Apartment
10.0(109 Reviews)
2 Bedrooms
4 Guests
Parking
Ocean View
Balcony/Terrace
View
US $348/Night
7 Nights - US $2,439
Maitland Holiday Rentals
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Compare Holiday Rentals, Villas & Resorts in Maitland
10.0
Apartment
10.0(6 Reviews)
1 Bedroom
2 Guests
Oceanfront- Parking
Pool- Ocean View
US $174/Night
7 Nights - US $1,219
US $439/Night
7 Nights - US $3,076
Cottage
10.0(37 Reviews)
2 Bedrooms
4 Guests
- Parking
- Balcony/Terrace
Kitchen
Air Conditioner
US $146/Night
7 Nights - US $1,024
House
10.0(2 Reviews)
4 Bedrooms
8 Guests
- Parking
- Pool
Spa- Balcony/Terrace
US $262/Night
7 Nights - US $1,834
House
10.0(5 Reviews)
2 Bedrooms
4 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $174/Night
7 Nights - US $1,217
House
10.0(4 Reviews)
2 Bedrooms
4 Guests
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $142/Night
7 Nights - US $995
Apartment
10.0(4 Reviews)
2 Bedrooms
5 Guests
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $140/Night
7 Nights - US $981
House
10.0(4 Reviews)
2 Bedrooms
4 Guests
- Pool
Internet
Pet Friendly
Child Friendly
US $128/Night
7 Nights - US $897
Luxury Holiday Rentals in Maitland
Over 341+ Luxury Holiday Rentals in or Near Maitland
House
10.0(1 Review)
4 Bedrooms
16 Guests
Hot Tub- Parking
- Kitchen
- Air Conditioner
US $5,877/Night
7 Nights - US $41,137
House
3 Bedrooms
6 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $656/Night
7 Nights - US $4,590
House
8.4(5 Reviews)
6 Bedrooms
18 Guests
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $634/Night
7 Nights - US $4,435
House
4 Bedrooms
8 Guests
- Hot Tub
- Parking
- Balcony/Terrace
- Kitchen
US $629/Night
7 Nights - US $4,401
House
5 Bedrooms
10 Guests
- Air Conditioner
- Internet
- Child Friendly
Laundry
US $616/Night
7 Nights - US $4,309
House
10.0(11 Reviews)
5 Bedrooms
15 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $600/Night
7 Nights - US $4,199
House
10.0(12 Reviews)
3 Bedrooms
8 Guests
- Hot Tub
- Parking
- Balcony/Terrace
- Kitchen
US $549/Night
7 Nights - US $3,844
House
4 Bedrooms
13 Guests
Private Pool- Parking
- Pool
- Balcony/Terrace
US $529/Night
7 Nights - US $3,700
House
9.8(39 Reviews)
6 Bedrooms
14 Guests
- Private Pool
- Parking
- Pool
- Balcony/Terrace
US $473/Night
7 Nights - US $3,313
Top-Rated Holiday Rentals with a Pool in Maitland
Over 110+ The Best Private Villas and Holiday Rentals in Maitland with a Pool
House
10.0(31 Reviews)
4 Bedrooms
10 Guests
- Private Pool
- Pool
- Ocean View
- Balcony/Terrace
US $438/Night
7 Nights - US $3,069
House
10.0(13 Reviews)
3 Bedrooms
8 Guests
- Private Pool
- Hot Tub
- Parking
- Pool
US $381/Night
7 Nights - US $2,667
House
10.0(10 Reviews)
3 Bedrooms
6 Guests
- Private Pool
- Parking
- Pool
- Kitchen
US $353/Night
7 Nights - US $2,470
House
10.0(10 Reviews)
2 Bedrooms
5 Guests
- Private Pool
- Parking
- Pool
- Balcony/Terrace
US $153/Night
7 Nights - US $1,069
House
10.0(8 Reviews)
4 Bedrooms
14 Guests
- Private Pool
- Hot Tub
- Parking
- Pool
US $401/Night
7 Nights - US $2,804
Apartment
10.0(5 Reviews)
3 Bedrooms
6 Guests
- Parking
- Pool
- Ocean View
- Balcony/Terrace
US $281/Night
7 Nights - US $1,967
House
10.0(4 Reviews)
3 Bedrooms
6 Guests
- Private Pool
- Parking
- Pool
- Ocean View
US $402/Night
7 Nights - US $2,814
Apartment
10.0(3 Reviews)
3 Bedrooms
6 Guests
- Pool
- Kitchen
- Air Conditioner
- Internet
US $255/Night
7 Nights - US $1,785
House
10.0(3 Reviews)
2 Bedrooms
4 Guests
- Parking
- Pool
- Kitchen
- Air Conditioner
US $218/Night
7 Nights - US $1,528
Pet-Friendly Holiday Rentals in Maitland
Over 124+ Pet-Friendly Holiday Rentals in or Near Maitland
House
10.0(4 Reviews)
2 Bedrooms
4 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $124/Night
7 Nights - US $871
Apartment
9.0(3 Reviews)
1 Bedroom
4 Guests
Breakfast- Parking
- Pool
- Balcony/Terrace
US $128/Night
7 Nights - US $896
House
2 Bedrooms
8 Guests
- Air Conditioner
- Internet
