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Holiday Homes in Maitland

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Check prices for these dates

In two weeks
2 Oct - 4 Oct
In two months
13 Nov - 15 Nov
In three months
11 Dec - 13 Dec
In four months
8 Jan - 10 Jan

Our top choices for Maitland holiday 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 €151
includes taxes & fees
16 Sept - 17 Sept
Sunshine Escape Guesthouse ☀
A gray front door with a glass panel, a wreath, and a doormat with the text "so happy you're here."

2. 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)
"Very nice location in a quiet residential neighborhood. There is only street parking but usually plenty of space."
United States
rimma
The price is €143
includes taxes & fees
16 Sept - 17 Sept
Cozy, Private, Modern 1BD/1BA Apt in College Park Home. Pet Friendly!

3. Florida Vacation with pool fun for families

Florida Vacation with pool fun for families
Casselberry
9.4 out of 10, Exceptional, (48 reviews)
"Awesome location, nice home, and great pool"
United States
Daniel W.
The price is €300
includes taxes & fees
16 Sept - 17 Sept
Florida Vacation with pool fun for families
A bedroom with a bed, a mirror, a wardrobe, and a floral artwork on the wall.

4. 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, (56 reviews)
"The residence met all of our needs for an entertaining/relaxing stay."
United States
Kevin K.
The price is €223
includes taxes & fees
16 Sept - 17 Sept
Sleeps 8-3 Bedrooms 2 Full Bathroms+Gameroom your perfect vacation home!
A modern kitchen with white cabinets, a wooden dining table, and a hanging light fixture.

5. A Home Where Eclectic Luxury Meets Affordability

A Home Where Eclectic Luxury Meets Affordability
Altamonte Springs
9.8 out of 10, Exceptional, (128 reviews)
"We stayed in Altamonte for a family celebration and were looking for a nearby place that could comfortably accommodate five people with three bedrooms — this home was absolutely perfect! The house was spotless, beautifully maintained, and thoughtfully equipped with everything we needed. The host was friendly, responsive, and readily available to answer any questions, which made our stay even more enjoyable."
United States
Brenda N.
A Home Where Eclectic Luxury Meets Affordability
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)
"Nice place , will book again "
United States
Kadijah J.
The price is €400
includes taxes & fees
18 Sept - 19 Sept
PROMO NOW: 3brdrm home near Downtown Orlando and Winterpark
A modern kitchen with wooden cabinets, a black countertop, a stainless steel refrigerator, a microwave, and a coffee maker.

7. Stylish & Cozy King Bed Retreat @ Baldwin Park

Stylish & Cozy King Bed Retreat @ Baldwin Park
Orlando
10.0 out of 10, Exceptional, (17 reviews)
"Highly recommend this property. Very clean, beautiful location, and so comfortable !"
United States
Luis G.
The price is €284
includes taxes & fees
21 Sept - 22 Sept
Stylish & Cozy King Bed Retreat @ Baldwin Park
A modern kitchen with white cabinets, a stainless steel refrigerator, and a glass dining table with chairs.

8. 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.
The price is €226
includes taxes & fees
16 Sept - 17 Sept
Spacious 5-bedroom house in gorgeous Winter Park
A modern living room with a ceiling fan, a flat-screen TV, and a dining area with a white table and chairs.

9. The Canopy on Periwinkle- A Home Away From Home

The Canopy on Periwinkle- A Home Away From Home
Goldenrod
10.0 out of 10, Exceptional, (3 reviews)
"The home is beautiful!! The place was clean, comfortable, and exactly as described. The host was friendly, responsive, and made everything easy. I would definitely stay here again and recommend it to others."
United States
Breasia J.
The price is €305
includes taxes & fees
20 Sept - 21 Sept
The Canopy on Periwinkle- A Home Away From Home
A single-story house with a covered porch, a brick pathway leading to the entrance, and a fenced backyard.

10. “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 price is €170
includes taxes & fees
16 Sept - 17 Sept
“The Clementine” Boho Home in Orlando’s Food Scene
A hot tub with a waterfall feature, a covered seating area, and a bar with outdoor seating.

11. 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 €362
includes taxes & fees
17 Sept - 18 Sept
Private Luxury Pool / Swim up bar / Smart-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.

