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1 2
apartment , Fairview Shores
This flat in Fairview Shores, Winter Park, is located 3 minutes by car from Mead Garden and 4 minutes by car from Lake Ivanhoe, with Lee Road Shopping Centre a 10-minute walk away. Guests can enjoy Wi-Fi, air conditioning, and provided toiletries, with easy access to Florida Mall, Orlando International Premium Outlets, and Universal Orlando Resort theme parks.
8.8 19 reviews
Maitland, FL
19/10 – 28/10
SG$119/nighttotal: SG$1071 (9 )
Sunshine Escape Guesthouse
1 2
apartment , Maitland
This Eatonville holiday home, near Maitland, is conveniently located 2.7km from the RDV Sportsplex and 3.2km from the Enzian Theater, with Lee Road Shopping Centre within a 9.7km radius. The one-bedroom, one-bathroom property sleeps two guests and offers a kitchenette with fridge and microwave, free Wi-Fi, on-site parking, a washer/dryer, and Smart TV; nearby attractions include the Casa Feliz Historic Home Museum.
10 22 reviews
Maitland, FL
24/08 – 05/09
SG$163/nighttotal: SG$1956 (12 )
Thornton Park Oasis 1 Bedroom
1 2
apartment , Orlando
This Orlando apartment is centrally located in downtown Orlando, within walking distance of Lake Eola Park, the Amway Center, and the Dr. Philips Center for the Performing Arts. The 70 square metre (753 square feet) self-catering flat offers one bedroom, one bathroom, sleeps two guests, and includes amenities such as Wi-Fi, air conditioning, a garden, and parking; nearby attractions include the Florida Mall and Orlando International Premium Outlets.
9.5 227 reviews
Maitland, FL
27/06 – 04/07
SG$116/nighttotal: SG$812 (7 )
Lake Front Suite -Close To All Attractions
1 2
apartment , Forest City
This waterfront property is located in a family-friendly area, just 10km from RDV Sportsplex, Altamonte Mall, and Silver Star Shopping Center. It has received excellent ratings for location, cleanliness, and overall user experience. The house has one bedroom and can accommodate up to four guests within its 60 square metre floor area. This comfortable dwelling offers a range of amenities including a swimming pool, jacuzzi, garden, and barbecue facilities, making it ideal for families looking for a relaxing and enjoyable holiday.
9.7 162 reviews
Maitland, FL
10/09 – 14/09
SG$232/nighttotal: SG$928 (4 )
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2 5
apartment , Fairview Shores
This two-bedroom apartment is situated in the peaceful Winter Park neighbourhood, just a short distance from major theme parks, downtown Orlando, and the Avenue, making it an ideal base for exploring the city. The property has received excellent ratings for its cleanliness, location, and overall guest experience. The apartment is spacious and comfortably sleeps up to eight guests, with three queen beds and a pull-out sofa. Guests can enjoy modern amenities, including high-speed Wi-Fi, a smart TV with streaming services, a washer/dryer, and free designated parking.
9.8 16 reviews
Maitland, FL
27/06 – 04/07
SG$136/nighttotal: SG$952 (7 )
Yania's Cozy Getaway
1 2
apartment , Azalea Park
This Azalea Park self-contained flat is conveniently located minutes from Waterford Lakes Town Centre and major highways, offering easy access to Orlando's theme parks. The one-bedroom, one-bathroom apartment sleeps two guests and features a private patio, kitchenette with fridge and microwave, air conditioning, internet access, parking, and allows pets; nearby activities include fishing and exploring the area's attractions such as Florida Mall and Orlando International Premium Outlets.
9.6 4 reviews
Maitland, FL
19/10 – 28/10
SG$103/nighttotal: SG$927 (9 )
1-bedroom Vacation Room Just 12 Minutes From University Of Central Florida
1 2
apartment , Winter Park
This Winter Park studio apartment, near Full Sail University (approximately 1.6km away), offers convenient access to Orlando International Airport, Walt Disney World Resort, and Universal Studios Florida, while maintaining a peaceful neighbourhood setting. The self-contained unit sleeps two guests, includes a kitchenette with fridge and microwave, a private entrance, parking, and access to a shared swimming pool, spa, and laundry facilities; nearby amenities include pharmacies and petrol stations.
