Best Windermere Vacation Rentals
-
Great deal
Margaritaville Cottages Orlando By Rentyl With H2O Waterpark
- Cookware/ Kitchen utensils
- Valet parking
- 24-hour reception
- Air conditioning
- Sauna
- Outdoor swimming pool
Located only 1.5 km from Mighty Jungle Golf, Margaritaville Cottages Orlando By Rentyl With H2O Waterpark Kissimmee features an outdoor swimming pool, a sauna, ensuring a relaxing stay. Featuring car rentals, the Kissimmee holiday home invites guests to visit Walt Disney World Resort, situated approximately a 15-minute ride away.
Treatment facilities feature pedicure, manicure, and facial treatments.
Margaritaville Cottages Orlando By Rentyl With H2O Waterpark
- Cookware/ Kitchen utensils
- Valet parking
- 24-hour reception
- Air conditioning
- Sauna
- Outdoor swimming pool
Margaritaville Cottages Orlando By Rentyl With H2O Waterpark
Located only 1.5 km from Mighty Jungle Golf, Margaritaville Cottages Orlando By Rentyl With H2O Waterpark Kissimmee features an outdoor swimming pool, a sauna, ensuring a relaxing stay. Featuring car rentals, the Kissimmee holiday home invites guests to visit Walt Disney World Resort, situated approximately a 15-minute ride away.
Treatment facilities feature pedicure, manicure, and facial treatments.
-
Guest favorite
Orlando Resort Rentals At Universal Boulevard
- BBQ facilities
- Free parking
- 24-hour reception
- Air conditioning
- Fitness centre
- Heated swimming pool
Orlando Resort Rentals At Universal Boulevard villa is located 2.5 km from SeaWorld Orlando and provides billiard and fisheries for active guests. Overlooking the garden, this property is about 10 minutes by car from Discovery Cove Theme Park and offers a lift and a vending machine.
This accommodation is appointed with a heated pool and a picnic area and a golf course. Other available services include a Jacuzzi.
Orlando Resort Rentals At Universal Boulevard
- BBQ facilities
- Free parking
- 24-hour reception
- Air conditioning
- Fitness centre
- Heated swimming pool
Orlando Resort Rentals At Universal Boulevard
Orlando Resort Rentals At Universal Boulevard villa is located 2.5 km from SeaWorld Orlando and provides billiard and fisheries for active guests. Overlooking the garden, this property is about 10 minutes by car from Discovery Cove Theme Park and offers a lift and a vending machine.
This accommodation is appointed with a heated pool and a picnic area and a golf course. Other available services include a Jacuzzi.
Formosa Valley By Une Homes
- BBQ facilities
- Free parking
- VIP check-in/ -out
- Air conditioning
- Flat-screen TV
- Outdoor swimming pool
Formosa Valley By Une Homes Orlando is located merely 5 minutes' walk from Mystic Dunes Golf Club at Mystic Dunes Resort and provides a year-round outdoor swimming pool, ensuring a relaxing stay. The 10-room villa provides guests with a terrace, a patio, and a picnic area in Celebration, which is a master-planned community and census-designated place in Osceola County, Florida, United States.
Formosa Valley By Une Homes
- BBQ facilities
- Free parking
- VIP check-in/ -out
- Air conditioning
- Flat-screen TV
- Outdoor swimming pool
Formosa Valley By Une Homes
Formosa Valley By Une Homes Orlando is located merely 5 minutes' walk from Mystic Dunes Golf Club at Mystic Dunes Resort and provides a year-round outdoor swimming pool, ensuring a relaxing stay. The 10-room villa provides guests with a terrace, a patio, and a picnic area in Celebration, which is a master-planned community and census-designated place in Osceola County, Florida, United States.
Cheap Windermere Vacation Rentals
Roy'S Guest House
- Cookware/ Kitchen utensils
- Free parking
- VIP check-in/ -out
- Air conditioning
- Flat-screen TV
- Garden area
The 1-bedroom Roy'S Guest House Orlando villa is located approximately a 25-minute walk from Harry P Leu Gardens, giving access to various tourist spots nearby. This property is suitable for up to 2 guests and features parking.
Roy'S Guest House
- Cookware/ Kitchen utensils
- Free parking
- VIP check-in/ -out
- Air conditioning
- Flat-screen TV
- Garden area
Roy'S Guest House
The 1-bedroom Roy'S Guest House Orlando villa is located approximately a 25-minute walk from Harry P Leu Gardens, giving access to various tourist spots nearby. This property is suitable for up to 2 guests and features parking.
