Vacation rentals in Lake Mary

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Top-rated vacation rentals in Lake Mary

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Guest favorite
Two red kayaks are positioned on a tree trunk beside a peaceful lake, reflecting blue skies and lush greenery. A covered patio area is visible, alongside a hot tub, creating an inviting space for relaxation by the water.
Home in Lake Mary
4.85 out of 5 average rating, 355 reviews

Independent Unique Lake guest house/kayaks/jacuzzy

Independent Guest house with a beautiful lake where you can have unlimited kayaking use during your stay as option(2 kayaks). Property is at lake Mary across Country club, close to Sanford, Boombah Sports, Orlando Fl, walking distance to windixie super market, downtown Lake Mary, dunking donuts , near Orlando Sanford International Airport. Walk to many restaurants and entertainment, 30 min to Daytona Beach. Near Wekiva springs. To go to Disney or Universal, we have easy access to I-4 and 4-17.

Top guest favorite
A screened wrap-around porch offers views of the lake, with sunlight casting striped shadows on the floor. Two lounge chairs are positioned for relaxation, while a colorful playpen is set against the railing. Decorative surfboards are mounted on the walls, enhancing the space's charm.
Cottage in Sanford
4.98 out of 5 average rating, 243 reviews

Lakefront,Sanford airport, Boombah, Venue 1902,UCF

The lake front cottage is located on a private estate 1 mile south of Sanford airport, 4 miles to Sanford historic district, and 3 miles from Boombha Sports Complex. This cottage has a Fully equipped kitchen, light bright liv/din area, screened wrap around porch. Perfect spot for your next family vacation or weekend get away. While staying at the cottage you are welcome to enjoy our paddle boards and kayaks. Also catch and release fishing. No pets. Discounts for non-refundable cancellations.

Guest favorite
A compact kitchen area features modern black cabinetry and a wooden countertop. A stainless steel sink is visible, along with neatly arranged kitchen items. Stairs lead to a private sleeping area, illuminated by warm lighting, and a framed artwork is displayed on the wall.
Boat in Sanford
4.91 out of 5 average rating, 355 reviews

Unique Concrete House Boat! No cleaning fees!

This ferrocement boat Later Gator was made in Sweden in 1973. That’s right! It’s made of concrete! The boat circumnavigated the globe twice before eventually ending up here in sunny Sanford FL. We spent 2 years completely renovating everything and tried to leave as much of the boat’s original personality intact while adding modern amenities. Restaurant/bar, pool, laundry facilities, showers and restrooms, diner, and marina store all on site, and downtown historic Sanford and river walk close by.

Superhost
A historic home is showcased from the front, highlighting its green exterior and large porch. Colorful landscaping features vibrant flowers and lush greenery, providing an inviting entrance. A paved walkway leads to the porch, surrounded by trees offering shade.
Home in Sanford
4.81 out of 5 average rating, 241 reviews

Dr. Strickland Home, Sanford Business District

This beautiful historic home has a unique history and is located in the heart of downtown Sanford. Please note, this home is NOT in a residential neighborhood. Centrally located between Daytona Beach and Orlando/Disney. Nearby are the Central Florida Zoo, Seminole Sports Complex, Civic Center, & numerous family-owned restaurants and watering holes, even lakefront dining! Minutes from the Orlando-Sanford Airport, (SFB), Amtrak Autotrain, I-4, & the Sunrail. There is also a free local trolley!

Top guest favorite
The exterior of a newly built home is displayed, featuring a modern design with a stone accent wall and large windows. The front porch is covered, providing an inviting entrance. A grassy area surrounds the home, with trees in the background enhancing the natural setting.
Home in Sanford
4.99 out of 5 average rating, 104 reviews

Sanford Get Away Casa

The whole group will be comfortable in this spacious and newly built home in downtown historic Sanford, FL. Less than 10 minutes to the Sanford International Airport, this 3 BR, 2 BA, new stylish contemporary home is loaded with amenities to help make your stay enjoyable at Sanford Get Away Casa. All bedrooms have TVs, including family room and gaming room/office, which can be shut off from other rooms for a quiet space. Kitchen, family and dining rooms are an open space, great for entertaining.

Top guest favorite
The exterior of the home features a welcoming front entrance with a gray door and arched window. The pathway is lined with colorful foliage, and tropical plants surround the entrance. A lamp post stands at the forefront, providing soft illumination amidst the lush greenery.
Home in Sanford
4.97 out of 5 average rating, 277 reviews

Clean, cozy home in a GREAT location

This clean, comfortable home is in a peaceful neighborhood and centrally located to everything you may wish to enjoy while on your Central Florida vacation. Literally two to three minutes away from I-4, highway 417 and a multitude of shopping and dining options. Universal Studios, Sea World and Daytona International Speedway are all within about 40 minutes, while Disney World and Kennedy Space Center are about 50 - 60 minutes. Also easy access to Sanford and Orlando International Airports.