10 123 reviews
Maitland, FL
10/09 – 14/09
SG$547/nighttotal: SG$2188 (4 )
Florida Poolside Paradise A Great Place To Unwind!
1 5
apartment , Maitland
This four-bedroom holiday home in Maitland, Florida, is conveniently located just a short drive from Orlando International Airport, Disney World, Universal Studios, and International Drive. The property has received excellent ratings for its location, cleanliness, and overall user experience. The self-catering property can accommodate up to eight guests and features a private pool and screened-in patio, a gourmet kitchen, and a spacious and comfortable living area. Guests can also enjoy a range of amenities including air conditioning, a swimming pool, a garden, parking, and internet access.
9.6 162 reviews
Maitland, FL
24/08 – 05/09
SG$203/nighttotal: SG$2436 (12 )
Adorable 1-bedroom Home W/ Full Kitchen & Parking - Sleeps 4
1 2
apartment , Orlando
This one-bedroom apartment is located in Colonialtown South, just 800 metres from Lake Eola and within 5 kilometres of the Kia Center and Camping World Stadium. The apartment has received excellent ratings for location, cleanliness, and overall user experience. The apartment spans 73 square metres and includes a fully equipped kitchen, a terrace, and a garden. It also offers amenities like free Wi-Fi, parking, air conditioning, and a designated smoking area, making it a comfortable and convenient base for exploring Orlando.
Maitland, FL
27/06 – 04/07
SG$126/nighttotal: SG$882 (7 )
Nice Apartment In Vibrant Downtown Orlando Near Camping World And Soccer Stadium
1 2
apartment , Orlando
This one-bedroom flat is located in Orlando's Lake Dot district, offering convenient access to Camping World Stadium and the Soccer Stadium, both within 1 kilometre, and is also close to the Kia Centre. This pet-friendly apartment accommodates up to four guests and provides essential amenities including air conditioning, Wi-Fi, and two sofa beds, with the Florida Mall and Orlando International Premium Outlets nearby for shopping.
9.7 151 reviews
Maitland, FL
10/09 – 14/09
SG$203/nighttotal: SG$812 (4 )
Funky Remodeled Otown Bungalow Sleeps 8
1 5
apartment , Winter Park
This Winter Park bungalow, ideally situated near Orlando, offers easy access to numerous attractions and is within convenient driving distance of major theme parks. Sleeping up to eight guests, this two-bedroom, two-bathroom property boasts a well-equipped kitchen, multiple 55" Roku TVs, a dedicated workstation, and outdoor gazebo access.
9.7 125 reviews
Maitland, FL
24/08 – 05/09
SG$176/nighttotal: SG$2112 (12 )
Lovely Winter Park Home Close To Hospitals !
1 2
apartment , Winter Park
This one-bedroom flat is conveniently situated in Winter Park, just a short walk from Park Avenue, a bustling shopping and dining district with over 140 boutiques, cafes, and museums. The property has received excellent ratings for its location, cleanliness, and overall experience. The apartment can comfortably accommodate up to three guests and features a fully equipped kitchen with a fridge, microwave, and dishwasher. Enjoy a relaxing swim in the pool, unwind in the Jacuzzi, or spend time in the garden. Pets are welcome, and parking is available on site.
Best family friendly Maitland, FL Holiday Apartments and Self Catering Accommodations
Among the 33 accommodations in Maitland, FL, here are the 4 best family friendly holiday apartments
10 10 reviews
Maitland, FL
10/09 – 14/09
SG$405/nighttotal: SG$1620 (4 )
This Charming House With An Outdoor Pool, 3 Bedrooms, 2 Full Baths.
