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Guesthouse vacation rentals in Sanford

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Quick stats about guesthouse rentals in Sanford

  • Total vacation rentals

    Explore 20 vacation rentals in Sanford

  • Nightly prices starting at

    Sanford vacation rentals start at G$12,552 GYD per night before taxes and fees

  • Verified guest reviews

    Over 1,910 verified reviews to help you choose

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    20 of Sanford vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Sanford rentals

  • 4.9 Average rating

    Sanford stays are highly rated by guests—averaging 4.9 out of 5!

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
A charming pathway made of light-colored bricks leads to the entrance of a compact guest studio. Lush greenery, including tropical plants and palm trees, surrounds the area, enhancing the inviting atmosphere. Natural sunlight brightens the facade, complemented by textured wooden accents on the side.
Guesthouse in Sanford

Private Courtyard Cottage on Canal

Enjoy a comfortable stay in this private guest cottage with its own entrance, detached from the main house—perfect for privacy and relaxation. Features an extremely comfortable king-size bed, TV, and WiFi ideal for streaming or remote work. The kitchenette includes a full-size fridge, microwave, sink, air fryer, and coffee maker for easy meals and morning coffee. Ideal for couples, solo travelers, business stays, or sports families looking for a quiet, comfortable home base close to everything

4.94 out of 5 average rating, 268 reviews
Top guest favorite
Guesthouse in Sanford

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

4.94 out of 5 average rating, 224 reviews
Top guest favorite
An exterior view of the guesthouse displays a quaint two-story structure with a black garage and a welcoming front porch. Surrounding greenery provides a natural setting, enhancing the privacy of the location. The two upper windows are adorned with large curtains.
Guesthouse in Ocoee

NEW 1BRM Guesthouse | King Bed | Central Florida

Nestled in a private and central location, this newly constructed space offers everything needed for a relaxing stay. The space is perfect for up to four guests, featuring a king size bed, full kitchen, and smart TVs in every room. Enjoy the convenience of high-speed Wi-Fi, a spacious shower, washer / dryer, and a private driveway. Located close to Downtown, Theme Parks, the Stadiums, I-Drive, Wekiva Springs, Shopping, Dining, and More! Everything needed for your short term or long term stay.

5.0 out of 5 average rating, 148 reviews
Top guest favorite
A serene pool area is surrounded by lush tropical greenery, including palm trees and bamboo. A spa is integrated into the pool with a stone wall feature. Chaises with striped cushions are positioned beside the water, and a spacious patio includes various stone pavers.
Guesthouse in Orlando

1924 Spanish Carriage House Lower

Enjoy a shared but private compound resort in the heart of downtown Orlando! Centrally located and within walking distance to major events at the Kia Center, Dr. Phillips Performing Arts Center, restaurants, and downtown nightlife. Park on site, relax and enjoy all that this historic home has to share! Besides a fresh and clean private lodging, you'll enjoy use of the tropical pool, hot tub, gas grill, covered seating and dining area. A washer and dryer are just steps away for your use.

4.98 out of 5 average rating, 151 reviews
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

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

Share the quiet yard and pool with hosts. 1 hr. from Disney & the beaches. 12 yr & older only. Single Sofa bed for 3rd guest. NOT a heated pool. Not Handicap Certified, but most wheelchair guests have not had issues. Narrowest opening 32" Ramp into unit by pool. Shower no steps. Queen bed height 29"-standard cabinets. Grab bars in bathroom. Airbnb's Accessibility Policy has exempted this listing from accepting Service & Emotional Support Animals due to owner's severe health condition.