Guest favorite
A spacious outdoor deck is presented with several seating options, including lounge chairs and a dining table. Lush greenery surrounds the area, with a golf course visible in the distance under a bright blue sky scattered with clouds.
Bungalow in Sanford
4.91 out of 5 average rating, 140 reviews

The Golf-view House (Entire House, King bedroom)

This 2/1.5 house is private, clean, and cozy. The open kitchen features stainless steel appliances and provides all necessary cooking wares. The spacious dining/livingroom area receives enough sunlights through the picture windows. Enjoy beautiful golf course view while sitting at the dining table and/or on the humongous outside deck. There is an outdoor dining area and grill on the deck. The house is within 45 minutes from theme parks (Disney & Universal) and beaches (Daytona/New Smyrna).

Guest favorite
A well-manicured pathway leads to the studio, surrounded by lush greenery and colorful plants. Visible are large windows framed by white curtains, providing a view of the scenic lake. A patio with a red umbrella and a picnic table is accessible for outdoor relaxation.
Guesthouse in Lake Mary
4.91 out of 5 average rating, 124 reviews

Nature Unique lake view Tiny Guest studio

Tiny Guest house studio with separate entrance for privacy and amazing Lake view. Unlimited rental of 2 Blue kayaks included during stay!! Walking distace from windixie supermarket, downtown lake Mary, restaurants, shopping centers, entertainment and dunking Donuts. Common areas outside studio are shared. Property is at lake Mary across Country club, close to Sanford, Boombah Sports, Orlando Fl. 30 min to Daytona Beach. Near Wekiva springs. To go to Disney, easy access to I-4 and 4-17.

Top guest favorite
A screened-in pool area features a clear blue pool surrounded by landscaped greenery. A stone waterfall adds a natural touch, complemented by decorative plants and a Zen-inspired statue. Sunlight filters through the trees, enhancing the tranquil ambiance.
Home in Longwood
4.96 out of 5 average rating, 114 reviews

Relaxing 3-Bedroom Pool Getaway

This is a 3-bedroom 2-bath home, bathroom in the main bedroom connects directly to the pool. Accommodates comfortably up to 6 people. We have a wide range of amenities including wifi, TV, covered pool, fully equipped kitchen, and more! This is located in a quiet neighborhood located 30 minutes from Universal Studios, Sea World, and Disney World. The home comes with pool toys, board games, a space for an outdoor bar! The outdoor space is enclosed to keep out mosquitos and other pests.

Top guest favorite
A bright outdoor lounge area is furnished with comfortable wicker sofas, set against a backdrop of large windows overlooking a shared saltwater pool. A colorful area rug adds vibrancy, while a ceiling fan circulates air within the space.
Guest suite in Lake Mary
4.96 out of 5 average rating, 378 reviews

Stylish & spa like Getaway - peaceful garden suite

Relax and unwind from your busy life in this serene and quiet getaway. We are located 5 minutes to shopping and dining in downtown Lake Mary in a beautiful and safe neighborhood. Enjoy the solar heated saltwater pool and the comfy outdoor lounge area, Enjoy the backyard with its mature trees and tropical flowers. The indoors come with a luxury and modern wellness bathroom. Soak in the oversized jetted tub or reenergize in the stylish rainfall shower with inbuilt bench and mood lighting.

Top guest favorite
A serene view of Lake Mary is framed by a large tree and a white post. The sky transitions into vibrant hues as the sun sets, reflecting softly on the water's surface. A lamp illuminates the foreground, enhancing the peaceful lakeside atmosphere.
Guesthouse in Lake Mary
4.96 out of 5 average rating, 136 reviews

Sunset Cottage in Lake Mary, Florida

Located on beautiful Lake Mary, this completely renovated studio sized guest house offers beautiful sunsets over the lake from a private patio. A comfortable queen bed, stylish sitting area and fully stocked kitchenette make for a wonderful stay in the Lake Mary- Sanford area. Minutes from the Sanford airport, close to the Sunrail station and 45 minutes to either Disney World or the beach. Our guest cottage is a perfect place to visit. Please note: The cottage is lakeview only.

Top guest favorite
A treehouse is illuminated by warm string lights, nestled among large branches under a deep blue sky. The structure features large windows allowing views of the surrounding greenery, with a cozy seating area visible inside. A wooden walkway leads to the entrance.
Treehouse in St. Cloud
4.97 out of 5 average rating, 1,101 reviews

TreeHouse in the Cloud, (Close toTheme Parks

The treehouse is a private getaway for a couple that want to experience the magic. Check out video tours on U-Tube. Type in Treehouse in the Cloud. There have been several movie and other photo shoots done on property. Please text request and details, and we can negotiate fees. Our other AirBnB is just next door; Country gem horses close to Theme parks [link] Which is 1,000 sq ft and sleeps six.

