Search Vacation Homes in Windermere

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Check prices for these dates

In two weeks
Nov 28 - Nov 30
In two months
Jan 9 - Jan 11
In three months
Feb 6 - Feb 8
In four months
Mar 6 - Mar 8

Vacation Homes in Windermere

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

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

Apopka
10.0 out of 10, Exceptional, (9)
"Perfect little spot for a family of 3 to stay. We spent most days exploring local natural springs and would stay at night for dinner and sleep. The place was very clean and had everything we needed for our stay. It felt very secure and safe as it is inside a gated community. "
United States
Elvis R.
$134 nightly
The price is $148
Nov 11 - Nov 12
Total with taxes and fees
Charming 2-bedroom apartment in house with AC, WiFi included
Outdoor pool, a heated pool
Magic Retreat Orlando

Magic Retreat Orlando

2.0 star property
Davenport
10.0 out of 10, Exceptional, (1)
"Quedé encantada con la casa, muy limpia, buen vecindario, espacios muy amplios, piscina limpia. Lo recomendaría sin pensarlo a mis familiares y amigos. Me gustaría haber tenido más comunicación con la persona encargada, pero agradecida porque pasé un fin de semana muy agradable con mis amigos. Volveré pronto! "
United States
Anonymous traveler
$307 nightly
The price is $339
Nov 15 - Nov 16
Total with taxes and fees
Magic Retreat Orlando
House | 4 bedrooms
Super Lush- Foam Beds W Pool Games

Super Lush- Foam Beds W Pool Games

2.0 star property
Cumbrian Lakes
$375 nightly
The price is $426
Dec 3 - Dec 4
Total with taxes and fees
Super Lush- Foam Beds W Pool Games
Front of property
Willow Bend

Willow Bend

4.0 star property
Crescent Lakes
10.0 out of 10, Exceptional, (2)
"this house abuts woods and a slow river that made the property peaceful "
United States
John
$516 nightly
The price is $586
Nov 13 - Nov 14
Total with taxes and fees
Willow Bend
Outdoor pool, sun loungers
Jasmine 4 Bedrooms

Jasmine 4 Bedrooms

5.0 star property
Seasons
10.0 out of 10, Exceptional, (1)
"The property was amazing. Quiet, convenient and it was very inviting. "
United States
Jose Antonio
Jasmine 4 Bedrooms
Terrace/patio
Luxury Lake Resort ✨

Luxury Lake Resort ✨

Cumbrian Lakes
10.0 out of 10, Exceptional, (42)
"Gracious hosts, nice neighborhood and back patio with nice lights and pool party vibes. Would stay again for sure."
United States
chez B.
$352 nightly
The price is $394
Nov 11 - Nov 12
Total with taxes and fees
Luxury Lake Resort ✨
Outdoor pool
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
9.6 out of 10, Exceptional, (25)
"The house was very nice and the owner was very friendly. Fridge had beverages upon arrival. Safe neighborhood that is ~20 mins from Disney and less than 10 mins from Walmart superstore. Was perfect for our family of 5 plus dog."
United States
David T.
$291 nightly
The price is $325
Nov 13 - Nov 14
Total with taxes and fees
It’s only 15 minutes drive to Disney World and the amazing outlets in Orlando
Outdoor pool, a heated pool
JUST RENOVATED!✦Spacious✦Clean✦Private True South Pool/Spa✦5 Miles to Disney

JUST RENOVATED!✦Spacious✦Clean✦Private True South Pool/Spa✦5 Miles to Disney

Kissimmee
10.0 out of 10, Exceptional, (199)
"The house was great had everything we needed for our one night stay. My nephews love to swim and having a pool made it very convenient."
United States
Winter C.
$316 nightly
The price is $353
Nov 12 - Nov 13
Total with taxes and fees
JUST RENOVATED!✦Spacious✦Clean✦Private True South Pool/Spa✦5 Miles to Disney
Fridge, microwave, oven, stovetop
Renovated Peaceful Luxury Walk to Mall Park Publix

Renovated Peaceful Luxury Walk to Mall Park Publix

Altamonte Springs
9.4 out of 10, Exceptional, (12)
"We really enjoyed our time here. The porch was really nice to sit out on and it was in a perfect location. Super bathroom and tv size is massive!!"
United States
Amy A.
$171 nightly
The price is $189
Nov 12 - Nov 13
Total with taxes and fees
Renovated Peaceful Luxury Walk to Mall Park Publix
Private pool
Formosa Valley Resort by UNE Homes

Formosa Valley Resort by UNE Homes

4.0 star property
Kissimmee
9.4 out of 10, Exceptional, (186)
"Brilliantly decorated and very spacious villa in a perfect location. "
United Kingdom
Bradley
$456 nightly
The price is $507
Nov 11 - Nov 12
Total with taxes and fees
Formosa Valley Resort by UNE Homes
Interior
Mi Casa Es Su Casa!!🏡 4 Bdrm home with pool

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

Orlando
8.8 out of 10, Excellent, (96)
"We had a great time at the house! Close to everything, spacious, clean, and with a good host! "
Norway
Synnøve Sætervik H.
$423 nightly
The price is $470
Nov 12 - Nov 13
Total with taxes and fees
Mi Casa Es Su Casa!!🏡 4 Bdrm home with pool
Terrace/patio
Escape to Paradise!Luxury Waterfront Heated Pool House with Game Room and Piano!

