
Places to stay near Historic Downtown Sanford
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Top-rated vacation rentals near Historic Downtown Sanford
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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!
4.81 out of 5 average rating, 256 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.
4.94 out of 5 average rating, 131 reviews
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.
4.97 out of 5 average rating, 268 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.
4.99 out of 5 average rating, 123 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.
4.97 out of 5 average rating, 150 reviews
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.
4.93 out of 5 average rating, 256 reviews
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.
4.84 out of 5 average rating, 200 reviews
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!
4.82 out of 5 average rating, 129 reviews
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 .
4.94 out of 5 average rating, 200 reviews
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.
4.9 out of 5 average rating, 113 reviews
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.
4.98 out of 5 average rating, 173 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.
4.88 out of 5 average rating, 182 reviewsPopular 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 !
4.83 out of 5 average rating, 127 reviews
Cozy space 5/10 universal & epic
4.84 out of 5 average rating, 159 reviews
Super Mario's Sky Suite - Epic Universe 3 BD SUITE
4.95 out of 5 average rating, 193 reviews
Location,Location 3bd 2bth near parks conv.ct/Int.
4.92 out of 5 average rating, 159 reviews
Near Disney • 4BR • Perfect for Families
4.97 out of 5 average rating, 266 reviews
VCR1-104 - 3BR Condo Near Epic Universe - Disney
4.9 out of 5 average rating, 122 reviews
Luxury Condo On I-Drive & One Mile from Universal
4.87 out of 5 average rating, 146 reviews
Fantastic 3BR Condo close to OCCC & Epic Universe!
4.85 out of 5 average rating, 162 reviewsFamily-friendly house rentals

Historic Sanford Sunshine Cottage w/ Treetop suite
4.95 out of 5 average rating, 223 reviews
Gated community XL pool Home 2500sq/f
4.9 out of 5 average rating, 299 reviews
Private Pool at Flamingo Cottage
4.87 out of 5 average rating, 285 reviews
Beautiful 4/2, Golf, Pool & Games!
4.93 out of 5 average rating, 193 reviews
Farmhouse-Chic Retreat with a Charming Patio
4.92 out of 5 average rating, 276 reviews
The Cypress House
4.97 out of 5 average rating, 184 reviews
Mid Century Modern home near downtown Sanford
4.9 out of 5 average rating, 124 reviews
Clean, cozy home in a GREAT location
4.98 out of 5 average rating, 295 reviewsApartment rentals with air conditioning

Farmhouse Apartment in a Great Location
4.94 out of 5 average rating, 170 reviews
True Trail Farm
4.9 out of 5 average rating, 501 reviews
UCF home
4.96 out of 5 average rating, 195 reviews
Altamonte Oak Tree Haven
4.91 out of 5 average rating, 254 reviews
Walk to Lake Eola 2 BR Balcony Apt + Free Parking
4.98 out of 5 average rating, 122 reviews
Second floor apartment at NWS!
4.87 out of 5 average rating, 115 reviews
Parent's Retreat!
5.0 out of 5 average rating, 248 reviews
Studio Apt. Free Breakfast. No clean fee. 2 Kings
4.99 out of 5 average rating, 313 reviewsOther great vacation rentals near Historic Downtown Sanford

Sanford Rooftop Garden Apartment
4.99 out of 5 average rating, 115 reviews
Little Hidden Cottage- Near Sanford Airport
4.94 out of 5 average rating, 225 reviews
Treehouse at Danville
4.89 out of 5 average rating, 1163 reviews
Unique Concrete House Boat! No cleaning fees!
4.91 out of 5 average rating, 375 reviews
Floating Cottage. . . experience the magic
4.98 out of 5 average rating, 211 reviews
Lizzy’s Landing In Historic Downtown Sanford
4.91 out of 5 average rating, 113 reviews
Charming bungalow in Sanford's historical district
4.84 out of 5 average rating, 64 reviews
Explore Amazing Sanford in Cleanliness & Comfort
4.96 out of 5 average rating, 82 reviewsDestinations to explore
- Walt Disney World Resort
- Universal Studios Florida
- Universal Orlando Resort
- Disney Springs
- SeaWorld Orlando
- Orange County Convention Center
- Orlando / Kissimmee KOA
- Epcot
- Daytona International Speedway
- Universal's Volcano Bay
- Kia Center
- Camping World Stadium
- University of Central Florida
- Disney's Animal Kingdom Theme Park
- Tinker Field
- Discovery Cove
- Reunion Resort Golf Courses - Palmer & Watson
- Old Town
- ChampionsGate Golf Club
- ICON Park
- Disney's Hollywood Studios
- Playalinda Beach
- Aquatica
- Universal's Islands of Adventure