-
Best-rated
Balcony Lake Views - Pool, Gym, Wifi & Parking
- Cookware/ Kitchen utensils
- Free parking
- 24-hour security
- Air conditioning
- Fitness centre
- Outdoor swimming pool
Set 4.5 km from Local amusement Theme Park, Balcony Lake Views - Pool, Gym, Wifi & Parking Orlando apartment comprises a balcony and a dressing area overlooking the lake. The spacious 10-room apartment is situated about 40 minutes by car from Church Street train station and just near SR-535 and Lake Bryan Drive bus station.
The presence of a solarium and a Jacuzzi also contributes to a more enjoyable stay. You can take advantage of a fitness centre, so it’s easy to keep up with your exercise routine.
Balcony Lake Views - Pool, Gym, Wifi & Parking
- Cookware/ Kitchen utensils
- Free parking
- 24-hour security
- Air conditioning
- Fitness centre
- Outdoor swimming pool
Balcony Lake Views - Pool, Gym, Wifi & Parking
Set 4.5 km from Local amusement Theme Park, Balcony Lake Views - Pool, Gym, Wifi & Parking Orlando apartment comprises a balcony and a dressing area overlooking the lake. The spacious 10-room apartment is situated about 40 minutes by car from Church Street train station and just near SR-535 and Lake Bryan Drive bus station.
The presence of a solarium and a Jacuzzi also contributes to a more enjoyable stay. You can take advantage of a fitness centre, so it’s easy to keep up with your exercise routine.
La Maison De Lorbu Private Apt Breakfast
- In-room breakfast
- Free parking
- VIP check-in/ -out
- Air conditioning
- Bar/ Lounge area
- Patio
La Maison De Lorbu Private Apt Breakfast Orlando is located 4.7 km from Central Florida Research Park and 15 minutes' drive from Baterbys Art Gallery. This apartment can host up to 2 guests.
La Maison De Lorbu Private Apt Breakfast
- In-room breakfast
- Free parking
- VIP check-in/ -out
- Air conditioning
- Bar/ Lounge area
- Patio
La Maison De Lorbu Private Apt Breakfast
La Maison De Lorbu Private Apt Breakfast Orlando is located 4.7 km from Central Florida Research Park and 15 minutes' drive from Baterbys Art Gallery. This apartment can host up to 2 guests.
Pet Friendly Vacation Rentals Windermere Florida
2 Beds With Pool, Parking, Wi-Fi & Smart Tv
- Cookware/ Kitchen utensils
- Free parking
- 24-hour security
- Air conditioning
- Flat-screen TV
- Outdoor swimming pool
The 4-room 2 Beds With Pool, Parking, Wi-Fi & Smart Tv Apartment Kissimmee includes a terrace and is located around 25 minutes' walk from the creative Mortem Manor Haunted Attraction. The apartment features Wi-Fi, along with parking for guests travelling by car.
Access to a year-round outdoor pool ensures a more relaxing stay.
2 Beds With Pool, Parking, Wi-Fi & Smart Tv
- Cookware/ Kitchen utensils
- Free parking
- 24-hour security
- Air conditioning
- Flat-screen TV
- Outdoor swimming pool
2 Beds With Pool, Parking, Wi-Fi & Smart Tv
The 4-room 2 Beds With Pool, Parking, Wi-Fi & Smart Tv Apartment Kissimmee includes a terrace and is located around 25 minutes' walk from the creative Mortem Manor Haunted Attraction. The apartment features Wi-Fi, along with parking for guests travelling by car.
Access to a year-round outdoor pool ensures a more relaxing stay.
Stunning Townhouses 5 Minutes Away Disney!
- BBQ facilities
- Free parking
- Air conditioning
- Ironing facilities
- Tea and coffee facilities
- Heated swimming pool
Situated nearly a 25-minute walk from Shingle Creek Regional Park, the 10-room Stunning Townhouses 5 Minutes Away Disney! Kissimmee villa offers a Jacuzzi for additional relaxation. Providing guests with Wi-Fi and parking, the property is 3.9 km from Museum of Military History.
Stunning Townhouses 5 Minutes Away Disney! villa has a terrace to relax on after a busy day, along with a heated pool.
Stunning Townhouses 5 Minutes Away Disney!
- BBQ facilities
- Free parking
- Air conditioning
- Ironing facilities
- Tea and coffee facilities
- Heated swimming pool
Stunning Townhouses 5 Minutes Away Disney!
Situated nearly a 25-minute walk from Shingle Creek Regional Park, the 10-room Stunning Townhouses 5 Minutes Away Disney! Kissimmee villa offers a Jacuzzi for additional relaxation. Providing guests with Wi-Fi and parking, the property is 3.9 km from Museum of Military History.
