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Check prices for these dates

In two weeks
23 Oct - 25 Oct
In two months
4 Dec - 6 Dec
In three months
1 Jan - 3 Jan
In four months
29 Jan - 31 Jan

Our top choices for Maitland vacation homes

A modern hotel room with a wooden bed, a desk with chairs, a patterned wall, and a window with blinds.

1. Sunshine Escape Guesthouse ☀

Sunshine Escape Guesthouse ☀
Orlando
8.8 out of 10, Excellent, (20 reviews)
"The location worked perfect for our needs in a quiet and safe area. The host was very pleasant and we had a wonderful experience dealing with him and any concerns were met and promptly taken care of. We would definitely stay there again "
United States
Robin R.
The price is AED 215
AED 625 total
includes taxes & fees
18 Oct - 19 Oct
Sunshine Escape Guesthouse ☀
A modern kitchen with a central island, white cabinets, a stainless steel refrigerator, and a black and white geometric backsplash.

2. Renovated Peaceful Luxury Walk to Mall Park Publix

Renovated Peaceful Luxury Walk to Mall Park Publix
Altamonte Springs
9.0 out of 10, Wonderful, (22 reviews)
"Host responded quickly to our texts.Location was excellent for our needs."
United States
Angie Y.
The price is AED 314
AED 693 total
includes taxes & fees
16 Oct - 17 Oct
Renovated Peaceful Luxury Walk to Mall Park Publix
A compact kitchen with white cabinets, a built-in oven, and a ceiling fan.

3. Peaceful Private Gated Patio Walk to Mall Publix

Peaceful Private Gated Patio Walk to Mall Publix
Altamonte Springs
8.6 out of 10, Excellent, (4 reviews)
"Everything was perfect, clean, and all staff were very polite , friendly and respectful. All were willing to help out, and responded quickly to any and all questions. Thank you again for the nice accommodation. "
United States
Barbara R.
The price is AED 298
AED 674 total
includes taxes & fees
11 Oct - 12 Oct
Peaceful Private Gated Patio Walk to Mall Publix
A modern kitchen with a central island, a dining area with a sofa and coffee table, and a large window providing a view.

4. Modern Oasis in Orlando | Private Yard | Cabana

Modern Oasis in Orlando | Private Yard | Cabana
Fairview Shores
8.6 out of 10, Excellent, (8 reviews)
"It was nice place to stay!"
United States
Jason A.
The price is AED 338
AED 966 total
includes taxes & fees
4 Nov - 5 Nov
Modern Oasis in Orlando | Private Yard | Cabana
A modern kitchen with wooden cabinets, a central island, and a built-in oven. There is a dining area with a blue sofa and a TV on the wall.

5. Charming Heated Pool home in Altamonte Springs

Charming Heated Pool home in Altamonte Springs
Altamonte Springs
9.2 out of 10, Wonderful, (30 reviews)
"The property was perfect for us. "
United States
Ellen H.
Charming Heated Pool home in Altamonte Springs
A modern kitchen with white cabinets, a built-in oven, and a coffee machine.

6. PROMO NOW: 3brdrm home near Downtown Orlando and Winterpark

PROMO NOW: 3brdrm home near Downtown Orlando and Winterpark
Orlando
10.0 out of 10, Exceptional, (4 reviews)
The price is AED 689
AED 1,635 total
includes taxes & fees
16 Oct - 17 Oct
PROMO NOW: 3brdrm home near Downtown Orlando and Winterpark
A front door with a glass panel, a wreath, and a doormat with a welcoming message.

7. Cozy, Private, Modern 1BD/1BA Apt in College Park Home. Pet Friendly!

Cozy, Private, Modern 1BD/1BA Apt in College Park Home. Pet Friendly!
College Park
10.0 out of 10, Exceptional, (2 reviews)
The price is AED 187
AED 594 total
includes taxes & fees
12 Oct - 13 Oct
Cozy, Private, Modern 1BD/1BA Apt in College Park Home. Pet Friendly!
A bedroom with a bed, a mirror, a wardrobe, and a floral artwork on the wall.

8. 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, (58 reviews)
The price is AED 479
AED 898 total
includes taxes & fees
12 Oct - 13 Oct
Sleeps 8-3 Bedrooms 2 Full Bathroms+Gameroom your perfect vacation home!
A modern living room with a dining area, featuring a wooden floor, a gray sofa, a dining table with chairs, and a wall-mounted plant.

9. 2/1 with private backyard in the heart of Ivanhoe

2/1 with private backyard in the heart of Ivanhoe
Ivanhoe Village
8.2 out of 10, Very good, (15 reviews)
"Great location"
United States
Josh H.
The price is AED 380
AED 936 total
includes taxes & fees
11 Oct - 12 Oct
2/1 with private backyard in the heart of Ivanhoe
Private kitchen

10. Florida Vacation with pool fun for families

Florida Vacation with pool fun for families
Casselberry
9.4 out of 10, Exceptional, (48 reviews)
The price is AED 441
AED 1,239 total
includes taxes & fees
19 Oct - 20 Oct
Florida Vacation with pool fun for families
A modern kitchen with white cabinets, a stainless steel refrigerator, and a glass dining table with chairs.

