cleaned and sanitized between each guest. We ensure that our cleaners are committed to the highest standards of cleanliness.

During inclement (cold and/or rainy) weather we do not advise using the pool. The pool gets serviced weekly. Please note that, after it rains, there may be some debris that washes into the pool, which may cause the water to appear slightly discolored.

Please be reminded that check-out time is 10AM. In order to prepare our property for the next guests, housekeeping is scheduled to arrive promptly upon check-out. Late check-outs affect housekeeping schedules and future guest reservations. In the event you stay beyond the original scheduled check-out time, you may incur a fee of up to $300.

It is a self-catering home, therefore, we do not refill any supplies during your stay. Each bathroom will have shampoo/conditioner, body wash, a single roll of toilet paper, and hand soap. In the laundry room we provide enough detergent pods for UP TO two (2) loads. In the kitchen, a paper towel roll, a couple of trash bags, dishwashing detergent, and sponge. There is a coffee maker, however coffee is not. Salt/pepper and cooking oil are available for use. If anything is missing, please let us know immediately upon check in so we can arrange restocking.

We value safety and privacy and that's why we would like to mention we have cameras outside for security purposes, none of them pointing to the pool area.

We appreciate your understanding!

Interaction with Guests:
We conveniently offer self check-in and check-out. Though we are not available in person, we are happy to answer any questions and help accommodate to the best of our ability! Please note that our listing is a self-catering home, however, feel free to contact us through the messaging app with any questions and/or suggestions! :)

Guest Reviews:

- "This house was one of the most amazing houses I’ve ever stayed in. The house had everything for my friends and I too have a great time."

Vacation Rentals in Windermere
1 Bedroom Lofted, Private entrance, dedicated parking, W/D, WiFi
Apartment
Windermere, Florida, USA

Take comfort in this peaceful lofted apartment, perfect for traveling professional, workspace, washer & dryer, pool, off-street parking, walkable to lakes. Kitchenette, living room, TV. Peaceful walkable upscale neighborhood. Dedicated washer & dryer, no shared living space.

Amenities:

Security/Safety • Kitchen • Other • Pet Friendly • Air Conditioner • Fireplace/Heating • Balcony/Terrace • Pool • Laundry • Sports/Activities • Bedding/Linens • Tv

Vacation Rentals in Windermere
Near Disney, amazing, private and comfortable room
House
Windermere, Florida, USA

Private place with individual room, and private bathroom. Wonderful lake in walking distance. Near Publix , 7/11, Starbucks and also many other well know franchises. Not only being 8 minutes from Disney, but also being able to see fireworks from there.

Amenities:

Child Friendly • Air Conditioner • Security/Safety • Internet

Vacation Rentals in Windermere
Studio near Universal Studios
Apartment
Orlando, Florida, USA

Our studio with a private entrance, kitchenette, and bathroom offers convenience near major landmarks. Explore Walt Disney World, Universal Orlando, and SeaWorld, or enjoy shopping at The Mall at Millenia. Nearby, find Harry P. Leu Gardens, Orlando Science Center, and scenic Lake Eola Park. Book now for a convenient stay amidst Orlando's attractions!

There may be occasional guests in the main house, rest assured you'll maintain complete privacy. There's a code lock that separates the main house and the studio, ensuring complete separation and privacy for both sets of guests.

Your stay includes a separate, private entrance, ensuring you can come and go as you please without any disruptions. Guests in the main house won't have access to your space, and vice versa, guaranteeing a peaceful and undisturbed experience. Your comfort and privacy are our top priorities.

Amenities:

Kitchen • Child Friendly • Parking • Fireplace/Heating • Air Conditioner • Other • Security/Safety • Internet • Tv • Bedding/Linens

Vacation Rentals in Windermere
7 Mi to Disney World: Orlando Home w/Private Pool
House
Orlando, Florida, USA

Magical days at Disney World await when you stay at this 3-bed, 2-bath Orlando vacation rental! With its fully equipped kitchen, game area with a pool table, and a private pool, this home provides a comfortable place to unwind after a day of adventure. Spend your days experiencing the thrills of Universal Studios, swimming with dolphins at Discovery Cove, or admiring aquatic animals at SeaWorld. Return home to take a dip in the pool before ending the night by the fire pit, roasting marshmallows!

