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Maitland Vacation Rentals

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Our top choices for Maitland vacation rentals

1. Incredible Private Lakefront Cottage Retreat

Incredible Private Lakefront Cottage Retreat
Altamonte Springs
10.0 out of 10, Exceptional, (38 reviews)
"Beautiful property in a fantastic location! We've booking this stay twice and will be back again."
United States
Lisa
The price is CA $188
CA $499 total
includes taxes & fees
Sep 3 - Sep 4
Incredible Private Lakefront Cottage Retreat

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

Sleeps 8-3 Bedrooms 2 Full Bathroms+Gameroom your perfect vacation home!
Casselberry
9.8 out of 10, Exceptional, (55 reviews)
"The residence met all of our needs for an entertaining/relaxing stay."
United States
Kevin K.
The price is CA $175
CA $340 total
includes taxes & fees
Sep 1 - Sep 2
Sleeps 8-3 Bedrooms 2 Full Bathroms+Gameroom your perfect vacation home!

3. Stylish & Cozy King Bed Retreat @ Baldwin Park

Stylish & Cozy King Bed Retreat @ Baldwin Park
Orlando
10.0 out of 10, Exceptional, (16 reviews)
"The house was beautiful and the host was very responsive! "
United States
Dawn H.
The price is CA $161
CA $412 total
includes taxes & fees
Sep 1 - Sep 2
Stylish & Cozy King Bed Retreat @ Baldwin Park

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

Orlando Pool Days & Hammock Naps Book Your Escape NOW!
Lake Mary
9.8 out of 10, Exceptional, (66 reviews)
"A great, cozy home that checked all of our boxes. We have stayed a few times with this host and find them consistently good. Very comfy and clean!! Already have them booked twice more!"
United States
Lisa M.
The price is CA $126
CA $331 total
includes taxes & fees
Sep 1 - Sep 2
Orlando Pool Days & Hammock Naps Book Your Escape NOW!

5. Downtown Private Efficiency Lake Eola Central Business District

Downtown Private Efficiency Lake Eola Central Business District
Downtown Orlando
9.6 out of 10, Exceptional, (65 reviews)
"Great place to stay"
United States
James P.
The price is CA $101
CA $238 total
includes taxes & fees
Sep 1 - Sep 2
Downtown Private Efficiency Lake Eola Central Business District

6. Private guest studio in the heart of orlando.

Private guest studio in the heart of orlando.
Orlando
9.8 out of 10, Exceptional, (64 reviews)
"Super clean and updated, loved the location, and quiet neighborhood. Definitely will stay here again!"
United States
Gianna N.
The price is CA $86
CA $183 total
includes taxes & fees
Sep 12 - Sep 13
Private guest studio in the heart of orlando.

7. Suites by The Wellborn

Suites by The Wellborn
4.0 star property
Lake Cherokee
8.2 out of 10, Very good, (329 reviews)
"Establishment with meticulously designed in, which made it very comfortable. I enjoyed my stay tremendously. The communication of the staff was amazing, our room is immaculate, a bar had a very in fighting comforting environment very clean get place to socialize with friends and family.I will see you next year the same time."
United States
Sondria
The price is CA $178
CA $200 total
includes taxes & fees
Sep 1 - Sep 2
Suites by The Wellborn

8. Thornton park oasis 1 bedroom

Thornton park oasis 1 bedroom
Thornton Park
10.0 out of 10, Exceptional, (24 reviews)
"Stayed a second time great location and great hosts "
United States
Cassidy T.
The price is CA $132
CA $273 total
includes taxes & fees
Sep 1 - Sep 2
Thornton park oasis 1 bedroom

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

Charming 2-bedroom apartment with WiFi, AC in lovely Orlando
Orlando
9.8 out of 10, Exceptional, (12 reviews)
"Very clean and hospitable. Recommend staying here for sure!"
United States
Kyle Y.
The price is CA $146
CA $360 total
includes taxes & fees
Sep 1 - Sep 2
Charming 2-bedroom apartment with WiFi, AC in lovely Orlando

10. Lake Eola view 1 bedroom Thornton Park

Lake Eola view 1 bedroom Thornton Park
South Eola
10.0 out of 10, Exceptional, (15 reviews)
"Clean and quiet spot with an easy check-in process. Super close to the lake with lots of restaurants within walking distance. Parking was easy to access and made getting in and out quite easy."
United States
Caroline V.
The price is CA $125
CA $264 total
includes taxes & fees
Sep 1 - Sep 2
Lake Eola view 1 bedroom Thornton Park

11. Cozy studio in fabulous Orlando close to everything

Cozy studio in fabulous Orlando close to everything
Orlando
10.0 out of 10, Exceptional, (22 reviews)
"Super cute would stay here again"
United States
Kristen a.
The price is CA $139
CA $231 total
includes taxes & fees
Sep 1 - Sep 2
Cozy studio in fabulous Orlando close to everything

12. Beautiful Studio near Int. Drive, Disney & Airport.

Beautiful Studio near Int. Drive, Disney & Airport.
Conway
9.4 out of 10, Exceptional, (25 reviews)
"Good place"
United States
Rodrigo
The price is CA $75
CA $198 total
includes taxes & fees
Sep 1 - Sep 2
Beautiful Studio near Int. Drive, Disney & Airport.

