Maitland Holiday House Rentals from AU$192: Search Holiday Homes

Maitland Holiday Homes
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Florida
United States of America
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An aerial view of a city with a prominent building complex, surrounded by dense greenery and a river.

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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.

A modern dining area with a glass table and two blue chairs, a painting on the wall, and a patterned wall behind a window.

A beige sofa with two blue cushions in a room with patterned wallpaper and a window with blinds.

A wicker outdoor table and chairs set on a tiled patio with a wooden fence in the background.

1. Sunshine Escape Guesthouse ☀

Sunshine Escape Guesthouse ☀

Orlando

8.8 out of 10, Excellent, (20 reviews)

8.8/10

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 "

Robin R.

The price is AU$245

AU$245

includes taxes & fees

25 Oct - 26 Oct

Sunshine Escape Guesthouse ☀

A compact kitchen with white cabinets, a built-in oven, and a ceiling fan.

A covered outdoor gym with a bench press, dumbbells, and weight plates.

A kitchen with white cabinets, stainless steel appliances, and a wooden ceiling.

A room with wooden paneling, a television, a bed, a desk, a chair, and a guitar hanging on the wall.

2. 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)

8.6/10

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. "

Barbara R.

The price is AU$264

AU$264

includes taxes & fees

3 Nov - 4 Nov

Peaceful Private Gated Patio Walk to Mall Publix

A modern kitchen with a central island, white cabinets, a stainless steel refrigerator, and a black and white geometric backsplash.

A covered outdoor seating area with white chairs and a table, surrounded by decorative metal railings and a view of a street with palm trees.

A living room with a flat-screen TV mounted on the wall, a fireplace, and a chandelier.

3. 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)

9.0/10

Wonderful

(23 reviews)

"Host responded quickly to our texts.Location was excellent for our needs."

Angie Y.

The price is AU$271

AU$271

includes taxes & fees

30 Oct - 31 Oct

Renovated Peaceful Luxury Walk to Mall Park Publix

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

A modern kitchen with stainless steel appliances, a dishwasher, and a herringbone-patterned backsplash.

A deck with a grill, wooden tables, and a large tree.

A stone pathway leading to a house with a wooden fence and a tree in the background.

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)

8.6/10

Excellent

(8 reviews)

"It was nice place to stay!"

Jason A.

The price is AU$351

AU$351

includes taxes & fees

17 Nov - 18 Nov

Modern Oasis in Orlando | Private Yard | Cabana

A modern kitchen with white cabinets, a stainless steel sink, and a dining area with a table and chairs.

A living room with a sofa, a dining table with chairs, a ceiling fan, and a door with a window.

A modern kitchen with white cabinets, a built-in oven, and a coffee machine.

5. 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)

10/10

Exceptional

(4 reviews)

"Nice place , will book again "

Kadijah J.

The price is AU$638

AU$638

includes taxes & fees

30 Oct - 31 Oct

PROMO NOW: 3brdrm home near Downtown Orlando and Winterpark

A bedroom with a bed, a mirror, a wardrobe, and a floral artwork on the wall.

A living room with a sectional sofa, a coffee table, a ceiling fan, and a wall art piece.

A covered patio area with a foosball table, chairs, and a dining table.

A kitchen with white cabinets, a microwave, a gas stove, and a blender. There is a blue rug on the floor.

6. 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)

9.8/10

Exceptional

(58 reviews)

"This home was just what we needed, it was clean and comfortable. Great communication with the owner. Nice, safe neighborhood."

Angie P.

The price is AU$358

AU$358

includes taxes & fees

26 Oct - 27 Oct

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

A front door with a glass panel, a wreath, and a doormat with a welcoming message.

A bedroom with a bed, a dresser, a television, and a potted plant.

A modern bathroom with a glass-enclosed shower, a white sink, and a toilet.

A kitchen with a refrigerator, microwave, coffee maker, and wall decorations including a clock and motivational quotes.

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)

10/10

Exceptional

(2 reviews)

"Very nice location in a quiet residential neighborhood. There is only street parking but usually plenty of space."

rimma

The price is AU$259

AU$259

includes taxes & fees

27 Oct - 28 Oct

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

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.

