Holiday rentals in Sanford

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Top-rated holiday rentals in Sanford

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Guest favourite
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
4.93 out of 5 average rating, 261 reviews

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.

Top guest favourite
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
4.98 out of 5 average rating, 242 reviews

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.

Guest favourite
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
4.93 out of 5 average rating, 117 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 compact kitchen area features modern black cabinetry and a wooden countertop. A stainless steel sink is visible, along with neatly arranged kitchen items. Stairs lead to a private sleeping area, illuminated by warm lighting, and a framed artwork is displayed on the wall.
Boat in Sanford
4.91 out of 5 average rating, 355 reviews

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.

Top guest favourite
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
5 out of 5 average rating, 101 reviews

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.

Guest favourite
Guest house in Sanford
4.94 out of 5 average rating, 197 reviews

Little Hidden Cottage- Near Sanford Airport

Located in Sanford FL, our Hidden Little Cottage is a Private Studio Guest House with its own entrance, fence, 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

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
4.97 out of 5 average rating, 277 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.

Guest favourite
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.
Flat in Sanford
4.92 out of 5 average rating, 114 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.

Guest favourite
A spacious outdoor deck is presented with several seating options, including lounge chairs and a dining table. Lush greenery surrounds the area, with a golf course visible in the distance under a bright blue sky scattered with clouds.
Bungalow in Sanford
4.91 out of 5 average rating, 140 reviews

The Golf-view House (Entire House, King bedroom)

This 2/1.5 house is private, clean, and cozy. The open kitchen features stainless steel appliances and provides all necessary cooking wares. The spacious dining/livingroom area receives enough sunlights through the picture windows. Enjoy beautiful golf course view while sitting at the dining table and/or on the humongous outside deck. There is an outdoor dining area and grill on the deck. The house is within 45 minutes from theme parks (Disney & Universal) and beaches (Daytona/New Smyrna).

Guest favourite
Home in Sanford
4.87 out of 5 average rating, 270 reviews

Cozy at Flamingo Cottage

This 3 bedroom, 1.5 bath is equipped for a peaceful stay! At the intersection of 429, I-4 & SR417, under 40 miles from Disney & Parks, close to shopping & transportation, a screened private pool, a backyard, 2-car garage, cable, wi-fi, new appliances, fully equipped, renovated kitchen, a washer and dryer. Inside, tile floors keep allergens at bay. An older home set up to be comfy and homey. Vacation in a home setting! With outdoor seating and citrus trees, Florida is at your doorstep!

Guest favourite
The living area features a comfortable sofa and two accent chairs arranged around a round coffee table, with a light-colored rug beneath. A modern television is mounted above a rustic brick fireplace, while a small kitchenette is visible in the background, highlighting sleek cabinetry.
Flat in Sanford
4.91 out of 5 average rating, 144 reviews

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)

Top guest favourite
A welcoming living area features comfortable seating arrangements around a central ottoman. A large television is placed on a stylish console, with decorative plants and artwork enhancing the space. Natural light streams through windows, contributing to a bright, inviting environment.
Home in Sanford
4.98 out of 5 average rating, 166 reviews

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

Popular amenities for Sanford holiday rentals

When is the best time to visit Sanford?

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Frequently Asked Questions

  • What are the best places to stay in Sanford?

    Many travelers enjoy staying near the historic downtown for access to local shops, dining, and riverfront views. The residential neighborhoods around Lake Monroe also have stays with quieter surroundings and green spaces.

  • What are the best things to do in Sanford with kids?

    Families often explore Central Florida Zoo & Botanical Gardens, walk along the RiverWalk, or enjoy parks with playgrounds and water features. Interactive museums and local markets add to the kid-friendly activities around the city.

  • What are some of the best things to do in Sanford?

    Explore Sanford's historic downtown with local galleries, cafes, and antique shops. The city has guided river cruises, green parks, and the Central Florida Zoo & Botanical Gardens for a blend of urban and outdoor experiences.

  • How is the weather in Sanford?

