
Family-friendly vacation rentals in Lake Mary
Find and book unique family-friendly homes on Airbnb
Quick stats about vacation rentals that are family-friendly in Lake Mary

Total vacation rentals
Explore 30 vacation rentals in Lake Mary

Nightly prices starting at
Lake Mary vacation rentals start at G$12,558 GYD per night before taxes and fees

Verified guest reviews
Over 2,340 verified reviews to help you choose

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Vacation rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
30 of Lake Mary vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Lake Mary rentals

4.9 Average rating
Lake Mary stays are highly rated by guests—averaging 4.9 out of 5!
Top-rated family-friendly rentals in Lake Mary
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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.
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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!!!
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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.
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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.
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"Winnie's Place" A Peaceful Guesthouse with Pool.
Share the quiet yard and pool with hosts. 1 hr. from Disney & the beaches. 12 yr & older only. Single Sofa bed for 3rd guest. NOT a heated pool. Not Handicap Certified, but most wheelchair guests have not had issues. Narrowest opening 32" Ramp into unit by pool. Shower no steps. Queen bed height 29"-standard cabinets. Grab bars in bathroom. Airbnb's Accessibility Policy has exempted this listing from accepting Service & Emotional Support Animals due to owner's severe health condition.
Indoor spacesFamilySleep quality

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.
Indoor spacesFamilyOutdoor spaces

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.
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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.
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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.
FamilyKitchenAir conditioning

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!
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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. Laundry facilities, showers and restrooms, diner, and marina store all on site, and downtown historic Sanford and river walk close by.
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Private Pool 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!
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Popular amenities for Lake Mary family-friendly rentals
Family-friendly home rentals with a hot tub

Recharge @ Timberland Lodge: Pool Hottub Sauna
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Tropical Pool/Spa Home-Disney-Theme Parks-Beaches
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Villa with Guest House & Pool-Patio
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Stunning Orlando Getaway w/Spa & Heated Pool
Indoor spacesFamilySleep quality

Luxe Guest House| Pool, HotTub| UCF, Rollins
Indoor spacesFamilySleep quality

Spacious Home with Pool & Hot Tub near Downtown
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Cozy 4/2, King Beds, Pergola, Hot Tub & Pool!
FamilyKitchenGrill

Royal Retreat Disney Themed Pool Home, Arcade, Theater
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Family- and pet-friendly home rentals

Pvt Fishing lk , Pets,Nature, Pool,garage
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Markham Woods 4BR Pool Retreat near Attractions
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Cozy Getaway | Game Garage + Fenced Backyard +more
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Alder wood Lake house near SFB Airport Boombah
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Retro Arcade | Close to Downtown | Fenced Yard
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* Beautiful Lakehouse with Pool and Movie Theater*
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Bright & Airy in DowntownSanford
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Home - Sweet - Home
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Family-friendly home rentals with a pool

Orlando Poolside Oasis
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August Sale - Floating Cottage on St Johns River!
Indoor spacesFamilyTV

3 bedroom Modern pool home,close to UCF&Boombah
Indoor spacesFamilyTV

Rate Discount~ Pool~Private Country Retreat
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Florida Poolside Paradise a Great Place to Unwind!
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Farmhouse near the Springs
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2-bedroom home with pool near Kings Landings!
Indoor spacesFamilyHospitality

Recharging Lakeview Oasis w/Pool centrally located
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When is the best time to visit Lake Mary?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$37,674 GYD | G$39,348 GYD | G$40,813 GYD | G$37,674 GYD | G$37,674 GYD | G$34,325 GYD | G$32,650 GYD | G$31,395 GYD | G$33,697 GYD | G$34,115 GYD | G$38,511 GYD | G$37,674 GYD |
| Avg. temp | 16°C | 18°C | 20°C | 22°C | 25°C | 27°C | 28°C | 28°C | 27°C | 24°C | 20°C | 17°C |
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- Daytona International Speedway
- Epcot
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- University of Central Florida
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