- Pet Friendly
- Laundry
US $372/Night
7 Nights - US $2,607
Apartment
10.0(2 Reviews)
2 Bedrooms
4 Guests
- Parking
- Pool
- Ocean View
- Balcony/Terrace
US $135/Night
7 Nights - US $942
House
9.0(1 Review)
1 Bedroom
12 Guests
- Parking
- Air Conditioner
- Internet
- Pet Friendly
US $349/Night
7 Nights - US $2,444
House
10.0(1 Review)
2 Bedrooms
7 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $199/Night
7 Nights - US $1,390
Apartment
10.0(1 Review)
2 Bedrooms
4 Guests
- Parking
- Pool
- Ocean View
- Balcony/Terrace
US $155/Night
7 Nights - US $1,086
Apartment
10.0(1 Review)
2 Bedrooms
4 Guests
- Pool
- Ocean View
- Balcony/Terrace
- View
US $132/Night
7 Nights - US $923
Apartment
10.0(1 Review)
2 Bedrooms
4 Guests
- Parking
- Pool
- Ocean View
- Balcony/Terrace
US $132/Night
7 Nights - US $921
Large Holiday Rentals and Private Villas in Maitland
Over 34+ Large Holiday Rentals and Private Villas in or Near Maitland
Villa
7.0(2 Reviews)
2 Bedrooms
4 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $100/Night
7 Nights - US $699
House
1.0(1 Review)
5 Bedrooms
11 Guests
- Parking
- Air Conditioner
- Pet Friendly
- Child Friendly
US $71/Night
7 Nights - US $498
US $381/Night
7 Nights - US $2,667
House
1 Bedroom
11 Guests
- Parking
- Air Conditioner
- Internet
- Pet Friendly
US $445/Night
7 Nights - US $3,112
House
8.0(2 Reviews)
3 Bedrooms
11 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $333/Night
7 Nights - US $2,330
House
3 Bedrooms
10 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $255/Night
7 Nights - US $1,782
New
House
3 Bedrooms
10 Guests
- Air Conditioner
- Internet
- Pet Friendly
- Child Friendly
US $208/Night
7 Nights - US $1,456
House
10.0(11 Reviews)
3 Bedrooms
11 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $230/Night
7 Nights - US $1,612
House
10.0(8 Reviews)
4 Bedrooms
12 Guests
- Oceanfront
- Hot Tub
- Parking
- Ocean View
US $461/Night
7 Nights - US $3,226
Wheelchair Accessible Holiday Homes in Maitland
Over 57+ Wheelchair Accessible Holiday Homes in or Near Maitland
New
Apartment
10.0(1 Review)
2 Bedrooms
7 Guests
- Kitchen
- Air Conditioner
- Internet
- Child Friendly
US $388/Night
7 Nights - US $2,716
US $429/Night
7 Nights - US $3,003
Hotel
9.4(1004 Reviews)
- Breakfast
- Parking
- Pool
- Kitchen
US $117/Night
7 Nights - US $822
House
4.0(1 Review)
4 Bedrooms
8 Guests
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Pet Friendly
US $197/Night
7 Nights - US $1,379
Hotel
9.0(209 Reviews)
- Oceanfront
- Breakfast
- Parking
- Pool
US $107/Night
7 Nights - US $750
Apartment
1 Bedroom
2 Guests
- Kitchen
- Air Conditioner
- Internet
- Child Friendly
US $392/Night
7 Nights - US $2,744
Apartment
1 Bedroom
2 Guests
- Kitchen
- Air Conditioner
- Internet
- Pet Friendly
US $138/Night
7 Nights - US $966
Apartment
1 Bedroom
2 Guests
- Hot Tub
- Pool
- Balcony/Terrace
- Kitchen
US $223/Night
7 Nights - US $1,561
Apartment
1 Bedroom
2 Guests
- Kitchen
- Air Conditioner
- Internet
- Pet Friendly
US $245/Night
7 Nights - US $1,715
Maitland Private Villas and Holiday Homes Under $200
Over 175+ Maitland Private Villas and Holiday Homes Under $200
Apartment
10.0(1 Review)
2 Bedrooms
4 Guests
- Kitchen
- Air Conditioner
- Internet
- Child Friendly
US $187/Night
7 Nights - US $1,310
Apartment
9.0(1 Review)
3 Bedrooms
6 Guests
- Air Conditioner
- Internet
- Child Friendly
Wellness Facilities
US $157/Night
7 Nights - US $1,096
Hotel
9.4(986 Reviews)
- Breakfast
- Parking
- Pool
- Balcony/Terrace
US $120/Night
7 Nights - US $839
Apartment
10.0(1 Review)
1 Bedroom
2 Guests
- Kitchen
- Air Conditioner
- Internet
- Child Friendly
US $186/Night
7 Nights - US $1,304
House
8.0(1 Review)
2 Bedrooms
5 Guests
- Parking
- Balcony/Terrace
- Air Conditioner
- Internet
US $94/Night
7 Nights - US $658
Condo
10.0(1 Review)
1 Bedroom
2 Guests
- Parking
- Pool
- Ocean View
- Balcony/Terrace
US $144/Night
7 Nights - US $1,011
Condo
10.0(1 Review)
1 Bedroom
2 Guests
- Parking
- Pool
