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

Find 5 Star Hotels in Longwood, FL from $104

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Check availability on Longwood 5 Star Hotels

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Oct 20 - Oct 21
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Oct 21 - Oct 22
This weekend
Oct 23 - Oct 25
Next weekend
Oct 30 - Nov 1

Our top choices for Longwood 5-star hotels

A water park with multiple slides and a pool area surrounded by palm trees and a golf course.
A courtyard with outdoor seating, palm trees, and a pool.
A modern living room with a sofa set, coffee table, and decorative plants.
A spacious lobby with a high ceiling, large windows, and a variety of seating arrangements including sofas and armchairs.

1. The Ritz-Carlton Orlando, Grande Lakes

The Ritz-Carlton Orlando, Grande Lakes
Orlando
United States
Teresa
$554 nightly
$623 total
Oct 28 - Oct 29
Total with taxes and fees
The Ritz-Carlton Orlando, Grande Lakes
A modern indoor pool area with a dining setup and a view of the ocean.
A modern living room with a sectional sofa, a coffee table, and a TV on the wall.
A modern two-story house with a brick driveway, white exterior, and multiple chimneys.
A modern kitchen with a marble island, pendant lights, and a large window offering a view of palm trees.

2. The Ritz-Carlton Residences Orlando, Grande Lakes

The Ritz-Carlton Residences Orlando, Grande Lakes
Orlando
The Ritz-Carlton Residences Orlando, Grande Lakes
A balcony with wicker chairs and a decorative wall piece, overlooking a residential area with buildings and greenery.
A pathway leading to Vista Cay Resort with palm trees and greenery.
A living room with a flat-screen TV, a ceiling fan, a sofa, a coffee table, and a window with curtains.
A spacious living area with a dining table, chairs, and a TV in the background.

3. Deluxe 3 Bedroom Apartment Vista Cay Resort 404

Deluxe 3 Bedroom Apartment Vista Cay Resort 404
Orlando
United States
Ramesh
Deluxe 3 Bedroom Apartment Vista Cay Resort 404
Pool
A swimming pool with lounge chairs and palm trees, surrounded by multi-story buildings with balconies.
Living room
A bar area with a long counter, multiple chairs, ceiling fans, and a TV mounted on the wall.

4. Penthouse Cabana

Penthouse Cabana
Orlando
Penthouse Cabana
A swimming pool with clear blue water, surrounded by palm trees and lounge chairs.
Private kitchen
A hot tub under a covered area with a patio table and chairs, surrounded by a fence and greenery.
Private kitchen

5. Vista Cay Dream

Vista Cay Dream
Orlando
Vista Cay Dream
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Explore similar 4-star hotels

Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in Longwood.
Hyatt Regency Orlando International Airport

Hyatt Regency Orlando International Airport

9300 Jeff Fuqua Boulevard Orlando FL
$219 nightly
$246 total
Nov 2 - Nov 3
Total with taxes and fees
Hyatt Regency Orlando International Airport
Avanti International Resort

Avanti International Resort

8738 International Dr Orlando FL
$98 nightly
$110 total
Oct 25 - Oct 26
Total with taxes and fees
Avanti International Resort
DoubleTree by Hilton at the Entrance to Universal Orlando

DoubleTree by Hilton at the Entrance to Universal Orlando

5780 Major Blvd Orlando FL
$93 nightly
$104 total
Nov 3 - Nov 4
Total with taxes and fees
DoubleTree by Hilton at the Entrance to Universal Orlando
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Learn more about Longwood

Wekiva Springs State Park offers crystal-clear swimming and kayaking trails where you'll often spot turtles and manatees. Explore the charming downtown district with its weekend farmers market, then catch a sunset airboat tour through moss-draped cypress trees.

See all hotels in Longwood
A greenhouse with hanging flower baskets and ivy-covered walls.

Top Longwood Hotel Reviews

Find out more about Longwood

There's nothing wrong with enjoying the finer things in life. Add further pleasure on your next trip to Longwood by treating yourself to the best of the best when it comes to accommodation. It's an ideal pairing. There's no reason to delay a getaway to Longwood any longer. You'll join the multitudes of vacationers who have made Longwood so fashionable recently. You can also expect excellent customer service from these hotels, so get ready to kick back and indulge. You deserve the great vacation you're dreaming about. Our 5-star hotels in Longwood are the perfect places to relax in during your next chunk of time off.

Book the Best Longwood 5-Star Hotels

You'll have a fantastic time at one of these 5-star hotels. Spa treatments, delicious meals, and attentive guest service are all waiting for you. You're sure to find exactly the accommodation you need. You can also look forward to an outstanding experience and fantastic customer care, so get ready to kick back and indulge. What kind of amenities will make your stay a wonderful one? A body scrub that will leave you feeling great? 24-hour room service, so you can order that filet mignon in the wee hours of the morning? A deep-tissue massage to help your cares fall away? Don't want to take our word for it? Explore our listings and pick the perfect accommodation for your needs.

But you aren't going to spend your entire vacation in your room, of course. We've got you covered. From doing a bit of shopping to embracing the great outdoors, you'll never be bored on this retreat. No matter what's on your agenda, the 5-star hotels in Longwood are the perfect place to rest up after a busy day.

Make Your Escape

The results are in, and Longwood 5-star hotels are the place to be when you book your next vacation. If you've been dreaming about a vacation set here, then go ahead and book it. Expedia can help you land a great deal on accommodation. It's time to plan your next great escape. Decide on one of our Longwood 5-star hotels today and soothe yourself in complete comfort tomorrow.

Frequently asked questions

How much does it cost to stay in a 5-star hotel in Longwood?
You can find many different pricing options for 5-star hotels in Longwood on Expedia. How much you'll pay will depend on when you travel, length of stay and other factors. Compare available accommodations for your preferred dates and make use of our pricing and other filters to find the perfect upscale stay.
  • Search for the lowest price per night from $104
What makes a hotel 5 stars in Longwood?
From fine dining venues and 24/7 fitness centers to swimming pools and dreamy bedding, the 5-star experience in Longwood is all about comfort and indulgence. But it calls for more than just upscale conveniences to get a 5-star rating. Stays must also offer extraordinary guest-focused services like in-room massages, dry cleaning and laundry and concierge services.
Are there any 5-star all-inclusive resorts in Longwood?
Use our convenient filters to find an upmarket getaway in Longwood where everything you need is included. After your initial search, refine your results for resorts that have a rating of 5 stars and are described as "All inclusive." The first thing on the agenda at these stays? Relaxation and indulgence.

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