Vacation rentals in Sanford

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Top-rated vacation rentals in Sanford

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Guest favorite
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
4.94 out of 5 average rating, 106 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.

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, 115 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 charming house features a welcoming entrance adorned with a round wreath. Lush greenery surrounds the pathway, leading to the front steps, which are flanked by well-maintained flowerbeds. A vintage-style lamp stands to the left, contributing to the home's inviting ambiance.
Guest suite in Sanford
4.99 out of 5 average rating, 108 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 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
4.98 out of 5 average rating, 238 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**

Top guest favorite
A refreshing pool with stone borders is surrounded by lush greenery and shaded by a blue canopy. Comfortable seating for two is visible, along with a hammock, creating a serene outdoor space ideal for relaxation.
Guesthouse in Longwood
4.97 out of 5 average rating, 118 reviews

"Winnie's Place" A Peaceful Guesthouse with Pool.

Share the quiet backyard and pool with your hosts. Half was between Disney & the beaches. 12 years & older only. Sofa extends to a single bed. Minutes from Interstate-4. NOT a heated pool. Wheelchairs are fine. Driveway Entry gate 39"- Breezeway to Ramp entrance 32"- Slider Entrance 33"-Bedroom door 35"-Shower (no step) 35"-Laundry 32"-Closet 35"-Queen bed 29"-standard cabinets. We are not Handicap Certified but most wheelchair guests have not had issues. Grab bars are in the bathroom.

Guest favorite
Guesthouse in Sanford
4.95 out of 5 average rating, 168 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

Guest favorite
A private, screened-in pool is visible, featuring a clear blue water surface and surrounding tiled edges. The pool area is enclosed, providing a tranquil atmosphere with natural light filtering into the space. A ladder is present for easy access to the water.
Home in Sanford
4.87 out of 5 average rating, 260 reviews

Private Pool 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 favorite
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, 328 reviews

Unique Concrete House Boat!!! NO CLEANING FEES!!!

This ferrocement boat 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.

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
4.93 out of 5 average rating, 119 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 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, 194 reviews

Floating Cottage - Summer/Fall Rates Reduced

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.

Top guest favorite
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
4.99 out of 5 average rating, 151 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 favorite
A backyard area features a spacious wooden deck, shaded by a colorful gazebo. Comfortable seating is provided by two chairs and a bench, surrounded by greenery. White gravel adds texture to the landscape, while a small circular hot tub is visible in the corner.
Tiny home in Lake Mary
4.96 out of 5 average rating, 255 reviews

Entire house, The Traveler (Tiny House)

Business or vacation plans bring you to sunny Florida and need a place to stay? Look no further than this Brand New Tiny Home with all of the modern amenities located in Lake Mary. Close to all the major Orlando attractions. The Traveler was built with your comfort in mind and includes: queen upstairs and a day bed with 2 twin size, kitchen , bathroom w/ shower and smart TV. Especially WiFi.

Popular amenities for Sanford vacation rentals

When is the best time to visit Sanford?

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Frequently Asked Questions

  • What types of vacation rentals are available in Sanford?

    Uncover the perfect home-away-from-home with our diverse selection of vacation rentals in Sanford. From over 170 house rentals to over 40 apartment rentals, we've got you covered.

  • Where should I stay in Sanford?

    Make yourself at home in Sanford by choosing from our most frequently booked neighborhoods. We have over 230 vacation rentals in Dreamwold, and over 30 vacation rentals in Midway.

  • Are there vacation rentals with a dedicated workspace in Sanford?

    Yes! Work meets play with ease at over 170 vacation rentals in Sanford featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there pet-friendly vacation rentals in Sanford?

    Four-legged friends are welcome in Sanford. Choose from more than 100 vacation rentals for guests traveling with pets.

  • Are there Sanford vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 50 vacation homes with pools in Sanford, available on Airbnb. Make a splash and soak up the sun in style!

  • How much does it cost to stay in guesthouse rentals in Sanford?

    Experience the best of Sanford with our guesthouse rentals, starting at about $50 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there family-friendly vacation rentals in Sanford?

    Sanford has more than 150 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Do house rentals in Sanford have self check-in?

    Absolutely! We offer over 40 house rentals with self check-in in Sanford. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Sanford have a bbq area?

    Absolutely! We offer over 30 house rentals with a bbq area in Sanford. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Sanford have a gym?

    Absolutely! We offer over 10 house rentals with a gym in Sanford. Enjoy a tailored experience with all the comforts you desire.

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 € 17 per night before taxes and fees

  • Verified guest reviews

    Over 17,480 verified reviews to help you choose

  • Family-friendly vacation rentals

    160 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

    320 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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