Winter Springs Cottages
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Cottages in Winter Springs
Tiny Hidden Cottage
Longwood FL
$131 nightly
The price is $144 total per night
$144 total
Dec 21 - Dec 22
Total with taxes and fees
With a stay at this cottage in Longwood, you'll be within a 5-minute drive of Altamonte Mall and Cranes Roost Park.
The Coach House- Entire Home - 2 bedroom/3 bath Orlando getaway!
Orlando FL
$362 nightly
The price is $403 total per night
$403 total
Jan 5 - Jan 6, 2026
Total with taxes and fees
With a stay at this cottage in Orlando (College Park), you'll be within a 5-minute drive of Kia Center and Camping World Stadium.
Kitchen
Washer
Guesthouse Retreat – Private Pool & King Suite
Lake Mary FL
$246 nightly
The price is $273 total per night
$273 total
Jan 5 - Jan 6, 2026
Total with taxes and fees
With a stay at this cottage in Lake Mary, you'll be within a 5-minute drive of Lake Mary Farmer's Market and Spring Hammock Preserve.
Pool
Kitchen
Incredible Private Lakefront Cottage Retreat
Altamonte Springs FL
$292 nightly
The price is $323 total per night
$323 total
Dec 17 - Dec 18
Total with taxes and fees
With a stay at this cottage in Altamonte Springs, you'll be on the waterfront, within a 15-minute drive of Kia Center and AdventHealth Altamonte Springs.
Kitchen
Washer
Orlando Lakefront Tiny House Community
3405 N Orange Blossom Trail Orlando FL
$137 nightly
The price is $154 total per night
$154 total
Dec 17 - Dec 18
Total with taxes and fees
When you stay at Orlando Lakefront Tiny House Community in Orlando, you'll be on the waterfront, within a 10-minute drive of Kia Center and Camping World Stadium.
Kitchen
Pet friendly
Lovely Spacious Guesthouse in Mills 50 District, Orlando
Orlando FL
With a stay at this cottage in Orlando (Colonialtown North), you'll be a 5-minute drive from Kia Center and 7 minutes from Camping World Stadium.
Washer
Dryer
Hidden Garden Cottage-Swim&Spa, Ctrl Orlando Disney Universal Sea World Beaches,
Altamonte Springs FL
Located in Altamonte Springs, this cottage is within a 5-minute drive of AdventHealth Altamonte Springs and Altamonte Mall.
Relaxing 2-bedroom cottage in beautiful Sanford
Sanford FL
With a stay at this cottage in Sanford, you'll be within a 10-minute drive of Central Florida Zoo & Botanical Gardens and HCA Florida Lake Monroe Hospital.
2BR COTTAGE IN SANFORD HISTORIC DISTRICT
Sanford FL
With a stay at this cottage, you'll be centrally located in Sanford, within a 10-minute drive of Central Florida Zoo & Botanical Gardens and Wayne Dench Performing Arts Center.
The Cozy Euphoric cottage nestled in nature with relaxing River front views.
Osteen FL
With a stay at this cottage in Osteen, you'll be on a river, and 15.6 mi (25.1 km) from Central Florida Zoo & Botanical Gardens and 5.2 mi (8.4 km) from Lake Monroe Conservation Area.
Kitchen
Washer
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.
Winter Springs Cottages essential information
Accommodation | 118 Cottages |
|---|---|
Lowest Price | $144 |
Highest Price | $403 |
Popular accommodation | Tiny Hidden Cottage , The Coach House- Entire Home - 2 bedroom/3 bath Orlando getaway!, Guesthouse Retreat – Private Pool & King Suite, Incredible Private Lakefront Cottage Retreat , Orlando Lakefront Tiny House Community , Lovely Spacious Guesthouse in Mills 50 District, Orlando, Hidden Garden Cottage-Swim&Spa, Ctrl Orlando Disney Universal Sea World Beaches,, Relaxing 2-bedroom cottage in beautiful Sanford , 2BR COTTAGE IN SANFORD HISTORIC DISTRICT, The Cozy Euphoric cottage nestled in nature with relaxing River front views., Orlando Home w/ Private Pool: 10 Mi to UCF Campus!, Resort Townhome: Perfect Orlando Vacation Spot!! |