Aerial view of Maitland, Florida with city of Orlando skyline in the horizon. March 30, 2023, afternoon.

Historic Hotels & Resorts in Maitland from AU$243

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Our top choices for Maitland historic hotels

Exterior

Eastpark. Pet friendly! Lake Nona

Eastpark. Pet friendly! Lake Nona
East Park
9.2 out of 10, Wonderful, (99 reviews)
"Very nice accommodations. Great stay!!"
United States
John G.
The price is AU$403
includes taxes & fees
22 June - 23 June
Eastpark. Pet friendly! Lake Nona
Outdoor pool, a heated pool

Mills Cottage by the Little Lake

Mills Cottage by the Little Lake
Lake Weldona
9.8 out of 10, Exceptional, (63 reviews)
"Beautiful grounds and awesome amenities."
United States
Serenity C.
The price is AU$518
includes taxes & fees
17 June - 18 June
Mills Cottage by the Little Lake
Interior

Bella Breeze

Bella Breeze
Sanford
8.4 out of 10, Very good, (6 reviews)
"Enjoyable stay. "
United States
Carolyn R.
The price is AU$243
includes taxes & fees
21 June - 22 June
Bella Breeze
Exterior

Historic Downtown Sanford Sunshine Cottage with Tree Top Suite!

Historic Downtown Sanford Sunshine Cottage with Tree Top Suite!
Sanford
10.0 out of 10, Exceptional, (25 reviews)
"Great host "
United States
jordan l.
The price is AU$587
includes taxes & fees
22 June - 23 June
Historic Downtown Sanford Sunshine Cottage with Tree Top Suite!
Outdoor pool, a heated pool

Large, beautiful, very comfortable one bedroom on small lake

Large, beautiful, very comfortable one bedroom on small lake
Lake Weldona
10.0 out of 10, Exceptional, (67 reviews)
"This is one of the best places we have stayed. It is nestled in its own little world, surrounded by greenery, water, and wildlife. Plenty of lakes to walk around, leisurely or for an exercise workout. The hosts were helpful and responsive."
United States
Dorothy V.
The price is AU$483
includes taxes & fees
22 June - 23 June
Large, beautiful, very comfortable one bedroom on small lake
Exterior detail

Lake House Pets allowed

Lake House Pets allowed
Lake Weldona
9.8 out of 10, Exceptional, (56 reviews)
"Cozy dog friendly stay for 3 a dog"
United States
David S.
The price is AU$642
includes taxes & fees
20 June - 21 June
Lake House Pets allowed
Property grounds

Luxurious 5*Executive 3Br Villa Vista Cay/Pool | Enhanced Cleaning

Luxurious 5*Executive 3Br Villa Vista Cay/Pool | Enhanced Cleaning
orlando
9.8 out of 10, Exceptional, (194 reviews)
"Great place, Irina was very accommodating. Couldn’t be happier with my stay!"
United States
Darby S.
The price is AU$1,281
includes taxes & fees
3 July - 4 July
Luxurious 5*Executive 3Br Villa Vista Cay/Pool | Enhanced Cleaning
Outdoor pool

The Oak View Place..

The Oak View Place..
Oakland
9.2 out of 10, Wonderful, (10 reviews)
"The VRBO looked brand new and I only knew it was not because of the reviews from previous years. The live oak trees on the property added to the beauty of the surroundings."
United States
Libba F.
The price is AU$406
includes taxes & fees
23 June - 24 June
The Oak View Place..
Fridge, microwave, oven, stovetop

Stunning 3BR/2BA Orlando Vista Cay - Disney/Universal/Occc!

Stunning 3BR/2BA Orlando Vista Cay - Disney/Universal/Occc!
Orlando
9.8 out of 10, Exceptional, (272 reviews)
"Excellent location. Great host. "
United States
Edward F.
The price is AU$705
includes taxes & fees
13 July - 14 July
Stunning 3BR/2BA Orlando Vista Cay - Disney/Universal/Occc!
Outdoor pool, a heated pool

THIS WEEK DEAL MAY 25-JUN 4 AMAZING LARGE POOL LAKE FIREWORK 9:3PM 1BDR 2BTH 8FL

THIS WEEK DEAL MAY 25-JUN 4 AMAZING LARGE POOL LAKE FIREWORK 9:3PM 1BDR 2BTH 8FL
Orlando
9.4 out of 10, Exceptional, (155 reviews)
"We enjoyed our month long stay and would stay there again & again."
United States
Patricia B.
The price is AU$416
includes taxes & fees
20 June - 21 June
THIS WEEK DEAL MAY 25-JUN 4 AMAZING LARGE POOL LAKE FIREWORK 9:3PM 1BDR 2BTH 8FL
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 Maitland Hotel Reviews

Frequently asked questions

What should I expect on my historical trip to Maitland?
A trip to the historical sites in Maitland is probably at the top of your travel itinerary. During your stay, you can visit the shops and restaurants.
How many historical hotels are located in Maitland?
In Maitland, you'll find 17 hotels and other accommodation options bookable on Expedia though not many historic hotels to choose from.
What are the must-see historical sites and other places to visit in Maitland?
Maitland is notable for landmarks like Maitland Art Center. Cultural venues include Enzian Theater and Maitland Historical Society. In the area, you'll also find Kia Center and Universal Studios Florida.
What is a historic hotel like in Maitland?
By choosing a historic hotel, you can stay in a place that has an official historic designation. A castle, stately home, palace or even a pub, lodge, old police station or skyscraper can be identified as a historic hotel provided that it's of special interest. Traditional architecture and period features are often found within the guestrooms or public spaces of historic hotels in Maitland, giving a sense of history.
What is the difference between a historic hotel and a heritage hotel?
"Heritage hotel" is a term often used in Asia and Europe, wheareas the term "historic hotel" is more commonly used in the U.S. overall though the terms are similar. The physical building and architecture of historic hotels are generally what's most significant. For a heritage hotel, mainly, it's cultural value along with how it shaped the community.
Do historic hotels in Maitland have modern facilities?
Hotel interiors feature the modern conveniences and safety features you might expect, while every effort is made to preserve the historic aspects and traditions. Private rooms with updated bathroom facilities, heating and air conditioning, free and fast Internet, and the popular amenities found at a contemporary hotel will also be available in a historic hotel. When you choose a historic hotel in Maitland, don't worry that you'll be staying at a place that is rundown or uncomfortable.

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