Places to stay near Historic Downtown Sanford

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Top-rated holiday rentals near Historic Downtown Sanford

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
Home in Sanford
4.94 out of 5 average rating, 124 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.

Guest favourite
A private garden area features a winding gravel pathway surrounded by lush greenery. Potted plants and hanging flowers add color, while string lights illuminate the space, creating an inviting atmosphere for relaxation. A wooden fence provides privacy, enhancing the secluded feel of the area.
Guesthouse in Sanford
4.94 out of 5 average rating, 262 reviews

Private Courtyard Cottage on Canal

Enjoy a comfortable stay in this private guest cottage with its own entrance, detached from the main house—perfect for privacy and relaxation. Features an extremely comfortable king-size bed, TV, and WiFi ideal for streaming or remote work. The kitchenette includes a full-size fridge, microwave, sink, air fryer, and coffee maker for easy meals and morning coffee. Ideal for couples, solo travelers, business stays, or sports families looking for a quiet, comfortable home base close to everything

Superhost
A historic home is showcased from the front, highlighting its green exterior and large porch. Colorful landscaping features vibrant flowers and lush greenery, providing an inviting entrance. A paved walkway leads to the porch, surrounded by trees offering shade.
Home in Sanford
4.81 out of 5 average rating, 247 reviews

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!

Guest favourite
Treehouse in Geneva
4.89 out of 5 average rating, 1,134 reviews

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.

Guest favourite
The houseboat is docked alongside the marina, featuring a spacious upper deck covered by a red awning. Large windows provide visibility into the main deck. The waterway reflects the blue sky, with palm trees in the background, accentuating the serene marina setting.
Houseboat in Sanford
4.83 out of 5 average rating, 198 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.

Top Guest favourite
The exterior of the home features a welcoming front entrance with a gray door and arched window. The pathway is lined with colorful foliage, and tropical plants surround the entrance. A lamp post stands at the forefront, providing soft illumination amidst the lush greenery.
Home in Sanford
4.98 out of 5 average rating, 286 reviews

Clean, cozy home in a GREAT location

This clean, comfortable home is in a peaceful neighborhood and centrally located to everything you may wish to enjoy while on your Central Florida vacation. Literally two to three minutes away from I-4, highway 417 and a multitude of shopping and dining options. Universal Studios, Sea World and Daytona International Speedway are all within about 40 minutes, while Disney World and Kennedy Space Center are about 50 - 60 minutes. Also easy access to Sanford and Orlando International Airports.

Top Guest favourite
A charming houseboat with a teal exterior is shown moored at a marina, reflecting in calm waters. The upper deck is accessible by a ladder, and neighboring vessels and palm trees form a scenic background.
Houseboat in Sanford
4.96 out of 5 average rating, 137 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.

Guest favourite
The living area features a light-toned sofa adorned with patterned cushions, alongside a recliner. A round coffee table sits on a textured area rug. Natural light enters through large windows, which are dressed with wooden blinds, illuminating decor elements like wall art and plants.
Apartment in Sanford
4.92 out of 5 average rating, 120 reviews

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.

Top Guest favourite
Apartment in Sanford
4.94 out of 5 average rating, 191 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 .

Superhost
The exterior features a striking faƧade with large glass windows, allowing natural light to illuminate the interior. A welcoming pathway leads to the front door, framed by landscaped gravel, greenery, and decorative planters, creating an inviting entrance.
Home in Lake Mary
4.87 out of 5 average rating, 119 reviews

Markham Woods 4BR Pool Retreat near Attractions

1 camera near the front door for security. Recording 24/7 ANY PARTIES HOSTED WILL BE CANCELED STRICT POLICY Great blend of medieval charm and modern comforts in the spacious living area with expansive glass windows. Luxuriate in the lavish master suite boasting a king-sized bed and indulgent oversized showers. Outside, discover a sprawling backyard with a pool. Conveniently close to Disney, Daytona Beach, and local attractions for a serene getaway. getaway.

Top Guest favourite
A charming yellow cottage with a metal roof is docked at the marina. A covered front porch features blue chairs and offers a view of the water. An American flag waves gently, while a sign indicates a private dock. Lush greenery surrounds the area.
Houseboat in Sanford
4.98 out of 5 average rating, 206 reviews

Enjoy the Magic - Floating Cottage on the River

Welcome to FLOATING COTTAGE . . . Imagine staying in a small cottage, gently afloat on the beautiful St. Johns River in Sanford, Florida. Perfect for social distancing! Sanitized between guests. Contactless check-in. Floating Cottage provides a magical space to relax, refresh and explore. Relax on the front porch; enjoy the warm breeze while watching marina activity, and the bounty of nature. Enjoy the peaceful comfort of the fully equipped small home.

Top Guest favourite
A contemporary house is framed by lush greenery, featuring a striking dark exterior with large windows. The front entrance is highlighted by a vibrant green door. A paved walkway leads to the entrance, complemented by a spacious lawn area.
Home in Sanford
4.96 out of 5 average rating, 112 reviews

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!

Popular amenities for holiday rentals near Historic Downtown Sanford

  1. Airbnb
  2. United States
  3. Florida
  4. Seminole County
  5. Sanford
  6. Historic Downtown Sanford