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Vacation rentals in Lake Mary

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Quick stats about vacation rentals in Lake Mary

  • Total vacation rentals

    Explore 80 vacation rentals in Lake Mary

  • Nightly prices starting at

    Lake Mary vacation rentals start at G$4,183 GYD per night before taxes and fees

  • Verified guest reviews

    Over 3,940 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!

Top-rated vacation rentals in Lake Mary

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Guest favorite
An outdoor seating area features blue Adirondack chairs and a patterned table, arranged on a concrete patio. Two large trees provide shade, and a swing is visible in the background. The space is accented with decorative rugs and greenery, fostering a relaxed atmosphere.
Home in Sanford

Farmhouse-Chic Retreat with a Charming Patio

Guests have full use of the house, including a spacious kitchen. Four bedrooms with memory foam mattresses ensure you can sleep comfortably. The dining room table can seat 6-8. In the living room there’s a comfortable seating area across the room from a large desk - great for those traveling for work! There is a separate laundry room off the back patio. Guests will have complimentary use of detergent. Iron and ironing board are also available for guest use. On the property there’s an occupied mother-in-law apartment - with separate parking and it’s own entrance so that guests staying in the house are not disturbed by the apartment’s full-time occupant. The backyard is also has a dividing fence for house guests’ privacy. As a guest staying at the house you will have privacy, but I’m local nearby and can assist guests at their request. Behind the house is an occupied apartment that has its own entrance, parking, and backyard. Nestled into a cluster of moss-draped oaks, the house is only a short drive from restaurants and shops in Lake Mary and quaint downtown Sanford. The best way to navigate the area is by car. There are several car rental agencies nearby, with the Orlando-Sanford International Airport just 5-7 min drive.

4.92 out of 5 average rating, 274 reviews
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

Gated community XL pool Home 2500sq/f

Need one night stay , reach out 4 special pricing. home rest between 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 quiet nights for a full rest. ! My home is in a Gated community.1 mile to Dtwn Lake Mary. POOL NOT heated, the hot tub only CAN be headed at an additional cost. NO TRAILERS!!!

4.9 out of 5 average rating, 298 reviews
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

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.

4.85 out of 5 average rating, 372 reviews
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

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.

4.97 out of 5 average rating, 266 reviews
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

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.

4.99 out of 5 average rating, 121 reviews
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

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.

4.98 out of 5 average rating, 295 reviews
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

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.

4.9 out of 5 average rating, 145 reviews
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

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.

4.97 out of 5 average rating, 132 reviews
Top guest favorite
The image depicts a calm lake at sunset, with reflections of clouds and colors mirrored in the water. In the foreground, a fishing boat is anchored, positioned near the lake's serene shoreline surrounded by lush greenery.
Home in Longwood

Pvt Fishing lk , Pets,Nature, Pool,garage

No HOA. Private 20 acre lake property, with fishing boats and trolling motors, canoes , peaceful boardwalk / dock. Large extra parking for trailers or work trucks. Fishing gear / poles. 2 car garage for safely storing whatever you bring. Fishing gear, tools, bikes, Harley's. Located near Seminole Trail, parks, sun-rail station. 45-60 min from the beach or the attractions DISNEY, UNIVERSAL STUDIOS, close to Lake Mary, Sanford, Wekiva Springs, Daytona 500, Bike week, 20 min from Boombah

4.95 out of 5 average rating, 175 reviews
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

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.

4.96 out of 5 average rating, 396 reviews
Top guest favorite
A spacious bedroom features a large bed dressed in neutral tones, accented by decorative pillows. Natural light filters through angular windows, illuminating the space. A seating area with a gray bench is positioned at the foot of the bed, and wooden walls provide a warm backdrop.
Home in Longwood

Private 4-Bedroom home with pool!