A row of buildings with signage for 'Swanson's Ivanhoe Row' and 'Oxford Eyes'.

An outdoor patio area with tables and chairs, a large cylindrical structure in the background, and a sign with multiple logos.

A modern kitchen with white cabinets, a wooden dining table, and a ceiling fan.

8. 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)

8.0/10

Very good

(16 reviews)

"Great location"

Josh H.

The price is AU$298

AU$298

includes taxes & fees

27 Oct - 28 Oct

2/1 with private backyard in the heart of Ivanhoe

9. Florida Vacation with pool fun for families

Florida Vacation with pool fun for families

Casselberry

9.2 out of 10, Wonderful, (49 reviews)

9.2/10

Wonderful

(49 reviews)

"Awesome location, nice home, and great pool"

Daniel W.

The price is AU$476

AU$476

includes taxes & fees

4 Nov - 5 Nov

Florida Vacation with pool fun for families

A modern kitchen with white cabinets, a stainless steel refrigerator, and a glass dining table with chairs.

A single-story house with a front yard, a driveway leading to the entrance, and a small porch area.

A bedroom with a bed, wooden headboard, white walls, a window with blinds, and a ceiling fan.

A bedroom with a bed, a desk, a chair, and a window with blinds.

10. 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)

10/10

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"

Hannah F.

The price is AU$473

AU$473

includes taxes & fees

1 Nov - 2 Nov

Spacious 5-bedroom house in gorgeous Winter Park

A hot tub with a waterfall feature, a covered seating area, and a bar with outdoor seating.

A kitchen with granite countertops, stainless steel appliances, and wooden cabinets.

A spacious living area with a large sectional sofa, a dining table with bar stools, a kitchen with dark cabinets, and a ceiling fan.

A modern kitchen with dark cabinetry, a stainless steel refrigerator, and pendant lighting.

11. 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)

9.8/10

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!"

Dennis P.

The price is AU$584

AU$584

includes taxes & fees

27 Oct - 28 Oct

Private Luxury Pool / Swim up bar / Smart-home

A modern kitchen with white cabinets, a wooden dining table, and a hanging light fixture.

An outdoor seating area with Adirondack chairs and a white sofa, surrounded by lush greenery and trees.

A spacious living room with a fireplace, a large window, and a wooden ceiling.

A modern kitchen with a wooden ceiling, a brick wall, and a flat-screen TV above the fireplace.

12. A Home Where Eclectic Luxury Meets Affordability

A Home Where Eclectic Luxury Meets Affordability

Altamonte Springs

9.8 out of 10, Exceptional, (129 reviews)

9.8/10

Exceptional

(129 reviews)

"The property was very well located and convenient to many restaurants. Lovely back yard."

Sandra F.

The price is AU$442

AU$442

includes taxes & fees

29 Oct - 30 Oct

A Home Where Eclectic Luxury Meets Affordability

A single bed with a grey mattress and pillow in a room with a dark floor.

A bedroom with a bed, a desk, a chair, a mirror, and wall decorations.

A chicken coop with a sign reading "Area Patrolled by Crazy Chicken Lady."

13. 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)

10/10

Exceptional

(4 reviews)

"Tammie is an amazing host! Super comfy and cute tiny home! Definitely booking again!"

chelsea

The price is AU$224

AU$224

includes taxes & fees

28 Oct - 29 Oct

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

A modern kitchen with white cabinets, a central island, and a dining area with a table and chairs.

A modern kitchen with white cabinets, a stainless steel refrigerator, and granite countertops.

A modern living room with a dark accent wall, a dining area, and a decorative wall piece.

A spacious living room with a beige sofa, a TV on a metal stand, a ceiling fan, and a view of a swimming pool through large windows.

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)

9.6/10

Exceptional

(14 reviews)

"Property was great, and host extremely responsivewould go back there anytime"

Tom47 D.

