Best apartment offers in Maitland, FL

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Maitland, FL apartments
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72 Holiday apartments Maitland, FL

Best family friendly Maitland, FL Holiday Apartments and Self Catering Accommodations

Among the 72 accommodations in Maitland, FL, here are the 4 best family friendly holiday apartments

Winter Park Oasis - Maitland, FL
9.6 27 reviews

Winter Park Oasis

apartment, Winter Park
This two-bedroom house is located in Winter Park, just 2 kilometres from Kraft Azalea Gardens and Winter Park Village, offering easy access to shops, restaurants and cultural attractions. The house has received excellent user ratings, indicating a high level of satisfaction from previous guests.
The house can comfortably accommodate up to 4 guests and features a fully equipped kitchen, a garden, a patio and air conditioning. Guests can enjoy free Wi-Fi, a terrace and parking, making it an ideal choice for families or groups of friends looking for a relaxing and comfortable stay.
Winter Park Citrus Escape; Sleeps 8, Relaxing Pool, Family & Pet Friendly - Maitland, FL
9.0 32 reviews

Winter Park Citrus Escape; Sleeps 8, Relaxing Pool, Family & Pet Friendly

apartment, Goldenrod
This apartment is situated in Goldenrod, a neighbourhood in Winter Park, just 15-20 minutes from Orlando International Airport and 30-45 minutes from theme parks like Disney World, Universal Studios and SeaWorld. The property has received excellent user ratings, making it a popular choice for visitors to the area.
This home can accommodate up to eight guests, offering three bedrooms and two bathrooms. The property features a fully equipped kitchen, air conditioning, a swimming pool, and parking, as well as amenities like a ping pong table, foosball table, board games, and a screened-in covered back patio.
Temporary Living That Feels Like Home Where You Can Relax And Be Yourself. - Maitland, FL
10 151 reviews

Temporary Living That Feels Like Home Where You Can Relax And Be Yourself.

apartment, Maitland
This charming house is located in Maitland, just 3 kilometres from The Center of Winter Park Shopping Center, Winter Park Village, and RDV Sportsplex, offering easy access to local attractions and amenities. The property has received excellent user ratings, reflecting its high standard and comfortable living experience.
This spacious 144 square metre home can accommodate up to 6 guests and features 4 bedrooms and 2 bathrooms. The property boasts a private fenced yard with barbecue grills, a terrace/balcony, a tennis court, and a fully equipped kitchen with a fridge, microwave oven, and dishwasher, providing everything you need for a relaxing and enjoyable stay.
Downtown  Orlando Birdhouse - Maitland, FL
10 6 reviews

Downtown Orlando Birdhouse

apartment, Orlando
This Orlando studio flat is located in the Lawnsona-Fern Creek neighbourhood, a short walk from Lake Eola Park, Downtown Orlando, Thornton Park, and the Milk District, and approximately 40km from both Universal Orlando Resort and Walt Disney World.
The 28-square-metre self-catering apartment sleeps two guests and features air conditioning, Wi-Fi, and a modern interior, with easy access to local transport options including electric bikes and scooters.

Best Maitland, FL holiday apartments with a kitchen

Hip Orlando Studio Nearby Restaurants And Parks - Maitland, FL
No reviews

Hip Orlando Studio Nearby Restaurants And Parks

studio, Orlando
This Orlando studio apartment is situated in a district providing convenient access to downtown attractions, located 8.5 kilometres from Church Street Station and 8.7 kilometres from the Kia Centre.
This 46 square metre self-contained unit accommodates up to three guests, offering air conditioning, free Wi-Fi, a kitchenette with a microwave, and on-site garden facilities.
Mills House @Wp. Sleeps 10 Renovated. Queen Beds - Maitland, FL
9.5 240 reviews

