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Compare 180 Cottages in Longwood with updated reviews, rates, and availability.

Orlando Lakefront Tiny House Community

3.0 star property
9.4 out of 10, Exceptional, (284)
"We spent 8 nights staying in the Breeze and had an absolutely fabulous experience. The accommodation had everything we needed and we loved how cute and quirky it is. There is a supermarket 5 minutes drive away. We loved sitting on the decking looking out over the lake and watching the variety of birds diving and wading, it was so relaxing. We also kayaked round the lake a couple of of times - that was a first for us but was really easy to pick up. There are life jackets and kayaks readily...
The price is SAR 290
SAR 601 total
includes taxes & fees
8 Apr - 9 Apr
Orlando Lakefront Tiny House Community

Florida Guest House with Private pool & WiFi

10.0 out of 10, Exceptional, (31)
"Very clean and private "
The price is SAR 582
SAR 1,167 total
includes taxes & fees
18 Apr - 19 Apr
Florida Guest House with Private pool & WiFi

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

10.0 out of 10, Exceptional, (12)
"Very inviting and cozy cottage with all amenities to get you started. Amazing cozy home if you're traveling with furry friends, great neighborhood and sites around. Many thanks!"
The price is SAR 750
SAR 1,412 total
includes taxes & fees
16 Apr - 17 Apr
The Coach House- Entire Home - 2 bedroom/3 bath Orlando getaway!

Pine Forest Studio, serene winding lane to cozy retreat.

10.0 out of 10, Exceptional, (51)
"Nice little place, too cool to swim but the hot tub was nice and the pool looked inviting. Host was very friendly and helpful. The cabin was clean and everything was provided. The only minor negative thing I would say is not enough lighting in the kitchen and the bed moves around a bit, but these are minor issues. Overall a wonderful stay and I would recommend this place. Thanks for having us "
The price is SAR 544
SAR 1,002 total
includes taxes & fees
6 Apr - 7 Apr
Pine Forest Studio, serene winding lane to cozy retreat.

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

10.0 out of 10, Exceptional, (132)
"Great stay. Very clean and comfortable!!! Would definitely recommend."
High Hedges Cottage - Close to downtown Mt Dora in quiet neighborhood

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

2.0 star property
10.0 out of 10, Exceptional, (10)
"Everything was wonderful. The house is well supplied, clean, and very comfortable…even for our four pawed bestie. The front yard area and side screened in patio was perfect for her. Highly recommended staying at the house, which we will do again in the future. "
Charming 2-bedroom cottage in downtown Mount Dora with RV parking, pets welcome

The Hidden Gem in historic Lake Helen. Next to Cassadaga & downtown Deland.

9.8 out of 10, Exceptional, (20)
"This cozy cottage was the perfect place to stay for our trip to Blue Springs State Park! We got to see lots of manatees, a few alligators and many birds there. Jennell was great to work with. The place is so comfortable and welcoming. We highly recommend it. "
The price is SAR 338
SAR 561 total
includes taxes & fees
7 Apr - 8 Apr
The Hidden Gem in historic Lake Helen. Next to Cassadaga & downtown Deland.

Cozy Cottage 3 blocks from town

10.0 out of 10, Exceptional, (28)
"Nice, clean and comfortable. Close to town. Deborah is great to work with. Loved it!"
Cozy Cottage 3 blocks from town

Tiny Hidden Cottage

9.4 out of 10, Exceptional, (37)
"The cottage was cozy and complete, with even silverware and coffee cups. When the microwave stopped working, the owner went out and bought and set up a new microwave.She asked permission before showing up at the front door!"
The price is SAR 296
SAR 575 total
includes taxes & fees
17 Apr - 18 Apr
Tiny Hidden Cottage

Historic Tremain Cottages

3.0 star property
8.4 out of 10, Very Good, (29)
"This is an excellent quaint property. It’s in a quiet area and is walkable to town. It’s wonderful."
The price is SAR 820
SAR 910 total
includes taxes & fees
7 Apr - 8 Apr
Historic Tremain Cottages

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

10.0 out of 10, Exceptional, (102)
"We had an absolutely wonderful stay at this beautiful fisherman’s cottage! From the moment we arrived, we were enchanted by the charming coastal decor, a variety of artful creatures from the sea , and peaceful atmosphere. Every detail of the home was thoughtfully designed, from the cozy, sea-inspired furnishings to the well-stocked kitchen—perfect for cooking the amazing organic eggs we were welcomed with when we arrived.The location was ideal—just steps from historic downtown Mount Dora, with...
"THE FISHERMAN'S COTTAGE" Historic District-Mount Dora's # 1 DESTINATION Rental!