3 5
apartment , Longwood
This Longwood holiday home, situated within 9.6km of Secret Lake, Greenwood Lakes, and Boombah-Soldiers Creek parks, and near Altamonte Mall, offers convenient access to local attractions. The 125 square metre property boasts three bedrooms, two bathrooms, sleeping up to six guests, and features a private pool, hot tub, access to a water park, and a fully equipped kitchen; free Wi-Fi is also provided.
10 56 reviews
Maitland, FL
24/08 – 05/09
SG$269/nighttotal: SG$3228 (12 )
Stylish & Cozy King Bed Retreat @ Baldwin Park
1 2
apartment , Orlando
This fully furnished two-bedroom house is situated near Baldwin Park, a short drive (minutes) from Downtown Orlando, Orlando International Airport (MCO), and several theme parks. The 2-bathroom property, sleeping up to 5 guests, boasts a private backyard with a fire pit, high-speed internet, a fully equipped kitchen including a dishwasher, and keyless entry; peaceful walking trails are also nearby, with Downtown Disney easily accessible.
9.8 17 reviews
Maitland, FL
10/09 – 14/09
SG$342/nighttotal: SG$1368 (4 )
Modern, Charming Home In The Heart Of Winter Park- Perfect For A Couples Retreat Or Small Group!
3 5
apartment , Winter Park
This Winter Park house, near Park Avenue, Rollins College, and Winter Park Village, offers easy access to AdventHealth Winter Park (under 2 km), Rollins College and Park Avenue (around 8 km), and Winter Park Village (approximately 12 km). The 1100 square metre property boasts three bedrooms, one bathroom, sleeps six, and includes a fully equipped kitchen with stainless steel appliances, a garden, parking, and Wi-Fi; nearby attractions include the Morse Museum and Dr. Phillips Center for the Performing Arts.
8.7 10 reviews
Maitland, FL
19/10 – 28/10
SG$228/nighttotal: SG$2052 (9 )
Historic Orlando Casita Joy, Dt, Lake Eola, Delaney Park, 2 Bedrooms 1 Bathroom Unit B
2 2
apartment , Orlando
This renovated Casita, located in downtown Orlando near Lake Eola and Delaney Park, is a 12-minute walk from Church Street Station and within 1.3 km of the Amway Center and 4 km of Camping World Stadium. This 2-bedroom, 1-bathroom apartment offers 300 square metres of space, sleeps up to 7 guests, and includes free Wi-Fi, private parking, a fully equipped kitchen, and air conditioning.
Best Maitland, FL holiday apartments with a kitchen
8.7 12 reviews
Maitland, FL
27/06 – 04/07
SG$140/nighttotal: SG$980 (7 )
Apartment| Downtown Orlando 10 Min & Disney 25 Min
1 2
apartment , Fairview Shores
This 1-bedroom flat in Winter Park provides easy access to Orlando's main attractions, situated 5 kilometres from Downtown Winter Park and within a 40-kilometre drive of Disney World. This second-floor apartment welcomes up to three guests and offers amenities including internet, a kitchen, and air conditioning, with parking available and pets permitted.
9.0 41 reviews
Maitland, FL
19/10 – 28/10
SG$151/nighttotal: SG$1359 (9 )
️Walk To Lake Eola & Restaurants
2 2
apartment , Orlando
This Thornton Park flat is less than 1.6km from Lake Eola and the Dr. Phillips Center for the Performing Arts, and within 4.8km of Camping World Stadium. This two-bedroom, one-bathroom apartment sleeps four, includes in-unit laundry, and offers excellent access to Thornton Park's restaurants and shops.
9.5 124 reviews
Maitland, FL
24/08 – 05/09
SG$136/nighttotal: SG$1632 (12 )
Charming College Pk Duplex @Lake Fairview Sleeps 8
1 2
apartment , Fairview Shores
This Fairview Shores duplex is conveniently located near major highways, 8 minutes (approx. 13 km) from Downtown Orlando and Lake Eola Park, and 20 minutes (approx. 32 km) from theme parks. The two-bedroom, two-bathroom apartment sleeps eight guests and features a fully equipped kitchen with modern appliances, free parking for up to three vehicles, and a Roku-enabled TV; enhanced cleaning protocols are in place.
