Guesthouse vacation rentals in Sanford

Find and book unique guesthouse rentals on Airbnb

Top-rated guesthouse rentals in Sanford

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

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Guest favorite

Guesthouse in Thornton Park

4.99 out of 5 average rating, 243 reviews

Black House- Private Cottage in Thornton Park!

This historic cottage is a unique free-standing detached dwelling in the heart of Thornton Park (Downtown Orlando). This little gem is newly renovated and gives the guest a perfect secluded launching point to hundreds of bars, eateries, parks as well as easy access to highways to visit Universal, Disney World, etc. Charming historic residence that provides private off street parking, yard/green space and a relaxing hammock just steps outside your door. The style is very unique and fun!

Guest favorite

Guesthouse in College Park

4.97 out of 5 average rating, 409 reviews

The Coach House- 2 bedroom/3 bath Orlando Getaway!

Pet-friendly 2 Bedroom/3 Bath House. Designed by renowned architect James Gamble Rogers II, the house is a 25-minute drive ($23 Uber) from the MCO Airport. Nestled in the heart of Orlando's College Park district, it is an oasis just moments away from Downtown Orlando: nightlife, museums, and funky art and music scene. Take a 25-minute drive into Disney, Universal, or The Outlets. Uber/Lyft/Walk to nearby trendy restaurants, museums, theaters, boutique shopping, and our craft beer scene.

Superhost

Guesthouse in Clermont

4.85 out of 5 average rating, 150 reviews

Discover Tranquility at Our Charming Guest House

Welcome to our enchanting lakefront retreat nestled in the heart of a picturesque cyclist's town. Airbnb property offers a perfect blend of tranquility, scenic beauty, and convenient access to outdoor adventures. Situated directly on the shores of a serene lake, our guesthouse provides breathtaking views and a soothing ambiance that will rejuvenate your senses. Whether you're a nature lover, a cycling enthusiast, or simply seeking a relaxing getaway, this is the ideal destination for you.

Guest favorite

Guesthouse in Orlando

4.88 out of 5 average rating, 187 reviews

Adorable Studio Guest House

Enjoy a quiet peaceful stay just minutes outside of Downtown Orlando. Walk to local restaurants, bars and cafes. The guesthouse has a fully equipped kitchen, full bathroom, built-in closet, wi-fi, queen bed and pull-out murphy bed. The TV has access to Netflix, Hulu and Disney Plus. Owners live on property in the main house, and are available to answer any questions. Distances to Major Attractions: Downtown Orlando--10 Mins Airport--20 Mins Universal Studios--20 Mins Disney--30 Mins

Guest favorite

Guesthouse in Oviedo

4.96 out of 5 average rating, 263 reviews

Gated Luxury Country Home on Private 35 Acres

Unique 800 sq. ft standalone guesthouse on 35 private wooded acres. Relax in peace and quiet either outside with the beautiful scenery or inside with our professional GoldenWest 9' pool table. Fully furnished backyard patio with grill and smoker, firepit for cold evenings, kerosene lamps for ambiance, and lounge furniture for finishing that book you've been putting off. Conveniently located minutes away from 417, you are within reach of all that Orlando has to offer! NO CLEANING FEES!

Guest favorite

Guesthouse in Orlando

4.94 out of 5 average rating, 175 reviews

Hidden Luxury Gem w/ private porch

DETACHED GUEST HOUSE Enjoy our recently renovated guest house with a charming porch, detached from the main house. The house is beautifully decorated, and it has spacious bedroom w/ a comfort bed (tempur-pedic), a fully stocked kitchen, and a elegant dining/ living room (w/ sofa bed/ futon) Very central locate!! We are close to major highway (408, 417) 15 min from airport, 25 min from Disney/ universal park. This space was create thinking about your comfort. will love our porch.

Guest favorite

Guesthouse in Davenport

4.92 out of 5 average rating, 167 reviews

Winsome Farm Guest House

*Rest, *Relax, *Refresh, *Renew Here! Business travel? Vacationing? Escape the hectic pace but be nearby to all Central Florida amusements, restaurants, shopping, theater. Mid-way between east and west coast beaches. Large screened back porch overlooks nature conservancy. Farm to table fresh vegetables and fruits in seasonal garden right out your door and daily fresh eggs, should you choose to cook in fully outfitted kitchen or electric grill outside.

Guest favorite

Guesthouse in Windermere

4.94 out of 5 average rating, 250 reviews

Paradise nook near Orlando's theme parks

A quick escape to an amazing stay. Immersed in green tropical vegetation, our unique tiny Guesthouse is where we usually host our visiting family and friends from out of town. It is also open to Airbnb guests who are visiting Greater Orlando! Perfect location to escape from the hustle and bustle of a big city, yet close to everything. Take advantage of its availability and join the great experience our guests are always talking about.

Guest favorite

Guesthouse in Orlando

4.93 out of 5 average rating, 115 reviews

Peaceful Guest-house in heart of Orlando

Charming and full of character, located in the Park at Lake Highland Neighborhood. This 1920s property hosts a rear guest house for visiting guests. This area is surrounded with hundreds of restaurants within walking distance of 1 mile vicinity. It is an excellent place to walk or bike to many of the local nooks such as Mills 50, Ivanhoe Village, Thorton Park, Lake Eola and College park. Rated #1 neighborhood in Central Florida.

Guest favorite

Guesthouse in Maitland

4.87 out of 5 average rating, 385 reviews

Chez Bienvenu

Close proximity to Park Avenue in Winter Park! Sunny and Adorable Vintage Guest House ...entire spacious guest house; with private entrance and driveway* Just a couple of blocks off Park Avenue to enjoy Shopping! Cafes! Museums! Nestled in quiet family community* •Smart TV •Stackable washer and dryer included in the unit. •Grill, Beach Chairs, Fishing Poles available •750 square feet of living space

Guest favorite

Guesthouse in Maitland

4.99 out of 5 average rating, 135 reviews

Private 1-bd Mid-Century Guesthouse

Welcome to our tranquil & private 1-bd Mid-Century Modern Guesthouse. The space has a separate entrance and keyless access. Full kitchen, living room, bedroom and bathroom. Centrally located in Florida, our guesthouse offers easy access to the surrounding areas. Lots of museums, nature walks, parks & fantastic places to eat. Book now & experience the love & care we have put into our property!

Superhost

Guesthouse in Apopka

4.86 out of 5 average rating, 152 reviews

Private Guest House - Lake Access Getaway

Welcome Guests! Thank you for choosing our home for your stay. This Guest House Offers a private courtyard pool and access to Private Bear Lake across the street. The home is the best of both worlds as it is only a 10 minute drive to the Springs (Wekiva/Rock Springs) or 15 minutes to Downtown Orlando. Our newly remodeled guest house is perfect for your getaway.