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Holiday Homes in Maitland

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Check prices for these dates

In two weeks
13 Nov - 15 Nov
In two months
25 Dec - 27 Dec
In three months
22 Jan - 24 Jan
In four months
19 Feb - 21 Feb

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.
Sunshine Escape Guesthouse ☀
A modern kitchen with a central island, a dining area with a sofa and coffee table, and a large window providing a view.

2. 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 €230
includes taxes & fees
9 Nov - 10 Nov
Modern Oasis in Orlando | Private Yard | Cabana
A bedroom with a bed, a mirror, a wardrobe, and a floral artwork on the wall.

3. 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)
"Everything about the house was great. Great house for the price!"
United States
Charles T.
The price is €245
includes taxes & fees
30 Nov - 1 Dec
Sleeps 8-3 Bedrooms 2 Full Bathroms+Gameroom your perfect vacation home!
A modern kitchen with a central island, white cabinets, a stainless steel refrigerator, and a black and white geometric backsplash.

4. Renovated Peaceful Luxury Walk to Mall Park Publix

Renovated Peaceful Luxury Walk to Mall Park Publix
Altamonte Springs
9.0 out of 10, Wonderful, (23 reviews)
"Host responded quickly to our texts.Location was excellent for our needs."
United States
Angie Y.
Renovated Peaceful Luxury Walk to Mall Park Publix
A front door with a glass panel, a wreath, and a doormat with a welcoming message.

5. 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, (3 reviews)
"Quiet location, easy access to many amenities.Host genuinely cares about the clienteles well being and that needs are accommodated for if required."
Canada
Kevin G.
The price is €170
includes taxes & fees
3 Nov - 4 Nov
Cozy, Private, Modern 1BD/1BA Apt in College Park Home. Pet Friendly!
A modern kitchen with white cabinets, a stainless steel sink, and a dining area with a table and chairs.

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

7. Florida Vacation with pool fun for families

Florida Vacation with pool fun for families
Casselberry
9.2 out of 10, Wonderful, (49 reviews)
"We had a great time at this property and it met all of our expectations."
United States
lisa b.
Florida Vacation with pool fun for families
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, (5 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
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
8.0 out of 10, Very good, (16 reviews)
"Great location"
United States
Josh H.
The price is €235
includes taxes & fees
4 Nov - 5 Nov
2/1 with private backyard in the heart of Ivanhoe
Terrace/patio

10. 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 €143
includes taxes & fees
31 Oct - 1 Nov
Orlando Tiny Home retreat Near Downtown with garden, with animals and AC.
A modern kitchen with white cabinets, a wooden dining table, and a hanging light fixture.

11. A Home Where Eclectic Luxury Meets Affordability

A Home Where Eclectic Luxury Meets Affordability
Altamonte Springs
9.8 out of 10, Exceptional, (130 reviews)
"The property was very well located and convenient to many restaurants. Lovely back yard."
United States
Sandra F.
A Home Where Eclectic Luxury Meets Affordability
A modern kitchen with wooden cabinets, a black countertop, a stainless steel refrigerator, a microwave, and a coffee maker.

12. Stylish & Cozy King Bed Retreat @ Baldwin Park

Stylish & Cozy King Bed Retreat @ Baldwin Park
Orlando
10.0 out of 10, Exceptional, (21 reviews)
"It was a cute property and in a great location to get anywhere in the area"
United States
Devan S.
Stylish & Cozy King Bed Retreat @ Baldwin Park
A modern bathroom with a wooden vanity, a round mirror, and a potted plant.

13. Top 1% Modern Japandi Retreat - Jacuzzi No Fee

Top 1% Modern Japandi Retreat - Jacuzzi No Fee
Winter Park
10.0 out of 10, Exceptional, (8 reviews)
"Clean house, good location to where we wanted to be!"
United States
Jennifer M.
The price is €645
includes taxes & fees
22 Nov - 23 Nov
Top 1% Modern Japandi Retreat - Jacuzzi No Fee
A modern kitchen with white cabinets, a central island, and a dining area with a table and chairs.

14. 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 €687
includes taxes & fees
3 Nov - 4 Nov
Luxury Ranch 2 Master Kg Bed w/ heated Salted Pool
A hot tub with a waterfall feature, a covered seating area, and a bar with outdoor seating.

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

Private Luxury Pool / Swim up bar / Smart-home
College Park
9.8 out of 10, Exceptional, (87 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 €415
includes taxes & fees
3 Nov - 4 Nov
Private Luxury Pool / Swim up bar / Smart-home
A modern bedroom with a yellow bed, a dark door, and a green wall with a neon sign.

16. CUTE and COZY studio w/ jacuzzi!

CUTE and COZY studio w/ jacuzzi!
Azalea Park
8.6 out of 10, Excellent, (10 reviews)
"This cute lil place is perfect for a few nights for one person or a couple. It’s quiet, private and safe, and appointed with everything you need. The bed is comfy and the coffee was great. "
United States
Lindsay W.
The price is €167
includes taxes & fees
1 Nov - 2 Nov
CUTE and COZY studio w/ jacuzzi!
Private kitchen

17. 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.
Charming 1-bedroom mother-in-law suite w/ full kitchen in delightful Apopka
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, (27 reviews)
"Great location in College Park neighborhood. Easy walk to shops and restaurants"
United States
Matt P.
The price is €436
includes taxes & fees
2 Nov - 3 Nov
The Villa Orlando@College Park. Sleeps16.
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.

19. 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 living room with grey sofas, a flat-screen TV, wooden beams on the ceiling, and a dining area with a table and chairs.

20. Winter Park Charmer - Heated Pool Home - Close to everything

Winter Park Charmer - Heated Pool Home - Close to everything
Winter Park
8.4 out of 10, Very good, (22 reviews)
"Fabulous place with incredible value "
United States
Kyle C.
Winter Park Charmer - Heated Pool Home - Close to everything
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

Drury Plaza Hotel Orlando - Disney Springs Area

Drury Plaza Hotel Orlando - Disney Springs Area

10/10 Excellent
"We brought one of our grandkids down for one on one trip. The location was excellent. The shuttle service back-and-forth to the Disney parks was awesome. Such a great value, breakfast and the kickback dinner was amazing. Our granddaughter loved the pool. And we could see the fireworks from our room even!"
Diana and Marc 3-night trip
Posted 2 hours ago
Drury Plaza Hotel Orlando - Disney Springs Area

Find out more about Maitland

Maitland Holiday Homes information

Number of reviews
467
Accommodation
1589 Holiday Homes
Lowest Price
€143
Highest Price
€687