Entire home located on 1 acre of land in the luxury neighbor hood of Markham Woods. This property is the ideal place to stay for a family vacation, or business trip. Take a swim in our large pool and enjoy the Florida Sun! Please add exact number of your guests, in your booking! Please NO Parties or gatherings! (Family visits are welcome 🤗) Please NO smoking on the property. If any violation occurs, your stay will be terminated immediately, and you will be charged a $1,500 fine!

4.99 out of 5 average rating, 135 reviews
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

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.

4.97 out of 5 average rating, 153 reviews

Popular amenities for Lake Mary places to stay

Lake accessGymBBQ grillLaptop-friendly workspaceWifi

Stay near Lake Mary's top sights

Amstar Cinemas

20 locals recommend

Orange County Brewers

7 locals recommend

Timacuan Golf Club

7 locals recommend

Lake houses in Lake Mary

Top guest favorite
A private dock extends over the tranquil waters at night, illuminated by soft blue lights. Reflections of distant city lights shimmer on the lake's surface, creating a serene atmosphere. The structure features seating areas for relaxation overlooking the water.
Home in Sanford

Alder wood Lake house near SFB Airport Boombah

4.93 out of 5 average rating, 128 reviews
Guest favorite
The exterior of the historic bungalow features a white façade and well-maintained landscaping, with palm trees framing the entrance. A flag is displayed on the left side, and a paved driveway leads to the door. A lamp post adds to the inviting curb appeal.
Home in Sanford

“The Shed" in Historic Downtown Sanford

4.92 out of 5 average rating, 214 reviews
Guest favorite
A tranquil backyard features a sparkling pool surrounded by lush greenery and palm trees. Sunlight reflects off the water, creating a serene atmosphere. A covered seating area adds to the comfort, enhancing the outdoor space that overlooks a picturesque view of Lake Gandy.
Home in Orlando

Recharging Lakeview Oasis w/Pool centrally located

4.88 out of 5 average rating, 110 reviews
Top guest favorite
A tranquil outdoor setting features a palm tree illuminated by string lights. A metal table with matching chairs sits on a patio overlooking a reflective lake, creating a peaceful atmosphere for enjoying evening gatherings.
Home in DeBary

Lake house Getaway/close to beach or theme parks

4.99 out of 5 average rating, 143 reviews
Top guest favorite
Home in Mount Dora

Beautiful Mount Dora Charmer with Lake Ola Views

4.97 out of 5 average rating, 115 reviews
Guest favorite
A spacious living room features a large sectional couch adorned with patterned cushions. A dark wooden coffee table sits at the center atop a neutral area rug. Natural light filters through the windows, reflecting off the light tile flooring and illuminating the room.
Home in Winter Park

Cozy Winter Park Cottage

4.96 out of 5 average rating, 107 reviews
Top guest favorite
Home in Apopka

Lakefront Home•screened deck, dock•Long Stays OK

5.0 out of 5 average rating, 107 reviews
Top guest favorite
Two wooden cabins are positioned under tall trees, reflecting on the calm water's surface. A small seating area with bright blue chairs and a fire pit is situated on the grassy shore, providing a relaxed outdoor space, while the surrounding nature complements the serene setting.
Home in Clermont

Lake Front Home with private Dock on Lake Louisa

4.94 out of 5 average rating, 228 reviews

Lake Mary houses

Superhost
A modern kitchen features sleek cabinetry and a large island with bar seating. Unique patterned ceiling tiles complement the granite countertops. A stainless steel refrigerator and double ovens are visible, highlighting a functional yet stylish cooking space.
Home in Heathrow

Markham Woods 4BR Pool Retreat near Attractions

4.85 out of 5 average rating, 127 reviews
Top guest favorite
A contemporary house is framed by lush greenery, featuring a striking dark exterior with large windows. The front entrance is highlighted by a vibrant green door. A paved walkway leads to the entrance, complemented by a spacious lawn area.
Home in Sanford

Modern house with sauna and fenced yard

4.95 out of 5 average rating, 115 reviews
Guest favorite
A welcoming living area features comfortable seating arrangements around a central ottoman. A large television is placed on a stylish console, with decorative plants and artwork enhancing the space. Natural light streams through windows, contributing to a bright, inviting environment.
Home in Sanford

