
Places to stay near Historic Downtown Sanford
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Top-rated holiday rentals near Historic Downtown Sanford
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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.

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!

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.

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.

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.

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.

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.

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.

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 .

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.
Popular amenities for holiday rentals near Historic Downtown Sanford
Other top sights near Historic Downtown Sanford
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Family-friendly house rentals

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Historic Sanford Sunshine Cottage w/ Treetop suite

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Apartment rentals with air conditioning

Farmhouse Apartment in a Great Location

True Trail Farm

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Second floor apartment at NWS!

The Lake House

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“The Forty” in Central Florida

NEW5*APT⛱NrUCF*PETSOK+PRIVATE patioENTRY+LAUNDRY⛱
Other great holiday rentals near Historic Downtown Sanford

Treehouse at Danville

Independent Unique Lake guest house/kayaks/jacuzzy

Little Hidden Cottage- Near Sanford Airport

The Secret Sanctuary in Sanford, 5min from Airport

Stylish & spa like Getaway - peaceful garden suite

Sunset Cottage in Lake Mary, Florida

Sanford Rooftop Garden Apartment

Wekiva Waterfront Cottage with Dock and kayaks
Destinations to explore
- Walt Disney World Resort
- Universal Studios Florida
- Disney Springs
- SeaWorld Orlando
- Orange County Convention Center
- Universal Orlando Resort
- Orlando / Kissimmee KOA
- Universal's Volcano Bay
- Daytona International Speedway
- Epcot
- Kia Center
- Camping World Stadium
- Disney's Animal Kingdom Theme Park
- University of Central Florida
- Reunion Resort Golf Courses - Palmer & Watson
- Discovery Cove
- Tinker Field
- Old Town
- Disney's Hollywood Studios
- ESPN Wide World of Sports
- ChampionsGate Golf Club
- ICON Park
- Playalinda Beach
- Aquatica





