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Holiday Homes in Windermere

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Check prices for these dates

In two weeks
10 Jul - 12 Jul
In two months
21 Aug - 23 Aug
In three months
18 Sept - 20 Sept
In four months
16 Oct - 18 Oct

Our top choices for Windermere holiday homes

Outdoor pool

Private Spacious Room in Home, with Pool-The Oasis Room

Private Spacious Room in Home, with Pool-The Oasis Room
Clermont
9.8 out of 10, Exceptional, (31 reviews)
"The room was clean. I had no issues. The host was nice. I had a good stay"
United States
Deborah
The price is NZ$179
includes taxes & fees
23 June - 24 June
Private Spacious Room in Home, with Pool-The Oasis Room
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 NZ$491
includes taxes & fees
29 June - 30 June
Eastpark. Pet friendly! Lake Nona
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)
"Easy check, great location. Very quiet neighborhood, no complaints . Host did very well. Really enjoyed our stay"
United States
Matthew J.
The price is NZ$801
includes taxes & fees
30 June - 1 July
Mi Casa Es Su Casa!!🏡 4 Bdrm home with pool
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, (3 reviews)
"Was great! Thank you "
United States
Jade L.
The price is NZ$213
includes taxes & fees
23 June - 24 June
Charming 1-bedroom mother-in-law suite w/ full kitchen in delightful Apopka
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 NZ$471
includes taxes & fees
23 June - 24 June
Spacious & Private Guest Pool House Oasis
Dining

Chic & Comfy 3BR Home Near Orlando & Wekiwa Springs

Chic & Comfy 3BR Home Near Orlando & Wekiwa Springs
apopka
9.8 out of 10, Exceptional, (27 reviews)
"Clean, spacious and loved the amount of amenities provided!"
United States
Isabella A.
The price is NZ$615
includes taxes & fees
23 June - 24 June
Chic & Comfy 3BR Home Near Orlando & Wekiwa Springs
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 NZ$250
includes taxes & fees
23 June - 24 June
Charming 2-bedroom apartment in house with AC, WiFi included
Fridge, microwave, oven, stovetop

Charming 2-bedroom Florida Getaway! Sleeps 6

Charming 2-bedroom Florida Getaway! Sleeps 6
Kissimmee
9.8 out of 10, Exceptional, (16 reviews)
"Clean, exactly what its described and picture"
United States
Aracelis
The price is NZ$507
includes taxes & fees
6 July - 7 July
Charming 2-bedroom Florida Getaway! Sleeps 6
Terrace/patio

The Cozy Crash Pad: Tiny House Experience

The Cozy Crash Pad: Tiny House Experience
Orlando
8.8 out of 10, Excellent, (27 reviews)
"Overall a good experience. Quiet location. Ideal for solo travelers. I'd give it a 10-out-of-10 if it had a stove top & oven, but space is tight here. A place to hang close would also be nice."
United States
Joseph M.
The price is NZ$254
includes taxes & fees
7 July - 8 July
The Cozy Crash Pad: Tiny House Experience
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 NZ$765
includes taxes & fees
30 June - 1 July
Private house with pool Kissimmee/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, (25 reviews)
"Thank you for the wonderful stay!"
United States
Lauren W.
The price is NZ$404
includes taxes & fees
23 June - 24 June
Orlando Vacation homeAway near Universal with hot/tub
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 NZ$967
includes taxes & fees
24 June - 25 June
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, (50 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 NZ$438
includes taxes & fees
23 June - 24 June
Sleeps 8-3 Bedrooms 2 Full Bathroms+Gameroom your perfect vacation home!
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)
"Great location and condo."
United States
Lonnie M.
The price is NZ$602
includes taxes & fees
29 June - 30 June
It’s only 15 minutes drive to Disney World and the amazing outlets in Orlando
Smart TV

NEW! Spacious designer 2-Bed/2.5-Bath townhome near Downtown Orlando

NEW! Spacious designer 2-Bed/2.5-Bath townhome near Downtown Orlando
Lancaster Park
10.0 out of 10, Exceptional, (18 reviews)
"Clean, good location, easy check in/check out"
United States
Chris
The price is NZ$541
includes taxes & fees
23 June - 24 June
NEW! Spacious designer 2-Bed/2.5-Bath townhome near Downtown Orlando
Microwave, oven, stovetop, dishwasher

Lovely 2-bedroom house in Howey-in-the-Hills

Lovely 2-bedroom house in Howey-in-the-Hills
HOWEY-IN-THE-HILLS
9.4 out of 10, Exceptional, (3 reviews)
"The interior of this property was super clean and looked exactly like the pictures online. You can tell the owner has made a big effort to stock the house with thoughtful and useful items a traveler might need or want. The kitchen was extremely well stocked also! The house was in a residential and rural area, don’t let the exterior fool you, it’s very modern and updated inside."
United States
Lisa M.
The price is NZ$664
includes taxes & fees
23 June - 24 June
Lovely 2-bedroom house in Howey-in-the-Hills
Fridge, microwave, oven, stovetop

Florida Vacation with pool fun for families

Florida Vacation with pool fun for families
Casselberry
9.4 out of 10, Exceptional, (42 reviews)
"Awesome location, nice home, and great pool"
United States
Daniel W.
The price is NZ$590
includes taxes & fees
30 June - 1 July
Florida Vacation with pool fun for families
Outdoor pool, a heated pool

Large, beautiful, very comfortable one bedroom on small lake

Large, beautiful, very comfortable one bedroom on small lake
Lake Weldona
10.0 out of 10, Exceptional, (67 reviews)
"This is one of the best places we have stayed. It is nestled in its own little world, surrounded by greenery, water, and wildlife. Plenty of lakes to walk around, leisurely or for an exercise workout. The hosts were helpful and responsive."
United States
Dorothy V.
The price is NZ$466
includes taxes & fees
23 June - 24 June
Large, beautiful, very comfortable one bedroom on small lake
Interior

12min from airport / 20min from Parks

12min from airport / 20min from Parks
Meadow Woods
10.0 out of 10, Exceptional, (3 reviews)
"Close to the Sunrail station and airport"
United States
T and J A.
12min from airport / 20min from Parks
Indoor/outdoor pool

Clermont Area Vacation Homes by Shine FM

Clermont Area Vacation Homes by Shine FM
4.0 star property
Clermont
8.4 out of 10, Very good, (38 reviews)
"I would Rent this property again & again & again. Beautiful. Spacious. Clean, Serene. The pool & Jacuzzi was phenomenal. Shops all over. Great customer service. Everything is nearby Super convenient. 100/100 recommended! "
United States
Kechia
The price is NZ$497
includes taxes & fees
28 June - 29 June
Clermont Area Vacation Homes by Shine FM
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

8/10 Good
"We had a good experience and a spacious stay. The way the hotel was built can be a little difficult to know where everything is or how to get back to your room but the signs are helpful. Overall staff were nice and building was clean. You can tell it's an older resort but they have kept up with property pretty well. I wish they could have offered better discounts on theme parks."
Joy 3-night trip
Posted 3 hours ago
The Grove Resort & Water Park Orlando

Find out more about Windermere

Windermere Holiday Homes information

Number of reviews
2,356
Accommodation
28497 Holiday Homes
Lowest Price
NZ$119
Highest Price
NZ$1,931