Longwood Vacation Rentals from ￥12,821: Search Short-Term Rentals

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Our top choices for Longwood vacation rentals

A covered outdoor swimming pool area with a lounge chair and a table, surrounded by a fence and vegetation.

1. Longwood Pool Escape | Fire Pit & Sunny Patio

Longwood

￥49,455 total

includes taxes & fees

Oct 7 - Oct 8

2. The American Dream House – Lakefront Luxury with 2 Heated Pools & Hot Tub

Longwood

Tyler P.

￥278,027 total

includes taxes & fees

Oct 7 - Oct 8

A modern kitchen with a microwave, coffee maker, and potted plants. There is a seating area with a sofa and a coffee table.

3. The Longwood Escape • Modern Private Guesthouse Near Orlando

Longwood

￥25,679 total

includes taxes & fees

Oct 21 - Oct 22

A swimming pool with a unique light display creating patterns on the water's surface.

4. Orlando Pool Days & Hammock Naps Book Your Escape NOW!

Lake Mary

Colette T.

￥38,806 total

includes taxes & fees

Oct 14 - Oct 15

5. Florida Vacation with pool fun for families

Casselberry

Daniel W.

￥53,279 total

includes taxes & fees

Oct 19 - Oct 20

A modern kitchen with white cabinets, a microwave, and a green wall with a neon sign.

6. Last-Minute Getaway? 🌴 Private Lanai & Cozy Cottage

Lake Mary

Tricia S.

￥34,836 total

includes taxes & fees

Oct 7 - Oct 8

A bedroom with a bed, a mirror, a wardrobe, and a floral artwork on the wall.

7. Sleeps 8-3 Bedrooms 2 Full Bathroms+Gameroom your perfect vacation home!

Casselberry

Kevin K.

￥38,620 total

includes taxes & fees

Oct 12 - Oct 13

A swimming pool with lounge chairs and palm trees.

8. The Point Hotel & Suites Orlando

Florida Center

Lisa

￥12,821 total

includes taxes & fees

Oct 27 - Oct 28

A modern bedroom with a large bed, a bedside table, a wooden dresser, and a hanging light fixture.

9. Suites by The Wellborn

Lake Cherokee

Dustin

￥11,946 total

includes taxes & fees

Oct 11 - Oct 12

A hotel room with a large bed, bedside lamps, a view of the city, a window with curtains, and a desk with a chair.

10. The View Hotel, Trademark Collection by Wyndham

Orlando

Breila

￥14,597 total

includes taxes & fees

Oct 12 - Oct 13

A modern kitchen with a marble countertop, gold faucets, and a large window.

11. Bella Breeze

Downtown Sanford

Sara

￥24,142 total

includes taxes & fees

Oct 7 - Oct 8

A vibrant living room with a teal sofa, a wooden chair, and a coffee table.

12. Boho Nights

Downtown Sanford

Nicholas

￥22,549 total

includes taxes & fees

Oct 7 - Oct 8

A modern kitchen with light-colored cabinets, stainless steel appliances, and a herringbone-patterned backsplash.

13. Home Sweet Home

Sanford

Janice M.

￥49,938 total

includes taxes & fees

Oct 20 - Oct 21

A bedroom with a bed, a ceiling fan, a nightstand, a lamp, a door, and a painting on the wall.

14. Charming 2-bedroom apartment with WiFi, AC in lovely Orlando

Orlando

Kyle Y.

￥40,509 total

includes taxes & fees

Oct 17 - Oct 18

A compact living space with a kitchenette, a dining area, and a seating area with a couch and chairs.

15. The Blue Aztec

Downtown Sanford

Lisa

￥34,250 total

includes taxes & fees

Oct 7 - Oct 8

A backyard with a hammock, outdoor seating, and string lights.

16. The Jazz Loft

Downtown Sanford

Tiffany

￥22,549 total

includes taxes & fees

Oct 7 - Oct 8

A compact workspace with a laptop, a desk lamp, a notebook, and a cup.

