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
4.97 out of 5 average rating, 238 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 favourite
Guest house in Sanford
4.94 out of 5 average rating, 193 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

Guest favourite
Flat in Sanford
4.91 out of 5 average rating, 192 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
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, 125 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 favourite
A large, mature oak tree with sprawling branches stands prominently in the foreground, surrounded by lush green grass. The property features a two-story building with a balcony, enhancing the natural surroundings of the expansive yard.
Guest suite in Sanford
4.99 out of 5 average rating, 111 reviews

Sanford Rooftop Garden Apartment

An "old Florida" feel is combined with a private, modern, full kitchen; comfortable furnishings; and large decks with views of mature live oak trees and lush gardens in the expansive grounds and neighboring park; all in an old, friendly, safe, and quiet neighborhood. Walk, bike, or drive an easy 16 blocks to downtown Sanford past historic, renovated residences. Enjoy sightseeing along Lake Monroe, eclectic shopping, and dining and relaxing at the many restaurants, pubs, and microbreweries.

Top guest favourite
Guest suite in Sanford
4.97 out of 5 average rating, 254 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 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, 111 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
Guest house in Lake Mary
4.94 out of 5 average rating, 119 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.

Top guest favourite
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.
Guest house in Lake Mary
4.96 out of 5 average rating, 132 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.

Guest favourite
Guest house in Sanford
4.92 out of 5 average rating, 131 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 favourite
A tranquil pool area is surrounded by a screened enclosure, showcasing a crystal-clear saltwater pool. Comfortable lounge chairs are positioned near the water, and lush greenery, including ferns and tropical plants, enhances the serene setting.
Guest suite in Lake Mary
4.96 out of 5 average rating, 370 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 favourite
A rustic stock tank pool is positioned on a stone pathway surrounded by natural landscaping. Comfortable seating with blue-patterned cushions is visible next to the pool, alongside a hammock and shed. The area is shaded by a canopy, providing a relaxing outdoor space.
Home in Sanford
4.98 out of 5 average rating, 163 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 $25 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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