Photo by Kara Akers

Longwood Vacation Rentals

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Browse Select Longwood Vacation Homes

Breezy Pool Home!
Fridge, microwave, oven, stovetop
Breezy Pool Home!
9.0 out of 10, Wonderful, (55)
"My daughter and I enjoyed our stay at Snow's rental property. Snow was very accommodating with my needs. It was comfortable and quiet. The only advice I would give is if you need to use the washer/dryer while away make sure to let Snow know before you get to property. It is locked in the garage but Snow came out right away to give me access to them so I could use them.Snow answers in a timely manner when I had questions to ask. The home was clean and the temperature was perfect. I would...
The price is CA $134
CA $271 total
includes taxes & fees
Oct 1 - Oct 2
Breezy Pool Home!
Vista Cay Resort by Casiola Vacation Homes
3 outdoor pools, pool umbrellas, sun loungers
Vista Cay Resort by Casiola Vacation Homes
3.5 star property
8.8 out of 10, Excellent, (171)
"This property was very clean and had access to a lot. Restaurants, grocery store, pool, etc. We would stay here again. "
The price is CA $197
CA $545 total
includes taxes & fees
Sep 24 - Sep 25
Vista Cay Resort by Casiola Vacation Homes
Ocean Guest House !
Interior
Ocean Guest House !
9.6 out of 10, Exceptional, (47)
"Nice quiet and clean home!"
The price is CA $102
CA $232 total
includes taxes & fees
Sep 30 - Oct 1
Ocean Guest House !
Clear Lake Front home near Orlando / Sanford SFB Boombah
Smart TV, books
Clear Lake Front home near Orlando / Sanford SFB Boombah
9.8 out of 10, Exceptional, (27)
"Jay was great host and property was exactly how it was listed. Close to everything and great place for family bbq"
Clear Lake Front home near Orlando / Sanford SFB Boombah
Beautiful home close to Parks
Interior
Beautiful home close to Parks
10.0 out of 10, Exceptional, (2)
"Myself and a few friends needed a place to stay for a concert in Orlando. This place worked out great. Centrally located and easily accommodated 3 adults. House was as described and was perfect for our needs."
Beautiful home close to Parks
Quiet Oasis in Lovely Neighborhood
Pool
Quiet Oasis in Lovely Neighborhood
9.8 out of 10, Exceptional, (107)
"Our stay was exactly as the listing described. Check-in was super easy which was nice since we got there late. The host had an air mattress readily available for our 10 year old to use, and they were quick to respond to a couple of questions me had. The neighborhood is quite nice and quiet. We enjoyed our stay. "
The price is CA $122
CA $256 total
includes taxes & fees
Sep 30 - Oct 1
Quiet Oasis in Lovely Neighborhood
Near Universal, Disney & OCC Vista Cay town home
Outdoor pool, a heated pool
Near Universal, Disney & OCC Vista Cay town home
9.8 out of 10, Exceptional, (23)
"We enjoyed our stay. The unit was large enough for our entire family. It was relatively close to the convention center. We enjoyed the little shopping area within walking distance and the brewery had great wings. We would stay again."
Near Universal, Disney & OCC Vista Cay town home
THE BEST LOCATION IN ORLANDO LAKEFRONT VILLA
Smart TV
THE BEST LOCATION IN ORLANDO LAKEFRONT VILLA
9.4 out of 10, Exceptional, (54)
"Perfect location. It was perfectly between Universal Studios, Disney World, and the airport. Large space to move around with comfortable and nice furniture."
THE BEST LOCATION IN ORLANDO LAKEFRONT VILLA
Relaxing and Spacious Oasis near the Springs
Fridge, microwave, oven, stovetop
Relaxing and Spacious Oasis near the Springs
9.6 out of 10, Exceptional, (42)
"Property was as advertised. Space was sufficient for our group. Everyone was comfortable and happy. I recommend booking if you are in the area."
Relaxing and Spacious Oasis near the Springs
Casa Winter Park
Fridge, microwave, oven, stovetop
Casa Winter Park
9.8 out of 10, Exceptional, (99)
"We look forward to visiting again!"
Casa Winter Park
Cozy Country Home 4 Blocks From the Lake
Exterior
Cozy Country Home 4 Blocks From the Lake
9.8 out of 10, Exceptional, (59)
"Karen has a beautiful home. She provided everything we needed with plenty of paper products, kitchen items, blankets, and towels! I’d definitely stay here again. There was a category 1 hurricane while I stayed here, and I needed to speak to Karen. She was extremely quick to respond to my texts and she checked in on us often. All worked out and there were no major emergencies, and even though she had no control over the power being out, Karen helped solve questions I had. My dad lives close by...
Cozy Country Home 4 Blocks From the Lake
Alderwood lake house Sanford/Orlando near SFB
Smart TV, DVD player, books, video library
Alderwood lake house Sanford/Orlando near SFB
9.8 out of 10, Exceptional, (92)
