Holiday Homes in Maitland

  • Plan, book, stay with confidence

    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Featured Holiday Homes in Maitland

Vista Cay Resort by Casiola Vacation Homes
3 outdoor pools, pool umbrellas, pool loungers

Vista Cay Resort by Casiola Vacation Homes

3.5 star property
8.8 out of 10, Excellent, (175)
"I loved my stay at the Vista Cay Resort by Casiola Vacation Homes. It’s so quiet, so clean. Definitely I will stay there again They exceeded my expectations "
The price is AU$619
includes taxes & fees
5 Jan - 6 Jan
Vista Cay Resort by Casiola Vacation Homes
Charming and Cozy home in Altamonte Springs
Pool

Charming and Cozy home in Altamonte Springs

9.0 out of 10, Wonderful, (7)
"100% as described and more. "
Charming and Cozy home in Altamonte Springs
Sleeps 10 + Pool and Fully Fenced Yard plus enjoys 2 King Rooms
Fridge, microwave, oven, stovetop

Sleeps 10 + Pool and Fully Fenced Yard plus enjoys 2 King Rooms

9.8 out of 10, Exceptional, (6)
"Had a nice, comfortable stay here! Enjoyed the quiet cul-de-sac neighborhood. Little noise. The house was spacious! So thankful to have such a large yard for our dogs to decompress. The kitchen could be better equipped - not a usable sharp knife to be found, but that is a common problem anywhere. Overall, a nice house and I would stay again, maybe at a different time of year so we could enjoy the pool! Thanks! found! "
The price is AU$846
includes taxes & fees
6 Jan - 7 Jan
Sleeps 10 + Pool and Fully Fenced Yard plus enjoys 2 King Rooms
Lake Vibes Only ~ Intimate Lake Cottage in Mount Dora
View from property

Lake Vibes Only ~ Intimate Lake Cottage in Mount Dora

10.0 out of 10, Exceptional, (50)
"Location was perfect, on a lake for quietness and being away from the hustle and bustle. We were close to Mt. Dora, Apopka, Rennigers and other antique shops in the area."
Lake Vibes Only ~ Intimate Lake Cottage in Mount Dora
East Orlando Getaway - 3BR/2BTH * Private Pool
Fridge, microwave, oven, stovetop

East Orlando Getaway - 3BR/2BTH * Private Pool

9.4 out of 10, Exceptional, (12)
"Recommend the property to all. Check in was easy, everything was ready for us. We checked in prior to hurricane Milton. We were able to stay for 3 days, during that time we had a lot of fun. House is very roomy and open concept makes it really nice. Office space if you are working remote is very nice. Just sad that we couldn’t stay for the entire time that we hoped. Neighborhood is nice and quiet as well. "
East Orlando Getaway - 3BR/2BTH * Private Pool
Beautiful home close to Parks
Interior

Beautiful home close to Parks

10.0 out of 10, Exceptional, (2)
"Myself and a few friends needed a place to stay for a concert in Orlando. This place worked out great. Centrally located and easily accommodated 3 adults. House was as described and was perfect for our needs."
Beautiful home close to Parks
This house is a 4 bedroom(s), 2 bathrooms, located in Mount Dora, FL.
Fridge, microwave, oven, stovetop

This house is a 4 bedroom(s), 2 bathrooms, located in Mount Dora, FL.

10.0 out of 10, Exceptional, (1)
"Perfect for a weekend getaway. The house was spacious, clean and decorated for the holiday season. It was stocked with coffee, hot chocolate and some snacks. We enjoyed the short walk to the downtown area. We met friends for the Wine Walk, a lot of fun. In addition the host was very responsive."
This house is a 4 bedroom(s), 2 bathrooms, located in Mount Dora, FL.
$86 DISNEY LakeFRONTSunsets SeaWorld Universal Convention Waterparks3Beds2Baths
Beach

$86 DISNEY LakeFRONTSunsets SeaWorld Universal Convention Waterparks3Beds2Baths

8.6 out of 10, Excellent, (24)
"Stayed during Hurricane Milton. The building is very sturdy and never lost power. Gloria communicates very well and the location is very nice & convenient. "
$86 DISNEY LakeFRONTSunsets SeaWorld Universal Convention Waterparks3Beds2Baths
Private Luxury Pool / Smart-home
A heated pool

Private Luxury Pool / Smart-home

9.6 out of 10, Exceptional, (61)
"Fantastic place to stay in great location. "
Private Luxury Pool / Smart-home
Adorable Private Tiny Home "The Pink House" in Downtown Mt. Dora!! Pet Friendly
Miscellaneous

Adorable Private Tiny Home "The Pink House" in Downtown Mt. Dora!! Pet Friendly

10.0 out of 10, Exceptional, (40)
"The property is perfectly located close to downtown with plenty of room for 2 people. "
Adorable Private Tiny Home "The Pink House" in Downtown Mt. Dora!! Pet Friendly
Full House with Big Fenced Backyard, Washer & Dryer / Pet-Friendly.
Fridge, microwave, oven, stovetop

Full House with Big Fenced Backyard, Washer & Dryer / Pet-Friendly.

