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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.

Tranquil 3-bedroom House In Sanford With Ac, Wifi - Lake Mary, FL
9.8 27 reviews
Lake Mary, FL
07/11 – 07/18
$216/nighttotal: $1512 (7 )

Tranquil 3-bedroom House In Sanford With Ac, Wifi

3 4
apartment , Sanford
This Sanford vacation home, situated in a golf cart community near downtown, offers easy access to Sanford Airport and downtown (5 minutes), New Smyrna and Daytona Beaches (30 minutes), and Orlando International Airport and theme parks (40 minutes).
The three-bedroom, one-bathroom house sleeps six, features a king, queen, and full bed, a full kitchen with fridge, microwave, and dishwasher, a yard, covered breezeway, and on-site parking, plus amenities like Wi-Fi, AC, and a washer.
Clear Lake Front Home Near Orlando / Sanford Sfb Boombah - Lake Mary, FL
10 52 reviews
Lake Mary, FL
01/01 – 01/31
$183/nighttotal: $5490 (30 )

Clear Lake Front Home Near Orlando / Sanford Sfb Boombah

3 2
apartment , Sanford
This 3-bedroom vacation rental is located on beautiful Clear Lake in Sanford, just a short 10-minute drive from Sanford International Airport. It boasts excellent user ratings and is perfect for families or groups looking for a comfortable and relaxing stay. This vacation home offers 1600 square feet of space and comfortably accommodates up to 7 guests. Amenities include a fully equipped kitchen, air conditioning, a private garden, and direct lake access for fishing, kayaking, and other water activities.
Peaceful Family Retreat-centrally Located For Attraction Options! - Lake Mary, FL
9.4 9 reviews
Lake Mary, FL
01/01 – 01/31
$308/nighttotal: $9240 (30 )

Peaceful Family Retreat-centrally Located For Attraction Options!

3 2
apartment , Lake Mary
This Longwood vacation home is conveniently located near Lake Mary attractions, within 3 miles of Big Tree Park, Boombah-Soldiers Creek Park, and the Lake Mary Farmer's Market, and 2.7 miles from Greenwood Lakes Park.
This 1300-square-foot house features three bedrooms, two bathrooms, sleeps eight guests, and includes a fully equipped kitchen, free Wi-Fi, a fitness center, and a relaxing garden with barbecue grills.
2br With Resort-style Amenities - Lake Mary, FL
Lake Mary, FL
01/01 – 01/31
$144/nighttotal: $4320 (30 )

2br With Resort-style Amenities

2 2
apartment , Winter Springs
This 2-bedroom, 2-bathroom apartment in Winter Springs, Seminole County, is located northeast of Orlando, offering convenient access to shopping, dining, parks, and major roadways, with Lake Jesup and Trotwood Park nearby.
This 8,220 square foot residence accommodates up to 4 guests and features a fully equipped kitchen, air conditioning, internet, and community amenities including a pool, fitness center, and tennis court, with Wekiwa Springs State Park just a short drive away.

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
01/01 – 01/31
$123/nighttotal: $3690 (30 )

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.
Florida Vacation With Pool Fun For Families - Lake Mary, FL
9.4 42 reviews
Lake Mary, FL
01/01 – 01/31
$151/nighttotal: $4530 (30 )

Florida Vacation With Pool Fun For Families

4 2
apartment , Casselberry
This Casselberry vacation rental is conveniently located just 3 miles from Altamonte Mall and within 6 miles of several popular parks and attractions. The property has received excellent ratings for location, cleanliness, and overall user experience.
This 3-bedroom home comfortably accommodates up to 7 guests. Amenities include a private pool, a garden with barbecue grills, free Wi-Fi, a fully equipped kitchen, and a smoke-free environment. Enjoy a relaxing stay with easy access to shopping, dining, and entertainment options.
Downtown Duplex A Amazing Location - Lake Mary, FL
8.0 1 review
Lake Mary, FL
07/01 – 09/30
$152/nighttotal: $13832 (91 )

Downtown Duplex A Amazing Location

1 1
apartment , Sanford
This Sanford, Florida vacation rental is conveniently located within walking distance of Fort Mellon Park and the Sanford Museum, offering easy access to Sanford's cultural attractions.
The one-bedroom, one-bathroom apartment sleeps two guests and features a fully equipped kitchen, private garden, on-site parking, Wi-Fi, and air conditioning.
Enjoy Your Stay In Our Cozy 2 Bedroom 1 Bath Guest Suite.newly Renovated Space - Lake Mary, FL
10 1 review
Lake Mary, FL
07/01 – 07/18
$169/nighttotal: $2873 (17 )

Enjoy Your Stay In Our Cozy 2 Bedroom 1 Bath Guest Suite.newly Renovated Space

2 3
apartment , Altamonte Springs
This 2-bedroom, 1-bathroom Altamonte Springs condo is centrally located, offering a 10-mile drive to downtown Orlando, a 20-mile drive to Universal Studios, and a 35-mile drive to the east coast beaches, with Winter Park's dining and boutiques nearby.
This pet-friendly rental includes a swimming pool, jacuzzi, and parking, and is equipped with air conditioning, internet, and a kitchen featuring a fridge, microwave, and dishwasher, accommodating up to 4 guests with a 11:00 AM check-out.

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.

