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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!

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.

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.

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.

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.

The Sanford Bokey Pokey

The residents of historic Sanford call themselves “Bokeys”. No one is sure of the exact origin of the name, but it has come to define the vibrant culture of Sanford’s people and unique historic charm. Welcome to the Bokey Pokey! This home away from home offers comfortable living space with two bedrooms and one bath. Each bedroom has a comfortable queen size mattress. A separate living room with a large wall mounted smart TV, abuts the fully stocked kitchen to provide a cozy like living space.

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.

3-Bed Bungalow walk to Historic Downtown Sanford

Recently updated with new beds and floors in Jan 2023, and new central heat/air in March 20224! Keep it simple at this peaceful and centrally-located 3BD Bungalow only a short walk to all the shopping/restaurants/nightlife on the brick-paved streets of downtown Sanford. 2 minute walk to the Historic Venue 1902. 1 minute walk to a fabulous dog park. Take a stroll on the Lake Monroe walking path. Centrally located between the beaches of the Pacific and national parks. Book now!

Boho Nights

Premier location, steps away from historic downtown and one of the oldest houses in Sanford 1894. • 1 Queen Bed • Our goal is to exceed your expectations, provide a comfortable, personal experience, and give you the feeling that you are at home. • Boho Nights will be a unique experience. Lounge in the backyard or take your furry friend to the Dog Park down the street (This unit is pet friendly but a non refundable pet deposit will apply) Tuffys is around the orner .

The Billiard: close to downtown with fenced yard

Totally set up for fun, The Billiard House has a billiard room, plus air hockey/mini ping pong, foosball, tons of board games to keep the little (and big) ones entertained. The bedrooms each have a fun theme - Guardians of the Galaxy, Batman, and Star Wars. Location is perfect: one block from downtown Sanford’s breweries and restaurants, and only a 10-minute walk to the waterfront. It's about a 10 minute drive from Boombah Sports Complex.

Florida Farmhouse - Sanford Historic District

The Florida Farmhouse, built in 1902, is a 2800 sq ft home located in the Historic District. A five minute walk from downtown, The Farmhouse puts you close to many great restaurants, craft breweries, quaint shops and entertainment venues. A great place to stay if your family or group of friends are in Sanford for reunions, weddings, sporting events, or whatever brings you to Celery City.

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.