Places to stay near Historic Downtown Sanford

Book unique holiday rentals, homes and more on Airbnb

Top-rated holiday rentals near Historic Downtown Sanford

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

%{current} / %{total}1 / 1
Guest favourite
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
4.93 out of 5 average rating, 114 reviews

Bright & Airy in DowntownSanford

Beautiful, modern, and immaculately clean place with character and small town charm located in the very heart of historic downtown Sanford. Only steps away from the best dining and entertainment, and just a short drive away from all that Orlando has to offer! You will love the two spacious bedrooms, each fitted with luxurious king size beds and their own workstations. The rooms are split on either end of the home for extra privacy. Make a meal or pour a drink in the lovely fully stocked kitchen.

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
4.82 out of 5 average rating, 236 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!

Guest favourite
Treehouse in Geneva
4.89 out of 5 average rating, 1,096 reviews

Treehouse at Danville

Private Getaway seen on Netflix' Most Amazing Vacation Rentals! Fulfill your dream of staying in a tree house! For safety reasons, this venue is for adults only. We do not allow children or pets. The Treehouse has a tree trunk elevator, private shower, air-conditioning, and real toilet inside so that you can bring your significant other(no compost toilet here). This 18 foot yurt has accent lighting to create the mood of living in the trees on a starry night. Danville is a glamping experience.

Guest favourite
A retro game room is displayed, featuring vintage arcade games, a skee-ball machine, and a basketball free-throw setup. The walls are painted red, and the floor is concrete. Basketballs are positioned at the base of the hoop, ready for play.
Home in Sanford
4.95 out of 5 average rating, 123 reviews

Retro Arcade | Close to Downtown | Fenced Yard

Fully equipped with everything your family needs to have a blast, The Arcade House has a garage full of retro arcade games, basketball free-throw, skee-ball & bumper cars to keep the little (and big) ones entertained. We also have games like giant Uno, darts, & dice. The bedrooms each have a retro theme - Pac-Man, Tetris, & Back to the Future. Location is perfect: just a 3-minute walk to downtown & 10-minute walk to the waterfront for access to Sanford's best restaurants, shops, & attractions.

Top Guest favourite
A charming houseboat with a teal exterior is shown moored at a marina, reflecting in calm waters. The upper deck is accessible by a ladder, and neighboring vessels and palm trees form a scenic background.
Houseboat in Sanford
4.96 out of 5 average rating, 124 reviews

Downtown Marina Floating Home Historic Sanford

You'll love this unique romantic escape located in historic downtown Sanford! This is a nearly new built top of the line Houseboat and you will be amazed at all the amenities fit on this 12x40 floating tiny home. Nicely suited for one couple. One step to get in and then all on one level other than the upper deck. (Ladder) Max occupancy at any time is 4. Walking distance to downtown restaurants, shops and so much more. Note that this is a very small space if you are used to a full size home.

Top Guest favourite
A studio-style living space features a spacious bed with neutral bedding, complemented by decorative pillows. A round mirror hangs over a wooden nightstand. The kitchenette area includes a small microwave and cabinetry, while an area rug adds warmth to the wooden floor.
Guest suite in Sanford
4.97 out of 5 average rating, 250 reviews

The Secret Sanctuary in Sanford, 5min from Airport

Welcome to your quiet, spacious, and private sanctuary. Enjoy all new appliances in the full size kitchen, a 50” flat screen TV, and a shaded outdoor area surrounded by greenery. It is located only minutes from the Orlando Sanford International Airport, Historic Downtown Sanford’s restaurants and shops, Lake Monroe’s scenic waterfront, and is centrally located between Florida’s beaches and the amusement parks. **Space is cleaned with EPA approved cleaners, including high touch surfaces**

Guest favourite
A charming exterior of a single-story home is shown, featuring a light blue façade and two large windows. A clear pathway leads to the front entrance, framed by lush green grass. A porch with two red chairs invites relaxation beneath the expansive oak trees overhead.
Apartment in Sanford
4.93 out of 5 average rating, 107 reviews

The Bed & Brad

Kick back and relax in this calm, stylish space. Enjoy the splendors of Sanford’s historic district with its beautiful brick roads and magnificent oak lined streets dripping with southern Spanish Moss. Walk or ride to the downtown area where you can eat and drink till your hearts content. Enjoy a walk along the lake or stroll through the streets to look at glorious restored southern homes. The Bed & Brad offers you all the comforts of home where you can enjoy your stay at your own pace.

Guest favourite
Loft in Sanford
4.9 out of 5 average rating, 216 reviews

Jazz Loft

Premier location, steps away from historic downtown and one of the oldest houses in Sanford! • 1 dbl bed, upstairs • We’ve tried to create the most modern design we could imagine while incorporating the original fireplace and taking advantage of the dramatically vaulted ceilings and original beams which date back to 1894, and our love for jazz • Our goal is to exceed your expectations, provide a comfortable feeling like you are at home • you'll see why this is our most popular apt.

Guest favourite
Guesthouse in Sanford
4.95 out of 5 average rating, 184 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, 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 favourite
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, 364 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 tub or reenergize in the stylish rainfall shower with inbuilt bench and mood lighting.

Superhost
An open living area features comfortable seating on a gray couch with decorative pillows. Natural light filters through sheer curtains, illuminating a dining table set for four. A variety of decor accents complement the warm tones of the space.
Bungalow in Sanford
4.91 out of 5 average rating, 102 reviews

Lizzy’s Landing In Historic Downtown Sanford

This renovated home is a stylish retreat among the oaks in the Historic District. Outside your front door you’ll find dining, night life, shopping, etc! The interior has open concept living/dining, 3 bedrooms (2 w/queen,1 twin), new kitchen, and luxurious bathroom. The front porch is ideal for coffee or cocktails. Enjoy downtown Sanford, catch the Sunrail to Orlando, or drive for a day in New Smyrna Beach - this bungalow is centrally located to it all!

Guest favourite
The cozy studio features a queen-sized bed with light bedding, set against a modern wooden headboard. A vintage chandelier hangs from the high ceiling, providing soft illumination. A desk with circular mirror and a dining table are positioned near the windows, letting in natural light.
Apartment in Sanford
4.91 out of 5 average rating, 149 reviews

Cozy Boho Studio in Downtown Sanford

Welcome to our stylish studio nestled in in the rear of an 110 year old Historic Victorian Home built in 1904 in Downtown Sanford’s Historic District. This cozy and well-appointed space is the perfect for solo travelers or couples looking to explore the local dining, breweries, culture, art, nightlife, and history that make Downtown Sanford so captivating.

Popular amenities for holiday rentals near Historic Downtown Sanford