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Longwood Holiday Rentals

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Check prices for these dates

In two weeks
21 Nov - 23 Nov
In two months
2 Jan - 4 Jan
In three months
30 Jan - 1 Feb
In four months
27 Feb - 1 Mar

Holiday Rentals in Longwood

Terrace/patio
The Front Porch

The Front Porch

3.0 star property
Sanford
10.0 out of 10, Exceptional, (2)
"What a great space. 2 big bedrooms, and a great front porch apace with a hammock to watch the sunrise. Quite street just blocks from the center of downtown Sanford. I've used their properties 8-10 tines and ive never been disappointed. "
United States
Patrick
The Front Porch
Interior
Enclave Swanky

Enclave Swanky

4.0 star property
International Drive District
8.0 out of 10, Very good, (1)
"Clean, comfortable, but compact and looking worn / tired. Price point was right."
United Kingdom
Matthew
Enclave Swanky
Exterior
The Blue Aztec

The Blue Aztec

3.0 star property
Sanford
9.6 out of 10, Exceptional, (13)
"Owners Elena and Anthony are awesome. I was planning on staying a few days because I sold my house downtown Orlando and I’m in the process of looking to buy some things and I ended up staying a whole month. Alberto is also amazing if you need anything they’re right there to help you with whatever you need communications awesome. Their properties are very cute and clean and safe. I would highly recommend them."
United States
James
The Blue Aztec
Outdoor pool
Sonder by Marriott Bonvoy Vista Cay Apartments

Sonder by Marriott Bonvoy Vista Cay Apartments

3.5 star property
Orlando
9.0 out of 10, Wonderful, (257)
"I love this property it was clean and the pool was fabulous. The concierge was helpful and friendly i definitely will be staying there again"
United States
Shirley
Sonder by Marriott Bonvoy Vista Cay Apartments
Private kitchen
Century Millenia

Century Millenia

3.0 star property
Florida Center
9.0 out of 10, Wonderful, (96)
"Perfect stay for family or any vacation"
Canada
Philippe
Century Millenia
Terrace/patio
Mount Dora Cottages

Mount Dora Cottages

3.0 star property
Mount Dora
9.4 out of 10, Exceptional, (209)
"Great location! Less than a block from everything. Private. Comfortable. Well stay there again for sure! "
United States
Virginia
The price is S$308
includes taxes & fees
11 Nov - 12 Nov
Mount Dora Cottages
Terrace/patio
The Point by Edge

The Point by Edge

4.0 star property
Florida Center
8.4 out of 10, Very good, (803)
"Nice room, easy check in process."
United States
Christopher
The price is S$105
includes taxes & fees
24 Nov - 25 Nov
The Point by Edge
Front of property
Historic Tremain Cottages

Historic Tremain Cottages

3.0 star property
Mount Dora
8.4 out of 10, Very good, (32)
"Excellent place to stay Walking distance to historic downtown Maria is a A+ hostess "
United States
Ruben
Historic Tremain Cottages
Living area
Boho Nights

Boho Nights

3.0 star property
Sanford
8.4 out of 10, Very good, (5)
"My favorite place to stay when in Sanford. "
United States
Patrick
Boho Nights
3 outdoor pools, a heated pool, pool umbrellas, pool loungers
Vista Cay Resort by Casiola Vacation Homes

Vista Cay Resort by Casiola Vacation Homes

3.5 star property
Orlando
8.8 out of 10, Excellent, (182)
"Excellent "
United States
Richard
The price is S$625
includes taxes & fees
23 Nov - 24 Nov
Vista Cay Resort by Casiola Vacation Homes
Outdoor pool
Stylish and New! 3br, Steps fr. Universal Drive

Stylish and New! 3br, Steps fr. Universal Drive

3.0 star property
Orlando
10.0 out of 10, Exceptional, (1)
"The owners were very responsive and attentive. Loved the kids room and we don't have kids because we are kids, lol."
United States
Dianne
The price is S$480
includes taxes & fees
10 Nov - 11 Nov
Stylish and New! 3br, Steps fr. Universal Drive
Front of property – evening/night
Siena at Bella Collina

Siena at Bella Collina

3.5 star property
Montverde
9.8 out of 10, Exceptional, (71)
"Great place to stay for group going to wedding venue. "
United States
Alyssa
The price is S$485
includes taxes & fees
30 Nov - 1 Dec
Siena at Bella Collina
Mini-fridge, microwave, cookware/dishes/utensils
Bella Breeze

