Places to stay near Historic Downtown Sanford

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.

4.94 out of 5 average rating, 127 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.

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.

4.82 out of 5 average rating, 250 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!

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.

4.99 out of 5 average rating, 116 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.

Superhost

Treehouse in Geneva

4.89 out of 5 average rating, 1,144 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.

4.83 out of 5 average rating, 199 reviews

The houseboat is docked alongside the marina, featuring a spacious upper deck covered by a red awning. Large windows provide visibility into the main deck. The waterway reflects the blue sky, with palm trees in the background, accentuating the serene marina setting.

Houseboat in Sanford

Houseboat - 60 FEET OF FUN!

Stay aboard this luxurious 2-bed/2 bath, 2-story "floating condo" docked 3 short blocks from Historic Downtown Sanford. Fish off the dock. Observe birds, turtles, and manatees. Bike or walk to town. Enjoy the lakeshore RiverWalk. See a play/catch a show at the historic theatre. Browse an art gallery. Enjoy the ecclectic mix of restaurants, bars, and shops. Feed a giraffe, try the zipline/aerial obstacle course at the Central Florida Zoo. PLEASE NOTE: THE HOUSEBOAT DOES NOT LEAVE THE DOCK.

4.96 out of 5 average rating, 142 reviews

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

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.

4.92 out of 5 average rating, 121 reviews

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

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.

4.97 out of 5 average rating, 148 reviews

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.

4.98 out of 5 average rating, 209 reviews

A charming yellow cottage with a metal roof is docked at the marina. A covered front porch features blue chairs and offers a view of the water. An American flag waves gently, while a sign indicates a private dock. Lush greenery surrounds the area.

Houseboat in Sanford

Enjoy the Magic - Floating Cottage on the River

Welcome to FLOATING COTTAGE . . . Imagine staying in a small cottage, gently afloat on the beautiful St. Johns River in Sanford, Florida. Perfect for social distancing! Sanitized between guests. Contactless check-in. Floating Cottage provides a magical space to relax, refresh and explore. Relax on the front porch; enjoy the warm breeze while watching marina activity, and the bounty of nature. Enjoy the peaceful comfort of the fully equipped small home.

4.92 out of 5 average rating, 162 reviews

Apartment in Sanford

The Front Porch

Premier location, steps away from historic downtown and one of the oldest houses in Sanford! • 2 Queen Beds • Decorated with modern flair but set around the original 1894 fireplace • Our goal is to exceed your expectations, provide a comfortable, personal experience, and give the feeling that youre at home. • Lounge on the newly constructed front porch or take your furry one to the Dog Park down the street (This unit is pet friendly with a deposit)

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.