Holiday rentals in Sanford

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Top-rated holiday rentals in Sanford

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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, 243 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, 120 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
4.99 out of 5 average rating, 105 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.

Superhost
Flat in Sanford
4.91 out of 5 average rating, 196 reviews

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.)

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.

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, 129 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
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, 117 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
A modern kitchen is present, featuring black appliances against white cabinetry. The living room contains a light-colored couch and a large flat-screen TV. A comfortable bedroom displays a spacious bed with light linens. An inviting pool area is showcased, surrounded by lounge chairs and greenery.
Home in Sanford
4.93 out of 5 average rating, 188 reviews

Beautiful 4/2, Golf, Pool & Games!

Enjoy the best of FL! Make this charming & relaxing home in Sanford the home base for your next great vacation! Centrally located close to stores, malls, Lake Mary Sports Complex (1.9 miles) & Trailblazer park. A community pool within walking distance & Mayfair Golf Course right across the street (0.8 miles)! 45 min. to beaches, 40 to Disney, 35 to Universal, I-Drive shopping, 30 to Winter Park, & 20 to the Springs. This beautiful home has all the amenities you'd expect and then some!

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, 171 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

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, 107 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 Sanford holiday rentals

When is the best time to visit Sanford?

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Avg. price$148 SGD$145 SGD$144 SGD$137 SGD$145 SGD$139 SGD$137 SGD$140 SGD$128 SGD$140 SGD$148 SGD$148 SGD
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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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  5. Sanford