Winter Garden Cottages

Name: Charming Cottage Retreat – Just 100 a Night Midweek Special Early Check In
Price range: $233 total

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Cottages in Winter Garden

Encore Swanky

411 Lasso Drive Kissimmee FL

With a stay at this cottage in Kissimmee, you'll be within a 10-minute drive of Walt Disney World® Resort and Mystic Dunes Golf Club.

The Coach House- Entire Home - 2 bedroom/3 bath Orlando getaway!

Orlando FL

$319 nightly

$354 total

Jul 13 - Jul 14

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.

Our Retro Mod Pod-Disney & Old Town Minutes Away! Family Friendly Amenity Rich

Kissimmee FL

With a stay at this cottage in Kissimmee, you'll be a 3-minute drive from Old Town and 10 minutes from Walt Disney World® Resort.

Pool

Hot Tub

Poolside Weekday Retreat – Just 119 Night!

Lake Mary FL

$240 nightly

$265 total

Jun 30 - Jul 1

Total with taxes and fees

With a stay at this cottage in Lake Mary, you'll be within a 15-minute drive of Wekiwa Springs State Park and Lake Mary Farmer's Market.

Pool

Kitchen

Charming Celtic Cottage Retreat – 2 Bed, 1 Bath Haven"

Mount Dora FL

$230 nightly

$252 total

Jun 21 - Jun 22

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

Charming Historic Cottage with Cozy Porch and Garden Retreat

Polk City FL

$196 nightly

$217 total

Jun 25 - Jun 26

Total with taxes and fees

Located in Polk City, this cottage is a 3-minute drive from Fantasy of Flight and 8 minutes from Gen. James A. Van Fleet State Trail.

Kitchen

Washer

Walk 5 blocks to downtown dining & shopping. 2 BR, 2 Bath

Mount Dora FL

With a stay at this cottage in Mount Dora, you'll be within a 10-minute walk of Donnelly Park and Mount Dora Community Building.

Garden Cottage-Swim/Spa sleeps 6 Ctrl Orlando Disney Universal SeaWorld Beaches,

Altamonte Springs FL

With a stay at this cottage in Altamonte Springs, you'll be within a 15-minute drive of Wekiwa Springs State Park and AdventHealth Altamonte Springs.

Pool

Hot Tub

Fenced in Backyard! Close to DT Mount Dora! King Bed + Golf Cart Rental!

Mount Dora FL

With a stay at this cottage in Mount Dora, you'll be within a 10-minute walk of Mount Dora Community Building and Donnelly Park.

Washer

Dryer

Mount Dora Historic District - 1 Bedroom 1 Bathroom Cottage Walk To Town!

Mount Dora FL

When you stay at this cottage in Mount Dora, you'll be on a lake, within a 10-minute walk of Mount Dora Community Building and Donnelly Park.

Kitchen

Washer

Enchanted Cottage with Pool and Mini-Golf Near Disney

Kissimmee FL

With a stay at this cottage in Kissimmee, you'll be a 3-minute drive from Old Town and 9 minutes from Orlando Vineland Premium Outlets.

Pool

Hot Tub

Charming Cottage Retreat – Just 100 a Night Midweek Special Early Check In

Lake Mary FL

$210 nightly

$233 total

Jun 22 - Jun 23

Total with taxes and fees

With a stay at this cottage in Lake Mary, you'll be within a 15-minute drive of Wekiwa Springs State Park and Lake Mary Farmer's Market.

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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.