Longwood Cottages
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Cottages in Longwood
Tiny Hidden Cottage
Longwood FL
$131 nightly
The price is $144 total per night
$144 total
Dec 8 - Dec 9
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.
Kitchen
Free WiFi
The Hidden Gem in historic Lake Helen. Next to Cassadaga & downtown Deland.
Lake Helen FL
$135 nightly
The price is $149 total per night
$149 total
Dec 12 - Dec 13
Total with taxes and fees
With a stay at this cottage in Lake Helen, you'll be within a 5-minute drive of AdventHealth DeLand Victoria Medical Park and Colby Alderman Park.
Kitchen
Air conditioning
Historic Tremain Cottages
619 N Tremain St Mount Dora FL
$218 nightly
The price is $242 total per night
$242 total
Dec 30 - Dec 31
Total with taxes and fees
With a stay at Historic Tremain Cottages in Mount Dora, you'll be just steps from Mount Dora Community Building and Donnelly Park.
Kitchen
Pet friendly
The Coach House- Entire Home - 2 bedroom/3 bath Orlando getaway!
Orlando FL
$337 nightly
The price is $374 total per night
$374 total
Dec 8 - Dec 9
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
Cozy Mount Dora Cottage /Walk Downtown/ Pet Friendly / Fenced Yard
Mount Dora FL
A stay at this cottage places you in the heart of Mount Dora, within a 5-minute walk of Donnelly Park and Mount Dora Community Building.
Kitchen
Washer
High Hedges Cottage - Close to downtown Mt Dora in quiet neighborhood
Mt Dora FL
Located in Mount Dora, this cottage is within a 5-minute drive of Lake Dora and Mount Dora Center for the Arts.
Kitchen
Free WiFi
Guesthouse Retreat – Private Pool & King Suite
Lake Mary FL
$243 nightly
The price is $268 total per night
$268 total
Dec 11 - Dec 12
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
Charming Celtic Cottage Retreat – 2 Bed, 1 Bath Haven"
Mount Dora FL
$257 nightly
The price is $282 total per night
$282 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
With a stay at this cottage in Mount Dora, you'll be within a 5-minute drive of The Donnelly House and Donnelly Park.
Kitchen
Washer
Private Lakefront Cottage, Bright, Peaceful, and Perfect for a Relaxing Escape.
Clermont FL
When you stay at this cottage in Clermont, you'll be on the waterfront, within a 5-minute drive of Sanctuary Ridge Golf Club and Clermont National.
Kitchen
Washer
Incredible Private Lakefront Cottage Retreat
Altamonte Springs FL
$311 nightly
The price is $344 total per night
$344 total
Dec 10 - Dec 11
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
The Carlton* 3 min walk to Downtown Mt. Dora!!
Mt Dora FL
With a stay at this cottage in Mount Dora, you'll be just steps from Donnelly Park and Mount Dora Community Building.
Kitchen
Washer
Orlando Lakefront Tiny House Community
3405 N Orange Blossom Trail Orlando FL
$151 nightly
The price is $169 total per night
$169 total
Dec 11 - Dec 12
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 Camping World Stadium and Kia Center.
Kitchen
Pet friendly
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.
Longwood Cottages essential information
Accommodation | 190 Cottages |
|---|---|
Lowest Price | $144 |
Highest Price | $374 |
Popular accommodation | Tiny Hidden Cottage , The Hidden Gem in historic Lake Helen. Next to Cassadaga & downtown Deland. , Historic Tremain Cottages, The Coach House- Entire Home - 2 bedroom/3 bath Orlando getaway!, Cozy Mount Dora Cottage /Walk Downtown/ Pet Friendly / Fenced Yard, High Hedges Cottage - Close to downtown Mt Dora in quiet neighborhood, Guesthouse Retreat – Private Pool & King Suite, Charming Celtic Cottage Retreat – 2 Bed, 1 Bath Haven", Private Lakefront Cottage, Bright, Peaceful, and Perfect for a Relaxing Escape., Incredible Private Lakefront Cottage Retreat , The Carlton* 3 min walk to Downtown Mt. Dora!! , Orlando Lakefront Tiny House Community |