Bella Breeze

2.5 star property
Sanford
9.6 out of 10, Exceptional, (4)
"Really lovely stay close to downtown Sanford. Very clean (smells great!), and well stocked. Love that it is walking distance to the water and town. "
United States
Kayla
Bella Breeze
Exterior
Totally 80's

Totally 80's

3.0 star property
Sanford
9.4 out of 10, Exceptional, (3)
"Very good "
United States
Magdiel
The price is S$204
includes taxes & fees
16 Nov - 17 Nov
Totally 80's
2 outdoor pools, open 9:00 AM to 10:00 PM, pool umbrellas, pool loungers
Executive 3 Br Villa @Universal / Vista Cay/Conv.Center

Executive 3 Br Villa @Universal / Vista Cay/Conv.Center

3.5 star property
Orlando
9.2 out of 10, Wonderful, (50)
"Great place to vacation!"
United States
Jelicia
The price is S$863
includes taxes & fees
10 Nov - 11 Nov
Executive 3 Br Villa @Universal / Vista Cay/Conv.Center
Pool
Vista Cay Resort, Next To Universal 821 3 Bedroom Townhouse

Vista Cay Resort, Next To Universal 821 3 Bedroom Townhouse

3.0 star property
Orlando
10.0 out of 10, Exceptional, (1)
"Thank you was nice "
United States
Dustin
Vista Cay Resort, Next To Universal 821 3 Bedroom Townhouse
Exterior
The Jazz Loft

The Jazz Loft

3.0 star property
Sanford
7.6 out of 10, Good, (5)
"The loft was very cool and unique. Loved it. I will definitely book this again."
United States
sherri
The Jazz Loft
Bar (on property)
Premier Resort Condos Near Universal

Premier Resort Condos Near Universal

3.0 star property
Florida Center
8.8 out of 10, Excellent, (3)
"Great"
United States
Russell
The price is S$222
includes taxes & fees
4 Dec - 5 Dec
Premier Resort Condos Near Universal
Interior
Fire Pit & Yard: Updated Winter Garden Home!

Fire Pit & Yard: Updated Winter Garden Home!

3.0 star property
Winter Garden
The price is S$619
includes taxes & fees
10 Nov - 11 Nov
Fire Pit & Yard: Updated Winter Garden Home!
2 bedrooms, Internet
Upstay 2BR Golfer s Retreat w Patio Ventura Resort

Upstay 2BR Golfer s Retreat w Patio Ventura Resort

2.0 star property
Ventura
The price is S$305
includes taxes & fees
11 Nov - 12 Nov
Upstay 2BR Golfer s Retreat w Patio Ventura Resort
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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Top Longwood Hotel Reviews

Ramada by Wyndham Suites Orlando Airport

Ramada by Wyndham Suites Orlando Airport

10/10 Excellent
"The hotels is lovely and clean. I cant say enough about the young man who checked us in. He was amazingly helpful. He went above and beyond. He even lent the stapler to me . Breakfastis delicious. I love the fresh fruit and granola, with greek yogurt. Thank you "
Joan 1-night trip
Posted 10 hours ago
Ramada by Wyndham Suites Orlando Airport

Frequently asked questions

Can I find holiday rentals in Longwood?

Yes, there are holiday rentals close to the most popular sights in Longwood, or you can select a more secluded option if you're looking for a relaxing stay. Longwood is known for its shopping and lake views. Make sure you have time to check out the restaurants and golf courses during your trip.

What are some of the best holiday rentals that Longwood has to offer?

Vista Cay Resort by Casiola Vacation Homes: This holiday home rental outside of Longwood is located on a lake, and has a private balcony, a terrace and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a full-sized fridge, a dishwasher and a stovetop. It offers a garden, an arcade/games room and 1 hot tub so that you can immerse yourself in your holiday.

How many holiday rentals are there in Longwood?

With 30 Expedia holiday rentals, you're guaranteed to find just the right place for your Longwood stay.

What can I see and do in Longwood?

Boombah-Soldiers Creek Park and Wekiva River are a couple of lovely local spots to get outside and enjoy nature. Universal Studios Florida and Universal Orlando Resort are other popular places to visit in the area.

What are holiday rentals like in Longwood?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Longwood. Holiday rentals offer amenities such as WiFi and washers and dryers so you'll have all the conveniences of home. If you're concerned about a sanitised environment, holiday rentals can provide a sense of seclusion away from public hotel lifts and busy front desks while still allowing you the experience of travel. You'll also have more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a popular option for a family trip or a small group gathering.