Guesthouse holiday rentals in Mount Dora

Guesthouse in Deer Island

A screened patio area is shown, featuring a private pool surrounded by an expansive deck. Comfortable seating arrangements are visible, along with lush plants and natural light streaming in from large windows overlooking the wooded landscape.

4.96 out of 5 average rating, 136 reviews

Sapphire Cottage - sleeps 6, on 5 acres with canal

Escape to Sapphire Cottage, a 5-acre wooded retreat with a private canal boat dock. Relax by the shared pool, fish from the dock, or enjoy a BBQ at the firepit. Our cozy cottage features a queen master, 2 sofa-beds, a full kitchen, and dining for 6. From meeting our farm animals, biking, kayaking, or reading in the gazebo, there is something for everyone! We live in the main house across the way and are happy to help while ensuring you have a peaceful stay. Come make lasting memories with us!

5 out of 5 average rating, 122 reviews

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.

A charming dining area is set with a vase of red roses and blue hydrangeas. The table features elegant dishware, including floral-patterned plates and cups, accompanied by fresh strawberries and cookies. Textured cushions add comfort to the inviting seating area nearby.

4.99 out of 5 average rating, 171 reviews

Private Cottage in Mount Dora's Historic District

The Wishbone Cottage is a private one-bedroom bungalow located in the heart of the historic district of Mount Dora, a quaint village over 140 years old that overlooks Lake Dora. Nestled between palm trees and birds of paradise and surrounded by a privacy fence which offers seclusion and, at the same time, convenience to Mount Dora's abundant dining, shopping, and festivities, the cottage is the guest house of a larger historic bungalow. Please allow two day notice to book. Check in 3:00-6:30

A cozy sleeping area is highlighted by two queen-size beds, each adorned with checkered yellow and white blankets. A lamp on a nightstand provides gentle illumination, and natural light filters through the window, which is fitted with blinds.

4.96 out of 5 average rating, 270 reviews

Cozy Buttercup Cottage!

Cozy 1/1 cottage- independent building, + nice breakfast kitchen, dining, & living room, great screened porch. 4 minute drive from Renninger’s, 5 minutes from Mount Dora City Hall Area where you'll find unique shops, restaurants, antiques, art museums, galleries, marina, parks, & many activities! *32 min/ Universal Studios & Island of Adventure, 43/ Magic Kingdom, 40 min/ Orlando Intl. Airport, 36 min/ Sanford-Orl Airport, 18 min/ Rock Spring, 48 min/ Silver Glenn Spring & much more!

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.

4.88 out of 5 average rating, 344 reviews

A Lakeshore Cottage vintage 1926

What's new for 2019 a brand new dock and fishing pier. Additional boat docking available. Brand new Central Cold & Dependable Air Condition- Brand new 8 foot tall privacy fence & gate, parking pad beside cottage. -Eco Smart: lock, cork floors, instant hot H2O, solar lighting, copper sink, antiques, refurbished architecture ,charming! 2 nights/festivals ABSOLUTE RESTRICTION to ANIMALS! NO EXCEPTIONS. DO NOT Instant book if you are with any animals. Sorry allergies don’t allow.

4.96 out of 5 average rating, 137 reviews

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.

A bright living space is presented with a large window allowing natural light to illuminate the room. A compact kitchen area features a white refrigerator and a granite countertop. A cozy gray sofa and two barstools complete the layout, creating a comfortable environment for relaxation.

4.89 out of 5 average rating, 217 reviews

Lake Dora Cottage!

We are located 1 house behind Lake Dora's lakefront, only a 1 mile scenic drive to Downtown Mr. Dora! We renovated this vintage lakeside cottage. It was originally a 1940's fish camp! The Cottage is detached from the main home with an enclosed private patio. The shoreline of the lake is PRIVATE PROPERTY WITH PRIVATE DOCKS. Guests have public access points. ****SERVICE ANIMALS ARE NOT ALLOWED*** We live on the property and therefore, it is not considered a public accommodation.

4.98 out of 5 average rating, 124 reviews

Guesthouse in Clermont

Charming Downtown Apartment - Walk to Everything

Stay in the heart of historic downtown Clermont- steps from the lakefront, breweries, shops, & dining. This light-filled, stylish apartment above our garage offers cozy aesthetics, comfy beds, a double shower, two spacious bedrooms, and a smart TV. Thoughtfully stocked for a stress-free stay, with garage storage for your bikes or paddle gear upon request. More than a stay—we proudly offer a distinct Clermont experience. We hope you love our charming town just as much as we do!

