Windermere Holiday Homes from €93: Search Top House Rentals

Windermere Holiday Homes
Orlando
Florida
United States of America
Holiday Homes
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Our top choices for Windermere holiday homes

Design House, 6 Bedrooms, Private Pool | Private kitchen

Design House, 6 Bedrooms, Private Pool | Living area

FL- 1844 GOBI DR

3.0 star property

Kissimmee

The price is €349

€349

includes taxes & fees

5 Feb - 6 Feb

FL- 1844 GOBI DR

Spacious & Private Guest Pool House Oasis

Union Park

9.8 out of 10, Exceptional, (20 reviews)

9.8/10

Exceptional

(20 reviews)

"Great location , Very enjoy , private space, would book in the future for sure "

Matt B.

The price is €249

€249

includes taxes & fees

27 Feb - 28 Feb

Spacious & Private Guest Pool House Oasis

2 bedrooms, desk, iron/ironing board, free WiFi

Tiny Cottage 15 min from Universal Sleeps 6

Orlovista

10.0 out of 10, Exceptional, (2 reviews)

10/10

Exceptional

(2 reviews)

"Wonderful and convenient spot! Definitely would book again!"

Timothy S

The price is €190

€190

includes taxes & fees

29 Jan - 30 Jan

Tiny Cottage 15 min from Universal Sleeps 6

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

Clermont

9.6 out of 10, Exceptional, (24 reviews)

9.6/10

Exceptional

(24 reviews)

"Great host great property"

Ken K.

The price is €93

€93

includes taxes & fees

29 Jan - 30 Jan

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

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

Apopka

9.8 out of 10, Exceptional, (16 reviews)

9.8/10

Exceptional

(16 reviews)

"It was quiet, clean and had snacks and drinks for us."

Lori

The price is €127

€127

includes taxes & fees

2 Feb - 3 Feb

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

Indoor pool, pool umbrellas, pool loungers

House, 5 Bedrooms, Private Pool | Living area

Pool •Spa •Game Rm •10 min Disney-Fun Disney Oasis

5.0 star property

Lindfields

The price is €294

€294

includes taxes & fees

31 Jan - 1 Feb

Pool •Spa •Game Rm •10 min Disney-Fun Disney Oasis

The Berkley, Orlando

4.0 star property

Kissimmee

9.6 out of 10, Exceptional, (2,073 reviews)

9.6/10

Exceptional

(2,073 reviews)

"Always enjoy our stay here!"

David

The price is €151

€151

includes taxes & fees

1 Feb - 2 Feb

The Berkley, Orlando

Super Glam- Designs Game Room Pool

2.0 star property

Kissimmee

10.0 out of 10, Exceptional, (2 reviews)

10/10

Exceptional

(2 reviews)

"Todo bien "

Teudis

The price is €393

€393

includes taxes & fees

30 Jan - 31 Jan

Super Glam- Designs Game Room Pool

2 bedrooms, iron/ironing board, free WiFi, bed sheets

Lilac Loft- Lake, Pool, Pickle Ball, Disney, FUN!

Vacation Village

10.0 out of 10, Exceptional, (12 reviews)

10/10

Exceptional

(12 reviews)

"Perfect for a short visit to Orlando area. "

Anastasia E.

Lilac Loft- Lake, Pool, Pickle Ball, Disney, FUN!

Spacious 2-Bedroom House 5 Star Near Disney Mill Creek Resort 2748

Kissimmee

9.8 out of 10, Exceptional, (14 reviews)

9.8/10

Exceptional

(14 reviews)

"The place was in a great community. We felt very safe and right at home. Very well maintained with so many things to do on property. Great communication from the property owner. You can’t go wrong booking a stay here! We will definitely be back!"

Emily D.

The price is €192

€192

includes taxes & fees

29 Jan - 30 Jan

Spacious 2-Bedroom House 5 Star Near Disney Mill Creek Resort 2748

3 bedrooms, desk, iron/ironing board, free WiFi

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

Kissimmee

9.8 out of 10, Exceptional, (27 reviews)

9.8/10

Exceptional

(27 reviews)

"Very nice place to stay!"