Escape to Paradise!Luxury Waterfront Heated Pool House with Game Room and Piano!

Buena Ventura Lakes
10.0 out of 10, Exceptional, (21)
"The view is beautiful and peaceful. The neighborhood is quiet.Sleep number bed! Dish soap! Every need is anticipated.Loved our stay!"
United States
Judah G.
$300 nightly
The price is $335
Nov 11 - Nov 12
Total with taxes and fees
Escape to Paradise!Luxury Waterfront Heated Pool House with Game Room and Piano!
Exterior
“The Clementine” Boho Home in Orlando’s Food Scene

“The Clementine” Boho Home in Orlando’s Food Scene

Park Lake - Highland
9.8 out of 10, Exceptional, (16)
"Great"
United States
Hank
$164 nightly
The price is $182
Nov 11 - Nov 12
Total with taxes and fees
“The Clementine” Boho Home in Orlando’s Food Scene
Outdoor pool
Hills Bay Retreat

Hills Bay Retreat

4.0 star property
Bridgewater Crossing
10.0 out of 10, Exceptional, (3)
"Spacious and clean; everything you need plus a covered pool. We cut our stay short; evacuated before Hurricane Milton. "
United States
Michael E
$522 nightly
The price is $584
Nov 12 - Nov 13
Total with taxes and fees
Hills Bay Retreat
House | Private kitchen | Full-size fridge, microwave, oven, stovetop
Sunny Private Pool & Spa & Fenced Yard. Nr Parks

Sunny Private Pool & Spa & Fenced Yard. Nr Parks

4.5 star property
Indian Point
$471 nightly
The price is $535
Nov 13 - Nov 14
Total with taxes and fees
Sunny Private Pool & Spa & Fenced Yard. Nr Parks
Dining
Florida Vacation with pool fun for families

Florida Vacation with pool fun for families

Casselberry
9.6 out of 10, Exceptional, (37)
"Great communication. Convenient, central location. Exactly as described!"
United States
Stacie J.
$307 nightly
The price is $339
Dec 10 - Dec 11
Total with taxes and fees
Florida Vacation with pool fun for families
A heated pool
BBQ~Oasis w/Heated Pool~Marvel &Nemo rooms~Near Disney

BBQ~Oasis w/Heated Pool~Marvel &Nemo rooms~Near Disney

Kissimmee
9.8 out of 10, Exceptional, (7)
" The place was nice and clean, with plenty of room for everyone in our party of 6. The kids loved their bedrooms and played musical beds all week..LOL. Everyone enjoyed the pool and relaxing outside, after a long day at the parks with the kids. The washer and drier was great so we didn't need to pack as much. Pool towels were provided. Over all, we would stay again."
United States
Patti P.
$460 nightly
The price is $484
Nov 12 - Nov 13
Total with taxes and fees
BBQ~Oasis w/Heated Pool~Marvel &Nemo rooms~Near Disney
Fridge, microwave, oven, stovetop
4BR Villa w Pool • Grill • Disney Nearby • Encanto

4BR Villa w Pool • Grill • Disney Nearby • Encanto

3.0 star property
Indian Point
10.0 out of 10, Exceptional, (8)
"The house was very nice. Very clean. Very nice pool. Would rent again"
United States
TAMMY Q.
$363 nightly
The price is $406
Nov 11 - Nov 12
Total with taxes and fees
4BR Villa w Pool • Grill • Disney Nearby • Encanto
Outdoor pool, a heated pool
Amazing Breathtaking Fantasy World Newly Renovated Near Disney 2+2

Amazing Breathtaking Fantasy World Newly Renovated Near Disney 2+2

Kissimmee
9.2 out of 10, Wonderful, (82)
"Very clean unit, comfortable beds, close to all the parks and fantastic pool."
United States
Sandra W.
$204 nightly
The price is $228
Nov 12 - Nov 13
Total with taxes and fees
Amazing Breathtaking Fantasy World Newly Renovated Near Disney 2+2
Outdoor pool, open 7:00 AM to 11:00 PM, pool umbrellas, sun loungers
Marriott's Sabal Palms

Marriott's Sabal Palms

4.0 star property
Orlando
9.6 out of 10, Exceptional, (202)
"Great hotel at a great location. Really nice area with a lot to do. We had en 2 br suite and it was really big, clean and confortable. Really nice with a fenced balcony with fans."
Denmark
Maria
$215 nightly
The price is $242
Dec 9 - Dec 10
Total with taxes and fees
Marriott's Sabal Palms
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

Sheraton Vistana Villages Resort Villas, I-Drive/Orlando

Sheraton Vistana Villages Resort Villas, I-Drive/Orlando

10/10 Excellent
"GREAT "
Joseph 1-night trip
Posted 15 hours ago
Sheraton Vistana Villages Resort Villas, I-Drive/Orlando

Find out more about Windermere

Windermere Vacation Homes information

Number of reviews
943
Accommodation
30103 Vacation Homes
Lowest Price
$148
Highest Price
$586

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