4.98 out of 5 average rating, 142 reviews
Top guest favorite
A comfortable living area features a warm orange sofa paired with a matching accent chair. A round coffee table sits on a colorful area rug. Large windows provide ample natural light, and artwork adorns the walls. A dining space is visible in the background.
Guesthouse in Orlando

King/Queen Quiet Vibey Bungalow Guest House

Our beautifully renovated 1950's home is nestled in a quiet neighborhood just a few blocks from everything. The ColonialTown North district of Orlando (also called Mills/50) is a vibrant, central area with exceptional walkability to grocery stores, a trendy bar scene, LOTS of coffee and boba options, foodie restaurants and casual late night eats. Families will love the playground just two streets away. When you're ready, retreat to our front deck and watch the sunset reflect off the trees!

5.0 out of 5 average rating, 114 reviews
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

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.

4.9 out of 5 average rating, 145 reviews
Top guest favorite
A cozy living area features a blue sofa adorned with patterned cushions. A light wood table and chair provide space for work or relaxation. Two lamps and a flat-screen TV are positioned next to newly installed windows that offer natural light and outdoor views.
Guesthouse in DeLand

No Worries Carriage House, 5 min walk to Stetson

This second-floor carriage house is all yours. Located on a quiet street amidst historic homes. Walk to Stetson in 5 min. Downtown DeLand is an easy 15 min. walk. Your two bedrooms, full kitchen, private access will be great for a get-away for you and your guests. 42" flatscreen TV with cable and Amazon Prime with no ads. Wifi. The second-story banks of windows look out over beautiful, tropical plants. Space to work or relax. We look forward to you enjoying your stay with us.

4.96 out of 5 average rating, 253 reviews
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

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.

4.97 out of 5 average rating, 154 reviews
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

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!

4.93 out of 5 average rating, 147 reviews
Guest favorite
A cozy living area is furnished with a sofa adorned in blue and neutral tones, accompanied by a woven chair. A wooden coffee table is placed in front of the sofa. A wall-mounted television is visible, with a light fixture illuminating the space.
Guesthouse in Deltona

Tranquil Hideaway

This serene home offers the perfect blend of comfort and convenience. Located just minutes from Green Springs State Park, you'll enjoy easy access to outdoor adventures. Inside, you'll find a spacious living area, a fully equipped kitchen, and comfortable bedrooms with queen-size beds. Ideal for remote workers, the dedicated workspace provides a quiet and productive environment. Whether you're seeking a family vacation or a romantic getaway, this home has everything you need.

4.87 out of 5 average rating, 147 reviews
Top guest favorite
A spacious living area is highlighted by a sleek, modern design featuring polished floors. A green couch and two accent chairs are arranged around a wooden coffee table. A dining table with ample seating is situated nearby, complemented by decorative wall art and soft lighting.
Guesthouse in Orlando

Luxe Guest House| Pool, HotTub| UCF, Rollins

This luxury guesthouse (on the same property as our main house but they are completely separate) is a hidden oasis conveniently located in the middle of downtown Winter Park (Rollins College/Full Sail) and UCF. It's roughly 10 minutes to each. Close to 417 expressway (toll road) so you can easily get around to the other areas of Orlando. Note: The guesthouse is 35 minutes to Disney, 25 minutes to Universal Studios and 20 minutes to Orlando International Airport.

4.99 out of 5 average rating, 209 reviews

Popular amenities for Sanford guesthouse rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Family-friendly guest house rentals

Top guest favorite
A cozy studio features a spacious bed with a decorative blue and white coverlet. Natural light streams through the floral-patterned curtains, illuminating the wood-grain flooring. A ceiling fan, air conditioning unit, and various furniture pieces provide comfort and functionality within the inviting space.
Guesthouse in DeLand

The Cottage at True Trail Farm

4.9 out of 5 average rating, 565 reviews
Guest favorite
A small, charming retreat is nestled among large, sprawling oak trees and lush greenery. A gravel path leads to the cabin, surrounded by ferns and undergrowth. A bicycle is parked nearby, adding to the serene and natural setting.
Guesthouse in Tavares

Peaceful, adorable, guest cottage on Apopka Canal.

