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Search Guest Houses in Longwood

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Check prices for these dates

Next weekend
23 May - 25 May
In two weeks
30 May - 1 Jun
In one month
13 Jun - 15 Jun
In two months
11 Jul - 13 Jul

Compare 29 Guest Houses in Longwood with updated reviews, rates, and availability.

The Estate at Mount Dora
Exterior

The Estate at Mount Dora

3.5 star property
9.2 out of 10, Wonderful, (362)
"Very interesting and nice place!"
The price is AED 345
AED 481 total
includes taxes & fees
18 May - 19 May
The Estate at Mount Dora
The Heirloom Inn
Front of property

The Heirloom Inn

3.0 star property
8.8 out of 10, Excellent, (209)
"It was so quaint and comfortable and perfectly located in walking distance to main areas of interest. "
The price is AED 360
AED 620 total
includes taxes & fees
19 May - 20 May
The Heirloom Inn
Cabin On The Lake
Front of property

Cabin On The Lake

3.0 star property
9.8 out of 10, Exceptional, (96)
"Great place, and the owners are amazing people. We really enjoyed our stay."
The price is AED 545
AED 723 total
includes taxes & fees
18 May - 19 May
Cabin On The Lake
The Ann Stevens House
Exterior

The Ann Stevens House

3.0 star property
9.4 out of 10, Exceptional, (151)
"Beautiful place to stay. "
The price is AED 584
AED 657 total
includes taxes & fees
19 May - 20 May
The Ann Stevens House
Downtown Lake Eola Historic House 1 OR 2 BED
Miscellaneous

Downtown Lake Eola Historic House 1 OR 2 BED

8.8 out of 10, Excellent, (30)
"We had an amazing time staying at this property. Everything was clean and the communication with the owner was amazing!"
The price is AED 312
AED 631 total
includes taxes & fees
18 May - 19 May
Downtown Lake Eola Historic House 1 OR 2 BED
SPRING LAKE GETAWAY SUITE (Detached Guest House)
Property grounds

SPRING LAKE GETAWAY SUITE (Detached Guest House)

10.0 out of 10, Exceptional, (68)
"I'd absolutely stay here again. "
SPRING LAKE GETAWAY SUITE (Detached Guest House)
Winter Park Getaway
Terrace/patio

Winter Park Getaway

10.0 out of 10, Exceptional, (3)
"The host was very helpful and welcoming without being overbearing as some can be. The space was clean, cute, and well stocked."
Winter Park Getaway
Cozy Tiny Cottage Farm House!
Terrace/patio

Cozy Tiny Cottage Farm House!

9.8 out of 10, Exceptional, (20)
"Super spacious for a tiny house and fit 6 of us perfectly! Had everything we needed"
Cozy Tiny Cottage Farm House!
 Peaceful Two Bedroom Guest House near Wekiva River and State Parks 
Fridge, microwave, oven, stovetop

 Peaceful Two Bedroom Guest House near Wekiva River and State Parks 

10.0 out of 10, Exceptional, (79)
"Excellent place with everything you could need. Michael is a very thoughtful host. Very close and conveniently located to RBC and Ligonier Ministries! Cannot recommend enough!"
 Peaceful Two Bedroom Guest House near Wekiva River and State Parks 
Mills Cottage by the Little Lake
Outdoor pool, a heated pool

Mills Cottage by the Little Lake

10.0 out of 10, Exceptional, (44)
"Awesome property, kind host, great location… 1mile to food and drinks, 15 minutes to universal studios."
The price is AED 621
AED 1,349 total
includes taxes & fees
18 May - 19 May
Mills Cottage by the Little Lake
2 Minutes to Universal Studios Theme Parks - Central, Relaxing and Chic 1BR
Smart TV, books