The Cypress House

4.97 out of 5 average rating, 183 reviews
Superhost
A backyard swimming pool is surrounded by a natural landscape, featuring colorful floaties resting on the water's surface. Comfortable seating is arranged nearby, and palm trees provide a tropical touch to the serene outdoor setting, all under a softly lit evening sky.
Home in Altamonte Springs

Private Pool / Cozy Central Florida Home

4.86 out of 5 average rating, 139 reviews
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

Dr. Strickland Home, Sanford Business District

4.81 out of 5 average rating, 255 reviews
Superhost
A modern living room is presented, featuring a deep blue sectional sofa and a coordinating armchair. A circular glass coffee table sits at the center, complemented by a decorative vase with flowers. Natural light enters through a large window, enriching the neutral tones of the space.
Home in Altamonte Springs

Elegant, Spacious Three Bedroom Residential House.

4.86 out of 5 average rating, 222 reviews
Top guest favorite
A historic home is nestled among lush greenery, with a wraparound porch and stairs leading to the entrance. Tropical plants and a wooden fence create a welcoming entrance. The large trees provide shade, enhancing a sense of tranquility in this charming neighborhood.
Home in Sanford

Historic Sanford Sunshine Cottage w/ Treetop suite

4.95 out of 5 average rating, 221 reviews
Guest favorite
A spacious bedroom is shown, featuring a large bed with neutral bedding and pillows. Two bedside lamps provide soft lighting. A chair with a throw blanket sits in the corner beside a tall plant. Artwork hangs on the walls, and a window with sheer curtains allows natural light.
Home in Sanford

Bright & Airy in DowntownSanford

4.94 out of 5 average rating, 131 reviews

Other great vacation rentals in Lake Mary

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

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

4.98 out of 5 average rating, 142 reviews
Guest favorite
Home in Lake Mary

Tranquil House in Lake Mary

4.88 out of 5 average rating, 33 reviews
Superhost
Home in Sanford

Sanford Group Getaway- 4BR/Sleeps 10, Pet Friendly

4.74 out of 5 average rating, 27 reviews
Guest favorite
The living area features a comfortable seating arrangement with a dark leather sofa and loveseat. A rustic coffee table is centered on a wood-style floor, while a stone fireplace adds warmth. Natural light enters through multiple windows adorned with blinds, enhancing the inviting space.
Condo in Lake Mary

3/2 near beaches and theme parks

4.9 out of 5 average rating, 40 reviews
Top guest favorite
A two-story house with a light-colored exterior is framed by a well-maintained lawn. The front entrance features a large arched window above the door, flanked by potted plants, providing a welcoming facade. Solar panels are visible on the roof.
Home in Sanford

Clean, Bright Home For Up To 12!

5.0 out of 5 average rating, 28 reviews
Guest favorite
A tranquil pool area is featured, illuminated by colorful lights creating a vibrant pattern on the water's surface. String lights hang overhead, enhancing the evening ambiance. A portion of the poolside patio is visible, offering a relaxing environment for guests.
Guesthouse in Lake Mary

Orlando Relaxing Pool Guesthouse and Hammock time

4.96 out of 5 average rating, 75 reviews
Top guest favorite
Home in Apopka

Spacious Lake Home w/HotTub, Firepit, Grill, Games

5.0 out of 5 average rating, 44 reviews
Guest favorite
Home in Sanford

The Sanford Cottage-Near Sanford Airport!

4.86 out of 5 average rating, 73 reviews

When is the best time to visit Lake Mary?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$29,071 GYDG$28,862 GYDG$30,117 GYDG$26,352 GYDG$29,490 GYDG$28,235 GYDG$25,934 GYDG$23,215 GYDG$24,261 GYDG$27,607 GYDG$29,071 GYDG$28,026 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.

Destinations to explore