13. Private Luxury Pool / Swim up bar / Smart-home

Private Luxury Pool / Swim up bar / Smart-home
College Park
9.6 out of 10, Exceptional, (85 reviews)
"Best VRBO thus far, the host were great and the smart house offered much more than expected, I’d recommend this house to any family! I’d definitely stay again!"
United States
Dennis P.
The price is CA $263
CA $581 total
includes taxes & fees
Sep 1 - Sep 2
Private Luxury Pool / Swim up bar / Smart-home

14. ⛲️Walk to Lake Eola & restaurants

⛲️Walk to Lake Eola & restaurants
Thornton Park
9.0 out of 10, Wonderful, (49 reviews)
"Walking to distance to everything ! Host was great"
United States
Taylor
The price is CA $121
CA $258 total
includes taxes & fees
Sep 8 - Sep 9
⛲️Walk to Lake Eola & restaurants

15. The Cozy Crash Pad: Tiny House Experience

The Cozy Crash Pad: Tiny House Experience
Orlando
8.8 out of 10, Excellent, (28 reviews)
"This place was clean and the bed very comfortable.I tried reaching the host twice and they never replied. For a one night stay the price was high and a hotel probably much more spacious. After one shower we ran out of hot water."
United States
Yira H.
The price is CA $86
CA $203 total
includes taxes & fees
Sep 1 - Sep 2
The Cozy Crash Pad: Tiny House Experience

16. Renovated Condo Lake Eola View Great Location

Renovated Condo Lake Eola View Great Location
South Eola
10.0 out of 10, Exceptional, (18 reviews)
"Great location and home! "
United States
Emma D.
The price is CA $154
CA $300 total
includes taxes & fees
Sep 1 - Sep 2
Renovated Condo Lake Eola View Great Location

17. Orlando | King Bed Smoking

Orlando | King Bed Smoking
Sky Lake
10.0 out of 10, Exceptional, (110 reviews)
"Simple layout with everything you need for a short stay. Just off the main roads, so pretty convenient."
United States
Anonymous traveller
The price is CA $70
CA $90 total
includes taxes & fees
Sep 1 - Sep 2
Orlando | King Bed Smoking

18. Large, beautiful, very comfortable one bedroom on small lake

Large, beautiful, very comfortable one bedroom on small lake
Lake Weldona
9.8 out of 10, Exceptional, (69 reviews)
"Love the location. "
United States
Jolyn W.
The price is CA $161
CA $369 total
includes taxes & fees
Sep 1 - Sep 2
Large, beautiful, very comfortable one bedroom on small lake

19. 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 CA $106
CA $213 total
includes taxes & fees
Sep 1 - Sep 2
Boho Nights

20. 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 CA $161
CA $415 total
includes taxes & fees
Sep 7 - Sep 8
Solara Apartments Spacious 2BR Apartment Sleeps 6 Pet-Friendly
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

Find out more about Maitland

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Maitland. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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Frequently asked questions

Can I find vacation rentals in Maitland?

Yes, there are vacation rentals in Maitland near Maitland Art Center, or you can go with a secluded option if you want a relaxing stay. Visitors like the top-notch restaurants and shops in Maitland. Make sure you have time to check out the art and temples during your trip.

What are some of the best vacation rentals that Maitland has to offer?

Salt Pool, cozy House near Downtown and International Airport: This vacation home rental outside of Maitland 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 Maitland?

Expedia has 11 vacation rentals for your stay in Maitland.

What can I see and do in Maitland?

Enjoy the outdoors at Lake Lily Park and Maitland Community Park, or simply take in cultural attractions like Enzian Theater and Maitland Historical Society. Universal Studios Florida and Universal Orlando Resort are other popular places to visit in the area.

What are vacation rentals like in Maitland?

Vacation rentals are privately owned properties you can reserve for a couple days or more in Maitland. Vacation rentals offer extras such as hot tubs, fire pits, and patios so your stay will be comfortable. If you're concerned about cleanliness, vacation rentals can provide a sense of safety away from public hotel elevators and busy reception areas while still allowing you a great travel experience. You'll also find more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is an attractive option for a small group gathering.