This five-bedroom flat in Winter Park, 1.7 kilometres from the Central Florida Fairgrounds and 2.2 kilometres from Kraft Azalea Gardens, offers convenient access to the Mall at Millenia and Winter Park Village, as well as venues such as the Kia Centre and Camping World Stadium. This accommodation sleeps up to eleven guests and features two bathrooms, air conditioning, and Wi-Fi, making it a suitable base for exploring the area.
9.8 213 reviews
Maitland, FL
19/10 – 28/10
SG$141/nighttotal: SG$1269 (9 )
The Lake House
1 2
apartment , Winter Park
This Winter Park flat, a 1-bedroom apartment sleeping four, is situated in a quiet residential area, a 6.4km drive from Park Avenue's upscale shops and restaurants and within walking distance of Starbucks, Panera Bread, Publix, Walgreens, and Sprouts. The 35-square-metre self-catering property features original terrazzo floors, a fully equipped kitchen with cooking basics, a luxury bathroom with C.O. Bigelow products, a Roku TV, Wi-Fi, and a welcome basket; it also boasts a private entrance and secluded lake views.
9.8 248 reviews
Maitland, FL
19/10 – 28/10
SG$127/nighttotal: SG$1143 (9 )
Altamonte Oak Tree Haven
2 2
apartment , Altamonte Springs
This self-contained apartment is situated in a peaceful residential neighbourhood in Altamonte Springs, just a short drive (around 3 kilometres) from the popular Altamonte Mall and the scenic Wekiva River. The accommodation has consistently received excellent ratings for its cleanliness, location, and user experience. The apartment is a two-bedroom property with one bathroom, comfortably accommodating up to four guests. Enjoy a range of amenities including a private patio, a fully equipped kitchen, complimentary drinks and snacks, and a shaded parking space.
10 1 review
Maitland, FL
31/07 – 02/08
SG$9727/nighttotal: SG$19454 (2 )
5/4 King Bed Lux Arcade Near Wp/cp & Dt Orlando ️
5 9
apartment , Orlando
This five-bedroom, four-bathroom holiday home is located in the College Park district of Winter Park, Florida, a short drive (approximately 2.4km) from Mead Garden and 2.4km from Lake Ivanhoe. The property sleeps ten, offering internet access, a dryer and linens; nearby attractions include Universal CityWalk and CoCo Key Water Park, making it ideal for exploring both Winter Park's natural beauty and Orlando's theme parks.
10 1 review
Maitland, FL
27/06 – 04/07
SG$193/nighttotal: SG$1351 (7 )
Modern Lake Eola Condo In The Heart Of Thornton Park
1 2
apartment , Orlando
This one-bedroom flat is located in Orlando's South Eola district, a waterfront area within a 500-meter walk of Lake Eola Park. This 65 square meter apartment accommodates two guests and features a fully equipped kitchen, air conditioning, on-site parking, and in-unit laundry, with Universal Orlando Resort approximately 8 kilometers away.
9.4 224 reviews
Maitland, FL
10/09 – 14/09
SG$274/nighttotal: SG$1096 (4 )
The Frogs Castle
3 5
apartment , Longwood
This spacious Longwood house, situated in a peaceful, tree-lined neighbourhood near I-4, offers easy access to Wekiwa Springs State Park (9.7km), Rock Springs Run State Reserve (22.5km), and Blue Spring State Park (33.8km). The 177 sq m property boasts a three-bedroom, two-bathroom layout sleeping eight, with a fully equipped kitchen, including a dishwasher, a large master bathroom with a jacuzzi, air conditioning, a garden, parking for five vehicles, and free Wi-Fi.
9.8 109 reviews
Maitland, FL
27/06 – 04/07
SG$179/nighttotal: SG$1253 (7 )
Winter Park Guest Suite |Near Ucf/fullsail/rollins
1 2
apartment , Goldenrod
This charming guesthouse is situated in a central Winter Park neighbourhood, just a short drive from UCF, Rollins College, Full Sail, and Park Avenue. The property consistently receives excellent ratings for its cleanliness, location, and overall experience. The self-contained suite is attached to the main house but has its own private entrance, accommodating up to two guests. The suite includes a fully equipped kitchen with a fridge, freezer, microwave, and cooktop, as well as air conditioning and parking.
9.9 180 reviews
Maitland, FL
19/10 – 28/10
SG$205/nighttotal: SG$1845 (9 )
Modern 3/2 In Ivanhoe Village
1 2
apartment , Orlando
This newly renovated three-bedroom duplex in Orlando's Ivanhoe Village offers easy access to the city's best restaurants and entertainment. Sleeping eight guests, the property boasts a private patio with BBQ, fire pit, and hammock, plus a fully equipped kitchen, in-unit laundry, and secure keyless entry.
9.6 19 reviews
Maitland, FL
31/07 – 02/08
SG$2791/nighttotal: SG$5582 (2 )
Renovated Luxury 6000 Sqft Mansion In Downtown Orlando Sleep 14 Near Theme Parks
6 9
apartment , Orlando
This six-bedroom Orlando holiday home is centrally located, within a 2.4km walk of Lake Eola and the Dr Phillips Center for the Performing Arts, and under 5km from Camping World Stadium and the Kia Forum. The 557 square metre property boasts a private water park, on-site arcade, and sleeps up to 14 guests, offering a fully equipped kitchen, swimming pool, spa, and a relaxing garden with a living plant wall.