The price is AU$1,778

AU$1,778

includes taxes & fees

19 Nov - 20 Nov

Luxury Ranch 2 Master Kg Bed w/ heated Salted Pool

A compact room with a bed, a small table with plates, a microwave, and a green wall with a neon sign.

A backyard with a hot tub, a brick fire pit, and a small patio area.

A laundry area with two Whirlpool washers and dryers, a metal shelf with a patterned cloth, and a power outlet on the wall.

A bathroom with a marble wall, a toilet, a sink with a mirror, and a shower with a gold showerhead.

15. CUTE and COZY studio w/ jacuzzi!

CUTE and COZY studio w/ jacuzzi!

Azalea Park

8.6 out of 10, Excellent, (10 reviews)

8.6/10

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. "

Lindsay W.

The price is AU$259

AU$259

includes taxes & fees

28 Oct - 29 Oct

CUTE and COZY studio w/ jacuzzi!

A bedroom with a large bed, a desk with a chair, and a small table with a plant. There is a bathroom with a shower and a toilet visible through an open door.

A compact kitchen with a microwave, sink, and stainless steel refrigerator. There is a small bar area with stools and a potted plant.

A narrow pathway leading to a house with a wooden fence on one side and a white door on the other.

A white door with the number 3, two light blue chairs outside, and a 'Hello' mat on the ground.

16. Comfy studio in Central Orlando

Comfy studio in Central Orlando

Azalea Park

8.0 out of 10, Very good, (1 review)

8.0/10

Very good

(1 review)

"Hosts were very responsive. Everything is as pictured."

Diondra

The price is AU$226

AU$226

includes taxes & fees

2 Nov - 3 Nov

Comfy studio in Central Orlando

A modern kitchen with a large island, stainless steel appliances, and pendant lighting.

A hallway with a tiled floor, a series of doors, and two large abstract paintings on the wall.

A modern dining area with a glass-top table, cushioned chairs, and a chandelier.

A modern kitchen with dark cabinets, a central island, and pendant lighting.

17. The Villa Orlando@College Park. Sleeps16.

The Villa Orlando@College Park. Sleeps16.

College Park

9.6 out of 10, Exceptional, (26 reviews)

9.6/10

Exceptional

(26 reviews)

"Great location in College Park neighborhood. Easy walk to shops and restaurants"

Matt P.

The price is AU$704

AU$704

includes taxes & fees

2 Nov - 3 Nov

The Villa Orlando@College Park. Sleeps16.

18. 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)

9.8/10

Exceptional

(8 reviews)

"Great place to stay. We plan on staying again."

Nancee H.

The price is AU$192

AU$192

includes taxes & fees

25 Oct - 26 Oct

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

A modern living room with a sectional sofa, a coffee table, and a piano.

A spacious room with a foosball table, a ceiling fan, and a bed in the background.

A bedroom with a wooden headboard, white bedding, a gray throw blanket, a bedside lamp, and a decorative wall piece.

A covered outdoor seating area with a wicker sofa set, a matching coffee table, and a door with glass panels.

19. 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, (21 reviews)

8.4/10

Very good

(21 reviews)

"Fabulous place with incredible value "

Kyle C.

Winter Park Charmer - Heated Pool Home - Close to everything

A modern kitchen with wooden cabinets, stainless steel appliances, and a large island.

A spacious living area with a white sofa, a kitchen with wooden cabinets, and a ceiling fan.

An aerial view of a residential complex with a central swimming pool surrounded by lounge chairs and palm trees.

A modern living room with a large sectional sofa, a wooden dining table with bar stools, a TV mounted on a white wall, and a kitchen area visible through an open doorway.

20. Luxury House - Sleeps 8 Golf Disney Family Fun

Luxury House - Sleeps 8 Golf Disney Family Fun

2.0 star property

Ventura

8.0 out of 10, Very good, (2 reviews)

8.0/10

Very good

(2 reviews)

"Some items like the towel rail was damaged upon arrival other than that the stay was amazing !!"

myron

The price is AU$664

AU$664

includes taxes & fees

25 Oct - 26 Oct

Luxury House - Sleeps 8 Golf Disney Family Fun

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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