-- THE PROPERTY --

Florida Room | Pool Table | Fire Pit | Near Lakes, Natural Springs & Theme Parks

Bedroom 1: King Bed | Bedroom 2: Queen Bed | Bedroom 3: 2 Twin Beds | Additional Sleeping: 2 Queen Air Mattresses

OUTDOOR LIVING: Pool, outdoor seating & dining, fenced-in yard
INDOOR LIVING: Smart TV, electric fireplace, dining table, walk-in shower, shower/tub combo, ceiling fans
KITCHEN: Stainless steel appliances w/ dishwasher, cooking basics, dishware/flatware, microwave
GENERAL: Free WiFi, central heating & air conditioning, complimentary toiletries, washer/dryer, hangers, linens/towels, trash bags/paper towels
FAQ: No fence around pool, 2 exterior security cameras (facing out)
ACCESSIBILITY: Single-story home, 2 steps to enter
PARKING: Garage (2 vehicles), driveway (2 vehicles)

-- THE LOCATION --

ATTRACTIONS: Ripley’s Believe It or Not! (4 miles), Madame Tussauds Orlando (5 miles), Fun Spot America Theme Parks (5 miles), ICON Park (5 miles), Universal Studios Florida (5 miles), Walt Disney World Resort (7 miles), SeaWorld Orlando (7 miles), Discovery Cove (9 miles), Gatorland (16 miles)
TEE TIME: Orange Tree Golf Club (2 miles), Bayhill CC (2 miles), Isleworth Golf & Country Club (4 miles), MetroWest Golf Club (5 miles), Disney’s Lake Buena Vista Golf Course (9 miles), Grand Cypress Golf (9 miles), Grande Vista Golf Club (9 miles), Four Seasons Golf and Sports Club Orlando (11 miles)
WATER ACTIVITIES: Bill Frederick Park (4 miles), Lake Apopka (17 miles), Wekiwa Springs State Park (19 miles), Kelly Park - Rock Springs (29 miles), Blue Spring State Park (45 miles)
AIRPORT: Orlando International Airport (17 miles)

-- REST EASY WITH US --

Evolve makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.

-- POLICIES --

- No smoking
- No pets allowed
- No events, parties, or large gatherings
- Must be at least 25 years old to book
- Additional fees and taxes may apply
- Photo ID may be required upon check-in
- NOTE: This single-story home requires 2 steps to enter
- NOTE: This property may not be suitable for young children due to the unfenced pool area
- NOTE: Your safety matters. This property features 2 exterior security cameras: 1 is a Ring doorbell device with an exterior security camera facing the front outdoor entryway, and 1 camera is located above the garage facing the driveway. The cameras are outward facing and do not look into interior spaces. The cameras record video and sound when activated by motion

Amenities:

Security/Safety • Laundry • Fireplace/Heating • Kitchen • Private Pool • Balcony/Terrace • Bedding/Linens • Other • Air Conditioner • Tv • Pool • Internet

Windermere Family Friendly Vacation rentals

Windermere Vacation rentals with Parking

Windermere Pet Friendly Vacation rentals

Windermere Vacation rentals with Entertainment

Windermere Vacation rentals with Private Pool

Windermere Vacation rentals with Spa

Windermere Vacation-Rentals on the Map

Compare the Best Vacation-Rentals in Windermere – Addresses, Prices, Stars, Rating, and Review Count