Stunning Townhouses 5 Minutes Away Disney! villa has a terrace to relax on after a busy day, along with a heated pool.
Haven Of Peace Studio
- Free parking
- Security
- Air conditioning
- Flat-screen TV
- Luggage storage
- Terrace
The spacious Haven Of Peace Studio Lakeland is located 3.9 km from Loyce Harpe Park and a 10-minute drive from Ardella Baptist Risers Risers On The Right 3 Rows Back. This apartment capacity is based on up to 4 guests.
Haven Of Peace Studio
- Free parking
- Security
- Air conditioning
- Flat-screen TV
- Luggage storage
- Terrace
Haven Of Peace Studio
The spacious Haven Of Peace Studio Lakeland is located 3.9 km from Loyce Harpe Park and a 10-minute drive from Ardella Baptist Risers Risers On The Right 3 Rows Back. This apartment capacity is based on up to 4 guests.
Windermere Vacation Rentals Oceanfront
Lovely Apartments 18 Minutes Away From Disney!
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Flat-screen TV
- Ironing facilities
- Tea and coffee facilities
The 144 m² Lovely Apartments 18 Minutes Away From Disney! Kissimmee enjoys a convenient location and provides easy access to Highlands Reserve GC 3.2 km away. The apartment also offers private car parking on site.
The availability of a Jacuzzi ensures a more relaxing stay.
Lovely Apartments 18 Minutes Away From Disney!
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Flat-screen TV
- Ironing facilities
- Tea and coffee facilities
Lovely Apartments 18 Minutes Away From Disney!
The 144 m² Lovely Apartments 18 Minutes Away From Disney! Kissimmee enjoys a convenient location and provides easy access to Highlands Reserve GC 3.2 km away. The apartment also offers private car parking on site.
The availability of a Jacuzzi ensures a more relaxing stay.
Studio 4A
- Cookware/ Kitchen utensils
- Free parking
- Housekeeping
- Air conditioning
- Golf centre
- Terrace
The 1-bedroom Studio 4A Lakeland is located 3.1 km from Bib Town train station and around 5 minutes' walk from Grace City Church. Guests can benefit from a convenient location in close proximity to the Central Florida Polk Museum of Art and enjoy a terrace and a golf course provided on site.
Studio 4A
- Cookware/ Kitchen utensils
- Free parking
- Housekeeping
- Air conditioning
- Golf centre
- Terrace
Studio 4A
The 1-bedroom Studio 4A Lakeland is located 3.1 km from Bib Town train station and around 5 minutes' walk from Grace City Church. Guests can benefit from a convenient location in close proximity to the Central Florida Polk Museum of Art and enjoy a terrace and a golf course provided on site.
-
Top location
Premier Resort Condos Near Disney & Universal
- Cookware/ Kitchen utensils
- Free parking
- 24-hour security
- Air conditioning
- Fitness centre
- Heated swimming pool
Premier Resort Condos Near Disney & Universal Orlando is located in Orlando, 16 minutes' walk from Ripley's Believe It or Not, and boasts a hot tub. This apartment features Wi-Fi throughout the property.
Take advantage of fitness classes at this apartment to elevate your leisure experience. Premier Resort Condos Near Disney & Universal also offers a kitchenette and a swimming pool on its balcony.
Premier Resort Condos Near Disney & Universal
- Cookware/ Kitchen utensils
- Free parking
- 24-hour security
- Air conditioning
- Fitness centre
- Heated swimming pool
Premier Resort Condos Near Disney & Universal
Premier Resort Condos Near Disney & Universal Orlando is located in Orlando, 16 minutes' walk from Ripley's Believe It or Not, and boasts a hot tub. This apartment features Wi-Fi throughout the property.
Take advantage of fitness classes at this apartment to elevate your leisure experience. Premier Resort Condos Near Disney & Universal also offers a kitchenette and a swimming pool on its balcony.
Windermere Vacation Rentals with Private Pool
Bahama Bay Resort
- BBQ facilities
- Free parking
- Concierge desk
- Air conditioning
- Sauna
- Outdoor swimming pool
To enjoy your vacation in Davenport, stay at Bahama Bay Resort Davenport, which is 2.8 km from Northeast Regional City Park and approximately 10 minutes by car from Highlands Reserve Boulevard. In the apartment, set in close proximity to Rum Run, guests will find a Jacuzzi and a sauna.
The apartment provides guests with a fitness area and such sports activities as hiking, ping pong, and billiard.