Mills House @Wp. Sleeps 10 Renovated. Queen Beds

apartment, Fairview Shores
This Fairview Shores house, located minutes from Lake Eola and Park Avenue in Winter Park, offers easy access to Mills 50 and major highways, with Orlando's theme parks approximately 40km away.
Sleeping up to 11 guests, this three-bedroom property boasts a fully equipped kitchen, a Roku-enabled TV, a fenced backyard with BBQ, and free parking for 3-4 vehicles; a master suite includes an ensuite bathroom and washer-dryer.
Yania's Cozy Getaway - Maitland, FL
9.8 16 reviews

Yania's Cozy Getaway

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.
Mills 50 1br | Sleeps 4 | Workspace | Free Parking - Maitland, FL
10 4 reviews

Mills 50 1br | Sleeps 4 | Workspace | Free Parking

apartment, Orlando
This 1-bedroom flat is located in Orlando's Mills 50 arts district, a walkable area with murals and dining, and is a short drive to Downtown Orlando, AdventHealth, and entertainment venues like the Kia Centre, approximately 7.4 kilometres away.
This flat accommodates up to four guests with a queen bed and sofa bed, offering a spa-style bathroom with rainfall shower, a dedicated workspace with natural light, and is equipped with a fridge, freezer, microwave, air conditioning, and parking, with pets welcome.

Frequently asked questions about apartment rentals in Maitland, FL

  • What are the must-see attractions for a 2 days stay in Maitland, FL?

    For a two-day stay, you'd want to visit the Maitland Art Center, a beautiful museum with contemporary and traditional art. Also, the Wekiwa Springs State Park is great for a day of hiking and swimming. If you have time, the Maitland Historical Museum is well worth a visit.
  • What are the best apartments in Maitland, FL?

  • Which neighborhoods in Maitland, FL are best for renting an apartment?

    The most popular areas for apartment rentals are the Downtown Maitland area, close to the shops and restaurants, and the Lake Butler area, which is known for its beautiful lake views. Both areas have a good mix of apartments and townhouses.
  • What are the best apartments with a pool in Maitland, FL?

  • What are the top cultural and historical sites in Maitland, FL?

    The Maitland Art Center is a great place to experience local art and culture. The Maitland Historical Museum is a fascinating place to learn about the history of the city. And if you're interested in nature, the Wekiwa Springs State Park is a must-visit.
  • What are the best apartments with a jacuzzi in Maitland, FL?

  • What makes Maitland, FL unique or famous?

    Maitland is known for its charming downtown area, with many unique shops and restaurants. It's also known for its beautiful parks and lakes, and its proximity to the attractions of Orlando. The city has a strong arts and culture scene, as well as a diverse population.
  • What are the best apartments for families and kids in Maitland, FL?

  • Where can you find the best local markets and street food in Maitland, FL?

    The Maitland Farmers Market, held every Saturday morning, offers a wide variety of local produce, baked goods, and artisan crafts. For street food, the Maitland Food Truck Rally, held on the second Friday of every month, is a popular spot.
  • What are the best pet friendly apartments in Maitland, FL?

  • How is the public transportation system in Maitland, FL?

    Public transport in Maitland is provided by Lynx, the local bus service. It's not as extensive as in larger cities, but it can be helpful for getting around town. There are also ride-sharing services like Uber and Lyft available.
  • What are the best apartments with parking in Maitland, FL?

  • Which seasonal events or festivals should apartment renters look forward to in Maitland, FL?

    The city hosts several events throughout the year, including the Maitland Arts Festival in the spring, the Maitland Fall Festival in the autumn, and the Maitland Holiday Festival in December. These events are a great way to experience the local culture and meet new people.
  • What amenities are typically included in apartments in Maitland, FL?

    Amenities vary depending on the specific apartment complex. Common amenities include swimming pools, fitness centers, laundry facilities, and parking. Some apartments also offer features like pet-friendly policies, balconies, and central air conditioning.