12. 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 €241
includes taxes & fees
22 Sept - 23 Sept
2/1 with private backyard in the heart of Ivanhoe
A modern kitchen with white cabinets, a central island, and a dining area with a table and chairs.

13. Luxury Ranch 2 Master Kg Bed w/ heated Salted Pool

Luxury Ranch 2 Master Kg Bed w/ heated Salted Pool
College Park
9.6 out of 10, Exceptional, (14 reviews)
"Property was great, and host extremely responsivewould go back there anytime"
United States
Tom47 D.
The price is €667
includes taxes & fees
16 Sept - 17 Sept
Luxury Ranch 2 Master Kg Bed w/ heated Salted Pool

14. 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
10.0 out of 10, Exceptional, (6 reviews)
"Great place to stay. We plan on staying again."
United States
Nancee H.
The price is €118
includes taxes & fees
16 Sept - 17 Sept
Charming 1-bedroom mother-in-law suite w/ full kitchen in delightful Apopka
A modern kitchen with white cabinets, stainless steel appliances, and a central island with seating.

15. Cozy Orlando home close to parks, dining, and downtown fun

Cozy Orlando home close to parks, dining, and downtown fun
Lawsona - Fern Creek
10.0 out of 10, Exceptional, (2 reviews)
"Entire place was super clean and very nice place day and night loved staying here and would stay again"
United States
Cory
The price is €193
includes taxes & fees
20 Sept - 21 Sept
Cozy Orlando home close to parks, dining, and downtown fun
A modern living room with a marble floor, a sofa set, a coffee table, and a potted plant.

16. Stylish Duplex walkTO Lake Eola Orlando. Sleeps 8

Stylish Duplex walkTO Lake Eola Orlando. Sleeps 8
Lawsona - Fern Creek
10.0 out of 10, Exceptional, (7 reviews)
"Perfect place if you wish to be close to the city. Walkable distance and place was super clean and comfortable."
United States
Tanja R.
The price is €226
includes taxes & fees
27 Sept - 28 Sept
Stylish Duplex walkTO Lake Eola Orlando. Sleeps 8
A modern living room with a sofa, red chairs, a dining table with a vase of flowers, and a TV displaying a movie poster.

17. Tiny tropical Orlando Univesal-Disney

Tiny tropical Orlando Univesal-Disney
Orlando
6.8 out of 10, (39 reviews)
"Great stay!"
United States
Allison C.
The price is €113
includes taxes & fees
16 Sept - 17 Sept
Tiny tropical Orlando Univesal-Disney

18. 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 €138
includes taxes & fees
27 Sept - 28 Sept
Orlando Tiny Home retreat Near Downtown with garden, with animals and AC.
A compact room with a bed, a small table with plates, a microwave, and a green wall with a neon sign.

19. CUTE and COZY studio w/ jacuzzi!

CUTE and COZY studio w/ jacuzzi!
Azalea Park
8.6 out of 10, Excellent, (9 reviews)
"Pet friendly, all you need for a quick trip to Orlando with a couple and their pet"
United States
Jackson K.
The price is €159
includes taxes & fees
23 Sept - 24 Sept
CUTE and COZY studio w/ jacuzzi!
A modern kitchen with a black countertop, two stools, a wooden cabinet, and a TV displaying a mountain landscape.

20. “Downtown Orlando Comfy House”

“Downtown Orlando Comfy House”
Lawsona - Fern Creek
9.6 out of 10, Exceptional, (11 reviews)
"We had a great time during our stay. The property is beautiful, the host is friendly and helpful, and the location is perfect. "
United States
Courtanie C.
The price is €244
includes taxes & fees
16 Sept - 17 Sept
“Downtown Orlando Comfy House”
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

DoubleTree by Hilton at the Entrance to Universal Orlando

DoubleTree by Hilton at the Entrance to Universal Orlando

10/10 Excellent
"Room was very clean and spacious. The location was convenient and right outside the entrance of universal studios and a 15 min walk to the entrance. Staff was very helpful about shuttle information and buying tickets for Halloween Horror Nights!"
Travis George 4-night trip
Posted 1 hour ago
DoubleTree by Hilton at the Entrance to Universal Orlando

Find out more about Maitland

Maitland Holiday Homes information

Number of reviews
403
Accommodation
1860 Holiday Homes
Lowest Price
€113
Highest Price
€667