Downtown Cottage

9.6 out of 10, Exceptional, (4)
"This place was alright. Clean & was exactly as described. Bare concrete floors are a bit of a drawback. "
The price is SAR 375
SAR 814 total
includes taxes & fees
17 Apr - 18 Apr
Downtown Cottage

Incredible Private Lakefront Cottage Retreat

10.0 out of 10, Exceptional, (26)
"My partner and I were so awestruck by the beauty of the property! The house was immaculately clean and the location was perfect. The lake it sat on was beautiful and serene. We had everything we needed to decompress from the daily grind. We enjoyed the cute and cozy fireplace after visiting nearby botanical gardens. The bed was so comfortable we had a hard time getting up and going. Absolutely one of the best places we have ever stayed, just wish we could have stayed longer! Definitely will be...
The price is SAR 559
SAR 1,255 total
includes taxes & fees
7 Apr - 8 Apr
Incredible Private Lakefront Cottage Retreat

Private Patio: College Park Cottage in Orlando!

10.0 out of 10, Exceptional, (8)
"We throughly enjoyed our stay! I would highly recommend staying at The Cottage!"
Private Patio: College Park Cottage in Orlando!

The Sanford Foodie Guest House

9.2 out of 10, Wonderful, (9)
"It was a great place to crash for a night. "
The price is SAR 221
SAR 739 total
includes taxes & fees
17 Apr - 18 Apr
The Sanford Foodie Guest House

2BR COTTAGE IN SANFORD HISTORIC DISTRICT

10.0 out of 10, Exceptional, (98)
"This cottage is a quaint spot, inside and out. Cozy, clean and comfortable. Love the location. Great communication."
2BR COTTAGE IN SANFORD HISTORIC DISTRICT

Oasis At The Ruiz's - Come Relax, Have Fun, Or Enjoy The Arcade

2.0 star property
10.0 out of 10, Exceptional, (10)
"Quiet location, private backyard with excellent sitting and eating area for the whole family. nicely redone kitchen with upgraded appliances. Bathroom was clean and has an amazing shower. there was everything we could have asked for and nothing we found subpar. Will definitely look to stay here again."
Oasis At The Ruiz's - Come Relax, Have Fun, Or Enjoy The Arcade

Cottage 34: Coconut Cottage - Waterfront Lodging in Downtown Tavares, FL

Cottage 34: Coconut Cottage - Waterfront Lodging in Downtown Tavares, FL

Beautiful Historic Cottage, Rendezvous

9.2 out of 10, Wonderful, (13)
"Can’t beat this place for proximity to all Mount Dora offers, but in a quiet location with parking. Wish it had two comfortable chairs rather than a lumpy chaise, but otherwise great."
The price is SAR 656
SAR 803 total
includes taxes & fees
1 May - 2 May
Beautiful Historic Cottage, Rendezvous

“1933” Sleeps 6, King Beds, Spacious, 5 min walk to downtown Mt. Dora

9.6 out of 10, Exceptional, (9)
"Property was certainly adequate and convenient but had noisy street traffic. "
“1933” Sleeps 6, King Beds, Spacious, 5 min walk to downtown Mt. Dora
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 Longwood

Tiny Hidden Cottage

9.4 out of 10, Exceptional, (37)
"The cottage was cozy and complete, with even silverware and coffee cups. When the microwave stopped working, the owner went out and bought and set up a new microwave.She asked permission before showing up at the front door!"
The price is SAR 296
SAR 575 total
includes taxes & fees
17 Apr - 18 Apr
Tiny Hidden Cottage

Florida Hotel & Conference Center in the Florida Mall

3.5 star property
9.2 out of 10, Wonderful, (1859)
"Very nice and welcoming. The staff is very friendly and go out of their way to help with anything. "
The price is SAR 652
SAR 831 total
includes taxes & fees
16 Apr - 17 Apr
Florida Hotel & Conference Center in the Florida Mall

The View Studio Suites and Event Venue

3.0 star property
8.4 out of 10, Very Good, (998)
"Amazing value with free breakfast "
The price is SAR 298
SAR 336 total
includes taxes & fees
6 May - 7 May
The View Studio Suites and Event Venue
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.

Frequently asked questions

How much do cottages in Longwood cost?
Prices for cottages in Longwood range between SAR 221 and SAR 820 per night. No matter your budget, you’ll find a perfect place to reconnect with nature. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
Why book your cottage in Longwood with Expedia?
Expedia has some superb cottages in Longwood, so start packing for an unforgettable stay on nature’s doorstep. If you’re on a budget, click on how much you’re willing to spend and the star rating of your property. Or, use our handy filters to search for cottages with a pool or a hot tub. We’ll help you find the perfect place whatever your plans or bank balance.
How can I find cheap cottages in Longwood?
With Expedia’s useful filter tool, getting your hands on cheap cottages in Longwood has never been easier. To find stays that’ll make your bank balance smile, tailor your search results by amenities, star rating and budget.