Bahama Bay Resort
- BBQ facilities
- Free parking
- Concierge desk
- Air conditioning
- Sauna
- Outdoor swimming pool
Bahama Bay Resort
To enjoy your vacation in Davenport, stay at Bahama Bay Resort Davenport, which is 2.8 km from Northeast Regional City Park and approximately 10 minutes by car from Highlands Reserve Boulevard. In the apartment, set in close proximity to Rum Run, guests will find a Jacuzzi and a sauna.
The apartment provides guests with a fitness area and such sports activities as hiking, ping pong, and billiard.
Private Pool Disney Townhome - Walk To Water Park
- Cookware/ Kitchen utensils
- Free parking
- VIP check-in/ -out
- Air conditioning
- Live entertainment
- Saltwater pool
The 3-bedroom Private Pool Disney Townhome - Walk To Water Park Orlando villa is situated just 6 minutes on foot from Mystic Dunes Golf Course, featuring such comforts as Wi-Fi and a private parking lot. The Orlando holiday home can accommodate 8 guests and offers live music, film nights, and karaoke to entertain them.
Cars for hire are available at Private Pool Disney Townhome - Walk To Water Park villa along with a heated pool. Highlights at the accommodation include an aqua park, a sundeck, and a golf course, as well as mini golf, table tennis, and billiard for sport lovers.
Private Pool Disney Townhome - Walk To Water Park
- Cookware/ Kitchen utensils
- Free parking
- VIP check-in/ -out
- Air conditioning
- Live entertainment
- Saltwater pool
Private Pool Disney Townhome - Walk To Water Park
The 3-bedroom Private Pool Disney Townhome - Walk To Water Park Orlando villa is situated just 6 minutes on foot from Mystic Dunes Golf Course, featuring such comforts as Wi-Fi and a private parking lot. The Orlando holiday home can accommodate 8 guests and offers live music, film nights, and karaoke to entertain them.
Cars for hire are available at Private Pool Disney Townhome - Walk To Water Park villa along with a heated pool. Highlights at the accommodation include an aqua park, a sundeck, and a golf course, as well as mini golf, table tennis, and billiard for sport lovers.
Resort Living Cozy Private Stay In Prime Location
- BBQ facilities
- Shuttle service
- 24-hour reception
- Air conditioning
- Fitness centre
- Sun terrace
The spacious 130 m² Resort Living Cozy Private Stay In Prime Location Kissimmee lies in the Windsor Palms district of Kissimmee and features a fitness area and an outdoor swimming pool. Orlando Tree Trek Adventure Amusement Park Zip Line is around a 10-minute drive from the 3-bedroom apartment, while Disney's Blizzard Beach Water Park is nestled at the distance of approximately 6 km away.
Other facilities at the apartment include a sun deck and a golf course. The availability of a Jacuzzi at this accommodation ensures a more enjoyable experience. Additionally, hiking, lawn tennis, and billiard can be arranged in the vicinity of the apartment.
Resort Living Cozy Private Stay In Prime Location
- BBQ facilities
- Shuttle service
- 24-hour reception
- Air conditioning
- Fitness centre
- Sun terrace
Resort Living Cozy Private Stay In Prime Location
The spacious 130 m² Resort Living Cozy Private Stay In Prime Location Kissimmee lies in the Windsor Palms district of Kissimmee and features a fitness area and an outdoor swimming pool. Orlando Tree Trek Adventure Amusement Park Zip Line is around a 10-minute drive from the 3-bedroom apartment, while Disney's Blizzard Beach Water Park is nestled at the distance of approximately 6 km away.
Other facilities at the apartment include a sun deck and a golf course. The availability of a Jacuzzi at this accommodation ensures a more enjoyable experience. Additionally, hiking, lawn tennis, and billiard can be arranged in the vicinity of the apartment.
Studio 3!
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Flat-screen TV
- Tea and coffee facilities
Featuring a prime location nearly 5 minutes' walk from Grace City Church, the 1-bedroom Studio 3! Lakeland accommodates up to 2 guests. This 33 m² apartment offers modern facilities, such as Wi-Fi and essentials like parking for car travellers.
Studio 3!
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Flat-screen TV
- Tea and coffee facilities
Studio 3!
Featuring a prime location nearly 5 minutes' walk from Grace City Church, the 1-bedroom Studio 3! Lakeland accommodates up to 2 guests. This 33 m² apartment offers modern facilities, such as Wi-Fi and essentials like parking for car travellers.