Vasiliy D.

The price is €271

€271

includes taxes & fees

2 Feb - 3 Feb

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

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

Park Lake - Highland

9.6 out of 10, Exceptional, (19 reviews)

9.6/10

Exceptional

(19 reviews)

"A phenomenal stay!"

Samuel S.

The price is €155

€155

includes taxes & fees

2 Feb - 3 Feb

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

Blackout curtains, iron/ironing board, free WiFi

Full-sized fridge, microwave, oven, dishwasher

Doppio Westside

4.0 star property

Davenport

9.6 out of 10, Exceptional, (32 reviews)

9.6/10

Exceptional

(32 reviews)

"The house as beautiful and very clean! The staff were very helpful. "

Myrialisse

The price is €372

€372

includes taxes & fees

29 Jan - 30 Jan

Doppio Westside

Renovated Peaceful Luxury Walk to Mall Park Publix

Altamonte Springs

9.4 out of 10, Exceptional, (13 reviews)

9.4/10

Exceptional

(13 reviews)

"Everything was beautiful, enjoyed.My stay host is awesome"

David C.

The price is €162

€162

includes taxes & fees

3 Feb - 4 Feb

Renovated Peaceful Luxury Walk to Mall Park Publix

Private house with pool Kissimmee/Orlando

Buena Ventura Lakes

9.8 out of 10, Exceptional, (52 reviews)

9.8/10

Exceptional

(52 reviews)

"The house was clean. We loved the overall design and how spacious it was. The pool was perfect for our children. Everything was perfect for our stay."

Queinton C.

The price is €348

€348

includes taxes & fees

29 Jan - 30 Jan

Private house with pool Kissimmee/Orlando

Centrally home near downtown Orlando!

Paramore

9.8 out of 10, Exceptional, (9 reviews)

9.8/10

Exceptional

(9 reviews)

"Comfy beds, clean house, close to downtown Orlando "

Joshua H.

The price is €276

€276

includes taxes & fees

1 Feb - 2 Feb

Centrally home near downtown Orlando!

King bd / Charming 2 story cottage w/ Private Yard

Colonialtown North

10.0 out of 10, Exceptional, (17 reviews)

10/10

Exceptional

(17 reviews)

"Place was amazing to stay would deff stay again and recommend it to anyone very spacious, very clean a lot of places nearby and host were amazing "

jesus v.

The price is €459

€459

includes taxes & fees

2 Feb - 3 Feb

King bd / Charming 2 story cottage w/ Private Yard

1 bedroom, iron/ironing board, free WiFi, bed sheets

Sunshine Escape Guesthouse ☀

Orlando

9.6 out of 10, Exceptional, (12 reviews)

9.6/10

Exceptional

(12 reviews)

"The property was immaculately clean, stylish, roomy and private! It was so convenient to everything yet on the outskirts in a quiet peaceful neighborhood. "

KELLY Z.

The price is €145

€145

includes taxes & fees

1 Feb - 2 Feb

Sunshine Escape Guesthouse ☀

Outdoor pool, open 7:00 AM to 11:00 PM, pool umbrellas, pool loungers

Combined shower/bathtub, free toiletries, hair dryer, towels

Marriott's Sabal Palms

4.0 star property

Orlando

9.6 out of 10, Exceptional, (212 reviews)

9.6/10

Exceptional

(212 reviews)

"Room was great, staff friendly and grounds are clean. "

DENNIS

The price is €269

€269

includes taxes & fees

22 Feb - 23 Feb

Marriott's Sabal Palms

Fridge, microwave, stovetop, coffee/tea maker

The Cozy Crash Pad: Tiny House Experience

Orlando

9.0 out of 10, Wonderful, (22 reviews)

9.0/10

Wonderful

(22 reviews)

"It was incredible! The tiny home feels incredibly cozy and was super easy to find. We had a wonderful visit."

Tristen H.

The price is €127

€127

includes taxes & fees

1 Feb - 2 Feb

The Cozy Crash Pad: Tiny House Experience

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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