Lakefront Sanford Home W/ Community Pool - Lake Mary, FL
Lake Mary, FL
01/01 – 01/31
$221/nighttotal: $6630 (30 )

Lakefront Sanford Home W/ Community Pool

2 2
house , Sanford
This house in Sanford's Lake Mary district is located on the lakefront, offering picturesque views and convenient access, situated 16 miles from Spectrum Stadium and Addition Financial Arena, and 18 miles from Kia Center.
This 990-square-foot vacation home accommodates up to 7 guests with 2 bedrooms, a fully equipped kitchen, air conditioning, and high-speed WiFi, plus access to a community swimming pool and a tennis court.
Paradise In A Country Setting 1100 Sq Ft Apartment - Lake Mary, FL
9.3 14 reviews
Lake Mary, FL
01/01 – 01/31
$159/nighttotal: $4770 (30 )

Paradise In A Country Setting 1100 Sq Ft Apartment

1 2
apartment , Lake Mary
This Lake Mary apartment rental is conveniently located 4.3 miles from Orlando Sanford International Airport, 17 miles from both Church Street Station and Addition Financial Arena.
The 1100-square-foot unit features one bedroom, one bathroom, sleeps seven guests, and includes a private pool, terrace, and free Wi-Fi.
Walk To Historic Dtwn: Sanford Home W/ Gas Grill! - Lake Mary, FL
9.7 4 reviews
Lake Mary, FL
01/01 – 01/31
$209/nighttotal: $6270 (30 )

Walk To Historic Dtwn: Sanford Home W/ Gas Grill!

2 2
house , Sanford
This Sanford vacation home is located 1.9 miles from Orlando Sanford International Airport and within walking distance of historic downtown Sanford, offering easy access to local attractions and amenities.
This 1,430-square-foot house features two bedrooms, two bathrooms, sleeps eleven guests, and includes a fully equipped kitchen, free Wi-Fi, cable TV, on-site parking, and free bicycle use.
Walk Into Tropical Paradise - Pool - Gym - Hot Tub - Lake Mary, FL
9.2 20 reviews
Lake Mary, FL
01/01 – 01/31
$561/nighttotal: $16830 (30 )

Walk Into Tropical Paradise - Pool - Gym - Hot Tub

4 2
apartment , Altamonte Springs
This Altamonte Springs vacation home, near I-4, offers easy access to Orlando's theme parks and Altamonte Springs' shopping and dining.
This four-bedroom, two-bathroom rental boasts a private backyard oasis with a pool, hot tub, waterfalls, mini golf, and yard games, accommodating up to nine guests and featuring a fully equipped kitchen, home gym, and multiple large TVs.

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.

Cozy Countryside Studio Near Sanford - 1 Br, 1ba - Lake Mary, FL
9.6 5 reviews
Lake Mary, FL
01/01 – 01/31
$82/nighttotal: $2460 (30 )

Cozy Countryside Studio Near Sanford - 1 Br, 1ba

1 2
studio , Sanford
This charming studio apartment in Sanford is conveniently located just a short drive from Lake Jesup and Spring Hammock Preserve, offering easy access to outdoor activities and natural beauty. The studio consistently receives excellent user ratings, making it a popular choice for travelers.
This cozy studio is perfect for couples or solo travelers, offering 450 square feet of comfortable living space. The studio comes equipped with modern amenities including a fully equipped kitchen, laundry facilities, and a private outdoor space with a BBQ grill, ensuring a comfortable and enjoyable stay.
Modern 2br Stay In Prime Location - Lake Mary, FL
Lake Mary, FL
01/01 – 01/31
$120/nighttotal: $3600 (30 )

Modern 2br Stay In Prime Location

2 2
apartment , Winter Springs
This 2-bedroom, 2-bathroom condo in Winter Springs is located approximately 13 miles from downtown Orlando attractions like the Kia Center and Camping World Stadium, with Orlando Sanford International Airport just 8.1 miles away.
This 8,220 square foot rental accommodates up to 7 guests and features a fully equipped kitchen, air conditioning, complimentary Wi-Fi, and free private parking, with a fitness center and pool available on-site.
New House With Retro Vibes | 4 Blocks To Downtown - Lake Mary, FL
9.9 122 reviews
Lake Mary, FL
07/11 – 07/18
$203/nighttotal: $1421 (7 )

New House With Retro Vibes | 4 Blocks To Downtown

3 4
apartment , Sanford
This Sanford apartment is located in a quiet residential area, just a short walk from downtown restaurants and breweries, and a 15-minute stroll from the waterfront. It's received excellent ratings for cleanliness, location, and overall user experience.
The apartment features a spacious open layout, comfortably accommodating up to six guests with its three bedrooms and two bathrooms. Enjoy modern conveniences like air conditioning, a fully equipped kitchen, and a private garden, along with driveway parking for three cars.
Bright & Comfy 2br Home Away - Lake Mary, FL
Lake Mary, FL
01/01 – 01/31
$119/nighttotal: $3570 (30 )

Bright & Comfy 2br Home Away

1 2
apartment , Winter Springs
This Orlando apartment is situated in Winter Springs, approximately 13-14 miles from downtown landmarks like the Kia Center and Camping World Stadium, with Orlando Sanford International Airport just over 8 miles away.
This 8,220 square foot rental offers 1 bedroom, 2 bathrooms, and accommodates up to 7 guests with amenities including a full kitchen with a dishwasher and oven, in-unit laundry, WiFi, and private parking, all within proximity to attractions like the Holy Land Experience and Florida Mall.
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