Maitland, FL
31/07 – 02/08
SG$1598/nighttotal: SG$3196 (2 )
Next Level Orlando: Spacesurfsprings Pool+games
4 9
apartment , Fairview Shores
This holiday flat in Fairview Shores, Orlando, is a short drive from Walt Disney World and Universal Orlando Resort, with shops and restaurants within 500 metres. This 4-bedroom, 2-bathroom residence accommodates 13 guests and boasts a private resort-style garden with a heated pool, mini golf, and an indoor games room.
10 104 reviews
Maitland, FL
10/09 – 14/09
SG$321/nighttotal: SG$1284 (4 )
King/queen Quiet Vibey Bungalow
1 5
apartment , Orlando
This Orlando holiday home is situated in the ColonialTown North (Mills/50) district, a short walk from local amenities and approximately 16km from Universal Studios, 24km from Walt Disney World Resort, and 24km from Orlando International Airport. The 118 sq m property boasts two bedrooms (king and queen-size beds plus a pull-out twin XL), two bathrooms, sleeps five guests, and includes a well-equipped kitchen, two smart TVs, high-speed internet, and a washer/dryer.
9.3 133 reviews
Maitland, FL
31/07 – 02/08
SG$761/nighttotal: SG$1522 (2 )
Spacious And Relaxing Home - North Of Orlando In Longwood, Florida
5 9
apartment , Longwood
This five-bedroom house is situated in Longwood, a quiet neighbourhood just 3.2km from the town centre and a short walk from the Sunrail Commuter Station, providing easy access to public transport and Orlando, which is just 32km away. The property has consistently received excellent ratings for its location, cleanliness, and overall experience. The spacious 171 square metre property can accommodate up to 10 guests, offering a comfortable and private retreat with three master bedrooms downstairs. Amenities include a fully equipped kitchen, air conditioning, a Jacuzzi, a garden, a spa, parking, and internet access.
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 7 reviews
Maitland, FL
31/07 – 02/08
SG$1235/nighttotal: SG$2470 (2 )
The Soundwave Retreat Pool, Spa & Golf Oasis
4 9
apartment , Casselberry
This Casselberry holiday home, near the Casa Feliz Historic Home Museum and Orlando Science Center, offers convenient access to local attractions. The 229-square-metre property boasts four bedrooms, two bathrooms, sleeps fourteen guests, and includes a private pool, hot tub, and extensive on-site amenities such as a games room and BBQ facilities.
10 18 reviews
Maitland, FL
31/07 – 02/08
SG$1218/nighttotal: SG$2436 (2 )
Recharge @ Timberland Lodge: Pool Hottub Sauna
4 9
apartment , Wekiwa Springs
This charming chalet is located in Longwood, Florida, just a short drive from Wekiwa Springs State Park and other local attractions. It’s rated excellent by previous guests and offers a peaceful retreat in a tranquil setting. The chalet has four bedrooms and three bathrooms, comfortably accommodating up to eleven guests. It also features a private pool, sauna, and outdoor shower, alongside a fully equipped kitchen, air conditioning, and a jacuzzi for ultimate relaxation.
9.4 42 reviews
Maitland, FL
19/10 – 28/10
SG$217/nighttotal: SG$1953 (9 )
Florida Vacation With Pool Fun For Families
4 2
apartment , Casselberry
This charming three-bedroom house is located in Casselberry, just 5km from Altamonte Mall and within 10km of Cranes Roost Park and Red Bug Lake Park, offering easy access to shopping and outdoor activities. The property consistently receives excellent ratings for location, cleanliness, and overall user experience. The house comfortably accommodates up to 7 guests and provides a fully equipped kitchen, a private pool, a garden with barbecue facilities, and free Wi-Fi. Enjoy the Florida sunshine with al fresco dining and relax by the pool, while exploring the nearby golf courses and parks.
10 16 reviews
Maitland, FL
27/06 – 04/07
SG$593/nighttotal: SG$4151 (7 )
Sweet Magnolia, 3br/2.5ba, Downtown Historic Charm W/ All The Comforts!
3 2
apartment , Orlando
This Orlando lakefront property is situated near downtown, less than 1.6km from the Dr Phillips Center for the Performing Arts and the Kia Center, and a short drive from Camping World Stadium. This three-bedroom, three-bathroom house boasts 153 square metres of floor space, including an in-house arcade, on-site laundry facilities, and can comfortably accommodate six guests.
Best Maitland, FL holiday apartments with a kitchen
9.7 95 reviews
Maitland, FL
10/09 – 14/09
SG$388/nighttotal: SG$1552 (4 )
Lake Front Home Near Winter Park!
1 5
apartment , Maitland
Casita Eulalia, a two-bedroom Maitland holiday home, is situated north of Downtown Orlando, Florida, approximately 4.3km from the Winter Park Scenic Boat Tour and 8km from Harry P. Leu Gardens. This self-catering property sleeps six, boasting two en-suite bathrooms, a fully equipped kitchen with dishwasher, and amenities including high-speed Wi-Fi, smart TVs, and private patio with a lake view.
