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Holiday Homes in Winter Springs

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Check prices for these dates

Next weekend
17 Oct - 19 Oct
In two weeks
24 Oct - 26 Oct
In one month
7 Nov - 9 Nov
In two months
5 Dec - 7 Dec

Featured Holiday Homes in Winter Springs

Full House with Big Fenced Backyard, Washer & Dryer and Pet-Friendly.
Fridge, microwave, oven, stovetop

Full House with Big Fenced Backyard, Washer & Dryer and Pet-Friendly.

2.0 star property
9.0 out of 10, Wonderful, (2)
"We had a lovely stay here, would definitely recommend! Thanks!"
The price is NZ$421
includes taxes & fees
14 Oct - 15 Oct
Full House with Big Fenced Backyard, Washer & Dryer and Pet-Friendly.
Spacious & Private Guest Pool House Oasis
Pool

Spacious & Private Guest Pool House Oasis

9.8 out of 10, Exceptional, (17)
"Great location , Very enjoy , private space, would book in the future for sure "
The price is NZ$470
includes taxes & fees
19 Oct - 20 Oct
Spacious & Private Guest Pool House Oasis
6-bedroom 3bath "Clue" Themed home near parks
Spa

6-bedroom 3bath "Clue" Themed home near parks

2.0 star property
9.0 out of 10, Wonderful, (9)
"Close to where we need to work."
The price is NZ$707
includes taxes & fees
12 Oct - 13 Oct
6-bedroom 3bath "Clue" Themed home near parks
The Bird House Spa Winter Park
Smart TV

The Bird House Spa Winter Park

2.5 star property
10.0 out of 10, Exceptional, (9)
"The house has been remodeled and is amazing. From the sauna and jacuzzi to the pool table, foosball and air hockey and all the other great features this house offers, we had a great time with so much to do. Our family really enjoyed our stay, highly recommend this property! "
The price is NZ$606
includes taxes & fees
23 Oct - 24 Oct
The Bird House Spa Winter Park
THE OLIVIA by EVRH
Microwave, dishwasher, coffee/tea maker, cookware/dishes/utensils

THE OLIVIA by EVRH

8.8 out of 10, Excellent, (34)
"Did the job and was a sweet place to stay. Quiet neighborhood and close to the springs "
The price is NZ$791
includes taxes & fees
12 Oct - 13 Oct
THE OLIVIA by EVRH
Home Sweet Home
Fridge, microwave, oven, stovetop

Home Sweet Home

9.8 out of 10, Exceptional, (19)
"It was a great location for our trip and everything was true to the listing. The host was very responsive and helpful."
The price is NZ$501
includes taxes & fees
13 Oct - 14 Oct
Home Sweet Home
Charming Foodie Lovers Duplex walk to Mills50 - sleeps 10
Smart TV, books

Charming Foodie Lovers Duplex walk to Mills50 - sleeps 10

2.0 star property
10.0 out of 10, Exceptional, (1)
"Very clean and perfectly sized for two adults, two children. Stayed for concert at Camping World Stadium. Short Uber ride there and back"
The price is NZ$462
includes taxes & fees
13 Oct - 14 Oct
Charming Foodie Lovers Duplex walk to Mills50 - sleeps 10
THE CHLOE by EVRH
Terrace/patio

THE CHLOE by EVRH

9.0 out of 10, Wonderful, (65)
"This house was great for our stay. The decor and cleanliness was great. "
The price is NZ$863
includes taxes & fees
12 Oct - 13 Oct
THE CHLOE by EVRH
Sunshine Escape Guesthouse ☀
Outdoor dining

Sunshine Escape Guesthouse ☀

9.6 out of 10, Exceptional, (10)
"Great place to stay to get away for the weekend. Quiet neighborhood not far fromPark Ave "
The price is NZ$275
includes taxes & fees
13 Oct - 14 Oct
Sunshine Escape Guesthouse ☀
Mi Casa Es Su Casa!!🏡 4 Bdrm home with pool
Interior

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

8.8 out of 10, Excellent, (95)
"This home was right where we needed, clean, spacious and the pool was lovely. "
The price is NZ$813
includes taxes & fees
16 Oct - 17 Oct
Mi Casa Es Su Casa!!🏡 4 Bdrm home with pool
The Cozy Crash Pad: Tiny House Experience
1 bedroom, iron/ironing board, free WiFi, bed sheets