17. Modern Private Suite w/Dedicated Entrance-Minutes to Boombah Sports, SFB & MCO

Sanford

Julia F.

￥22,074 total

includes taxes & fees

Oct 7 - Oct 8

A modern living room with a grey sofa, two armchairs, a coffee table, and a small side table with a lamp. There is a brick fireplace, a kitchen area with a countertop and cabinets, and a large window with blinds.

18. The Front Porch

Downtown Sanford

Johnny

￥34,752 total

includes taxes & fees

Oct 7 - Oct 8

19. The Blue Aztec

Downtown Sanford

Kael

￥26,417 total

includes taxes & fees

Oct 7 - Oct 8

A neatly made bed with white linens and towels, a dark door, and two framed artworks on the wall.

20. Tranquil 3-bedroom house in Sanford with AC, WiFi

Sanford

Rodney

￥57,643 total

includes taxes & fees

Oct 7 - Oct 8

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Top Longwood Hotel Reviews

Spark by Hilton Orlando near Universal

10/10 Excellent

"Everything was very good in relation to the price! Not a high end hotel, but clean and quiet stay. Great value!"

Universal's Terra Luna Resort

10/10 Excellent

"The hotel is perfect for a universal visit, the shuttle buses are a huge plus and the early park entrance is very helpful. The rooms are very clean and comfortable. I was surprised by how spacious the room was. The only thing is they don’t clean your room daily which can be inconvenient. The front desk people are the only downside to the stay, they aren’t very nice which breaks the illusion of the Universal experience where you feel like you are in a parallel world where everything is fun and nice."

Universal's Endless Summer Resort - Dockside Inn and Suites

10/10 Excellent

"The room was exactly what we needed. It was very helpful getting in to universal an hour early. In the staff was so incredibly friendly helpful when we checked in. I also ended up leaving my glasses in the room when we left for the park, but I called back and they had them waiting for me at the security desk when I returned from the park. I would definitely stay here again."

Find out more about Longwood

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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.

What's the top vacation rental that Longwood has to offer?

Salt Pool, cozy House near Downtown and International Airport: This vacation home rental near Longwood is located in the city center and has a garden, a barbecue grill, and air-conditioning to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchenette with a fridge, a stovetop, and a microwave, so you can cook with friends or family.

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 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 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.

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Check prices for these dates

Our top choices for Longwood vacation rentals

1. Longwood Pool Escape | Fire Pit & Sunny Patio

2. The American Dream House – Lakefront Luxury with 2 Heated Pools & Hot Tub

3. The Longwood Escape • Modern Private Guesthouse Near Orlando

4. Orlando Pool Days & Hammock Naps Book Your Escape NOW!

5. Florida Vacation with pool fun for families

6. Last-Minute Getaway? 🌴 Private Lanai & Cozy Cottage

7. Sleeps 8-3 Bedrooms 2 Full Bathroms+Gameroom your perfect vacation home!

8. The Point Hotel & Suites Orlando

9. Suites by The Wellborn

10. The View Hotel, Trademark Collection by Wyndham

11. Bella Breeze

12. Boho Nights

13. Home Sweet Home

14. Charming 2-bedroom apartment with WiFi, AC in lovely Orlando

15. The Blue Aztec

16. The Jazz Loft

17. Modern Private Suite w/Dedicated Entrance-Minutes to Boombah Sports, SFB & MCO

18. The Front Porch

19. The Blue Aztec

20. Tranquil 3-bedroom house in Sanford with AC, WiFi

Find vacation rentals that suit your style

Top Longwood Hotel Reviews

Spark by Hilton Orlando near Universal

Hyatt Regency Orlando International Airport

Wyndham I-Drive Avanti Resort & Conference Center

Universal's Terra Luna Resort

Universal's Cabana Bay Beach Resort

Ramada by Wyndham Suites Orlando Airport

Universal's Endless Summer Resort - Surfside Inn and Suites

Universal's Endless Summer Resort - Dockside Inn and Suites

Grand Hotel Orlando at Universal Blvd - Shuttle to Theme Parks

Find out more about Longwood

Frequently asked questions

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