Compare and book 5 Star hotels in Maitland, Orlando

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Check availability on Maitland 5 Star Hotels

Tonight
26 Jun - 27 Jun
Tomorrow
27 Jun - 28 Jun
This weekend
27 Jun - 29 Jun
Next weekend
4 Jul - 6 Jul

Top Maitland 5 Star Hotels

Conrad Orlando at Evermore
Private beach, white sand, beach cabanas, sun-loungers

Conrad Orlando at Evermore

5.0 star property
9.4 out of 10, Exceptional, (221)
"The lagoon was perfect"
The price is 11.191.772 ₫
13.898.194 ₫ total
includes taxes & fees
14 Jul - 15 Jul
Conrad Orlando at Evermore
The Ritz-Carlton Orlando, Grande Lakes
Property amenity

The Ritz-Carlton Orlando, Grande Lakes

5.0 star property
9.2 out of 10, Wonderful, (1004)
"Well maintained, high-end property and friendly staff. "
The price is 10.694.941 ₫
13.649.909 ₫ total
includes taxes & fees
30 Jun - 1 Jul
The Ritz-Carlton Orlando, Grande Lakes
Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort
3 outdoor pools, pool cabanas (surcharge), pool umbrellas

Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort

5.0 star property
9.6 out of 10, Exceptional, (851)
"Great stay highly recommended "
The price is 26.026.215 ₫
30.750.823 ₫ total
includes taxes & fees
6 Jul - 7 Jul
Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort
The Ritz-Carlton Residences Orlando, Grande Lakes
Room, 3 Bedrooms, Private Pool (View)

The Ritz-Carlton Residences Orlando, Grande Lakes

5.0 star property
The Ritz-Carlton Residences Orlando, Grande Lakes
Deluxe 3 Bedroom Apartment Vista Cay Resort 404
Townhome, 3 Bedrooms | Balcony

Deluxe 3 Bedroom Apartment Vista Cay Resort 404

5.0 star property
2.0 out of 10, (1)
"They just cancelled my trip without any notifications. When i spoke to the seller, it looks like they want you to book directly on their portal. Hotels.com should remove such postings"
Deluxe 3 Bedroom Apartment Vista Cay Resort 404
Apartamento en Orlando Fl.
Living area

Apartamento en Orlando Fl.

5.0 star property
2.0 out of 10, (1)
Apartamento en Orlando Fl.
Penthouse Cabana
Condo | Pool | Outdoor pool

Penthouse Cabana

5.0 star property
Penthouse Cabana
Vista Cay Dream
House | Pool | Outdoor pool

Vista Cay Dream

5.0 star property
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 Maitland.
Hyatt Regency Orlando International Airport

Hyatt Regency Orlando International Airport

9300 Jeff Fuqua Boulevard, Orlando, FL
The price is 5.203.651 ₫ per night from 8 Jul to 9 Jul
5.203.651 ₫
5.854.238 ₫ total
8 Jul - 9 Jul
includes taxes & fees
9.4/10 Exceptional! (3,313 reviews)
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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.

Learn more about Maitland

Stroll along the boardwalk at Lake Lily Park where weekend farmers markets showcase local treats and artisan crafts. Art lovers shouldn't miss the Maitland Art Center's Mayan-inspired architecture and rotating exhibits, while paddlers can explore peaceful waterways connecting the city's chain of lakes.

See all hotels in Maitland
Orlando featuring dining out and theatre scenes as well as a couple
Photo by Visit Orlando
Open Photo by Visit Orlando

Frequently asked questions

How much does it cost to stay in a 5-star hotel in Maitland?
You'll find a variety of pricing options for 5-star hotels in Maitland on Expedia. The amount you pay will depend on your travel dates, length of stay and other factors. Compare all of the available properties for your desired dates and use our pricing and other filters to discover the ideal upscale stay.
  • Search for the lowest price per night from 2.483.346 ₫

What makes a hotel 5 stars in Maitland?
In Maitland, a hotel is required to offer a specific number of high-end conveniences to be rated 5 stars. These can include saunas and spas, on-site gyms, gourmet restaurants, premium bedding, luxury toiletries and more. What also sets 5-star hotels apart is their superior standard of service. You can look forward to things like in-room massages, concierge services and nightly turn-down services. Some may even offer thoughtful touches like a welcome gift.
Are there any 5-star all-inclusive resorts in Maitland?
Expedia's filter tool is the quickest way to narrow down what you want. Check the "All inclusive" and "5-star" boxes to see the most upscale resorts in Maitland where your meals, room, activities and entertainment are included in the price. At these stays, your trip is absolute indulgence from the moment you arrive.