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Check prices for these dates

In two weeks
Jun 19 - Jun 21
In two months
Jul 31 - Aug 2
In three months
Aug 28 - Aug 30
In four months
Sep 25 - Sep 27

Our top choices for Windermere vacation homes

Exterior

Eastpark. Pet friendly! Lake Nona

Eastpark. Pet friendly! Lake Nona
East Park
9.2 out of 10, Wonderful, (99 reviews)
"Very nice accommodations. Great stay!!"
United States
John G.
The price is ￥15,830
￥44,772 total
includes taxes & fees
Jun 11 - Jun 12
Eastpark. Pet friendly! Lake Nona
Interior entrance

Family Friendly Davenport Pool Villa

Family Friendly Davenport Pool Villa
4.0 star property
Florida Pines
The price is ￥23,333
￥84,747 total
includes taxes & fees
Jun 6 - Jun 7
Family Friendly Davenport Pool Villa
Pool

Spacious & Private Guest Pool House Oasis

Spacious & Private Guest Pool House Oasis
Union Park
9.8 out of 10, Exceptional, (23 reviews)
"The pool house looked exactly like the pictures and it was a very comfortable place to stay. My husband and I really enjoyed it and would definitely stay there again in the future."
United States
Dionne T.
The price is ￥16,710
￥43,063 total
includes taxes & fees
Jun 7 - Jun 8
Spacious & Private Guest Pool House Oasis
Interior

It’s only 15 minutes drive to Disney World and the amazing outlets in Orlando

It’s only 15 minutes drive to Disney World and the amazing outlets in Orlando
Kissimmee
9.8 out of 10, Exceptional, (35 reviews)
"The house and location was exactly what the description and pictures described. Rosangela is a great hostess and very welcoming and a pleasure to have worked with. "
United States
Janene B.
The price is ￥18,381
￥54,162 total
includes taxes & fees
Jun 16 - Jun 17
It’s only 15 minutes drive to Disney World and the amazing outlets in Orlando
Towels, soap, shampoo, toilet paper

Charming 1-bedroom mother-in-law suite w/ full kitchen in delightful Apopka

Charming 1-bedroom mother-in-law suite w/ full kitchen in delightful Apopka
Apopka
10.0 out of 10, Exceptional, (2 reviews)
"Was great! Thank you "
United States
Jade L.
The price is ￥11,193
￥20,288 total
includes taxes & fees
Jun 18 - Jun 19
Charming 1-bedroom mother-in-law suite w/ full kitchen in delightful Apopka
Exterior

Charming 2-bedroom apartment in house with AC, WiFi included

Charming 2-bedroom apartment in house with AC, WiFi included
Apopka
9.8 out of 10, Exceptional, (30 reviews)
"Very nice neighborhood and great accommodations. "
United States
Kevin S.
The price is ￥16,550
￥24,515 total
includes taxes & fees
Jun 7 - Jun 8
Charming 2-bedroom apartment in house with AC, WiFi included
Terrace/patio

The Cozy Crash Pad: Tiny House Experience

The Cozy Crash Pad: Tiny House Experience
Orlando
9.0 out of 10, Wonderful, (26 reviews)
"The host communicated when needed. A great stay for a quick trip. "
United States
Jamee O.
The price is ￥9,914
￥23,346 total
includes taxes & fees
Jun 16 - Jun 17
The Cozy Crash Pad: Tiny House Experience
Interior

Kissimmee Retreat with Jacuzzi and Games

Kissimmee Retreat with Jacuzzi and Games
Kissimmee
Kissimmee Retreat with Jacuzzi and Games
1 bedroom, desk, WiFi, bed sheets

Studio in the heart of Orlando

Studio in the heart of Orlando
Azalea Park
9.4 out of 10, Exceptional, (6 reviews)
"Can’t complain. Would re book for sure."
United States
Matthew
The price is ￥9,843
￥27,432 total
includes taxes & fees
Jun 16 - Jun 17
Studio in the heart of Orlando
Fridge, microwave, oven, stovetop

Orlando Vacation homeAway near Universal with hot/tub

Orlando Vacation homeAway near Universal with hot/tub
Oak Ridge
8.8 out of 10, Excellent, (26 reviews)
"Thank you for the wonderful stay!"
United States
Lauren W.
The price is ￥23,026
￥36,298 total
includes taxes & fees
Jun 11 - Jun 12
Orlando Vacation homeAway near Universal with hot/tub
Fridge, microwave, stovetop, dishwasher

Chic Orlando Family Getaway w/ Fenced Yard!