Studio Grande
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Flat-screen TV
- Tea and coffee facilities
- Golf centre
The 1-bedroom Studio Grande Lakeland is located 3.1 km from Bib Town train station and around 5 minutes' walk from Grace City Church. 2.7 km from Common Ground Playground, this 33 m² apartment for 2 guests offers a golf course and a dining table.
Studio Grande
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Flat-screen TV
- Tea and coffee facilities
- Golf centre
Studio Grande
The 1-bedroom Studio Grande Lakeland is located 3.1 km from Bib Town train station and around 5 minutes' walk from Grace City Church. 2.7 km from Common Ground Playground, this 33 m² apartment for 2 guests offers a golf course and a dining table.
The Rose On Lakeside
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Flat-screen TV
- Mini-bar
- Patio
Situated 3.4 km from Ocala National Forest, the 3-bedroom The Rose On Lakeside Umatilla villa provides access to numerous tourist attractions in the area. With a maximum capacity of 10 guests, this property offers private parking.
The Rose On Lakeside
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Flat-screen TV
- Mini-bar
- Patio
The Rose On Lakeside
Situated 3.4 km from Ocala National Forest, the 3-bedroom The Rose On Lakeside Umatilla villa provides access to numerous tourist attractions in the area. With a maximum capacity of 10 guests, this property offers private parking.
Are you in a hurry?
Here is a quick list of Vacation Rentals in Windermere, selected based on their rating
| Name of hotel | Accommodation Rating | Price, $ | |
| Margaritaville Cottages Orlando By Rentyl With H2O Waterpark |
8.8 / 10 (617 Reviews) |
From 10$ | |
| Orlando Resort Rentals At Universal Boulevard |
9.1 / 10 (1678 Reviews) |
From 112$ | |
| Formosa Valley By Une Homes |
9.1 / 10 (963 Reviews) |
From 153$ | |
| Roy'S Guest House |
10.0 / 10 (98 Reviews) |
From 110$ | |
| Balcony Lake Views - Pool, Gym, Wifi & Parking |
9.7 / 10 (213 Reviews) |
From 147$ |
Frequently Asked Questions
Which Windermere vacation rentals offer family-friendly amenities?
Bahama Bay Resort provides spacious condos with kitchen facilities, perfect for families. Its community events keep kids entertained while adults relax.
Book during weekdays to enjoy lower prices and fewer crowds at nearby attractions like Walt Disney World Resort.
What are some vacation rentals with pools near Disney?
Private Pool Disney Townhome offers a private pool just a short walk from H2O Water Park. This is ideal for families wanting fun and relaxation.
Schedule your pool time for the late afternoon to avoid the midday sun and enjoy more pleasant temperatures.
Which rentals near Orlando feature easy access to theme parks?
Stunning Townhouses 5 Minutes Away from Disney places you within a quick drive to both Disney and Universal Studios.
Avoid peak hours by leaving for the parks before 9am for more manageable travel times.
Are there any vacation rentals with jacuzzis in Windermere?
La Maison De Lorbu Private Apt offers a relaxing jacuzzi for unwinding after a long day. It's perfect for couples or small families.
Use the jacuzzi in the evenings for a peaceful experience while stargazing on clear nights.
What vacation rentals provide kitchen facilities near Lake Louisa?
Bahama Bay Resort features condos with full kitchens, allowing families to prepare meals conveniently. This is especially useful for families with dietary restrictions.
Plan grocery shopping at nearby stores in advance to save time and money during your stay.
Which rentals are ideal for groups and offer multiple bedrooms?
2 Beds With Pool, Parking, Wi-Fi & Smart Tv is designed for groups, featuring two separate bedrooms and access to a communal pool.
Book your stay for mid-week to secure better rates as many travelers come for weekend getaways.
Where can I find budget-friendly vacation rentals in Windermere?
Studio 3! offers a comfy budget option while providing easy access to theme parks and local attractions.
Check for discounts or special offers directly through the rental's website for best pricing.
What are the best times to visit Windermere for fewer crowds?
Visiting during the off-peak months of January to February will provide a quieter experience at popular attractions such as the theme parks.
Book accommodations in advance for the best rates during the holiday season.
How can I get from Orlando International Airport to my vacation rental?
Uber and Lyft services are readily available from Orlando International Airport and provide a hassle-free transfer to Windermere.
Secure your rideshare during off-peak hours for possibly cheaper rates and quicker pickups.
What local attractions should I not miss while staying in Windermere?
Ensure you visit Walt Disney World Resort, Universal Studios Orlando, and Lake Louisa State Park for a mix of excitement and relaxation.
Consider multi-park tickets for better savings if planning to visit both Disney and Universal.