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Check prices for these dates

Next weekend
16 May - 18 May
In two weeks
23 May - 25 May
In one month
6 Jun - 8 Jun
In two months
4 Jul - 6 Jul

Compare 1964 Cottages in Winter Garden with updated reviews, rates, and availability.

Orlando Lakefront Tiny House Community
The Club House | Individually decorated, individually furnished, laptop workspace

Orlando Lakefront Tiny House Community

3.0 star property
9.4 out of 10, Exceptional, (299)
"Like that we were able to kayak, paddle board, have a fire, swim, have a great time with the family. I highly recommend this place. The owner was kind and friendly."
The price is AED 269
AED 571 total
includes taxes & fees
19 May - 20 May
Orlando Lakefront Tiny House Community
Florida Guest House with Private pool & WiFi
Outdoor pool

Florida Guest House with Private pool & WiFi

10.0 out of 10, Exceptional, (35)
"Very much enjoyed our stay. Weather didn’t allow pool use; but I’m sure it would have been great."
The price is AED 459
AED 993 total
includes taxes & fees
2 Jun - 3 Jun
Florida Guest House with Private pool & WiFi
The Coach House- Entire Home - 2 bedroom/3 bath Orlando getaway!
2 bedrooms, in-room safe, desk, iron/ironing board

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

10.0 out of 10, Exceptional, (16)
"This property was perfect for our visit to Full Sail University!! Super clean and comfortable:) Host was amazing!! Will stay again for sure!! "
The price is AED 735
AED 1,390 total
includes taxes & fees
6 May - 7 May
The Coach House- Entire Home - 2 bedroom/3 bath Orlando getaway!
High Hedges Cottage - Close to downtown Mt Dora in quiet neighborhood
TV, books

High Hedges Cottage - Close to downtown Mt Dora in quiet neighborhood

10.0 out of 10, Exceptional, (135)
"Wonderful hosts and perfect location. We have returned many times and hope to visit again soon."
High Hedges Cottage - Close to downtown Mt Dora in quiet neighborhood
Townhome W/private Pool & Themed Rooms, Near Wdw!
Miscellaneous

Townhome W/private Pool & Themed Rooms, Near Wdw!

4.0 star property
9.6 out of 10, Exceptional, (5)
"Great home and great resort! Loved having a private pool at the house and then all amenities included with the resort. Family had a great time. "
Townhome W/private Pool & Themed Rooms, Near Wdw!
Charming 2-bedroom cottage in downtown Mount Dora with RV parking, pets welcome
Terrace/patio

Charming 2-bedroom cottage in downtown Mount Dora with RV parking, pets welcome

2.0 star property
10.0 out of 10, Exceptional, (12)
"Super cute place, very clean, large yard."
Charming 2-bedroom cottage in downtown Mount Dora with RV parking, pets welcome
Once Upon a Lime – Margaritaville 3 BDR Sleeps 9! Incredible Amenities
3 bedrooms, iron/ironing board, travel crib, internet

Once Upon a Lime – Margaritaville 3 BDR Sleeps 9! Incredible Amenities

2.0 star property
9.6 out of 10, Exceptional, (4)
"Fantastic location and great home!!"
Once Upon a Lime – Margaritaville 3 BDR Sleeps 9! Incredible Amenities
8000 Lost Shaker Lane
Miscellaneous

8000 Lost Shaker Lane

3.0 star property
9.8 out of 10, Exceptional, (6)
"Lots of room , beautifully decorated. Close to everything we needed for the weekend . "
8000 Lost Shaker Lane
Margarita Porch Paradise
House, Multiple Beds, Patio (Margarita Porch Paradise) | View from room

Margarita Porch Paradise

5.0 star property
10.0 out of 10, Exceptional, (4)
"The house was beautiful and comfortable for our family, we would have stayed longer! The resort is fun, plenty of stores and good restaurants. We will definitely come back. "
Margarita Porch Paradise
8081 Knee Deep Rd
Miscellaneous

8081 Knee Deep Rd

3.0 star property
10.0 out of 10, Exceptional, (2)
"greqt host"
8081 Knee Deep Rd
Cozy Lake Front Cottage
Property grounds

Cozy Lake Front Cottage

10.0 out of 10, Exceptional, (16)
"Will definitely be staying again"
The price is AED 657
AED 1,164 total
includes taxes & fees
16 May - 17 May
Cozy Lake Front Cottage
Cozy Cottage 3 blocks from town
Miscellaneous

Cozy Cottage 3 blocks from town

10.0 out of 10, Exceptional, (30)
"We enjoyed our stay in this clean cozy 1 bedroom. We loved being able to walk to downtown Mt. Dora just a few blocks away. The neighborhood is very quiet.and the host was very responsive."
Cozy Cottage 3 blocks from town
Elegant Family Home w/ Pool, Game Room, Themed Bedrooms
Pool

Elegant Family Home w/ Pool, Game Room, Themed Bedrooms

3.0 star property
Elegant Family Home w/ Pool, Game Room, Themed Bedrooms
1 bedroom, private laundry in resort near Disney!!
Outdoor pool, a heated pool

1 bedroom, private laundry in resort near Disney!!

