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, 363 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.

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, 109 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
Guesthouse in Sanford
4.95 out of 5 average rating, 206 reviews

Little Hidden Cottage- Near Sanford Airport

Located in Sanford FL, our Hidden Little Cottage is a Private Studio Guest House with its own entrance, fence, features full kitchen & bath room, queen size bed, full size pull out couch & twin size travel bed, & provides flexible self check-in. We are located 7 minutes from the Sanford Airport and Boombah Sports Complex, 10 minutes to Downtown Sanford, I –4 & 4–17. We’re also central to many Central Florida attractions such as Natural Springs, Sandy Beaches, Theme Parks and Historic Districts

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
4.98 out of 5 average rating, 282 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.

Top guest favorite
A refreshing pool with stone borders is surrounded by lush greenery and shaded by a blue canopy. Comfortable seating for two is visible, along with a hammock, creating a serene outdoor space ideal for relaxation.
Guesthouse in Longwood
4.98 out of 5 average rating, 133 reviews

"Winnie's Place" A Peaceful Guesthouse with Pool.

Share the quiet backyard and pool with your hosts. Half was between Disney & the beaches. 12 years & older only. Sofa extends to a single bed. Minutes from Interstate-4. NOT a heated pool. Wheelchairs are fine. Driveway Entry gate 39"- Breezeway to Ramp entrance 32"- Slider Entrance 33"-Bedroom door 35"-Shower (no step) 35"-Laundry 32"-Closet 35"-Queen bed 29"-standard cabinets. We are not Handicap Certified but most wheelchair guests have not had issues. Grab bars are in the bathroom.

Guest favorite
Bungalow in Sanford
4.91 out of 5 average rating, 146 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
4.89 out of 5 average rating, 133 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 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, 386 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, 142 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.

Guest favorite
Home in Sanford
4.87 out of 5 average rating, 275 reviews

Cozy at Flamingo Cottage

This 3 bedroom, 1.5 bath is equipped for a peaceful stay! At the intersection of 429, I-4 & SR417, under 40 miles from Disney & Parks, close to shopping & transportation, a screened private pool, a backyard, cable, wi-fi, new appliances, fully equipped, renovated kitchen, a washer and dryer. Inside, tile floors keep allergens at bay. An older home set up to be comfy and homey. Vacation in a home setting! With outdoor seating and citrus trees, Florida is at your doorstep!

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, 1,123 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.

Guest favorite
A spacious pool area is surrounded by tropical landscaping, featuring tall palm trees and flourishing plants. The pool includes a spa with cascading water features. A bright red umbrella provides shade over a seating area, creating an inviting outdoor space for relaxation.
Home in Lake Mary
4.9 out of 5 average rating, 287 reviews

Gated community XL pool Home 2500sq/f

Our LK Mary home sits in Between the 2 most famous places central Florida has to offer, Disney World & Daytona beach and everything else in between. This property sits on 1/2acre of land, tropical landscaped backyard making your stay with us the true Floridian experience . Total privacy with quite nights for a full rest. NO BIKERS PLease! My home is in a Gated community.1 mile to Dtwn Lake Mary. Our pool is NOT heated, the hot tub only CAN be headed at an additional cost

Popular amenities for Lake Mary places to stay

When is the best time to visit Lake Mary?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$29,085 GYDG$28,876 GYDG$30,131 GYDG$27,829 GYDG$26,365 GYDG$26,155 GYDG$25,946 GYDG$23,226 GYDG$24,272 GYDG$27,620 GYDG$29,085 GYDG$28,039 GYD
Avg. temp16°C18°C20°C22°C25°C27°C28°C28°C27°C24°C20°C17°C

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 70 vacation rentals in Lake Mary

  • Nightly prices starting at

    Lake Mary vacation rentals start at G$4,185 GYD per night before taxes and fees

  • Verified guest reviews

    Over 3,830 verified reviews to help you choose

  • Family-friendly vacation rentals

    30 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 20 rentals that welcome pets

  • Vacation rentals with a pool

    40 properties feature pools

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wi-Fi availability

    70 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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  5. Lake Mary