11. Spacious 5-bedroom house in gorgeous Winter Park

Spacious 5-bedroom house in gorgeous Winter Park
Winter Park
10.0 out of 10, Exceptional, (4 reviews)
"Rented this property for a friend's engagement party and it worked super well. Host was super nice and great with communication"
United States
Hannah F.
Spacious 5-bedroom house in gorgeous Winter Park
An indoor swimming pool with clear water, wooden deck, and string lights.

12. Spacious 5-bedroom house in charming Orlando with AC

Spacious 5-bedroom house in charming Orlando with AC
Fairview Shores
10.0 out of 10, Exceptional, (9 reviews)
The price is AED 1,021
AED 2,200 total
includes taxes & fees
21 Oct - 22 Oct
Spacious 5-bedroom house in charming Orlando with AC
A modern kitchen with white cabinets, a wooden dining table, and a hanging light fixture.

13. A Home Where Eclectic Luxury Meets Affordability

A Home Where Eclectic Luxury Meets Affordability
Altamonte Springs
9.8 out of 10, Exceptional, (129 reviews)
"The property was very well located and convenient to many restaurants. Lovely back yard."
United States
Sandra F.
The price is AED 459
AED 1,125 total
includes taxes & fees
29 Oct - 30 Oct
A Home Where Eclectic Luxury Meets Affordability
A compact room with a bed, a small table with plates, a microwave, and a green wall with a neon sign.

14. CUTE and COZY studio w/ jacuzzi!

CUTE and COZY studio w/ jacuzzi!
Azalea Park
8.6 out of 10, Excellent, (10 reviews)
"Nice little space a short drive from restaurants and stores. Neighborhood felt safe, which is always helpful for those midnight pup potty walks. AC worked well. For immunocompromised and other folks who rent VRBOs for air control, note that this is essentially the in-law suite of a house. There is shared air. While it has its own AC unit and thermostat, there are vents for central air, a blocked doorway to the other unit, and a door to the shared laundry that has a gap under it."
United States
Melanie H.
CUTE and COZY studio w/ jacuzzi!
Private kitchen

15. Charming 1-bedroom mother-in-law suite w/ full kitchen in delightful Apopka

Charming 1-bedroom mother-in-law suite w/ full kitchen in delightful Apopka
Apopka
9.8 out of 10, Exceptional, (8 reviews)
"Great place to stay. We plan on staying again."
United States
Nancee H.
The price is AED 257
AED 487 total
includes taxes & fees
9 Nov - 10 Nov
Charming 1-bedroom mother-in-law suite w/ full kitchen in delightful Apopka
Terrace/patio

16. Orlando Tiny Home retreat Near Downtown with garden, with animals and AC.

Orlando Tiny Home retreat Near Downtown with garden, with animals and AC.
West Lakes District
10.0 out of 10, Exceptional, (4 reviews)
"Tammie is an amazing host! Super comfy and cute tiny home! Definitely booking again!"
United States
chelsea
The price is AED 312
AED 569 total
includes taxes & fees
11 Oct - 12 Oct
Orlando Tiny Home retreat Near Downtown with garden, with animals and AC.
A bed with white bedding and two blue pillows with a coral reef design, a tall green plant beside the bed, and a window with grey curtains in the background.

17. Studio in the heart of Orlando

Studio in the heart of Orlando
Azalea Park
9.4 out of 10, Exceptional, (6 reviews)
"Can’t complain. Would re book for sure."
United States
Matthew
Studio in the heart of Orlando
A modern kitchen with a large island, stainless steel appliances, and pendant lighting.

18. The Villa Orlando@College Park. Sleeps16.

The Villa Orlando@College Park. Sleeps16.
College Park
9.6 out of 10, Exceptional, (26 reviews)
"Great location in College Park neighborhood. Easy walk to shops and restaurants"
United States
Matt P.
The price is AED 1,145
AED 1,982 total
includes taxes & fees
13 Oct - 14 Oct
The Villa Orlando@College Park. Sleeps16.
A single-story house with a covered porch, a brick pathway leading to the entrance, and a fenced backyard.

19. “The Clementine” Boho Home in Orlando’s Food Scene

“The Clementine” Boho Home in Orlando’s Food Scene
Park Lake - Highland
9.6 out of 10, Exceptional, (27 reviews)
"A phenomenal stay!"
United States
Samuel S.
“The Clementine” Boho Home in Orlando’s Food Scene
A modern dining area with a glass table and white chairs, a pendant light, and artwork on the walls.

20. Cozy Apt w/ Pool, Hot Tub, Golf, Near Downtown!

Cozy Apt w/ Pool, Hot Tub, Golf, Near Downtown!
Ventura
8.4 out of 10, Very good, (7 reviews)
"For the cost and location and for what we were doing, this property worked out well for us. We mainly slept showered and had breakfast in the morning and was gone for most of the day."
United States
Richard M.
Cozy Apt w/ Pool, Hot Tub, Golf, Near Downtown!
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

Sheraton Vistana Villages Resort Villas, I-Drive/Orlando

Sheraton Vistana Villages Resort Villas, I-Drive/Orlando

10/10 Excellent
"More than enough space for me and my two kids. Resort was full of activities despite the weather. Staff was amazing"
Ieshia 3-night trip
Posted 1 hour ago
Sheraton Vistana Villages Resort Villas, I-Drive/Orlando