The Cozy Crash Pad: Tiny House Experience

9.2 out of 10, Wonderful, (20)
"It was incredible! The tiny home feels incredibly cozy and was super easy to find. We had a wonderful visit."
The price is NZ$256
includes taxes & fees
26 Oct - 27 Oct
The Cozy Crash Pad: Tiny House Experience
Charming 1-bedroom mother-in-law suite w/ full kitchen in delightful Apopka
TV

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

2.0 star property
The price is NZ$176
includes taxes & fees
18 Oct - 19 Oct
Charming 1-bedroom mother-in-law suite w/ full kitchen in delightful Apopka
Florida Vacation with pool fun for families
Dining

Florida Vacation with pool fun for families

9.4 out of 10, Exceptional, (35)
"The place is perfectly located and clean. Loved it "
The price is NZ$610
includes taxes & fees
13 Oct - 14 Oct
Florida Vacation with pool fun for families
Cozy House in Orlando w/ a Large Fenced Yard 15m to Downtown
Fridge, microwave, oven, stovetop

Cozy House in Orlando w/ a Large Fenced Yard 15m to Downtown

9.6 out of 10, Exceptional, (7)
"Cute home ! Very clean ! Would stay again :) "
The price is NZ$429
includes taxes & fees
13 Oct - 14 Oct
Cozy House in Orlando w/ a Large Fenced Yard 15m to Downtown
7.3miles to Airport + 20miles to Disney + 8.2miles to DT!
Interior

7.3miles to Airport + 20miles to Disney + 8.2miles to DT!

8.8 out of 10, Excellent, (8)
"I enjoyed my stay at this home, everything was as it should be and would be happy to go back there again if I'm in the area."
The price is NZ$458
includes taxes & fees
27 Oct - 28 Oct
7.3miles to Airport + 20miles to Disney + 8.2miles to DT!
Charming 2-bedroom apartment in house with AC, WiFi included
Interior

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

10.0 out of 10, Exceptional, (5)
"It was quiet, clean and had snacks and drinks for us."
The price is NZ$257
includes taxes & fees
15 Oct - 16 Oct
Charming 2-bedroom apartment in house with AC, WiFi included
Cheerful 3 Bed home w/ free parking, Wifi, Full Kitchen & Workstation. Sleeps 9
Fridge, microwave, oven, stovetop

Cheerful 3 Bed home w/ free parking, Wifi, Full Kitchen & Workstation. Sleeps 9

7.8 out of 10, Good, (20)
"The property was easy to access and all entertainment, shopping and restaurants were not far away "
The price is NZ$501
includes taxes & fees
13 Oct - 14 Oct
Cheerful 3 Bed home w/ free parking, Wifi, Full Kitchen & Workstation. Sleeps 9
Pet Friendly!✰ Charming home with big patio!
Exterior

Pet Friendly!✰ Charming home with big patio!

10.0 out of 10, Exceptional, (19)
"Beautiful place to stay, clean and peaceful. Definitely recommend this place "
The price is NZ$615
includes taxes & fees
14 Oct - 15 Oct
Pet Friendly!✰ Charming home with big patio!
Quiet Oasis in Lovely Neighborhood
Pool

Quiet Oasis in Lovely Neighborhood

9.8 out of 10, Exceptional, (152)
"Hosts were wondeful. Nice quiet neighborhood. Our favorite part was definitely the pool. "
The price is NZ$330
includes taxes & fees
16 Oct - 17 Oct
Quiet Oasis in Lovely Neighborhood
“The Clementine” Boho Home in Orlando’s Food Scene
Exterior

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

9.6 out of 10, Exceptional, (14)
"We all enjoyed our stay and would come back again"
The price is NZ$316
includes taxes & fees
16 Oct - 17 Oct
“The Clementine” Boho Home in Orlando’s Food Scene
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 Winter Springs Hotel Reviews

Wyndham Garden Orlando Airport

Wyndham Garden Orlando Airport

10/10 Excellent
"Nice restaurant area. Good breakfast $15 & cooked to order. Super clean rooms. We love this hotel before and after MCO FLIGHTS. Shuttle to airport…excellent"
Sybil 1-night trip
Posted 5 hours ago
Wyndham Garden Orlando Airport

Find out more about Winter Springs

Winter Springs Holiday Homes information

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