
Places to stay near Historic Downtown Sanford
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Top-rated vacation 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.

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.

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.

The Blue Aztec
Premier location, steps away from historic downtown • 1 Queen Bed • Completely renovated apartment totally equipped for a short or long stay • Our goal is to exceed your expectations, provide a comfortable, personal experience, and give you the feeling that you are at home. • Lounge on the front porch, take a walk to the nearby dog park or walk down Sanford Ave right out your door (This unit is pet friendly but a non refundable pet deposit will apply. Ask for details.)

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 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!

The Cypress House
This beautiful 2 bedroom, 1 bathroom Ranch Style home is conveniently located 3.5 miles from the Sanford International Airport and Boombah Sports Complex. The inviting landscape and backyard where you can cool off in the rustic style stock tank pool or grill out and relax on the patio. The open floor plan creates a spacious feel and every finish was selected with care. For a glamping experience check out our other listing: https://abnb.me/z3XrgOSPNFb

Lizzy’s Landing In Historic Downtown Sanford
This renovated home is a stylish retreat among the oaks in the Historic District. Outside your front door you’ll find dining, night life, shopping, etc! The interior has open concept living/dining, 3 bedrooms (2 w/queen,1 twin), new kitchen, and luxurious bathroom. The front porch is ideal for coffee or cocktails. Enjoy downtown Sanford, catch the Sunrail to Orlando, or drive for a day in New Smyrna Beach - this bungalow is centrally located to it all!
Popular amenities for vacation rentals near Historic Downtown Sanford
Other top sights near Historic Downtown Sanford
Condo rentals with wifi

Vista Cay Luxury Vision, Next to EPIC and OCCC

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Sunrise Solitude Oceanfront Beach Condo with Pool

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IS1-107 - At Vista Cay Resort - Orlando, fl 2BR

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Family-friendly house rentals

Harmony | Heated Pool | 10 min Universal & Epic.

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Gated community XL pool Home 2500sq/f

Clean, cozy home in a GREAT location

Private Pool at Flamingo Cottage

Mid Century Modern home near downtown Sanford

Private 4-Bedroom home with pool!

Farmhouse-Chic Retreat with a Charming Patio
Apartment rentals with air conditioning

Carribbean 1 Bedroom Retreat in Downtown Sanford

Parent's Retreat!

Studio Apartment attached to House. no clean fee

DTO Sunset View Free Parking-15 Min From Universal

The Lake House

“The Forty” in Central Florida

True Trail Farm

Cozy Historic Sanford Stay
Other great vacation rentals near Historic Downtown Sanford

LaLa's Carriage House

Lakefront,Sanford airport, Boombah, Venue 1902,UCF

The Boat House on Lake Dora - Downtown Waterfront

Enjoy the Magic - Floating Cottage on the River

Sweet Retreat in Sanford Historic District

Little Hidden Cottage- Near Sanford Airport

The Prom Queen Houseboat

Sanford Rooftop Garden Apartment
Destinations to explore
- Walt Disney World Resort
- Orange County Convention Center
- Disney Springs
- SeaWorld Orlando
- Orlando / Kissimmee KOA
- Daytona International Speedway
- Universal's Volcano Bay
- Epcot
- Camping World Stadium
- Kia Center
- Disney's Animal Kingdom Theme Park
- University of Central Florida
- Discovery Cove
- Old Town
- Tinker Field
- Disney's Hollywood Studios
- Playalinda Beach
- ICON Park
- ChampionsGate Golf Club
- Aquatica
- Island H2O Live!
- Kennedy Space Center
- Kissimmee Lakefront Park
- Blue Spring State Park





