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

Longwood Vacation Rentals

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Check prices for these dates

In two weeks
Jul 17 - Jul 19
In two months
Aug 28 - Aug 30
In three months
Sep 25 - Sep 27
In four months
Oct 23 - Oct 25

Our top choices for Longwood vacation rentals

Restaurant

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, (2,061 reviews)
"Great location close to a lot of things."
United States
tammy
The price is P5,097
P5,735 total
includes taxes & fees
Aug 2 - Aug 3
The View Hotel, Trademark Collection by Wyndham
Interior

Two Queen Bed Suite w Pool, Hot Tub Near Disney

Two Queen Bed Suite w Pool, Hot Tub Near Disney
3.0 star property
International Drive District
The price is P3,698
P9,638 total
includes taxes & fees
Jul 20 - Jul 21
Two Queen Bed Suite w Pool, Hot Tub Near Disney
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 P6,945
P17,205 total
includes taxes & fees
Jul 28 - Jul 29
Upstay 2BR Golfer s Retreat w Patio Ventura Resort
Free WiFi

Cozy Modern Studio

Cozy Modern Studio
2.0 star property
Casselberry
The price is P4,987
P10,202 total
includes taxes & fees
Jul 12 - Jul 13
Cozy Modern Studio
Interior

Bella Breeze

Bella Breeze
2.5 star property
Downtown Sanford
9.6 out of 10, Exceptional, (17 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 P3,883
P8,491 total
includes taxes & fees
Jul 5 - Jul 6
Bella Breeze
Terrace/patio

Mount Dora Cottages

Mount Dora Cottages
3.0 star property
Mount Dora
9.4 out of 10, Exceptional, (212 reviews)
"Perfect spot"
United States
PATRICIA
The price is P13,131
P14,576 total
includes taxes & fees
Jul 8 - Jul 9
Mount Dora Cottages
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 P3,883
P8,491 total
includes taxes & fees
Jul 5 - Jul 6
The Jazz Loft
Terrace/patio

Historic Tremain Cottages

Historic Tremain Cottages
3.0 star property
Mount Dora
8.6 out of 10, Excellent, (37 reviews)
"Very clean room, quaint, close to the downtown area. "
United States
Raymond
The price is P10,072
P11,180 total
includes taxes & fees
Jul 6 - Jul 7
Historic Tremain Cottages
Front of property - evening/night

Siena at Bella Collina

Siena at Bella Collina
3.5 star property
Montverde
9.8 out of 10, Exceptional, (77 reviews)
"Nice accommodation"
United States
Noel
The price is P15,582
P17,296 total
includes taxes & fees
Jul 5 - Jul 6
Siena at Bella Collina
Interior

Totally 80's

Totally 80's
3.0 star property
Sanford
8.4 out of 10, Very Good, (10 reviews)
"Great location to downtown Sanford!"
United States
Kathleen
The price is P3,878
P8,481 total
includes taxes & fees
Jul 12 - Jul 13
Totally 80's
Terrace/patio

The Point Hotel & Suites Orlando

The Point Hotel & Suites Orlando
4.0 star property
Florida Center
8.4 out of 10, Very Good, (1,130 reviews)
"Wonderful stay."
United States
Bissoondath
The price is P4,488
P5,811 total
includes taxes & fees
Jul 16 - Jul 17
The Point Hotel & Suites Orlando
Interior

King Studio w/ Arcade Games & BBQ Near Disney

King Studio w/ Arcade Games & BBQ Near Disney
3.0 star property
International Drive District
The price is P2,832
P7,965 total
includes taxes & fees
Jul 5 - Jul 6
King Studio w/ Arcade Games & BBQ Near Disney
Internet

Studio Apartment w Pool Hot Tub Near Universal Studios

Studio Apartment w Pool Hot Tub Near Universal Studios
2.0 star property
International Drive District
The price is P2,901
P8,281 total
includes taxes & fees
Jul 9 - Jul 10
Studio Apartment w Pool Hot Tub Near Universal Studios
Living area

Solara Apartments Spacious 2BR Apartment Sleeps 6 Pet-Friendly

Solara Apartments Spacious 2BR Apartment Sleeps 6 Pet-Friendly
4.0 star property
Kirkman North
The price is P7,812
P19,189 total
includes taxes & fees
Jul 19 - Jul 20
Solara Apartments Spacious 2BR Apartment Sleeps 6 Pet-Friendly
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 P7,211
P13,254 total
includes taxes & fees
Jul 5 - Jul 6
The Front Porch
Living area

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 P4,604
P9,298 total
includes taxes & fees
Jul 23 - Jul 24
Boho Nights
Interior

Fire Pit & Yard: Updated Winter Garden Home!

Fire Pit & Yard: Updated Winter Garden Home!
3.0 star property
Winter Garden
The price is P14,898
P33,705 total
includes taxes & fees
Jul 4 - Jul 5
Fire Pit & Yard: Updated Winter Garden Home!
Living area

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 P4,710
P14,029 total
includes taxes & fees
Jul 8 - Jul 9
The Blue Aztec
Interior

Rustic Hideaway - Great Location + Pet Friendly!

Rustic Hideaway - Great Location + Pet Friendly!
3.0 star property
Windermere
Rustic Hideaway - Great Location + Pet Friendly!
Exterior

The Contemporary

The Contemporary
3.0 star property
Downtown Sanford
The price is P6,656
P16,219 total
includes taxes & fees
Jul 5 - Jul 6
The Contemporary
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
"The kids loved the pool. They were in the water all day. Universal was across the street. The grandkids didn’t stop and I need an extra day to catch myself."
Rafael 1-night trip
Posted 1 hour ago
Universal's Cabana Bay Beach Resort

Find out more about Longwood

Search for holiday rentals in Longwood on Expedia! You can easily find your home rentals, villas, holiday apartments in Longwood using one of the methods below:

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Look no further and take a look at our great range of rental properties in Longwood!

Frequently asked questions

Can I find vacation rentals in Longwood?

Yes, we have vacation rentals near the most popular sights in Longwood, or you can go with a secluded option if you're looking for relaxation. 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 vacation rentals are there in Longwood?

With 32 Expedia vacation rentals, you're sure 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 vacation rentals like in Longwood?

Vacation rentals are private properties you can book for a few days or a quick weekend in Longwood. Vacation rentals offer amenities such as hot tubs, fire pits, and patios so you'll be comfy for your stay. If you're concerned about a clean environment, vacation rentals can offer a sense of seclusion away from public hotel elevators and bustling concierge desks while still allowing you the enjoyment of travel. You'll also find more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a great option for a small group gathering.