Vacation rentals in Sanford

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Top-rated vacation rentals in Sanford

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Top 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
4.97 out of 5 average rating, 226 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.

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
4.97 out of 5 average rating, 276 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 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
4.96 out of 5 average rating, 124 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.

Top guest favorite
A studio-style living space features a spacious bed with neutral bedding, complemented by decorative pillows. A round mirror hangs over a wooden nightstand. The kitchenette area includes a small microwave and cabinetry, while an area rug adds warmth to the wooden floor.
Guest suite in Sanford
4.97 out of 5 average rating, 250 reviews

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**

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
4.93 out of 5 average rating, 107 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 favorite
A well-manicured pathway leads to the studio, surrounded by lush greenery and colorful plants. Visible are large windows framed by white curtains, providing a view of the scenic lake. A patio with a red umbrella and a picnic table is accessible for outdoor relaxation.
Guesthouse in Lake Mary
4.94 out of 5 average rating, 114 reviews

Nature Unique lake view Tiny Guest studio

Tiny Guest house studio with separate entrance for privacy and amazing Lake view. Unlimited rental of 2 Blue kayaks included during stay!! Walking distace from windixie supermarket, downtown lake Mary, restaurants, shopping centers, entertainment and dunking Donuts. Common areas outside studio are shared. Property is at lake Mary across Country club, close to Sanford, Boombah Sports, Orlando Fl. 30 min to Daytona Beach. Near Wekiva springs. To go to Disney, easy access to I-4 and 4-17.

Guest favorite
Guesthouse in Sanford
4.95 out of 5 average rating, 184 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, 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 favorite
A serene view of Lake Mary is framed by a large tree and a white post. The sky transitions into vibrant hues as the sun sets, reflecting softly on the water's surface. A lamp illuminates the foreground, enhancing the peaceful lakeside atmosphere.
Guesthouse in Lake Mary
4.97 out of 5 average rating, 127 reviews

Sunset Cottage in Lake Mary, Florida

Located on beautiful Lake Mary, this completely renovated studio sized guest house offers beautiful sunsets over the lake from a private patio. A comfortable queen bed, stylish sitting area and fully stocked kitchenette make for a wonderful stay in the Lake Mary- Sanford area. Minutes from the Sanford airport, close to the Sunrail station and 45 minutes to either Disney World or the beach. Our guest cottage is a perfect place to visit. Please note: The cottage is lakeview only.

Top guest favorite
The spacious room features a queen bed dressed in crisp white linens, flanked by two blue accent chairs. A large area rug adds comfort underfoot. Natural light streams in through a nearby window, and a ceiling fan provides a cooling breeze. A small dining area is also visible.
Guesthouse in Sanford
4.94 out of 5 average rating, 126 reviews

Suite Retreat

Avoid blah hotels with high prices and stay in this luxe new apartment suite! It’s a perfect retreat in Central Florida. Located a short drive to activities, restaurants, & shops in Lake Mary or downtown Sanford - 45-55 min to Orlando theme parks or the beaches of New Smyrna. Ideal for a couple’s retreat or a getaway for one. Guests use office space designed for comfort & productivity. A cozy chair begs readers to curl up and read. The outdoor canopy hosts breakfast with birdsong!

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
4.96 out of 5 average rating, 364 reviews

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.

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
4.98 out of 5 average rating, 195 reviews

Enjoy the Magic - Floating Cottage on the River

Welcome to FLOATING COTTAGE . . . Imagine staying in a small cottage, gently afloat on the beautiful St. Johns River in Sanford, Florida. Perfect for social distancing! Sanitized between guests. Contactless check-in. Floating Cottage provides a magical space to relax, refresh and explore. Relax on the front porch; enjoy the warm breeze while watching marina activity, and the bounty of nature. Enjoy the peaceful comfort of the fully equipped small home.

Guest favorite
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
4.91 out of 5 average rating, 149 reviews

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 Sanford vacation 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 vacation rentals in Sanford

  • Total vacation rentals

    Explore 320 vacation rentals in Sanford

  • Nightly prices starting at

    Sanford vacation rentals start at ﺩ.ﺇ73 per night before taxes and fees

  • Verified guest reviews

    Over 18,470 verified reviews to help you choose

  • Family-friendly vacation rentals

    150 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 100 rentals that welcome pets

  • Vacation rentals with a pool

    50 properties feature pools

  • Rentals with dedicated workspaces

    180 properties have a dedicated workspace

  • Wi-Fi availability

    310 of Sanford vacation rentals include wi-fi 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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