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Maitland Vacation Rentals

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Check prices for these dates

In two weeks
Jan 16 - Jan 18
In two months
Feb 27 - Mar 1
In three months
Mar 27 - Mar 29
In four months
Apr 24 - Apr 26

Our top choices for Maitland vacation rentals

Terrace/patio
The Point by Edge

The Point by Edge

The Point by Edge
4.0 star property
Florida Center
8.4 out of 10, Very Good, (834)
"Awesome and clean place to stay for the holidays"
United States
Moses
The price is ￥9,018
￥12,082 total
includes taxes & fees
Jan 15 - Jan 16, 2026
The Point by Edge
Lobby sitting area
The View Studio Suites and Event Venue

The View Studio Suites and Event Venue

The View Studio Suites and Event Venue
3.0 star property
Orlando
8.4 out of 10, Very Good, (1506)
"Good sized room, nice staff, good breakfast "
United States
Catherine
The price is ￥13,387
￥15,062 total
includes taxes & fees
Dec 31 - Jan 1, 2026
The View Studio Suites and Event Venue
Terrace/patio
“NATURE IN THE CITY”

“NATURE IN THE CITY”

“NATURE IN THE CITY”
2.0 star property
Union Park
9.0 out of 10, Wonderful, (6)
" Did not expect to be in someone’s back yard but overall was a pleasant stay. "
United States
Jola L.
The price is ￥11,978
￥34,220 total
includes taxes & fees
Dec 30 - Dec 31
“NATURE IN THE CITY”
2 bedrooms, iron/ironing board, WiFi, bed sheets
Charming 2-bedroom apartment with WiFi, AC in lovely Orlando

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

Charming 2-bedroom apartment with WiFi, AC in lovely Orlando
Orlando
10.0 out of 10, Exceptional, (6)
"Great host, and stayed connected with us."
United States
Christopher
The price is ￥16,440
￥40,024 total
includes taxes & fees
Dec 30 - Dec 31
Charming 2-bedroom apartment with WiFi, AC in lovely Orlando
2 outdoor pools, a heated pool, open 7:00 AM to 11:00 PM, pool umbrellas
Floridays Resort Orlando

Floridays Resort Orlando

Floridays Resort Orlando
3.5 star property
International Drive District
8.6 out of 10, Excellent, (11645)
"Great place to stay"
United States
Ana
Floridays Resort Orlando
Exterior
The Blue Aztec

The Blue Aztec

The Blue Aztec
3.0 star property
Sanford
9.6 out of 10, Exceptional, (13)
"Great location! Great Dining! "
United States
Lisa
The Blue Aztec
Exterior
The Jazz Loft

The Jazz Loft

The Jazz Loft
3.0 star property
Sanford
8.0 out of 10, Very Good, (6)
"The loft was very cool and unique. Loved it. I will definitely book this again."
United States
sherri
The Jazz Loft
Terrace/patio
The Front Porch

The Front Porch

The Front Porch
3.0 star property
Sanford
10.0 out of 10, Exceptional, (2)
"What a great space. 2 big bedrooms, and a great front porch apace with a hammock to watch the sunrise. Quite street just blocks from the center of downtown Sanford. I've used their properties 8-10 tines and ive never been disappointed. "
United States
Patrick
The Front Porch
Outdoor dining
Traveler's Dream: Refresh & Recharge Poolside

Traveler's Dream: Refresh & Recharge Poolside

Traveler's Dream: Refresh & Recharge Poolside
2.0 star property
Casselberry
9.4 out of 10, Exceptional, (6)
"Good location, just off 436. Safe, quiet neighborhood."
United States
Dwain H.
The price is ￥10,568
￥21,984 total
includes taxes & fees
Jan 12 - Jan 13, 2026
Traveler's Dream: Refresh & Recharge Poolside
1 bedroom, desk, iron/ironing board, free WiFi
Yania's Cozy Getaway

Yania's Cozy Getaway

Yania's Cozy Getaway
Azalea Park
9.6 out of 10, Exceptional, (11)
"Clean quiet property. Perfect for studying. "
United States
Angela S.
The price is ￥9,582
￥26,241 total
includes taxes & fees
Jan 7 - Jan 8, 2026
Yania's Cozy Getaway
Outdoor pool
The Little Lake Mary Guest House • Warm, Cozy & Inviting

The Little Lake Mary Guest House • Warm, Cozy & Inviting

The Little Lake Mary Guest House • Warm, Cozy & Inviting
Lake Mary
9.8 out of 10, Exceptional, (44)
"Absolutely perfect location! It was truly one of the best places we have stayed at!"
United States
Jaelyn M.
The price is ￥16,769
￥40,546 total
includes taxes & fees
Jan 5 - Jan 6, 2026
The Little Lake Mary Guest House • Warm, Cozy & Inviting
Exterior
A Tranquil Hideaway in a peaceful, quiet Deltona neighborhood