4.94 out of 5 average rating, 114 reviews
Top guest favorite
Guesthouse in Deer Island

Sapphire Cottage - sleeps 6, on 5 acres with canal

4.96 out of 5 average rating, 144 reviews
Top guest favorite
The exterior of the two-story cottage is captured, showcasing a red and white color scheme with black shutters. Lush green landscaping and a well-maintained lawn surround the home, while a concrete driveway leads to a detached garage nearby. A white picket fence adds charm to the property.
Guesthouse in College Park

8th Green Cottage - A relaxing oasis in the city

4.91 out of 5 average rating, 198 reviews
Superhost
A bright living area features a gray sofa adorned with cushions, positioned near a light area rug. A small table and two wooden stools are located by the kitchen counter, with a decorative wall hanging and a potted plant enhancing the space's inviting atmosphere.
Guesthouse in Winter Park

Cozy guest house close to Downtown Orlando

4.86 out of 5 average rating, 195 reviews
Guest favorite
The living area features a comfortable blue chair and a gray sofa, with a flat-screen TV mounted on the wall. A standing lamp provides soft lighting. Natural light enters through the window, complemented by light curtains and green walls.
Guesthouse in Oviedo

Cozy Knight Stay

4.95 out of 5 average rating, 129 reviews
Top guest favorite
The front porch features two wicker chairs with bright orange cushions, inviting relaxation. Potted plants and hanging baskets add greenery, while a gentle overhang provides shade. A pathway leads to the entrance and a nearby guest house, framed by well-maintained shrubs.
Guesthouse in Orlando

Oasis Garden Cottage -cozy, chic, near everything!

4.97 out of 5 average rating, 389 reviews
Top guest favorite
Guesthouse in Mount Dora

Relaxing Cottage Retreat | Walk to Downtown

4.95 out of 5 average rating, 259 reviews

Guest house rentals with a patio

Superhost
The master bedroom features a spacious king bed, complemented by nightstands with lamps on either side. A ceiling fan provides airflow, while wall-mounted shelves display decorative items. The room is softly lit with natural light filtering through a window framed by natural tones.
Guesthouse in Orlando

King Bed 👑 Fire Pit 🔥 Private ⭐️ Grill 🍗 Location

4.91 out of 5 average rating, 146 reviews
Top guest favorite
A stylish kitchen is equipped with modern stainless steel appliances, including a refrigerator and microwave. A central island features two metallic stools, and the cabinetry is finished in a soft gray. A small potted plant adds a touch of greenery to the space.
Guesthouse in Orlando

Location, Location, Location!

4.99 out of 5 average rating, 135 reviews
Top guest favorite
A bright living space features a comfortable sectional sofa adorned with decorative pillows, paired with a light-colored armchair. A wooden coffee table sits on a textured area rug, while a ceiling fan and pendant lighting add modern touches. The kitchen bar is equipped with high stools, enhancing the open layout.
Guesthouse in Orlando

Livingston Hideaway • Walk To Lake Eola • Hot Tub

4.99 out of 5 average rating, 113 reviews
Top guest favorite
A charming single-story house with a yellow exterior is surrounded by mature trees. A decorative wall feature is visible near the entrance, complemented by neatly arranged plants. A gravel pathway leads to a small patio area, with seating options evident within the enclosed yard.
Guesthouse in Mount Dora

Adorable Private 1-Bedroom guesthouse with deck

4.96 out of 5 average rating, 159 reviews
Top guest favorite
A charming entrance showcases a white door adorned with a circular floral wreath reading 'welcome.' Flanking the door are two planters with lush greenery, and the address '114 GH' is displayed above the door under an awning.
Guesthouse in Orlando

The Sacred Space Downtown Orlando Milk District

5.0 out of 5 average rating, 270 reviews
Top guest favorite
Guesthouse in Azalea Park