    Sanford has mild winters around 49–72°F (10–22°C) and hot, humid summers reaching 92°F (33°C) with frequent afternoon rain from June through September. Lightweight, breathable clothing and a rain jacket are suggested year-round.

  • When is the best time to visit Sanford?

    Many guests prefer late fall through spring, when temperatures are milder and rainfall is less likely. Events and outdoor markets are frequently suggested during this season.

  • What are the best places to visit in Sanford?

    The Sanford Museum presents local history, Lake Monroe invites scenic walks, and Central Florida Zoo & Botanical Gardens has animal encounters for all ages. The historic downtown is also known for art spaces and markets.

  • What are some hiking trails in Sanford?

    Explore shaded paths and water views along Black Bear Wilderness Loop Trail or stroll the RiverWalk for easy, paved access. Some city parks have additional nature trails through local habitats.

  • What are some family activities we can do in Sanford?

    Try a day at Central Florida Zoo & Botanical Gardens, explore playgrounds in local parks, or step inside hands-on exhibits at the Sanford Museum. RiverWalk has open space for biking, skating, and watching boats.

  • What are some of the best day trip ideas from Sanford?

    You can explore nearby springs for swimming, visit Orlando’s theme parks, or discover the Atlantic coast’s sandy beaches. Wildlife reserves and regional art museums are also frequently suggested for day explorations.

  • Are there any pet friendly accommodations available in Sanford?

    Many stays in Sanford welcome pets, especially in neighborhoods with access to parks and trails. Always confirm amenities and pet policies in advance with your host.

  • What are some local tips for visiting Sanford?

    Locals suggest exploring the farmer's market for fresh produce and handmade goods, enjoying nightlife along the downtown streets, and watching for weekend art walks or live music events. Early mornings and late afternoons are comfortable for riverside strolls.

  • What is Sanford known for?

    Sanford is known for its historic downtown, scenic riverfront, and culturally diverse festivals. The city has vibrant food scenes, antique shops, and a legacy as a transportation hub.

  • What are the best hidden gems to explore in Sanford?

    Find locally owned coffee shops, discover public art murals scattered around the city, or stroll neighborhood gardens. Some visitors enjoy browsing vintage shops and taking self-guided architectural walks.

  • What are the best foods to try in Sanford?

    Sanford has Southern-inspired dishes, Latin American comfort foods, fresh seafood, and locally brewed craft beer. Bakeries and cafes with pies, cakes, and pastries are frequently suggested for a sweet treat.

  • What should I bring for a trip to Sanford?

    Light, breathable clothing, comfortable walking shoes, and a hat for sun protection are useful in Sanford’s warm climate. Consider bringing a reusable water bottle and a rain jacket, especially in summer.

  • What is the nightlife in Sanford like?

    Sanford’s nightlife scene has lively bars with local brews, live music venues, and performance spaces around the downtown area. Outdoor patios and food trucks add to the casual, open-air atmosphere in the evenings.

  • What are the most popular events or festivals in Sanford?

    Sanford hosts recurring events such as the Sanford Art Walk, local craft beer festivals, and holiday parades. Monthly street parties and multicultural celebrations bring together artists, musicians, and community groups.

  • Are there family friendly vacation rentals in Sanford?

    Many vacation rentals in Sanford are family friendly, especially in neighborhoods near parks or with flexible layouts to accommodate groups. Look for listings highlighting amenities like full kitchens, extra beds, or outdoor play spaces.

Quick stats about holiday rentals in Sanford

  • Total holiday rentals

    Explore 320 holiday rentals in Sanford

  • Nightly prices starting at

    Sanford holiday rentals start at $26 SGD per night before taxes and fees

  • Verified guest reviews

    Over 18,470 verified reviews to help you choose

  • Family-friendly holiday rentals

    150 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 100 rentals that welcome pets

  • Holiday rentals with a pool

    50 properties feature pools

  • Rentals with dedicated workspaces

    180 properties have a dedicated workspace

  • Wifi availability

    310 of Sanford holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Self check-in, Gym and BBQ grill across Sanford rentals

  • 4.8 Average rating

    Sanford stays are highly rated by guests – averaging 4.8 out of 5!

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