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Lake Mary, FL vacation rentals
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Best Vacation rentals and Airbnb offers in Lake Mary, FL

Top Vacation Rentals for Families in Lake Mary, FL

Make family travel to Lake Mary, FL seamless with spacious vacation rentals located just minutes from top city attractions.

House Of Blues-3 Bedrooms+gameroom - Lake Mary, FL
9.0 17 reviews
Lake Mary, FL
07/26 – 08/26
$160/nighttotal: $4960 (31 )

House Of Blues-3 Bedrooms+gameroom

3 2
house , Casselberry
This Casselberry vacation home, located approximately 12 miles from both Addition Financial Arena and Spectrum Stadium in Orlando, offers easy access to major attractions.
The 1300-square-foot property features three bedrooms, two bathrooms, a game room, and accommodates up to 15 guests, complete with a fully equipped kitchen, tennis court, and free Wi-Fi.
Sanford's Seahaven | Close To Downtown & The Lake - Lake Mary, FL
9.9 109 reviews
Lake Mary, FL
06/23 – 08/28
$240/nighttotal: $15840 (66 )

Sanford's Seahaven | Close To Downtown & The Lake

1 4
apartment , Sanford
This charming house is just a couple of blocks from the Sanford waterfront and a short 5-minute walk from the Sanford Center, offering easy access to restaurants, shops, and activities. The property consistently receives excellent ratings for its location, cleanliness, and overall guest experience.
The home features four bedrooms and two bathrooms, comfortably accommodating up to eight guests. Amenities include a fully equipped kitchen, a spacious backyard with a fenced area for pets, and a private garage for secure parking.
Family And Pet Friendly Home Away From Home - Lake Mary, FL
10 48 reviews
Lake Mary, FL
07/26 – 08/26
$161/nighttotal: $4991 (31 )

Family And Pet Friendly Home Away From Home

1 2
apartment , Longwood
This Longwood apartment is conveniently located near Seminole Trail, parks, and the SunRail station, making it easy to explore the area and access beaches and attractions like Disney and Universal Studios within a 30-45 minute drive. The property enjoys excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay.
This spacious 3-bedroom, 2-bathroom home comfortably accommodates up to 9 guests. Enjoy amenities like a private fenced yard, screened patio, dedicated office space, a mini heated inground spa/pool, and a fully equipped kitchen with a fridge, freezer, microwave oven, and dishwasher.
Upscale 1br Apartment Home - Lake Mary, FL
Lake Mary, FL
07/26 – 08/26
$96/nighttotal: $2976 (31 )

Upscale 1br Apartment Home

1 2
apartment , Winter Springs
This one-bedroom, one-bathroom condo is located in Winter Springs, a community northeast of Orlando, offering convenient access to shopping, dining, Trotwood Park, and major roadways, with Lake Jesup a short drive away.
This 8,220 sq ft dwelling accommodates up to two guests and features a fully equipped kitchen, a dedicated workspace, air conditioning, parking, and walk-up access, with community amenities like a pool, sundeck, fitness center, and tennis court nearby.

Best Lake Mary, FL vacation rentals with parking

The Tiny Cottage In The Springs/ Central Fl - Lake Mary, FL
9.0 38 reviews
Lake Mary, FL
08/11 – 08/12
$201/nightfor 1 night

The Tiny Cottage In The Springs/ Central Fl

2 2
chalet , Altamonte Springs
The Tiny Cottage in the Springs/ Central FL is located in Orlando, just 12 miles from Church Street Station and 12 miles from Amway Center, offering easy access to both Altamonte Springs and Orlando's attractions. This charming cottage boasts excellent user, location, and cleanliness ratings, making it a comfortable choice for your stay. The 500-square-foot cottage comfortably sleeps nine guests in its two bedrooms and one bathroom. Enjoy a private entrance, outdoor dining, a fully equipped kitchen, free parking, Wi-Fi, a garden, a balcony, and a complimentary American breakfast.
Fully Renovated Home In Lake Mary - Lake Mary, FL
9.9 116 reviews
Lake Mary, FL
07/26 – 08/26
$297/nighttotal: $9207 (31 )

Fully Renovated Home In Lake Mary

5 2
apartment , Lake Mary
This Lake Mary vacation home is located just half a mile from the Lake Mary Farmer's Market and within a short drive of Mayfair Country Club and Greenwood Lakes Park, offering a peaceful escape from the hustle and bustle of city life. The property has earned excellent ratings for location, cleanliness, and user experience.
This five-bedroom home comfortably accommodates up to nine guests. It offers modern amenities, including a fully equipped kitchen, a spacious garden, a terrace, and free Wi-Fi, ensuring a comfortable and enjoyable stay.
Upscale 1br Apartment Home - Lake Mary, FL
Lake Mary, FL
07/26 – 08/26
$107/nighttotal: $3317 (31 )