Popular destinations

Best Maitland, FL holiday apartments with air conditioning

Traveler's Dream: Refresh & Recharge Poolside - Maitland, FL
9.2 13 reviews

Traveler's Dream: Refresh & Recharge Poolside

apartment, Casselberry
This Casselberry flat is conveniently located approximately 3.5 km from Secret Lake Park and 4.5 km from Red Bug Lake Park, offering easy access to outdoor recreation.
The one-bedroom, one-bathroom apartment sleeps two guests and features a private pool, free Wi-Fi, a fully equipped kitchen with fridge and microwave, a smart TV, and access to a community pool; Winter Park Village and Altamonte Mall are within a 10 km radius.
Modern Comfort: Mills/50 Hideaway - Maitland, FL
8.4 5 reviews

Modern Comfort: Mills/50 Hideaway

apartment, Orlando
This Orlando apartment, situated in the Colonialtown North district, is less than 1.1 kilometres from Harry P. Leu Gardens and within 3.2 kilometres of the Plaza Theatre.
The one-bedroom flat sleeps two guests and includes a kitchen with fridge and microwave, a washing machine, a garden, parking, and internet access; nearby attractions include the Orlando Museum of Art.
Cozy Private Apartment In Casselberry - Maitland, FL
10 2 reviews

Cozy Private Apartment In Casselberry

apartment, Casselberry
This Casselberry flat is situated in a quiet district, offering convenient access to Orlando's attractions, located 48 kilometres from Walt Disney World Resort and Orlando International Airport, 32 kilometres from Downtown Orlando, and 16 kilometres from Winter Park.
This two-bedroom flat, accommodating up to four guests, features a fully equipped kitchen with a fridge, freezer, and microwave, air conditioning, complimentary WiFi, and free on-site parking, with a private balcony for outdoor relaxation.
Modern Lake Eola Condo In The Heart Of Thornton Park - Maitland, FL
10 1 review

Modern Lake Eola Condo In The Heart Of Thornton Park

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.

Best pet-friendly Maitland, FL holiday apartments

Among the 72 accommodations in Maitland, FL, here are the 4 best pet friendly holiday apartments

2 Bdrm Penthouse With Billiards - Maitland, FL
9.9 9 reviews

2 Bdrm Penthouse With Billiards

apartment, Orlando
This Orlando penthouse apartment is situated in the city centre, less than 0.6km from various attractions and 14km from Orlando International Airport.
The 150 square metre dwelling boasts two bedrooms, two bathrooms, a fully equipped kitchen, in-unit laundry, a billiards table, free Wi-Fi, and accommodates up to seven guests.
Orlando Tropical Oasis - Maitland, FL
9.9 80 reviews

Orlando Tropical Oasis

apartment, Casselberry
This four-bedroom property is situated in Maitland, Florida, just a short drive from Orlando's attractions and Casselberry's local charm. The apartment has received excellent ratings for its location, cleanliness, and overall user experience.
The home comfortably accommodates eight guests, with two bathrooms and a well-equipped kitchen. Enjoy a relaxing stay with amenities including air conditioning, a private garden, a swimming pool, and parking.
Family & Pet Friendly (*Additional Pet Fee Will Apply), Charming Orlando Home! - Maitland, FL
10 283 reviews

Family & Pet Friendly (*Additional Pet Fee Will Apply), Charming Orlando Home!

apartment, Orlando
This charming three-bedroom cottage is located in a safe and peaceful neighbourhood just a short distance from Orlando's main attractions. The property consistently receives excellent ratings for its cleanliness, location, and overall guest experience.
The spacious 163 square metre dwelling can comfortably accommodate up to eight guests. It features a fully equipped kitchen, a zen garden, a private backyard with a pergola and a propane grill, as well as an Xbox for entertainment.
*Travel Themed Property With Backyard Oasis* - Maitland, FL
9.8 39 reviews

*Travel Themed Property With Backyard Oasis*

apartment, Casselberry
This six-bedroom apartment is located in Maitland, a suburb of Orlando, just 15 kilometres from Casselberry and within walking distance of a Walmart Supercenter and various restaurants. The apartment is rated excellent by previous guests and offers a comfortable and convenient base for exploring the many attractions of Orlando.
The apartment spans 232 square metres and comfortably accommodates up to 14 guests. It features a private pool, an outdoor kitchen, a fire pit, a game room, a travel-themed design, and a separate one-bedroom "Castaway Island" apartment.
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