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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.

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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

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, 255 reviews
Guest favorite
A spacious bedroom is shown, featuring a large bed with neutral bedding and pillows. Two bedside lamps provide soft lighting. A chair with a throw blanket sits in the corner beside a tall plant. Artwork hangs on the walls, and a window with sheer curtains allows natural light.
Home in Sanford

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
Top guest favorite
The exterior of a newly built home is displayed, featuring a modern design with a stone accent wall and large windows. The front porch is covered, providing an inviting entrance. A grassy area surrounds the home, with trees in the background enhancing the natural setting.
Home in Sanford

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, 121 reviews
Guest favorite
A screened wrap-around porch offers views of the lake, with sunlight casting striped shadows on the floor. Two lounge chairs are positioned for relaxation, while a colorful playpen is set against the railing. Decorative surfboards are mounted on the walls, enhancing the space's charm.
Cottage in Sanford

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, 266 reviews
Guest favorite
A retro game room is displayed, featuring vintage arcade games, a skee-ball machine, and a basketball free-throw setup. The walls are painted red, and the floor is concrete. Basketballs are positioned at the base of the hoop, ready for play.
Home in Sanford

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.

4.95 out of 5 average rating, 141 reviews
Top guest favorite
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

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, 148 reviews
Guest favorite
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

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.

4.83 out of 5 average rating, 199 reviews
Guest favorite
A charming exterior of a single-story home is shown, featuring a light blue façade and two large windows. A clear pathway leads to the front entrance, framed by lush green grass. A porch with two red chairs invites relaxation beneath the expansive oak trees overhead.
Apartment in Sanford

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.

4.92 out of 5 average rating, 124 reviews
Superhost
A charming blue bungalow with a covered front porch offers a welcoming entrance. The porch features a railing and is flanked by neatly arranged landscaping. A garage is positioned to the right, and the bright sky adds to the home's inviting appearance.
Bungalow in Sanford

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, 126 reviews
Guest favorite
Apartment in Sanford

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)

4.92 out of 5 average rating, 167 reviews
Top guest favorite
The exterior of a charming yellow farmhouse is presented, featuring a large front porch supported by white columns. Windows adorned with shutters provide light, while a welcoming blue door serves as the focal point. Trees offer shade to the inviting entrance.
Home in Sanford

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, 171 reviews
Superhost
The cozy studio features a queen-sized bed with light bedding, set against a modern wooden headboard. A vintage chandelier hangs from the high ceiling, providing soft illumination. A desk with circular mirror and a dining table are positioned near the windows, letting in natural light.
Apartment in Sanford

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, 180 reviews

Popular amenities for vacation rentals near Historic Downtown Sanford

KitchenWifiPoolFree parking on premisesAir conditioning

Other top sights near Historic Downtown Sanford

Historic Downtown Sanford

106 locals recommend

Celery City Craft

43 locals recommend

Sanford RiverWalk

37 locals recommend

Wayne Dench Performing Arts Center

32 locals recommend

Fort Mellon Park

24 locals recommend

The Imperial at Washburn Imports Sanford

22 locals recommend

Condo rentals with wifi

Guest favorite
A modern kitchen is seen, featuring white cabinetry and a speckled granite countertop. Stainless steel appliances, including a microwave and toaster, are positioned conveniently. A small potted plant adds a touch of greenery, while natural light filters in through the window above the sink.
Condo in Winter Park

Lovely Winter Park Home close to Hospitals !

4.83 out of 5 average rating, 127 reviews
Guest favorite
Condo in Orlando

Cozy space 5/10 universal & epic

4.83 out of 5 average rating, 156 reviews
Guest favorite
A dining area on a spacious terrace features a wrought-iron table with seating for six. The table is set with plates, glasses, and utensils, accompanied by a bottle of sparkling wine. A large umbrella provides shade, with distant views of nearby buildings.
Condo in Orlando

Private Terrace • Epic Fireworks • 2/2 - King Bed

4.88 out of 5 average rating, 338 reviews
Top guest favorite
An aerial view of the clubhouse area is displayed, featuring a large pool surrounded by lounge chairs. Palm trees provide greenery around the poolside, while guests can be seen enjoying the water. The architecture of the clubhouse complements the inviting outdoor space.
Condo in Orlando

Location,Location 3bd 2bth near parks conv.ct/Int.

