Compare best Airbnb in Lake Mary, FL from 100+ providers!
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Best Vacation rentals and Airbnb offers in Lake Mary, FL
9.4 11 reviews
Lake Mary, FL
01/01 – 01/31
$90/nighttotal: $2700 (30 )
Traveler's Dream: Refresh & Recharge Poolside
1 2
apartment , Casselberry
This Casselberry apartment rental is conveniently located near Secret Lake Park (2.2 miles) and Red Bug Lake Park (2.8 miles), with easy access to Winter Park Village and Altamonte Mall (under 6 miles). This one-bedroom, one-bathroom unit sleeps two guests and features a private pool, free WiFi, a fully equipped kitchen with a refrigerator, microwave, and stovetop, a smart TV, and access to a community pool; nearby parks offer walking and jogging trails.
9.7 125 reviews
Lake Mary, FL
07/01 – 09/30
$126/nighttotal: $11466 (91 )
Beautiful & Sweet House Ready For Your Vacation!!!
1 1
apartment , Sanford
Apartment to rent for 5 guests with an excellent rating of 97% based on 125 reviews. You will be based in Sanford. Facilities and services include a fridge, air conditioning and a washing machine.
9.9 249 reviews
Lake Mary, FL
01/01 – 01/31
$110/nighttotal: $3300 (30 )
The Sanford Bokey Pokey
2 2
apartment , Sanford
This Sanford, Florida home rental is situated in the historic downtown district, steps from Sanford's numerous bars, restaurants, and shops. The two-bedroom, one-bathroom house features a fully equipped kitchen with a fridge, freezer, microwave, and dishwasher, a smart TV, and accommodates up to four guests.
9.9 124 reviews
Lake Mary, FL
07/01 – 07/18
$153/nighttotal: $2601 (17 )
Bright & Airy In Downtownsanford
1 3
apartment , Sanford
This apartment is in Sanford's historic downtown district, just steps from restaurants and a short drive from Orlando. It has excellent ratings for location, cleanliness, and user experience. The apartment has two bedrooms with king-size beds, a fully equipped kitchen, and a private garden, accommodating up to five guests. Amenities include a fitness center, parking, and a comfortable living space with modern features.
9.7 85 reviews
Lake Mary, FL
07/01 – 07/18
$124/nighttotal: $2108 (17 )
Cozy Poolside 2br Walkable, Perfect For Short Stay
1 3
house , Sanford
This Sanford guesthouse is located within walking distance of the historic downtown area, offering easy access to shops, restaurants, and attractions. The guesthouse has received excellent ratings for location, cleanliness, and overall user experience. This comfortable rental features two bedrooms and a cozy living area, perfect for a couple or small family. Guests can enjoy a private screened-in patio and pool area, a shared pool, a fully equipped coffee bar, and even rent a golf cart for exploring the city.
9.8 118 reviews
Lake Mary, FL
07/11 – 07/18
$175/nighttotal: $1225 (7 )
Charming Bungalow In Sanford's Historical District
3 4
apartment , Sanford
This vacation home in Sanford is conveniently located within a 10-minute walk of The Princess Theater, Wayne Dench Performing Arts Center, and Lake Monroe, making it easy to explore the city's cultural and scenic offerings. The home has consistently received excellent ratings for its location, cleanliness, and overall user experience. This 3-bedroom, 2-bathroom home spans 1090 square feet and offers comfortable accommodations for families or groups of friends. Guests can enjoy a fully equipped kitchen, a fitness center, a garden, and a terrace or balcony, along with convenient access to public transportation.
10 166 reviews
Lake Mary, FL
07/11 – 07/18
$252/nighttotal: $1764 (7 )
Florida Farmhouse - Sanford Historic District
5 4
apartment , Sanford
This 5-bedroom, 3-bathroom home is located in Sanford's Historic District, a five-minute walk from downtown and just minutes from the Sanford/Orlando International Airport. The apartment has excellent user, location, and cleanliness ratings. This spacious home has a large dining room, a fully equipped kitchen, a huge living room, and a loft, comfortably accommodating up to 16 guests. This pet-friendly apartment offers a Smart TV, Bluetooth sound system, a second television, a handicap ramp, a walk/roll in shower, a built-in bench, and a private garden.
9.8 37 reviews
Lake Mary, FL
01/01 – 01/31
$163/nighttotal: $4890 (30 )
The Springs -Townhouse In The Winter Springs
1 2
house , Winter Springs
This 2-bedroom, 1-bathroom townhouse in Winter Springs offers convenient access to Sanford Airport (15 minutes) and Orlando International Airport (35 minutes), with a nearby park and local attractions within reach. This family-friendly dwelling accommodates up to 4 guests and features air conditioning, internet, a fully equipped kitchen with a dishwasher, and two dedicated parking spaces, providing a comfortable stay for business or leisure.
9.2 7 reviews
Lake Mary, FL
07/01 – 07/18
$102/nighttotal: $1734 (17 )
Renovated Nature Cozy Walk To Mall Park Publix
1 3
house , Altamonte Springs
This Altamonte Springs villa is conveniently located within one mile of Altamonte Mall and Cranes Roost Park, and two miles from Sanlando Park. This one-bedroom, one-bathroom vacation rental offers in-unit laundry, high-speed Wi-Fi, a fitness center, and comfortably accommodates up to three guests.
10 1 review
Lake Mary, FL
01/01 – 01/31
$176/nighttotal: $5280 (30 )
North Orlando Family Home
4 2
apartment , Lake Mary
This Lake Mary apartment is conveniently located near the city center, offering easy access to shops, restaurants, and entertainment options. Guests consistently rate it excellent, highlighting its comfortable accommodations and desirable amenities. The spacious rental features 4 bedrooms and 3 bathrooms, accommodating up to 8 guests comfortably. It includes a swimming pool, a spa, a garden, and a terrace, providing ample opportunities for relaxation and enjoyment.
8.2 11 reviews
Lake Mary, FL
07/01 – 07/18
$113/nighttotal: $1921 (17 )
Nice House Just Block Away From Sanford Downtown
2 3
apartment , Sanford
This Sanford house is located just 10 minutes from downtown and 5 miles from Orlando Sanford International Airport, making it a convenient base for exploring the area. Travelers have rated this home as very good, and it's well-suited for families or groups. This two-bedroom, one-bathroom home comfortably accommodates four guests and offers 850 square feet of space. The house features a fully equipped kitchen, air conditioning, a jacuzzi, and internet access, ensuring a comfortable and enjoyable stay.
9.9 27 reviews
Lake Mary, FL
01/01 – 01/31
$210/nighttotal: $6300 (30 )
Tranquil House In Lake Mary
1 2
apartment , Lake Mary
This Lake Mary rental condo offers a peaceful residential setting with backyard trees, located less than an hour from major Orlando attractions like Walt Disney World and Universal Orlando Resort, and within a 10-minute drive of grocery stores and restaurants. This spacious 4-bedroom, 2-bathroom condo accommodates up to 10 guests with a full kitchen including a fridge, freezer, microwave, and dishwasher, air conditioning, internet, parking, and an outdoor dining gazebo, making it an ideal base for exploring the wider Orlando area.
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.
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.
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.
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.
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
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.
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.
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.
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.
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.
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.
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.
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.
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.
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.
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.
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.