
Places to stay near Historic Downtown Sanford
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Top-rated holiday 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!

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.

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 Secret Sanctuary in Sanford, 5min from Airport
Welcome to your quiet, spacious, and private sanctuary. Enjoy all new appliances in the full size kitchen, a 50” flat screen TV, and a shaded outdoor area surrounded by greenery. It is located only minutes from the Orlando Sanford International Airport, Historic Downtown Sanford’s restaurants and shops, Lake Monroe’s scenic waterfront, and is centrally located between Florida’s beaches and the amusement parks. **Space is cleaned with EPA approved cleaners, including high touch surfaces**

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.

Jazz Loft
Premier location, steps away from historic downtown and one of the oldest houses in Sanford! • 1 dbl bed, upstairs • We’ve tried to create the most modern design we could imagine while incorporating the original fireplace and taking advantage of the dramatically vaulted ceilings and original beams which date back to 1894, and our love for jazz • Our goal is to exceed your expectations, provide a comfortable feeling like you are at home • you'll see why this is our most popular apt.

Little Hidden Cottage- Near Sanford Airport
Located in Sanford FL, our Hidden Little Cottage is a private studio guest house with its own entrance, features full kitchen & bath room, queen size bed, full size pull out couch & twin size travel bed, & provides flexible self check-in. We are located 7 minutes from the Sanford Airport and Boombah Sports Complex, 10 minutes to Downtown Sanford, I –4 & 4–17. We’re also central to many Central Florida attractions such as Natural Springs, Sandy Beaches, Theme Parks and Historic Districts

Stylish & spa like Getaway - peaceful garden suite
Relax and unwind from your busy life in this serene and quiet getaway. We are located 5 minutes to shopping and dining in downtown Lake Mary in a beautiful and safe neighborhood. Enjoy the solar heated saltwater pool and the comfy outdoor lounge area, Enjoy the backyard with its mature trees and tropical flowers. The indoors come with a luxury and modern wellness bathroom. Soak in the oversized tub or reenergize in the stylish rainfall shower with inbuilt bench and mood lighting.

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!

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.
Popular amenities for holiday rentals near Historic Downtown Sanford
Other top sights near Historic Downtown Sanford
Condo rentals with Wi-Fi

Luxury Condo On I-Drive & One Mile from Universal

Lovely Winter Park Home close to Hospitals !

5 mins Universal 10 mins Epic park | Rustic LOFT

Retro lake Eola 1 Bedroom Condo Thornton park

Downtown Condo w/ Treetop Views & Free EV Charging

Maria Luz Studio-Huge Terrace/Universal area.

The Point Hotel & Suites - 705H Luxury - Pool View

Lakefront Resort Condo near Disney and Universal
Family-friendly house rentals

Independent Unique Lake guest house/kayaks/jacuzzy

Nice house just block away from Sanford downtown

The Cypress House

Lake house Getaway/close to beach or theme parks

Cozy Studio in Sanford with Queen Bed and Desk!

Markham Woods 4BR Pool Retreat near Attractions

The Lemon Cottage -NO EXTRA FEES

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

Parent's Retreat!

The Lake House

Private Rooftop Suite! No resort fees!

New Studio Full Kit Qbed new bath patio furn

Cozy Lakefront Apartment

True Trail Farm

NEW Designed Apt 2024 NrUCF PETSOk PrivateEntry

“The Velvet Escape” Near Attractions & Airport
Other great holiday rentals near Historic Downtown Sanford

Private Guesthouse near downtown & Airport

Lakefront,Sanford airport, Boombah, Venue 1902,UCF

Carribbean 1 Bedroom Retreat in Downtown Sanford

Nature Unique lake view Tiny Guest studio

Houseboat - 60 FEET OF FUN!

The Teal Magnolia 4/2 DT Sanford

Sanford Rooftop Garden Apartment

The Aerie, Second Story Flat, Historic District
Destinations to explore
- Universal Studios Florida
- Orange County Convention Center
- Universal Orlando Resort
- Give Kids the World Village
- Disney Springs
- Walt Disney World Resort Golf
- SeaWorld Orlando
- Orlando / Kissimmee KOA
- Daytona Beach Bandshell
- Ocean Walk Shops
- Magic Kingdom Park
- ESPN Wide World of Sports
- Disney's Animal Kingdom Theme Park
- Epcot
- Old Town
- Kia Center
- Daytona International Speedway
- Reunion Resort Golf Courses - Palmer & Watson
- Universal's Volcano Bay
- Discovery Cove
- Playalinda Beach
- Aquatica
- Bluegreen Vacations Fountains, Ascend Resort Collection
- Disney's Hollywood Studios