9.2 out of 10, Wonderful, (130)
"The stay was great and the location was perfect! The area felt very safe and it was easy to get to. We were doing a lot of different activities on this trip and it was a nice relaxing stay. "
1 bedroom, private laundry in resort near Disney!!
Tiny Hidden Cottage
Fridge, microwave, stovetop, coffee/tea maker

Tiny Hidden Cottage

9.4 out of 10, Exceptional, (38)
"The house is perfect for my weekend trips to the area and I plan to stay there again if my travels permit. "
The price is AED 290
AED 563 total
includes taxes & fees
6 May - 7 May
Tiny Hidden Cottage
Historic Tremain Cottages
Front of property

Historic Tremain Cottages

3.0 star property
8.4 out of 10, Very Good, (29)
"Great location!"
The price is AED 668
AED 741 total
includes taxes & fees
6 May - 7 May
Historic Tremain Cottages
"THE FISHERMAN'S COTTAGE" Historic District-Mount Dora's # 1 DESTINATION Rental!
Interior

"THE FISHERMAN'S COTTAGE" Historic District-Mount Dora's # 1 DESTINATION Rental!

10.0 out of 10, Exceptional, (107)
"This was absolutely the most unique, creative and fun place we have ever stayed!"
"THE FISHERMAN'S COTTAGE" Historic District-Mount Dora's # 1 DESTINATION Rental!
Downtown Cottage
1 bedroom, desk, iron/ironing board, free WiFi

Downtown Cottage

9.6 out of 10, Exceptional, (4)
"Thank you for a wonderful stay. This gem of a guest house is in a perfect location in the Mills50 area of downtown Orlando. A perfectly cozy little home with comfortable beds and a welcoming environment. We look forward to staying again next time we are in Orlando!"
The price is AED 367
AED 797 total
includes taxes & fees
11 May - 12 May
Downtown Cottage
Townhome Splash Pool BBQ Free Water Park!
Miscellaneous

Townhome Splash Pool BBQ Free Water Park!

3.5 star property
9.6 out of 10, Exceptional, (10)
"Nice and relaxing quiet neighborhood "
Townhome Splash Pool BBQ Free Water Park!
3BR Condo w/ BBQ & Heated Pool Near Disney & Malls
Outdoor pool

3BR Condo w/ BBQ & Heated Pool Near Disney & Malls

3.0 star property
4.0 out of 10, (1)
"Mold on windows no screens on some windows. Faced a forest of trees no outdoor patio like I thought there would be. Communication was terrible the person I talked to on the phone knew nothing about the property never given times for the pools or that we could go to different pools within missed two days of swimming because of this showed a whirlpool tub but the spout for the tub didn’t even work "
3BR Condo w/ BBQ & Heated Pool Near Disney & Malls
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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Other property types in Winter Garden

Vacation Village at Parkway
Aerial view

Vacation Village at Parkway

3.0 star property
8.4 out of 10, Very Good, (2037)
"We will definitely stay there again"
The price is AED 284
AED 384 total
includes taxes & fees
8 May - 9 May
Vacation Village at Parkway
Lake Buena Vista Resort Village & Spa
2 outdoor pools, a heated pool, open 8:00 AM to 10:00 PM, pool umbrellas

Lake Buena Vista Resort Village & Spa

4.0 star property
8.4 out of 10, Very Good, (8662)
"Great family spot"
The price is AED 592
AED 774 total
includes taxes & fees
6 May - 7 May
Lake Buena Vista Resort Village & Spa
Florida Hotel & Conference Center in the Florida Mall
Reception

Florida Hotel & Conference Center in the Florida Mall

3.5 star property
9.0 out of 10, Wonderful, (1911)
"Great place to stay."
The price is AED 639
AED 814 total
includes taxes & fees
15 May - 16 May
Florida Hotel & Conference Center in the Florida Mall
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.