A Tranquil Hideaway in a peaceful, quiet Deltona neighborhood

A Tranquil Hideaway in a peaceful, quiet Deltona neighborhood
Deltona
9.6 out of 10, Exceptional, (10)
"The space was private, comfortable and very clean. Ashlee is an amazing hostess. "
United States
Belinda M.
The price is ￥12,259
￥22,207 total
includes taxes & fees
Jan 4 - Jan 5, 2026
A Tranquil Hideaway in a peaceful, quiet Deltona neighborhood
Indoor pool, 2 outdoor pools, open 8:00 AM to 8:00 PM, pool umbrellas
Premium Condos near Universal Studios

Premium Condos near Universal Studios

Premium Condos near Universal Studios
3.5 star property
International Drive District
9.4 out of 10, Exceptional, (26)
"quick respon, great location! "
Canada
Zhuo
The price is ￥12,228
￥24,148 total
includes taxes & fees
Jan 26 - Jan 27, 2026
Premium Condos near Universal Studios
Fridge, microwave, oven, stovetop
Charming 3-bedroom home away from home.

Charming 3-bedroom home away from home.

Charming 3-bedroom home away from home.
Chuluota
10.0 out of 10, Exceptional, (21)
"We were visiting Family in Oviedo so the location of this house was perfect for us! We loved the decor and amenities here and ease of communication with the owner. "
United States
Debbie C.
The price is ￥23,329
￥58,382 total
includes taxes & fees
Dec 30 - Dec 31
Charming 3-bedroom home away from home.
Fridge, microwave, oven, stovetop
Tranquil 3-bedroom house in Sanford with AC, WiFi

Tranquil 3-bedroom house in Sanford with AC, WiFi

Tranquil 3-bedroom house in Sanford with AC, WiFi
Sanford
9.8 out of 10, Exceptional, (20)
"Beautiful place to stay near the airport "
United States
Rodney
The price is ￥19,023
￥38,373 total
includes taxes & fees
Dec 30 - Dec 31
Tranquil 3-bedroom house in Sanford with AC, WiFi
Fridge, microwave, stovetop, coffee/tea maker
Private guest studio in the heart of orlando.

Private guest studio in the heart of orlando.

Private guest studio in the heart of orlando.
Orlando
9.8 out of 10, Exceptional, (54)
"Really cute place and has everything you need for a stay!"
United States
Emily D.
The price is ￥9,723
￥20,237 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Private guest studio in the heart of orlando.
Interior
TINY unit in cottage in the middle of Downtown

TINY unit in cottage in the middle of Downtown

TINY unit in cottage in the middle of Downtown
Downtown Orlando
9.6 out of 10, Exceptional, (10)
"Perfect for my needs"
United States
Enrique
The price is ￥7,750
￥20,658 total
includes taxes & fees
Jan 1 - Jan 2, 2026
TINY unit in cottage in the middle of Downtown
Smart TV
Thornton park oasis 1 bedroom

Thornton park oasis 1 bedroom

Thornton park oasis 1 bedroom
2.0 star property
Thornton Park
10.0 out of 10, Exceptional, (12)
"very comfortable stay in a lovely neighborhood!"
United States
Polly c.
The price is ￥11,978
￥25,413 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Thornton park oasis 1 bedroom
Exterior
Pet Friendly!✰ Charming home with big patio!

Pet Friendly!✰ Charming home with big patio!

Pet Friendly!✰ Charming home with big patio!
Oviedo
9.8 out of 10, Exceptional, (20)
"Beautiful place to stay, clean and peaceful. Definitely recommend this place "
United States
Yesenia R.
The price is ￥18,741
￥55,718 total
includes taxes & fees
Dec 30 - Dec 31
Pet Friendly!✰ Charming home with big patio!
Exterior
Totally 80's

Totally 80's

Totally 80's
3.0 star property
Sanford
9.4 out of 10, Exceptional, (3)
"Cute, clean, and comfortable. Located in a safe neighborhood, the house had everything we needed for a great stay. Communication was timely and smooth—highly recommend."
United States
Serge
The price is ￥12,526
￥24,552 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Totally 80's
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

Marriott's Grande Vista

Marriott's Grande Vista

10/10 Excellent
"Everything! Can’t wait to go back. "
Richard 3-night trip
Posted 16 hours ago
Marriott's Grande Vista

Find out more about Maitland

Search for holiday rentals in Maitland on Expedia! You can easily find your home rentals, villas, holiday apartments in Maitland using one of the methods below:

  • View our selection of featured holiday rentals in Maitland
  • Use the map to find apartments and other holiday homes in the Maitland neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Maitland while they last

Look no further and take a look at our great range of rental properties in Maitland!

Frequently asked questions

Can I find vacation rentals in Maitland?

Yes, there are vacation rentals in Maitland near Lil 500 Go-Karts, 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?

Westgate Blue Tree: This vacation home rental outside of Maitland has daily housekeeping and free WiFi to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a stovetop, a microwave, and kitchenware.

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.