4.92 out of 5 average rating, 157 reviews
Top guest favorite
A vibrant living area features a Super Mario-themed mural depicting iconic characters against a blue backdrop. Plush seating surrounds a coffee table styled with bright colors, while a playful rug showcases a character from the Mario universe, creating a fun and inviting atmosphere for relaxation and gaming.
Condo in Orlando

Super Mario's Sky Suite - Epic Universe 3 BD SUITE

4.95 out of 5 average rating, 190 reviews
Top guest favorite
Condo in Orlando

VCR1-107 - 3BR condo near pool near Disney

4.9 out of 5 average rating, 209 reviews
Top guest favorite
A private balcony offers serene views of Lake Bryan and a swimming pool area. A small round table with two chairs invites relaxation, while warm colors from the sunset enhance the tranquil setting. Lush trees frame the scene, creating a peaceful atmosphere.
Condo in Orlando

Waterfront Resort Condo near Disney & Universal

4.97 out of 5 average rating, 448 reviews
Guest favorite
A spacious outdoor area features several palm trees and seating arrangements with turquoise cushions. The backdrop includes a modern multi-story building. A barbecue area is visible, and lounge chairs are positioned around a sparkling pool, creating an inviting environment for relaxation.
Condo in Orlando

Luxury Condo On I-Drive & One Mile from Universal

4.87 out of 5 average rating, 145 reviews

Family-friendly house rentals

Top guest favorite
A historic home is nestled among lush greenery, with a wraparound porch and stairs leading to the entrance. Tropical plants and a wooden fence create a welcoming entrance. The large trees provide shade, enhancing a sense of tranquility in this charming neighborhood.
Home in Sanford

Historic Sanford Sunshine Cottage w/ Treetop suite

4.95 out of 5 average rating, 221 reviews
Top guest favorite
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

Clean, cozy home in a GREAT location

4.98 out of 5 average rating, 295 reviews
Guest favorite
A spacious pool area is surrounded by tropical landscaping, featuring tall palm trees and flourishing plants. The pool includes a spa with cascading water features. A bright red umbrella provides shade over a seating area, creating an inviting outdoor space for relaxation.
Home in Lake Mary

Gated community XL pool Home 2500sq/f

4.9 out of 5 average rating, 298 reviews
Guest favorite
Home in Sanford

Private Pool at Flamingo Cottage

4.87 out of 5 average rating, 284 reviews
Guest favorite
An outdoor seating area features blue Adirondack chairs and a patterned table, arranged on a concrete patio. Two large trees provide shade, and a swing is visible in the background. The space is accented with decorative rugs and greenery, fostering a relaxed atmosphere.
Home in Sanford

Farmhouse-Chic Retreat with a Charming Patio

4.92 out of 5 average rating, 274 reviews
Guest favorite
The single-story home is surrounded by lush greenery, featuring a landscaped front yard with tall palm trees. Decorative cranes are positioned on the vibrant lawn, while a brick facade and a carport enhance the inviting exterior of the residence.
Home in Sanford

Mid Century Modern home near downtown Sanford

4.9 out of 5 average rating, 124 reviews
Guest favorite
A bright living area features a comfortable sofa adorned with decorative pillows and a warm throw. A stylish coffee table is centered on a patterned rug, while an accent chair complements the space. Artwork hangs on the walls, and a fan is mounted above.
Home in Sanford

Home - Sweet - Home

4.96 out of 5 average rating, 104 reviews
Top guest favorite
Home in Apopka

5 Springs Close Goats Chicken Free Eggs Memories

4.99 out of 5 average rating, 148 reviews

Apartment rentals with air conditioning

Guest favorite
A second-story balcony features white railings and overlooks a lush yard. Two chairs are positioned on the balcony, while the building's grey exterior is complemented by a metal roof. Leafy branches frame the upper section of the image.
Apartment in DeBary

Farmhouse Apartment in a Great Location

4.93 out of 5 average rating, 169 reviews
Guest favorite
Apartment in DeLand

True Trail Farm

4.9 out of 5 average rating, 495 reviews
Top guest favorite
The living area features a spacious sectional sofa with rich teal upholstery and colorful accent pillows. Vibrant artworks adorn the walls, while decorative string lights create a warm atmosphere. A unique white sculptural chair and a low coffee table complete the eclectic and inviting space.
Apartment in Thornton Park

Walk to Lake Eola 2 BR Balcony Apt + Free Parking

4.98 out of 5 average rating, 117 reviews
Top guest favorite
A cozy living area features a dark gray sofa and armchair, complemented by a light rug on the floor. A small desk with a chair sits against the wall, and a wall-mounted television is positioned above. Natural light pours in through the front door with a window.
Apartment in Orlando

Parent's Retreat!