Private Studio, 13 Min to Airport & Downtown

4.99 out of 5 average rating, 118 reviews
Guest favorite
A wooden walkway extends from the dock to the cottage, surrounded by a lush green lawn. The cottage features a screened-in porch, and trees provide shade on the property. Reflections of the surroundings are visible on the calm water.
Guesthouse in Tavares

Private cottage on Lake Saunders

4.91 out of 5 average rating, 170 reviews
Top guest favorite
A screened-in outdoor area features a inviting pool surrounded by wooden decking. The pool is designed with a circular feature, and the space includes a covered entryway with a brown door visible. Lush greenery is seen in the background.
Guesthouse in Orlando

Downtown private pool house. Two blocks from ORMC

4.92 out of 5 average rating, 191 reviews

Guest house rentals with a washer and dryer

Top guest favorite
The studio features a spacious queen size bed with a warm throw blanket, paired with nightstands on either side. A dining area with high chairs is visible near a modern kitchen, which includes stainless steel appliances. A ceiling fan and artwork enhance the stylish decor.
Guesthouse in Orlando

Modern 1950s Studio • Near Downtown & Theme Parks

4.97 out of 5 average rating, 181 reviews
Guest favorite
The living area features a comfortable brown sofa and a wooden coffee table, positioned on a patterned rug. Natural light filters in through two windows, complementing the neutral wall color. A smart TV is mounted on the wall above a stylish wooden console.
Guesthouse in Orlando

𝑀𝒾𝓁𝓁𝓈 𝟧𝟢| 𝒮𝓉𝓊𝒹𝒾𝑜| 𝒪𝓇𝓁𝒶𝓃𝒹𝑜

4.94 out of 5 average rating, 106 reviews
Top guest favorite
A living area is presented with a comfortable gray sofa adorned with decorative pillows. A white coffee table is centered in front, accompanied by a minimalist glass side table. Tall plants bring a touch of greenery, while a television completes the space.
Guesthouse in Orlando

Kyle's Place - Private Unit, Pool + Laundry Room

4.93 out of 5 average rating, 158 reviews
Top guest favorite
Guesthouse in College Park

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

4.96 out of 5 average rating, 478 reviews
Top guest favorite
The inviting exterior features a two-story home framed by lush green grass and mature trees. Arched windows and a symmetrical design enhance the charm, while a driveway leads to the front entrance, providing easy access to the peaceful surroundings.
Guesthouse in Leesburg

Silver Lake Guest Pool House Very Private !

4.98 out of 5 average rating, 439 reviews
Superhost
A spacious living area features two comfortable blue sofas adorned with decorative pillows. A sleek black coffee table is positioned in the center, holding a small plant. Abstract art pieces hang on the walls, and natural light enters through glass sliding doors.
Guesthouse in Maitland

Modern Guesthome in Central FL

4.78 out of 5 average rating, 371 reviews
Guest favorite
A covered porch is showcased, adorned with climbing plants and vibrant foliage. Two sets of double doors lead into the cottage. A mix of potted plants and outdoor seating arrangements provides a welcoming atmosphere, inviting guests to enjoy the surrounding natural beauty.
Guesthouse in Mount Dora

A Lakeshore Cottage vintage 1926

4.88 out of 5 average rating, 355 reviews
Top guest favorite
A cozy living space is shown, featuring a teal sofa and a yellow armchair beside a round coffee table. Two windows with bamboo shades allow natural light to enter, while a small desk and chair are visible in the corner, enhancing the usability of the room.
Guesthouse in Orlando

Detached suite in Mills 50 food paradise

5.0 out of 5 average rating, 141 reviews

When is the best time to visit Sanford?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$19,874 GYDG$19,665 GYDG$21,548 GYDG$20,920 GYDG$20,711 GYDG$19,665 GYDG$19,665 GYDG$18,619 GYDG$18,410 GYDG$18,410 GYDG$18,828 GYDG$18,410 GYD
Avg. temp16°C18°C20°C22°C25°C27°C28°C28°C27°C24°C20°C17°C

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