10 14 reviews
Maitland, FL
24/08 – 05/09
SG$156/nighttotal: SG$1872 (12 )
Lake Eola View 1 Bedroom Thornton Park
1 2
apartment , Orlando
This Orlando apartment, situated in the South Eola district, offers lakefront views and is conveniently located near Thornton Park's restaurants and the Dr. Philips Center for the Performing Arts, with major attractions such as Universal Orlando Resort and the Florida Mall within a reasonable driving distance (distances vary depending on traffic). The one-bedroom, one-bathroom flat sleeps two guests and includes a kitchen with a fridge and microwave, air conditioning, parking, internet access, and in-unit streaming services (Hulu, Netflix, and AT&T TV app).
Frequently asked questions about apartment rentals in Maitland, FL
What makes Maitland, FL unique or famous?
Maitland is known for its charming small-town atmosphere, beautiful parks and gardens, and thriving arts scene. It's also a popular destination for its proximity to Orlando and its many attractions.
Where can you find the best local markets and street food in Maitland, FL?
Maitland doesn't have a large street food scene, but there are some great local markets, like the Maitland Farmers Market, which happens on Saturdays at the Maitland Community Center. You'll find a variety of local produce, baked goods, and artisanal products there.
What are the best apartments with a pool in Maitland, FL?
How is the public transportation system in Maitland, FL?
The public transportation system in Maitland is mainly served by Lynx, the local bus service. There are also some SunRail train stations in the area, which can be used to travel further afield.
What are the best apartments with a jacuzzi in Maitland, FL?
Which seasonal events or festivals should apartment renters look forward to in Maitland, FL?
Maitland hosts several seasonal events and festivals throughout the year. The Maitland Arts Festival is a popular event in the spring, and the Maitland Christmas Festival is a festive event in December.
What are the best apartments for families and kids in Maitland, FL?
What amenities are typically included in apartments in Maitland, FL?
Apartments in Maitland typically include amenities such as a swimming pool, fitness center, and laundry facilities. Some apartment complexes also offer additional amenities like a clubhouse, business center, and pet-friendly areas.
What are the best pet friendly apartments in Maitland, FL?
What leisure activities are available for relaxation in Maitland, FL?
Maitland offers many opportunities for relaxation, including beautiful parks like Leu Gardens and Lake Lily Park. The Maitland Art Center also provides a tranquil setting to enjoy art and culture. You can also find plenty of walking and biking trails in the area.
What are the best apartments with parking in Maitland, FL?
Best Maitland, FL holiday apartments with air conditioning
9.5 45 reviews
Maitland, FL
10/09 – 14/09
SG$285/nighttotal: SG$1140 (4 )
King Bed+yard+gym | 3b2b |
1 5
apartment , Winter Park
This modern three-bedroom house is situated in a peaceful Winter Park neighbourhood, approximately 6.4km from Park Avenue, 6.4km from the University of Central Florida, and 16km from Orlando city centre. The 3-bedroom, 2-bathroom property sleeps six guests and boasts a fully equipped kitchen, a private garden, a fitness centre, fast Wi-Fi (310 Mbps), ample parking, and is pet-friendly (dogs allowed with a fee).
9.8 8 reviews
Maitland, FL
19/10 – 28/10
SG$165/nighttotal: SG$1485 (9 )
Charming Walkable Attic Bungalow Near Lake Eola With Full Kitchen
2 2
apartment , Orlando
This Thornton Park apartment in Orlando, Florida, is less than 1.6km from Lake Eola and within 3.7km of Camping World Stadium. The two-bedroom, one-bathroom flat sleeps four, features free Wi-Fi, a fully equipped kitchen including a dishwasher, and in-apartment games, offering easy access to the Dr Phillips Center and Kia Center.