Chic Orlando Family Getaway w/ Fenced Yard!
Rosemont
9.4 out of 10, Exceptional, (30 reviews)
"This is a great location for those traveling with families. It was close enough to the main Orlando attractions and great room for 7 people. Very clean and host is amazing at communicating."
United States
Kassandra H.
The price is ￥19,514
￥83,715 total
includes taxes & fees
Jun 8 - Jun 9
Chic Orlando Family Getaway w/ Fenced Yard!
Exterior

Mi Casa Es Su Casa!!🏡 4 Bdrm home with pool

Mi Casa Es Su Casa!!🏡 4 Bdrm home with pool
Orlando
8.6 out of 10, Excellent, (114 reviews)
"Host was amazing to work with and the house was as clean and easy to use and access. Would recommend to anyone going to Orlando for a vacation…"
United States
David Judy B.
The price is ￥17,125
￥76,731 total
includes taxes & fees
Jun 5 - Jun 6
Mi Casa Es Su Casa!!🏡 4 Bdrm home with pool
Smart TV

Rose's Lakeview

Rose's Lakeview
Orlando
9.0 out of 10, Wonderful, (20 reviews)
"Fantastic place. Really independent, the backyard has an excellent view and a nice breeze I highly recommend this place. "
United States
Yves
The price is ￥23,186
￥67,299 total
includes taxes & fees
Jun 15 - Jun 16
Rose's Lakeview
Pool

384 Resort House | Game Room | Pool & Spa | Grill

384 Resort House | Game Room | Pool & Spa | Grill
Watersong
The price is ￥33,915
￥81,639 total
includes taxes & fees
Jun 28 - Jun 29
384 Resort House | Game Room | Pool & Spa | Grill
Smart TV, table tennis

Quiet retreat 15 minutes from downtown Orlando, Orlando Airport International!

Quiet retreat 15 minutes from downtown Orlando, Orlando Airport International!
Azalea Park
9.6 out of 10, Exceptional, (24 reviews)
"Quiet neighborhood, good location."
United States
River
The price is ￥25,184
￥44,821 total
includes taxes & fees
Jun 5 - Jun 6
Quiet retreat 15 minutes from downtown Orlando, Orlando Airport International!
Fridge, microwave, oven, stovetop

Stylish & Cozy King Bed Retreat @ Baldwin Park

Stylish & Cozy King Bed Retreat @ Baldwin Park
Orlando
10.0 out of 10, Exceptional, (12 reviews)
"Wonderful, attentive host! The property was exactly as advertised… clean and well equipped. I would highly recommend this property."
United States
Tom B.
The price is ￥22,386
￥52,028 total
includes taxes & fees
Jun 6 - Jun 7
Stylish & Cozy King Bed Retreat @ Baldwin Park
Family House | Restaurant

Crofton Springs House 4 Bedroom

Crofton Springs House 4 Bedroom
3.5 star property
Providence
10.0 out of 10, Exceptional, (1 review)
The price is ￥27,017
￥89,082 total
includes taxes & fees
Jun 15 - Jun 16
Crofton Springs House 4 Bedroom
3 bedrooms, desk, iron/ironing board, free WiFi

Sleeps 8-3 Bedrooms 2 Full Bathroms+Gameroom your perfect vacation home!

Sleeps 8-3 Bedrooms 2 Full Bathroms+Gameroom your perfect vacation home!
Casselberry
9.8 out of 10, Exceptional, (49 reviews)
"The house was very clean and the owner was very prompt in answering our one question. The A/C worked great. "
United States
Michael
The price is ￥20,867
￥39,906 total
includes taxes & fees
Jun 10 - Jun 11
Sleeps 8-3 Bedrooms 2 Full Bathroms+Gameroom your perfect vacation home!
Dining

Private house with pool Kissimmee/Orlando

Private house with pool Kissimmee/Orlando
Buena Ventura Lakes
9.8 out of 10, Exceptional, (58 reviews)
"Great house. Clean and quiet. "
United States
Sara M.
The price is ￥29,582
￥70,790 total
includes taxes & fees
Jun 7 - Jun 8
Private house with pool Kissimmee/Orlando
Outdoor pool

Aster Cove

Aster Cove
4.0 star property
Crescent Lakes
Aster Cove
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Windermere Hotel Reviews

The Grove Resort & Water Park Orlando

The Grove Resort & Water Park Orlando

10/10 Excellent
"Clean extremely spacious and no need to leave the area"
Alexandra 3-night trip
Posted less than an hour ago
The Grove Resort & Water Park Orlando

Find out more about Windermere

Windermere Vacation Homes information

Number of reviews
493
Accommodation
28496 Vacation Homes
Lowest Price
￥20,288
Highest Price
￥89,082