"This was a great place for myself, wife and two kids to stay. Quiet neighborhood and the hosts were top notch! We will be booking again when back in the area! "
Alderwood lake house Sanford/Orlando near SFB
Great Location - Grill - Free WiFi - Baby Equipment - Pet-Friendly/dogs only
3 bedrooms, iron/ironing board, travel crib, free WiFi
Great Location - Grill - Free WiFi - Baby Equipment - Pet-Friendly/dogs only
10.0 out of 10, Exceptional, (129)
"Plenty of room and nice to have access to a garage. "
Great Location - Grill - Free WiFi - Baby Equipment - Pet-Friendly/dogs only
Royellou House (3BR 2BA)
Fridge, microwave, oven, stovetop
Royellou House (3BR 2BA)
10.0 out of 10, Exceptional, (122)
"We were all very happy with are stay at Royellou House. "
Royellou House (3BR 2BA)
NEW! Spacious designer 2-Bed/2.5-Bath townhome near Downtown Orlando
Interior
NEW! Spacious designer 2-Bed/2.5-Bath townhome near Downtown Orlando
10.0 out of 10, Exceptional, (1)
"We needed a convenient place to stay for a high school graduation. This new property was great - clean and spacious with everything we needed. Highly recommend!"
The price is CA $183
CA $442 total
includes taxes & fees
Sep 24 - Sep 25
NEW! Spacious designer 2-Bed/2.5-Bath townhome near Downtown Orlando
Historic District Bungalow - Easy Walk to Downtown
TV, DVD player, books, video library
Historic District Bungalow - Easy Walk to Downtown
10.0 out of 10, Exceptional, (108)
"Mt. Dora is picture perfect even in the off season!!! This little bungalow has everything two people could need. The cable could be better but we found other things to do, its in walking distance to almost everything. A short drive to Wal-Mart for groceries. We had a lovley stay and would love to rent again!!"
Historic District Bungalow - Easy Walk to Downtown
Mayfair Forrest Retreat ! Come and Enjoy our Clean and Spacious Home
Fridge, microwave, oven, stovetop
Mayfair Forrest Retreat ! Come and Enjoy our Clean and Spacious Home
10.0 out of 10, Exceptional, (4)
"Home away from home"
The price is CA $380
CA $732 total
includes taxes & fees
Sep 24 - Sep 25
Mayfair Forrest Retreat ! Come and Enjoy our Clean and Spacious Home
Charming Mt Dora 2 Bedroom House - 1 mile from Historic Downtown!
Property grounds
Charming Mt Dora 2 Bedroom House - 1 mile from Historic Downtown!
10.0 out of 10, Exceptional, (37)
"This was a wonderful, well-stocked rental very conveniently located for our purposes of visiting a local friend. The property owner checked in number times to assure that we had everything we needed. The home was very clean and comfortable. Highly recommend this rental."
Charming Mt Dora 2 Bedroom House - 1 mile from Historic Downtown!
Cozy 2-bedroom townhome with WiFi, AC in awesome Orlando
Interior
Cozy 2-bedroom townhome with WiFi, AC in awesome Orlando
2.0 star property
10.0 out of 10, Exceptional, (1)
"The home was really beautiful. There were spacious bedrooms and updated appliances. Walmart and other necessary stores were within 5 miles. If we come through Orlando again, we'll definitely try to get this place! "
The price is CA $102
CA $203 total
includes taxes & fees
Oct 1 - Oct 2
Cozy 2-bedroom townhome with WiFi, AC in awesome Orlando
Lake Front Suite -Close to all Attractions
Lake Front Suite -Close to all Attractions
9.4 out of 10, Exceptional, (61)
"Enjoyed our time here. "
Lake Front Suite -Close to all Attractions
Don't see what you're looking for?
See all available properties in Longwood
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Other property types in Longwood

Hyatt Regency Orlando International Airport
Meeting facility
Hyatt Regency Orlando International Airport
4.0 star property
9.4 out of 10, Exceptional, (5380)
"Perfect place to stay for flying in and being picked up for Disney cruise!"
The price is CA $256
CA $289 total
includes taxes & fees
Sep 24 - Sep 25
Hyatt Regency Orlando International Airport
Avanti International Resort
Outdoor pool, pool umbrellas, sun loungers
Avanti International Resort
3.0 star property
7.8 out of 10, Good, (2651)
"Good"
The price is CA $103
CA $138 total
includes taxes & fees
Sep 24 - Sep 25
Avanti International Resort
The View Studio Suites and Event Venue
Property entrance
The View Studio Suites and Event Venue
3.5 star property
8.6 out of 10, Excellent, (422)
"En general el hotel lo encuentre buenisimo. Los cuartos son cómodos y espaciosos. Incluye desayuno con varias opciones preparado al momento. El Staff fue amable. La propiedad tiene buen parking y está bien localizado con tiendas y restaurantes cerca del área. Cuando regrese a Orlando me hospedaría nuevamente ahí. "
The price is CA $98
CA $110 total
includes taxes & fees
Sep 24 - Sep 25
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.