9.9 83 reviews
Maitland, FL
10/09 – 14/09
SG$281/nighttotal: SG$1124 (4 )
June Specials, Time For Fun. Long Term Ok
1 5
apartment , Casselberry
This Casselberry house, near major highways and a short drive (approximately 32km) from Walt Disney World and Universal Studios, offers easy access to Orlando International Airport. Sleeping up to 10 guests in three bedrooms and two bathrooms, this fully remodelled property features a fully equipped kitchen, private fenced backyard with fire pit and patio, yard games (cornhole and axe throwing), an outdoor grill, and smart TVs.
9.8 77 reviews
Maitland, FL
10/09 – 14/09
SG$241/nighttotal: SG$964 (4 )
College Park Home Next To Golf Course 5 Min To Wp
1 5
apartment , Orlando
This Orlando motorhome is situated in College Park, a short distance (approximately 11km) from Downtown Orlando, Lake Eola Park, and Interstate 4, providing easy access to major attractions. The two-bedroom, two-bathroom property sleeps nine guests and features a fully equipped kitchen with modern appliances, a stylish living room with a Roku TV, dedicated parking for three vehicles, and a shared backyard with a gazebo and fire pit.
Best pet-friendly Maitland, FL holiday apartments
Among the 33 accommodations in Maitland, FL, here are the 4 best pet friendly holiday apartments
10 1 review
Maitland, FL
27/06 – 04/07
SG$370/nighttotal: SG$2590 (7 )
Virelli Apartments Upscale King Suite In The Heart Of Orlando W Pool
1 2
apartment , Orlando
This downtown Orlando flat offers convenient access to attractions, being a 1.3-kilometre walk from the Kia Centre and 1.1 kilometres from Church Street Station, with Camping World Stadium a short drive away. This 74 square metre apartment accommodates up to seven guests with one bedroom and one bathroom, featuring air conditioning, complimentary WiFi, on-site parking, a fully equipped kitchen, and access to a communal swimming pool and garden.
Maitland, FL
19/10 – 28/10
SG$125/nighttotal: SG$1125 (9 )
Beautiful East Orlando Home Near Everything
1 2
apartment , Orlando
This holiday flat is situated in Orlando's Azalea Park district, a mere 3-4 minute drive from Ventura Country Club and East Orlando Shopping Centre. This one-bedroom, one-bathroom flat accommodates two guests and offers amenities such as air conditioning, a garden, a fire pit, Wi-Fi, and a full kitchen, with convenient access to Universal Orlando Resort, Florida Mall, and Orlando International Premium Outlets.
10 1 review
Maitland, FL
27/06 – 04/07
SG$225/nighttotal: SG$1575 (7 )
Enjoy Your Stay In Our Cozy 2 Bedroom 1 Bath Guest Suite.newly Renovated Space
2 2
apartment , Altamonte Springs
This Altamonte Springs flat is ideally situated, offering a 16-kilometre drive to downtown Orlando, a 32-kilometre journey to Orlando's theme parks, and a 56-kilometre route to the East Coast beaches, with Winter Park's dining and shopping readily accessible. This two-bedroom flat accommodates up to four guests and features air conditioning, a swimming pool, a jacuzzi, and parking, with a kitchen equipped with a fridge, microwave oven, and dishwasher, and is located near Wekiwa Springs State Park and Rock Springs Run.
9.7 312 reviews
Maitland, FL
24/08 – 05/09
SG$466/nighttotal: SG$5592 (12 )
Private Luxury Pool / Swim Up Bar / Smart-home
1 2
apartment , Orlando
This Orlando villa is situated in College Park, just a few kilometres from downtown, Winter Park, and Universal Studios, offering easy access to the city's attractions. It has received excellent ratings for its location, cleanliness, and overall experience. The three-bedroom villa, spanning 139 square metres, comfortably accommodates up to eight guests. It features a resort-style pool, a hot tub, a custom-built sunken bar, a fully equipped kitchen, and a range of other amenities, including bicycles and a coffee bar.