Property Name Address Price ($) Star Rating Review Count Book
Arnold Palmer's Bay Hill Club & Lodge 9000 Bay Hill Boulevard, Orlando, FL, FL 32837, USA 275 5.0 9.0 121 Click here
Arnold Palmer's Bay Hill Club & Lodge 9000 Bay Hill Blvd, Orlando, FL, 32819, USA 406 4.0 9.2 1000 Click here
7 Mi to Disney World Orlando Home with Private Pool Orlando, FL, USA 183 3.0 1 Click here
Luxury & Spacious Orlando 2640 Mirella Ct, Windermere, FL, 34786, USA 169 3.0 6.0 1 Click here
Disney Orlando Resort Condo Top floor pool view,Free parks shuttle 8303 Palm Park Way, Orlando, FL, 32836, USA 115 6.5 4 Click here
The Home of Sweet Peace Windermere, Florida, USA 633 10.0 61 Click here
Luxury Retreat in Windermere The Perfect Base for Exploring Orlando 2128 Lake Crescent Court, Orlando, FL, FL 34786, USA 222 10.0 1 Click here
Rustic Hideaway - Modern Estate - Great Location + Pet Friendly! Windermere, Florida, USA 299 5.8 6 Click here
Orlando 20 Guest Villa Centrally Located with Game Room Windermere, Florida, USA 435 10.0 6 Click here
Welcome to the Farm House! Excellent Location, Pet Friendly! Windermere, Florida, USA 184 9.0 2 Click here
5bd Country Charm w/1Acre, Deck, Private space near Parks Orlando, Florida, USA 317 8.0 2 Click here
Beautiful Private gated Lakefront estate in Windermere on 2 acres of land! Windermere, Florida, USA 323 3.0 2 Click here
Remarkable House finding at 7.9m distance from Disney and 7.2m to OCCC Windermere, Florida, USA 339 10.0 1 Click here
Beautiful 4 Bedroom Home Windermere, Florida, USA 340 10.0 1 Click here
Luxurious Vacation Home in Beautiful Windermere, 20 Min. to Disney & Universal! Windermere, Florida, USA 506 2.0 1 Click here
6 MI to Beach! Private Pool, Fire Pit & Game Room Clearwater, Florida, USA 588 10.0 1 Click here
1 Bedroom Lofted, Private entrance, dedicated parking, W/D, WiFi Windermere, Florida, USA 78 1 Click here
Near Disney, amazing, private and comfortable room Windermere, Florida, USA 91 1 Click here
Studio near Universal Studios Orlando, Florida, USA 114 1 Click here
7 Mi to Disney World: Orlando Home w/Private Pool Orlando, Florida, USA 202 1 Click here

Note: The prices for each Vacation-Rentals in Windermere do vary. This can be because of the number of people you are booking for, how far in advance you book and the season. The prices above are only meant as a rough estimate for comparison purposes. Click the buttons above (or click here) to get the latest prices.

Frequently Asked Questions

Vacation rentals in Windermere that include a pool include:

  • Arnold Palmer's Bay Hill Club & Lodge.- Review Count: 121, Rating: 9.0
  • Arnold Palmer's Bay Hill Club & Lodge.- Review Count: 1000, Rating: 9.2
  • 7 Mi to Disney World Orlando Home with Private Pool.- Review Count: 0, Rating: 0.0

These vacation rentals in Windermere provide spa or wellness access:

  • Arnold Palmer's Bay Hill Club & Lodge.- Review Count: 121, Rating: 9.0
  • Arnold Palmer's Bay Hill Club & Lodge.- Review Count: 1000, Rating: 9.2

Family-friendly vacation rentals in Windermere include:

  • Arnold Palmer's Bay Hill Club & Lodge.- Review Count: 121, Rating: 9.0
  • 7 Mi to Disney World Orlando Home with Private Pool.- Review Count: 0, Rating: 0.0
  • Luxury & Spacious Orlando.- Review Count: 1, Rating: 6.0

Pet-friendly vacation rentals in Windermere include:

  • Luxury Retreat in Windermere The Perfect Base for Exploring Orlando.- Review Count: 1, Rating: 10.0
  • Rustic Hideaway - Modern Estate - Great Location + Pet Friendly!.- Review Count: 6, Rating: 5.8
  • Welcome to the Farm House! Excellent Location, Pet Friendly!.- Review Count: 2, Rating: 9.0

Vacation rentals in Windermere that include breakfast options include:

  • Arnold Palmer's Bay Hill Club & Lodge.- Review Count: 121, Rating: 9.0
  • Arnold Palmer's Bay Hill Club & Lodge.- Review Count: 1000, Rating: 9.2

Vacation rentals in Windermere with private or on-site parking include:

  • Arnold Palmer's Bay Hill Club & Lodge.- Review Count: 121, Rating: 9.0
  • Arnold Palmer's Bay Hill Club & Lodge.- Review Count: 1000, Rating: 9.2
  • 7 Mi to Disney World Orlando Home with Private Pool.- Review Count: 0, Rating: 0.0

Some of the best Vacation Rentals in Windermere are:

  • Arnold Palmer's Bay Hill Club & Lodge.- Review Count: 121, Rating: 9.0
  • Arnold Palmer's Bay Hill Club & Lodge.- Review Count: 1000, Rating: 9.2
  • Luxury & Spacious Orlando.- Review Count: 1, Rating: 6.0

Some of the popular Vacation Rentals in Windermere are:

  • Arnold Palmer's Bay Hill Club & Lodge.- Review Count: 1000, Rating: 9.2
  • Arnold Palmer's Bay Hill Club & Lodge.- Review Count: 121, Rating: 9.0
  • The Home of Sweet Peace.- Review Count: 61, Rating: 10.0