- Ocean View
- Balcony/Terrace
US $138/Night
7 Nights - US $969
Apartment
10.0(1 Review)
1 Bedroom
2 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $109/Night
7 Nights - US $766
House
9.6(27 Reviews)
2 Bedrooms
4 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $193/Night
7 Nights - US $1,353
Instantly Bookable Holiday Homes in Maitland
Over 165+ Instantly Bookable Holiday Homes in or Near Maitland
House
9.8(12 Reviews)
2 Bedrooms
4 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $234/Night
7 Nights - US $1,639
House
9.4(18 Reviews)
2 Bedrooms
6 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $270/Night
7 Nights - US $1,893
Apartment
9.4(3 Reviews)
2 Bedrooms
4 Guests
- Parking
- Pool
- Ocean View
- Balcony/Terrace
US $154/Night
7 Nights - US $1,076
Apartment
9.4(3 Reviews)
2 Bedrooms
3 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $89/Night
7 Nights - US $621
House
8.8(20 Reviews)
1 Bedroom
2 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $170/Night
7 Nights - US $1,191
House
8.8(3 Reviews)
2 Bedrooms
4 Guests
- Air Conditioner
- Internet
- Pet Friendly
- Child Friendly
US $185/Night
7 Nights - US $1,296
House
8.8(3 Reviews)
1 Bedroom
2 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $155/Night
7 Nights - US $1,085
House
8.6(8 Reviews)
2 Bedrooms
5 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $261/Night
7 Nights - US $1,824
Apartment
8.0(1 Review)
2 Bedrooms
4 Guests
- Parking
- Pool
- Ocean View
- Balcony/Terrace
US $147/Night
7 Nights - US $1,027
Book a Last Minute Place to Stay in Maitland
About Casai's Private Villas and Holiday Rentals in Maitland
Discover more than 350 vacation rentals available in Maitland. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Maitland.
Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Maitland, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Maitland. On average, places to stay near Maitland offer 630.03 ft², with nightly prices averaging US $239.
With Casai, finding and comparing holiday rentals in Maitland is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.
Other Places to Stay in Maitland, FL
There are 350 Maitland, FL Holiday Rentals
- Prices for a holiday home in Maitland start at US $58
- Top rated vacation home in Maitland is Stylish Boutique Guest house in Winter Park
- Most popular short term in Maitland is Hilton Orlando/Altamonte Springs
- Cheapest place to stay in Maitland is Opal Hotel & Suites
- Most expensive holiday rental in Maitland is Tranquil Luxury Estate Property 5,700 Sq Ft on 3+ Acres, Complete with Helipad
Recently Booked Holiday Rentals in Maitland
Frequently Asked Questions About Maitland?
What are the top holiday rentals in Maitland?
With numerous options available in Maitland, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in Maitland:
- Stylish Boutique Guest house in Winter Park
- SPRING LAKE GETAWAY SUITE (Detached Guest House)
- Incredible Private Lakefront Cottage Retreat
- A curated stay in the Historic College Quarter
- Casa Jardin
- Wana Chill Spot w/Pool, Spa, Bar ,Ping Pong, BBQ
- Lakefront Paradise Near Attractions
- Brand New Luxury Modern 5BR/4.5BA+Game Room Home
- Remodeled Home in the Orlando area w/Fire Pit! Close to Universal and Disney!
- Orlando Poolside Oasis
How many holiday rentals have private pools in Maitland?
Discover a selection of holiday rentals with private pools near Maitland with Casai. Experience the epitome of luxury and relaxation in our top-rated villas and holiday homes, where you can enjoy exclusive access to refreshing swimming pools.
Which holiday homes in Maitland are best for families?
If you're searching for a family-friendly holiday home in Maitland, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in Maitland:
How many Casai.nz holiday rentals are available in Maitland?
As of 2026, Casai boasts over 350 properties listed in the Maitland area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Maitland.