Upscale 1br Apartment Home

1 2
apartment , Winter Springs
This 1-bedroom rental is situated in Orlando, approximately 13-14 miles from Kia Center, Church Street Station, Spectrum Stadium, and Addition Financial Arena, with Orlando Sanford International Airport just over 8 miles away.
This spacious 8220 sq ft apartment accommodates up to 3 guests and features a separate bedroom and living room, a fully equipped kitchen with a dishwasher and oven, free WiFi, and private parking.
Spacious And Relaxing  Home - North Of Orlando In Longwood, Florida - Lake Mary, FL
9.3 133 reviews
Lake Mary, FL
11/14 – 11/16
$464/nighttotal: $928 (2 )

Spacious And Relaxing Home - North Of Orlando In Longwood, Florida

5 2
apartment , Longwood
This Longwood home is located in a peaceful neighborhood, just a short walk from downtown Longwood and the Commuter Station (Sunrail), and is 20 minutes from Orlando. It has consistently received excellent ratings for user experience, location, and cleanliness.
The 5-bedroom, 4-bathroom home offers 1840 square feet of space and can comfortably accommodate up to 10 guests. Amenities include a fully equipped kitchen, air conditioning, a Jacuzzi, a garden, a spa, parking, and internet access.

Frequently Asked Questions about vacation rentals in Lake Mary, FL

  • What are the top family-friendly attractions in Lake Mary, FL?

    The Wekiva Island is a great place to spend a day with the family. You can rent kayaks and canoes, go for a swim, or just relax on the beach. The Central Florida Zoo & Botanical Gardens is another great option, with a variety of animals and plants to see.
  • What are the best Airbnb and vacation rentals in Lake Mary, FL?

  • When is the best time to book a vacation rental in Lake Mary, FL?

    The best time to book a vacation rental in Lake Mary is during the spring or fall, when the weather is mild and there are fewer crowds. If you're looking for a more budget-friendly option, you can book during the off-season.
  • What are the most popular Airbnbs in Lake Mary, FL?

  • What events or festivals should visitors check out in and around Lake Mary, FL?

    The Lake Mary Farmers Market is a great place to find fresh produce, local crafts, and live music. The annual Lake Mary Christmas Parade is a festive event that's fun for the whole family. If you're looking for a more unique experience, check out the annual Seminole State College Fine Arts Festival.
  • What are the best vacation rentals with a pool in Lake Mary, FL?

  • What are the best budget-friendly activities in Lake Mary, FL?

    Take a walk or bike ride along the scenic Lake Mary trails. Visit the Lake Mary Public Library, which has free events and programs throughout the year. Grab a picnic lunch and enjoy a day at the Lake Mary Scenic Park.
  • What are the best rentals for families and kids in Lake Mary, FL?

  • What are the best restaurants with local dishes in Lake Mary, FL?

    For a taste of Florida, try The Boathouse Restaurant, which is known for its fresh seafood. If you're looking for something a bit more casual, check out the Dixie Crossroads, which serves up classic Southern comfort food.
  • What are the best rentals or Airbnbs with a jacuzzi in Lake Mary, FL?

  • What are the best walking or cycling routes in Lake Mary, FL?

    The Lake Mary Loop is a great option for a scenic walk or bike ride. It's a 4.5-mile loop that goes around the lake and through some beautiful parks. If you're looking for a more challenging ride, try the Wekiva River Trail, which is a 22-mile paved trail that follows the Wekiva River.
  • Are there pet-friendly attractions in Lake Mary, FL?

    Yes, there are several pet-friendly attractions in Lake Mary. The Lake Mary Scenic Park is a great place to take your dog for a walk. Many of the restaurants in the area also have outdoor patios that are pet-friendly.
  • What are the benefits of choosing a vacation rental in Lake Mary, FL?

    Vacation rentals offer more space and privacy than a hotel room. They also often come with amenities that you wouldn't find in a hotel, such as a kitchen and laundry facilities. And you can often find vacation rentals that are located in more desirable neighborhoods than hotels.
  • What are the top sports attractions and facilities in Lake Mary, FL?

    Lake Mary is home to the Seminole State College Athletics program, which offers a variety of sports, including baseball, softball, and basketball. The city also has several public parks with sports fields, including the Lake Mary Scenic Park and the Heathrow Park.

Destinations nearby

Best Vacation Rentals with Balconies in Lake Mary, FL

Enjoy your own private terrace with city skyline views at these vacation rentals in Lake Mary, FL.