2 Minutes to Universal Studios Theme Parks - Central, Relaxing and Chic 1BR

8.8 out of 10, Excellent, (16)
"One bedroom with comfortable foldout futon in small living room. Small fridge, microwave, kettle were ideal for my stay. "
2 Minutes to Universal Studios Theme Parks - Central, Relaxing and Chic 1BR
Downtown Orlando Throne Historic Thornton Park
Microwave, coffee/tea maker, cookware/dishes/utensils

Downtown Orlando Throne Historic Thornton Park

10.0 out of 10, Exceptional, (3)
"Nice size property great location great host"
The price is AED 312
AED 838 total
includes taxes & fees
16 May - 17 May
Downtown Orlando Throne Historic Thornton Park
Historic lakefront guesthouse
Interior

Historic lakefront guesthouse

10.0 out of 10, Exceptional, (3)
"Great location - property seas very clean and comfortable!"
The price is AED 441
AED 1,039 total
includes taxes & fees
4 Jun - 5 Jun
Historic lakefront guesthouse
Adorable 1bed 1 bath guest house
Smart TV

Adorable 1bed 1 bath guest house

10.0 out of 10, Exceptional, (25)
"Our stay was perfect. The accommodations and hosts were excellent. Will definitely consider it again if/when coming to orlando. "
Adorable 1bed 1 bath guest house
Quiet Garden Retreat Downtown Orlando - Private Apartment, Shared Pool and Patio
Full-size fridge, microwave, oven, stovetop

Quiet Garden Retreat Downtown Orlando - Private Apartment, Shared Pool and Patio

9.6 out of 10, Exceptional, (15)
"Had a lovely visit in Orlando! Easy to find, host is very nice, communicative and helpful! Would definitely stay again"
Quiet Garden Retreat Downtown Orlando - Private Apartment, Shared Pool and Patio
City Guesthouse in beautiful Historic Downtown Sanford
TV

City Guesthouse in beautiful Historic Downtown Sanford

9.8 out of 10, Exceptional, (8)
"Great place for the 2 of us and awesome location."
City Guesthouse in beautiful Historic Downtown Sanford
Private Poolside Guest House In Winter Park/Orlando
A heated pool

Private Poolside Guest House In Winter Park/Orlando

8.0 out of 10, Very Good, (2)
"The property, the location and host are all top notch."
Private Poolside Guest House In Winter Park/Orlando
Quiet 2BR • Remote Work • Pets OK • Near Airport
2 bedrooms, desk, iron/ironing board, free WiFi

Quiet 2BR • Remote Work • Pets OK • Near Airport

2.0 star property
Quiet 2BR • Remote Work • Pets OK • Near Airport
Blissful Guest House
Exterior

Blissful Guest House

3.0 star property
2.0 out of 10, (1)
Blissful Guest House
Dr. Phillips House
Exterior

Dr. Phillips House

3.0 star property
8.2 out of 10, Very Good, (13)
"AWESOME LOCATION AND A GREAT PLACE TO STAY. THE ROOM WAS ABSOLUTELY AMAZING!! NO TURN DOWN OR TOWELS AFTER THE FIRST NIGHT STAY ALTHOUGH IT WAS AT THE BEGINNING OF CORONA."
Dr. Phillips House
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
Fridge, microwave, stovetop, coffee/tea maker

Tiny Hidden Cottage

9.4 out of 10, Exceptional, (41)
"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
22 May - 23 May
Tiny Hidden Cottage
Florida Hotel & Conference Center in the Florida Mall
Reception

Florida Hotel & Conference Center in the Florida Mall

3.5 star property
9.2 out of 10, Wonderful, (1935)
"Great place to stay."
The price is AED 639
AED 814 total
includes taxes & fees
26 May - 27 May
Florida Hotel & Conference Center in the Florida Mall
The View Studio Suites and Event Venue
Exterior

The View Studio Suites and Event Venue

3.5 star property
8.4 out of 10, Very Good, (1056)
"Clean, good breakfast included, good location"
The price is AED 311
AED 350 total
includes taxes & fees
19 May - 20 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.