
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.

Farmhouse-Chic Retreat with a Charming Patio
Guests have full use of the house, including a spacious kitchen. Four bedrooms with memory foam mattresses ensure you can sleep comfortably. The dining room table can seat 6-8. In the living room there’s a comfortable seating area across the room from a large desk - great for those traveling for work! There is a separate laundry room off the back patio. Guests will have complimentary use of detergent. Iron and ironing board are also available for guest use. On the property there’s an occupied mother-in-law apartment - with separate parking and it’s own entrance so that guests staying in the house are not disturbed by the apartment’s full-time occupant. The backyard is also has a dividing fence for house guests’ privacy. As a guest staying at the house you will have privacy, but I’m local nearby and can assist guests at their request. Behind the house is an occupied apartment that has its own entrance, parking, and backyard. Nestled into a cluster of moss-draped oaks, the house is only a short drive from restaurants and shops in Lake Mary and quaint downtown Sanford. The best way to navigate the area is by car. There are several car rental agencies nearby, with the Orlando-Sanford International Airport just 5-7 min drive.

Independent Unique Lake guest house/kayaks/jacuzzy
Independent Guest house with a beautiful lake where you can have unlimited kayaking use during your stay as option(2 kayaks). Property is at lake Mary across Country club, close to Sanford, Boombah Sports, Orlando Fl, walking distance to windixie super market, downtown Lake Mary, dunking donuts , near Orlando Sanford International Airport. Walk to many restaurants and entertainment, 30 min to Daytona Beach. Near Wekiva springs. To go to Disney or Universal, we have easy access to I-4 and 4-17.

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.

Unique Concrete House Boat! No cleaning fees!
This ferrocement boat Later Gator was made in Sweden in 1973. That’s right! It’s made of concrete! The boat circumnavigated the globe twice before eventually ending up here in sunny Sanford FL. We spent 2 years completely renovating everything and tried to leave as much of the boat’s original personality intact while adding modern amenities. Restaurant/bar, pool, laundry facilities, showers and restrooms, diner, and marina store all on site, and downtown historic Sanford and river walk close by.

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.

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.)

☀️ Historic Downtown Sanford Sunshine Cottage!
Centrally located between theme parks and beaches! You feel like you aren't in the city when staying at The Sanford Sunshine Cottage. Surrounded by towering oak trees, in a quiet neighborhood, it is a great place to relax and have a good nights rest. Great award wining breweries and restaurants are just minutes away from the house. Stroll down first street and shop at some local, unique independently owned shops. *Home is cleaned with EPA approved cleaners, including high touch surfaces.*

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.

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 vacation rentals near Historic Downtown Sanford
Other top sights near Historic Downtown Sanford
Condo rentals with wifi

Lovely Winter Park Home close to Hospitals !

Cheerful Tiny Home At the Beach

LOFT style 5/10 mins Universal & Epic

A luxurious living just 15 min/Disney!

Private Rooftop Suite! No resort fees!

Stylish beach front condo with spectacular view!

The Dancing Dolphin, a direct ocean front condo.

Modern Lake view Condo 1 mile from Disney
Family-friendly house rentals

RemodeledHouse w/king beds near Downtown Lake Mary

The Cypress House

Lake house Getaway/close to beach or theme parks

Gated community XL pool Home 2500sq/f

Rate Discount~ Pool~Private Country Retreat

Clean, cozy home in a GREAT location

Explore Amazing Sanford in Cleanliness & Comfort

Historic Hotspot•Walk to Downtown Fun• Luxury Beds
Apartment rentals with air conditioning

The Sanford Studio Apartment-Near Airport!

Sanford Suite: King Bed, Work-Ready & Near Airport

Parent's Retreat!

Ground Floor beachfront 2/2 BEST location in NSB

Apt C -Modern Elegance in the Heart of Winter Park

Peaceful Apartment on Small Urban Farm

True Trail Farm

2Bedroom Haven Close to Parks KingBed PetFriendly
Other great vacation rentals near Historic Downtown Sanford

UPSCALE LOFT SPACE CLOSE TO DOWNTOWN.

Lakefront,Sanford airport, Boombah, Venue 1902,UCF

Enjoy the Magic - Floating Cottage on the River

The Secret Sanctuary in Sanford, 5min from Airport

Stylish & spa like Getaway - peaceful garden suite

"Winnie's Place" A Peaceful Guesthouse with Pool.

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