Home Sweet Home - Lake Mary, FL
9.2 29 reviews
Lake Mary, FL
08/11 – 08/12
$344/nightfor 1 night

Home Sweet Home

3 2
apartment , Sanford
This 3-bedroom apartment is located in Sanford, just a short drive from Sanford Airport, Boombah Sport Complex, Sanford Zoo, and Downtown Sanford. It has received excellent user ratings, making it a popular choice for travelers.
This spacious rental comfortably accommodates up to 5 guests with its 3 bedrooms and 2 bathrooms. Enjoy modern amenities like a fully equipped kitchen, air conditioning, a Jacuzzi, and parking, making your stay in Sanford both comfortable and convenient.
Cozy Historic Home With 2 King Size Beds In Sanford - Lake Mary, FL
9.8 27 reviews
Lake Mary, FL
07/26 – 08/26
$324/nighttotal: $10044 (31 )

Cozy Historic Home With 2 King Size Beds In Sanford

4 2
apartment , Sanford
This Sanford vacation rental is located in the downtown area, just a short walk from The Princess Theater, Wayne Dench Performing Arts Center, and Historic Downtown Sanford. It has received excellent ratings from previous guests.
This four-bedroom, four-bathroom home offers 1960 square feet of space, comfortably accommodating up to 10 guests. The home features modern amenities, including air conditioning, a spa, and internet access, as well as easy access to Lake Monroe for fishing and boating.
Water Lovers Retreat - Lake Mary, FL
10 178 reviews
Lake Mary, FL
11/14 – 11/16
$337/nighttotal: $674 (2 )

Water Lovers Retreat

1 2
houseboat , DeBary
This houseboat in Sanford, Florida, is located just a short distance from Black Bear Wilderness Area, Central Florida Zoo & Botanical Gardens, and Lake Monroe, offering a peaceful escape from the city while still being close to attractions. Guests have consistently rated this boat as excellent for cleanliness, location, and overall experience.
This floating home has one bedroom and one bathroom, comfortably accommodating up to five guests. Guests can enjoy amenities like a swimming pool, barbecue grills, a garden, and laundry facilities, making this a great option for a relaxing family vacation.
The Farm House - Lake Mary, FL
8.8 17 reviews
Lake Mary, FL
11/14 – 11/16
$344/nighttotal: $688 (2 )

The Farm House

4 2
house , Sanford
This Sanford vacation rental is conveniently located just 18 miles from Spectrum Stadium and 21 miles from Church Street Station, offering easy access to Orlando's attractions while providing a peaceful escape in a quiet neighborhood. The home has received very good user ratings, an excellent location rating, and a good cleanliness rating.
This spacious 5-bedroom, 4-bathroom home can comfortably accommodate up to 6 guests and features a fully equipped kitchen, a relaxing terrace with garden views, private parking, and complimentary Wi-Fi. Enjoy the convenience of air conditioning and a private outdoor space to relax and unwind after a day of exploring the area.

Our Favorite Pet-Friendly Vacation Rentals in Lake Mary, FL

Travel with ease to Lake Mary, FL with pet-friendly rentals located near local dog parks and scenic city walks.

Modern House With Sauna And Fenced Yard - Lake Mary, FL
9.9 112 reviews
Lake Mary, FL
06/23 – 08/28
$208/nighttotal: $13728 (66 )

Modern House With Sauna And Fenced Yard

1 4
apartment , Sanford
This Sanford house rental boasts a prime location, just 12 blocks from Downtown Sanford, 4 blocks from the Historic Venue 1902, and a 15-minute drive from the Boombah Sports Complex.
The three-bedroom, two-bathroom home sleeps six, features a fully equipped modern kitchen, spacious living area with large TV, private backyard with patio and sauna, and a two-car garage.
Landing | Incredible 1bd, Courtyard, Gym - Lake Mary, FL
10 2 reviews
Lake Mary, FL
06/22 – 08/03
$163/nighttotal: $6846 (42 )

Landing | Incredible 1bd, Courtyard, Gym

1 1
apartment , Sanford
The Henry apartments in Sanford, Florida offer a one-bedroom, one-bathroom furnished unit perfect for two guests, complete with a fully equipped kitchen, high-speed internet, and a smart TV.
This Sanford rental boasts modern appliances, a work-from-home space, and access to local attractions (distances unspecified), providing a comfortable and convenient stay.
Alderwood Lake House Sanford/orlando Near Sfb - Lake Mary, FL
9.7 253 reviews
Lake Mary, FL
11/14 – 11/16
$302/nighttotal: $604 (2 )

Alderwood Lake House Sanford/orlando Near Sfb

3 2
apartment , Sanford
This waterfront vacation home is located in Sanford, just a short drive from popular attractions like the Lake Mary Farmer's Market, Spring Hammock Preserve, and Mayfair Country Club. The home has received excellent ratings for its location, cleanliness, and overall experience.
The 3-bedroom vacation rental offers 1300 square feet of comfortable living space. Guests can enjoy modern amenities, a fully equipped kitchen, a relaxing terrace, and a spacious garden, perfect for enjoying the beautiful Sanford weather.
The Blue Aztec - Lake Mary, FL
10 14 reviews
Lake Mary, FL
08/11 – 08/12
$175/nightfor 1 night

The Blue Aztec

1 2
apartment , Sanford
This downtown Sanford apartment offers immediate access to Sanford Avenue's shops and dining, with attractions like the River Ship Romance boat tours and Wekiwa Springs State Park within a short drive.
This 500 square foot, one-bedroom, one-bathroom rental accommodates two guests and features air conditioning, a kitchen with a fridge and microwave, and allows pets.
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