2.0 star property
The price is AU$463
includes taxes & fees
11 Jan - 12 Jan
Full House with Big Fenced Backyard, Washer & Dryer / Pet-Friendly.
Luxurious 15BR Villa with Lake View & Game/Theater
Pool

Luxurious 15BR Villa with Lake View & Game/Theater

3.0 star property
10.0 out of 10, Exceptional, (1)
"A group of 11 golfers stayed here and the location was fantastic as well as the amenities of the house. Highly recommended"
Luxurious 15BR Villa with Lake View & Game/Theater
Luxurious 10-Bedroom Mansion in Paradiso Grande – Perfect for Large Groups!
Outdoor dining

Luxurious 10-Bedroom Mansion in Paradiso Grande – Perfect for Large Groups!

Luxurious 10-Bedroom Mansion in Paradiso Grande – Perfect for Large Groups!
Large, beautiful, very comfortable one bedroom on small lake
Outdoor pool, a heated pool

Large, beautiful, very comfortable one bedroom on small lake

10.0 out of 10, Exceptional, (46)
"This property is STUNNING. It's in a charming neighborhood in Orlando that is a 5-minute drive to many good restaurants. The property feels like a resort with winding paths to multiple residences, gorgeous foliage and a large beautiful sun-dappled lake with comfy lounge chairs. The interior is clean and the bed is very comfortable. Our visit was right after Hurricane Milton and we were worried about impact in Orlando but he assured us there was no damage. Unfortunately, although the power inside...
The price is AU$548
includes taxes & fees
16 Jan - 17 Jan
Large, beautiful, very comfortable one bedroom on small lake
Brand New /Flexible Cancellation Policy /Themed Bedrooms/Free WIFI
Outdoor pool

Brand New /Flexible Cancellation Policy /Themed Bedrooms/Free WIFI

9.2 out of 10, Wonderful, (12)
"This is a lovely, quiet neighborhood in a gated community with very comfortable beds and nice bathrooms. The rental has a nice little pool which was great for our 3 year old grandson but also offers access to the community pool, spa and resort ammenities. Unfortunately, we were unable to use the resort's ammenities so I can offer no first hand comments. The kitchen and great room are well decorated but much smaller than I thought from the online photos. I highly recommend a thorough reading of...
Brand New /Flexible Cancellation Policy /Themed Bedrooms/Free WIFI
Charming Winter Park Fully Furnished & Pet Friendly Farmhouse Bungalow
Smart TV

Charming Winter Park Fully Furnished & Pet Friendly Farmhouse Bungalow

9.4 out of 10, Exceptional, (83)
"Good location close to fullsail university "
Charming Winter Park Fully Furnished & Pet Friendly Farmhouse Bungalow
Relaxing and Spacious Oasis near the Springs
Fridge, microwave, oven, stovetop

Relaxing and Spacious Oasis near the Springs

9.6 out of 10, Exceptional, (44)
"The property was exactly as shown in photos. Beautifully decorated. Very clean. Extremely comfortable mattresses. Would stay here again."
Relaxing and Spacious Oasis near the Springs
"Mermaid House" in Downtown Mt. Dora!! Pet Friendly
Property grounds

"Mermaid House" in Downtown Mt. Dora!! Pet Friendly

10.0 out of 10, Exceptional, (41)
"Very nice. Stayed for Thanksgiving. Recommended!"
"Mermaid House" in Downtown Mt. Dora!! Pet Friendly
🍃 Earthy Oasis 🍂 3BR Suite Near Disney & Universal! 🎢
Pool

🍃 Earthy Oasis 🍂 3BR Suite Near Disney & Universal! 🎢

10.0 out of 10, Exceptional, (31)
"This place is perfectly set up with the right amount of beds for my family. Thank you for sharing your beautiful home. The beds & pillows were super comfortable & smelled so clean. Which I love."
The price is AU$598
includes taxes & fees
7 Jan - 8 Jan
🍃 Earthy Oasis 🍂 3BR Suite Near Disney & Universal! 🎢
Indulge at “Da Comfy House”
Fridge, microwave, oven, stovetop

Indulge at “Da Comfy House”

9.0 out of 10, Wonderful, (6)
"Ideal spot to stay within walking distance from Lake Eola, with bars and restaurants nearby, and a Publix. Mark was a great host and even invited us to their Thanksgiving party. The accommodation is well laid out with everything you will need and nice, light and airy, as well as being attractively decorated. Would definitely stay there again. "
Indulge at “Da 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.
Don't see what you're looking for?
See all available properties in Maitland
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Other property types in Maitland

The View Studio Suites and Event Venue
Property entrance

The View Studio Suites and Event Venue

3.5 star property
8.4 out of 10, Very good, (681)
"Only reserved for one night, our flight was early in the morning. Good for the price, nothing fancy, but room was spacious and clean. Would stay there again if needed for overnight stay only."
The price is AU$139
includes taxes & fees
12 Jan - 13 Jan
The View Studio Suites and Event Venue
Floridays Resort Orlando
2 outdoor pools, a heated pool, open 7:00 AM to 11:00 PM, pool umbrellas

Floridays Resort Orlando

3.5 star property
8.6 out of 10, Excellent, (11138)
"Third time staying here and always good service. Location is great but the place itself is not as up to par as before."
The price is AU$330
includes taxes & fees
16 Jan - 17 Jan
Floridays Resort Orlando
Florida Hotel & Conference Center in the Florida Mall
Reception

Florida Hotel & Conference Center in the Florida Mall

3.5 star property
9.0 out of 10, Wonderful, (1667)
"Great place to stay."
The price is AU$348
includes taxes & fees
4 Jan - 5 Jan
Florida Hotel & Conference Center in the Florida Mall
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.