5.0 out of 5 average rating, 247 reviews
Guest favorite
A bright studio apartment features exposed brick walls and hardwood floors. A spacious bed with light bedding is positioned against the wall. Seating options include a gray armchair and a dark couch, complemented by a coffee table and wall-mounted mirrors.
Apartment in DeLand

Second floor apartment at NWS!

4.87 out of 5 average rating, 115 reviews
Guest favorite
A cozy living area is featured, showcasing a sectional sofa adorned with soft pillows. A coffee table is positioned in front of the sofa, with a side table nearby. Natural light is captured through an adjacent window, illuminating the inviting space.
Apartment in Altamonte Springs

Altamonte Oak Tree Haven

4.91 out of 5 average rating, 253 reviews
Top guest favorite
A two-story orange house is set among greenery, featuring a spacious driveway with a parked car. Lush plants and bamboo create a natural border around the property, enhancing the serene outdoor environment.
Apartment in Orlando

UCF home

4.96 out of 5 average rating, 195 reviews
Top guest favorite
A cozy sleeping area features a wooden bed with decorative elements and layered bedding in calming tones. A bedside lamp provides soft lighting. Air conditioning is available, and sheer curtains frame a window. A chair adds additional seating, enhancing the functional space.
Apartment in Apopka

The Johnson’s Apartments / Unit A

4.98 out of 5 average rating, 170 reviews

Other great vacation rentals near Historic Downtown Sanford

Superhost
Treehouse in Geneva

Treehouse at Danville

4.89 out of 5 average rating, 1158 reviews
Superhost
A sun deck features two white lounge chairs positioned on vibrant green artificial grass. The surrounding walls are adorned with black and white tropical-themed artwork, complemented by two windows providing natural light. A clear blue sky is visible above, enhancing the inviting outdoor space.
Boat in Sanford

Unique Concrete House Boat! No cleaning fees!

4.91 out of 5 average rating, 372 reviews
Top guest favorite
A charming house features a welcoming entrance adorned with a round wreath. Lush greenery surrounds the pathway, leading to the front steps, which are flanked by well-maintained flowerbeds. A vintage-style lamp stands to the left, contributing to the home's inviting ambiance.
Guest suite in Sanford

Sanford Rooftop Garden Apartment

4.99 out of 5 average rating, 115 reviews
Top guest favorite
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

Floating Cottage. . . experience the magic

4.98 out of 5 average rating, 211 reviews
Top guest favorite
Guesthouse in Sanford

Little Hidden Cottage- Near Sanford Airport

4.94 out of 5 average rating, 224 reviews
Guest favorite
An open living area features comfortable seating on a gray couch with decorative pillows. Natural light filters through sheer curtains, illuminating a dining table set for four. A variety of decor accents complement the warm tones of the space.
Bungalow in Sanford

Lizzy’s Landing In Historic Downtown Sanford

4.91 out of 5 average rating, 112 reviews
Top guest favorite
A bright outdoor lounge area is furnished with comfortable wicker sofas, set against a backdrop of large windows overlooking a shared saltwater pool. A colorful area rug adds vibrancy, while a ceiling fan circulates air within the space.
Guest suite in Lake Mary

Stylish & spa like Getaway - peaceful garden suite

4.96 out of 5 average rating, 396 reviews
Guest favorite
A charming blue house is framed by a white picket fence and lush greenery. The front porch is adorned with white pillars, and multiple windows allow natural light to enter. A well-maintained lawn enhances the home's inviting appearance.
Bungalow in Sanford

Charming bungalow in Sanford's historical district

4.84 out of 5 average rating, 64 reviews