Popular amenities for Lake Mary places to stay

When is the best time to visit Lake Mary?

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Frequently Asked Questions

  • What are the best places to stay in Lake Mary?

    Lake Mary has stays around quiet residential areas and neighborhoods near parks, shopping, and dining. Many vacation rentals focus on comfort and convenience for groups, families, or solo travelers.

  • What are the best things to do in Lake Mary with kids?

    Explore playgrounds and picnic spots in local parks, enjoy interactive fun at bowling centers, or visit family-friendly entertainment complexes. Many spots provide both outdoor and indoor activities for children.

  • What are some of the best things to do in Lake Mary?

    Discover nature trails in local parks, browse community markets, and try locally rooted restaurants. Sports centers and shopping plazas also welcome visitors seeking active or relaxed outings.

  • How is the weather in Lake Mary?

    Lake Mary has mild winters around 49–72°F (10–22°C), warming to humid summers near 92°F (33°C). Showers are frequent from late spring into summer, so light rain gear is often suggested.

  • When is the best time to visit Lake Mary?

    The most popular times to visit Lake Mary are winter and early spring, when temperatures are milder and rainfall is lower. Summer draws visitors for outdoor events, though humidity and rainfall increase.

  • What are the best places to visit in Lake Mary?

    Many travelers explore local parks, stop by lakeside recreation areas, or browse boutiques and eateries in the downtown district. Community centers and art spaces also feature rotating exhibits and activities.

  • What are some hiking trails in Lake Mary?

    Lake Mary has walking paths and nature trails in area parks, often recommended for birdwatching and scenic strolls. Some trails include boardwalks through wetlands and shaded forest routes.

  • What are some family activities we can do in Lake Mary?

    Families often enjoy playgrounds, sports fields, and splash pads in local parks, or try bowling, mini-golf, and interactive indoor centers. Seasonal community festivals sometimes feature games and live entertainment.

  • What are some of the best day trip ideas from Lake Mary?

    Explore nearby nature reserves, visit central Florida amusement parks, or discover historic downtowns around the region. Local citrus groves and wildlife observation spots are frequently suggested for short excursions.

  • Are there any pet friendly accommodations available in Lake Mary?

    Lake Mary has pet-friendly vacation rentals in residential areas and near local parks. Many stays welcome guests with pets, and some neighborhoods feature nearby green spaces for walks.

  • What are some local tips for visiting Lake Mary?

    Locals frequently recommend carrying sun protection and water, especially in warmer months, and exploring community events for a welcoming atmosphere. Early mornings are popular for outdoor activities due to cooler temperatures.

  • What is Lake Mary known for?

    Lake Mary is known for its community parks, lakeside outdoor spaces, and neighborhood-centered festivals. The city’s welcoming atmosphere and blend of recreational and business centers are often cited.

  • What are the best hidden gems to explore in Lake Mary?

    Explore local art galleries, independent coffee shops, and farmers markets for a distinct, neighborhood feel. Some small lakes and nature trails are often noted by residents for serene walks.

  • What are the best foods to try in Lake Mary?

    Lake Mary has a mix of cuisines, including Southern-inspired dishes, fresh seafood, and Latin American flavors. Bakeries and coffee shops are frequently suggested for casual dining and sweet treats.

  • What should I bring for a trip to Lake Mary?

    Pack lightweight clothing for warm weather, a rain jacket for summer showers, and sun protection like hats or sunscreen. Comfortable walking shoes are useful for nature trails and outdoor parks.

  • What is the nightlife in Lake Mary like?

    Nightlife in Lake Mary centers on casual bars, neighborhood restaurants, and lounges with live music or trivia. Many venues focus on a relaxed, social atmosphere and local entertainment.

  • What are the most popular events or festivals in Lake Mary?

    Seasonal community festivals, art fairs, and holiday parades are often recommended around Lake Mary. Outdoor concerts and farmer markets highlight local culture during spring and fall.

  • Are there family friendly vacation rentals in Lake Mary?

    Lake Mary has vacation rentals suited for families, with options near parks, shopping, and entertainment. Many stays feature amenities like kitchens and multiple bedrooms for group comfort.

Quick stats about vacation rentals in Lake Mary

  • Total vacation rentals

    Explore 60 vacation rentals in Lake Mary

  • Nightly prices starting at

    Lake Mary vacation rentals start at ﺩ.ﺇ73 per night before taxes and fees

  • Verified guest reviews

    Over 3,580 verified reviews to help you choose

  • Family-friendly vacation rentals

    30 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Vacation rentals with a pool

    30 properties feature pools

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wi-Fi availability

    60 of Lake Mary vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Lake access, Gym, and BBQ grill across Lake Mary rentals

  • 4.9 Average rating

    Lake Mary stays are highly rated by guests—averaging 4.9 out of 5!

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  2. United States
  3. Florida
  4. Seminole County
  5. Lake Mary