10 2 reviews
Maitland, FL
10/09 – 14/09
SG$246/nighttotal: SG$984 (4 )
Cozy Orlando Home Close To Parks, Dining, And Downtown Fun
2 5
apartment , Orlando
This Orlando apartment, situated in the Lawsona-Fern Creek neighbourhood, is a 13-minute walk (approximately 1km) from Lake Eola Park and offers easy access to attractions such as the Florida Mall and Universal Orlando Resort. The two-bedroom, one-bathroom property sleeps six guests and features a fully equipped kitchen with dishwasher, a terrace, air conditioning, Wi-Fi, and a workspace, perfect for families or groups visiting the city.
9.5 22 reviews
Maitland, FL
19/10 – 28/10
SG$147/nighttotal: SG$1323 (9 )
1 Bed/1 Bath Cute Cottages (3 Exactly The Same)
1 2
apartment , Orlando
This College Park apartment, conveniently located near Downtown Orlando, offers easy access to the city's attractions. The one-bedroom, one-bathroom flat sleeps four guests and includes a kitchen, air conditioning, parking, and internet access; amenities ensure a comfortable self-catering stay.
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.
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
9.4 225 reviews
Maitland, FL
19/10 – 28/10
SG$163/nighttotal: SG$1467 (9 )
Charming Winter Park Fully Furnished & Pet Friendly Farmhouse Bungalow
3 2
apartment , Goldenrod
This Goldenrod holiday home is located just 2.2 kilometres from Full Sail University, and within a 10-kilometre radius of the University of Central Florida, Albin Polasek Museum and Sculpture Gardens, Rollins College, and Kraft Azalea Gardens. The property has received excellent ratings for location, cleanliness and user experience. The house has three bedrooms and two bathrooms, accommodating up to six guests. Amenities include a fully equipped kitchen with a fridge, microwave, and dishwasher, air conditioning, a terrace, a garden, parking, and internet access.
9.8 83 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.
9.7 125 reviews
Maitland, FL
10/09 – 14/09
SG$314/nighttotal: SG$1256 (4 )
213 Winter Park/downtown Villa+studio Epic Disney
1 5
apartment , Fern Park
This Fern Park studio apartment, near the Kissimmee border, offers easy access to major Orlando attractions; Universal Studios is 24 minutes (approx. 38.6km), Disney World 30 minutes (approx. 48.3km), SeaWorld 29 minutes (approx. 46.7km), and Winter Park 15 minutes (approx. 24.1km) away. Sleeping up to 14 guests, this five-bedroom, three-bathroom self-catering property boasts a fully equipped kitchen, Jacuzzi, garden, high-speed internet (300 Mbps), and free parking; a children's play structure is also available in the large, fenced backyard.
Best pet-friendly Maitland, FL holiday apartments
Among the 33 accommodations in Maitland, FL, here are the 4 best pet friendly holiday apartments
10 8 reviews
Maitland, FL
10/09 – 14/09
SG$375/nighttotal: SG$1500 (4 )
The Blue Bungalow\npeaceful | Porch | Hottub I Dt
3 5
apartment , Orlando
This three-bedroom, one-bathroom flat is located on a quiet cobblestone street in Orlando's College Park neighbourhood, 3.2 kilometres from the Kia Centre and within 32 kilometres of Walt Disney World Resort, Universal Orlando Resort, and SeaWorld Orlando. This 102 square metre apartment accommodates up to five guests and features a private fenced garden with a hot tub, air conditioning, a fully equipped kitchen, and high-speed internet, with free parking for two cars and contactless self-check-in.
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.
9.6 135 reviews
Maitland, FL
27/06 – 04/07
SG$359/nighttotal: SG$2513 (7 )
Charming Heated Pool Home In Altamonte Springs
3 2
apartment , Altamonte Springs
This house is located in Altamonte Springs, just 5 kilometres from Altamonte Mall, Maitland Art Center, and Cranes Roost Park, making it easy to explore the area. Guests have consistently rated this property excellent for its location, cleanliness, and overall experience. The property is a 3-bedroom, 2-bathroom house with a floor area of 153 square metres, comfortably accommodating up to 6 guests. This family-friendly home offers a range of amenities including a swimming pool, terrace, garden, and parking, as well as a fully equipped kitchen and air conditioning for a comfortable stay.
8.6 4 reviews
Maitland, FL
10/09 – 14/09
SG$191/nighttotal: SG$764 (4 )
Tranquil Hideaway: 2-bedroom Retreat Near Mills/50
2 5
apartment , Orlando
This three-bedroom Colonialtown North apartment in Orlando, Florida, is situated 1.1 kilometres from Harry P. Leu Gardens and within a 3-5 kilometre radius of the Plaza Theatre and Orlando Museum of Art. The 3-bedroom property sleeps five guests and features a fully equipped kitchen, free Wi-Fi, a garden, and parking; nearby attractions include the Kia Centre and on-site barbecue facilities.