
Places to stay near Historic Downtown Sanford
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Top-rated vacation rentals near Historic Downtown Sanford
Guests agree: these stays are highly rated for location, cleanliness, and more.

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.

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.

Little Hidden Cottage- Near Sanford Airport
Located in Sanford FL, our Hidden Little Cottage is a Private Studio Guest House with its own entrance, fence, 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

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.

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.

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 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)

Modern house with sauna and fenced yard
Come enjoy this uniquely stylish retreat for your next getaway! Our chic house blends comfort and contemporary design, creating a relaxing haven with sleek interiors and thoughtful touches. Unwind in the cozy living spaces or escape to the tranquil garden where you can relax in the sauna. Located in a quiet neighborhood, just a few blocks from Historic Venue 1902. Make your stay extraordinary in this one-of-a-kind oasis!

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.
Popular amenities for vacation rentals near Historic Downtown Sanford
Other top sights near Historic Downtown Sanford
Condo rentals with wifi

Lovely Winter Park Home close to Hospitals !

Downtown Condo w/ Treetop Views & Free EV Charging

Sunrise Solitude Oceanfront Beach Condo with Pool

Private Rooftop Suite! No resort fees!

Modern Lake view Condo 1 mile from Disney

Escape 2 The Beach Daytona Beach FL 2BR 2B

Surf Shack New Smyrna Beach, Flagler Ave.

Beautiful Downtown Condo 1/1
Family-friendly house rentals

Independent Unique Lake guest house/kayaks/jacuzzy

The Cypress House

Lake house Getaway/close to beach or theme parks

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Lake Mary Guest House

Historic Hotspot•Walk to Downtown Fun• Luxury Beds

Private 4-Bedroom home with pool!
Apartment rentals with air conditioning

Penthouse With Epic Views

Parent's Retreat!

Quiet Neighborhood in the Country

Ground Floor beachfront 2/2 BEST location in NSB

Westgate Lakes+Spa Studio Sleeps 4

“The Forty” in Central Florida

New Studio Full Kit Qbed new bath patio furn

Apt F -Modern Elegance in the Heart of Winter Park
Other great vacation rentals near Historic Downtown Sanford

Contemporary Loft Near Downtown

UPSCALE LOFT SPACE CLOSE TO DOWNTOWN.

Enjoy the Magic - Floating Cottage on the River

Sweet Retreat in Sanford Historic District

Sanford Rooftop Garden Apartment

3-Bed Bungalow walk to Historic Downtown Sanford

Krater Key Lake House

Sunset Cottage in Lake Mary, Florida
Destinations to explore
- Universal Studios Florida
- Walt Disney World Resort
- Universal Orlando Resort
- Walt Disney World Resort Golf
- Orange County Convention Center
- Disney Springs
- SeaWorld Orlando
- Magic Kingdom Park
- Universal's Volcano Bay
- Ocean Center
- Orlando / Kissimmee KOA
- Discovery Cove
- Daytona Beach Bandshell
- Epcot
- Disney's Animal Kingdom Theme Park
- Daytona International Speedway
- Kia Center
- Old Town
- Reunion Resort Golf Courses - Palmer & Watson
- Camping World Stadium
- Aquatica
- Disney's Hollywood Studios
- Playalinda Beach
- ICON Park





