A greenhouse with hanging flower baskets and ivy-covered walls.

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Check prices for these dates

In two weeks
7 Aug - 9 Aug
In two months
18 Sep - 20 Sep
In three months
16 Oct - 18 Oct
In four months
13 Nov - 15 Nov

Our top choices for Longwood holiday rentals

Interior

Totally 80's

Totally 80's
3.0 star property
Sanford
8.6 out of 10, Excellent, (11 reviews)
"Super cute property and fantastic hosts!!"
United States
Angi
The price is 1.419.768 ₫
3.356.962 ₫ total
includes taxes & fees
23 Jul - 24 Jul
Totally 80's
2 bedrooms, desk, free WiFi

The Front Porch

The Front Porch
3.0 star property
Downtown Sanford
9.2 out of 10, Wonderful, (5 reviews)
"Enjoyed the place. Nice and relaxing. Close to downtown and lots of options for food. "
United States
Johnny
The price is 3.076.164 ₫
5.653.832 ₫ total
includes taxes & fees
22 Jul - 23 Jul
The Front Porch
Room, 1 King Bed, Non Smoking (High Floor, West View) | Free WiFi, bed sheets

The View Hotel, Trademark Collection by Wyndham

The View Hotel, Trademark Collection by Wyndham
3.0 star property
Orlando
8.4 out of 10, Very good, (2,087 reviews)
"The ready breakfast made is delicious! The hotel and staff are amazing and really care about their guests."
United States
Malia
The price is 1.940.350 ₫
2.182.894 ₫ total
includes taxes & fees
22 Jul - 23 Jul
The View Hotel, Trademark Collection by Wyndham
Standard Apartment | Living area | 50-inch LED TV with digital channels, Netflix, streaming services

Boho Nights

Boho Nights
3.0 star property
Downtown Sanford
9.6 out of 10, Exceptional, (16 reviews)
"Great stay!"
United States
Nicholas
The price is 1.751.047 ₫
3.727.996 ₫ total
includes taxes & fees
22 Jul - 23 Jul
Boho Nights
Exterior

The Jazz Loft

The Jazz Loft
3.0 star property
Downtown Sanford
8.8 out of 10, Excellent, (9 reviews)
"Location, location, location!!! What a cute and fun space. I thoroughly enjoyed my entire Jazz Loft experience. Look fwd to next trip! "
United States
Deborah
The price is 1.703.722 ₫
3.674.991 ₫ total
includes taxes & fees
23 Jul - 24 Jul
The Jazz Loft
Standard Apartment | Living area | 50-inch LCD TV with digital channels, Netflix, streaming services

The Blue Aztec

The Blue Aztec
3.0 star property
Downtown Sanford
9.6 out of 10, Exceptional, (13 reviews)
"Great location! Great Dining! "
United States
Lisa
The price is 1.845.698 ₫
5.805.905 ₫ total
includes taxes & fees
27 Jul - 28 Jul
The Blue Aztec
Interior

Bella Breeze

Bella Breeze
2.5 star property
Downtown Sanford
9.6 out of 10, Exceptional, (18 reviews)
"Great location for restaurants and river trail. Very well stocked so it is an easy and comfortable stay."
United States
Nancy
The price is 1.703.722 ₫
3.674.991 ₫ total
includes taxes & fees
22 Jul - 23 Jul
Bella Breeze
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

Universal's Cabana Bay Beach Resort

Universal's Cabana Bay Beach Resort

10/10 Excellent
"Had an amazing time with my 7 year old. We really enjoyed our stay, I wish I would’ve booked more days there ❤️"
Yesenia 2-night trip
Posted 1 hour ago
Universal's Cabana Bay Beach Resort

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.

How many holiday rentals are there in Longwood?

With 33 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 Spring Hammock Preserve are a couple of lovely local spots to get outside and enjoy nature. Kia Center and Universal Studios Florida 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.