4.99 out of 5 average rating, 142 reviews

A cozy living space features a large television mounted on the wall and a wooden dresser. In the foreground, two bar stools are positioned by a counter. The kitchen area is visible in the background, showcasing wooden cabinetry and a tile backsplash.

Guesthouse in Tavares

The Landing Pad+Short Stroll to Heart of Tavares!

We are located in heart of Taveras where everything is walking distance-restaurants, pubs, the seaport, Wooton Park & the history museum! Sit on the patio while using the electric grill. Bring your boat! Plenty of off street park with easy access using the alleyway. Bathroom has a rain shower with 2 speeds. Full kitchen including all the basic amenities+kureig with refillable cups. Come & relax at this fun little spot & enjoy all we have to offer thanks for landing here!

4.94 out of 5 average rating, 107 reviews

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.

This special place with an "out in the country" feel is actually close to everything, making it easy to plan your visit. It is close to the cute shops and restaurants of Mt. Dora and Tavares, yet only an hour from all the attractions in the Orlando area. This 15 acre peace of paradise is right on the Apopka Canal with easy access to the Harris Chain of Lakes. Launch your boat from the boat ramp just across the canal from The Acorn at Lake Jem park.

4.91 out of 5 average rating, 156 reviews

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

This very private cottage is located on Lake Saunders and is perfect for a fishing get away or just spending some quiet time on the water. In just three steps off of the patio, you are down on the walkway out to the dock. Grocery stores and restaurants are very close by. Close to Mount Dora shopping and dining, this little gem offers a quiet, nature filled experience. Pets are welcome as long as they are on leash outside.

A charming kitchen features a bright red retro refrigerator and a compact microwave, with wooden countertops providing ample workspace. White cabinetry offers storage, while black and white patterned tiles complete the floor. A coffee maker is prominently displayed, adding to the functional design.

4.98 out of 5 average rating, 172 reviews

The Idle Hour Cottage - Walk to Downtown!

Idle Hour is a newly renovated cottage style 1 bedroom/1 bath unit. Located within walking distance to downtown, the marina, several parks, and Lake Dora. Enjoy the quaint neighborhoods, dining, shopping, or attend one of the year round festivities. Relax and enjoy the nostalgia of yesteryear while exploring downtown or relaxing in the courtyard with a glass of wine around the firepit.

Popular amenities for Mount Dora guesthouses

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-Friendly guesthouses

A spacious suite is displayed with light blue walls and a full bed featuring striped bedding. A smart TV is mounted on the wall, while a small kitchenette with a refrigerator and a dining area is visible. Natural light enters through a window shaded with blinds.

4.93 out of 5 average rating, 275 reviews

"Modern Suite"

Guesthouse in College Park

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.

4.91 out of 5 average rating, 194 reviews

8th Green Cottage - A relaxing oasis in the city

The studio features a cozy sleeping area with a full-size bed adorned with a patterned duvet. A comfortable seating area with a grey chair and decorative pillows is present. Natural light enters through multiple windows, enhancing the bright, inviting decor.

4.98 out of 5 average rating, 123 reviews

4.9* Boho Private Studio Near UCF

4.95 out of 5 average rating, 227 reviews

An aerial view captures a rustic property surrounded by lush greenery, including oak and hickory trees. A winding path leads from the road to the guest house, which is nestled within the expansive landscape. A serene lake is visible in the background.

Guesthouse in Dade City

Hickory Breeze Guest House

Guesthouse in Zephyrhills

A spacious living area features a comfortable sectional sofa adorned with decorative pillows. A coffee table sits in front, with a tray positioned on top. The kitchen in the background includes a black refrigerator and a dining table surrounded by chairs, illuminated by pendant lighting.

5 out of 5 average rating, 103 reviews

Under The Oaks Cottage

4.96 out of 5 average rating, 189 reviews

A mid-century modern home is illuminated at dusk, showcasing its distinctive architectural features. Large glass windows reflect the evening light, while the warm glow from interior lighting enhances the inviting exterior. Lush landscaping surrounds the house, providing a serene atmosphere.

Guesthouse in Maitland

Private 1-bd Mid-Century Guesthouse

4.96 out of 5 average rating, 116 reviews

A brightly painted tiny home is showcased against a serene backdrop. The exterior features red and yellow hues with a blue door and window. Two blue chairs are positioned beside a small table, creating an outdoor seating area surrounded by lush greenery.

Guesthouse in Kissimmee

Orlando Private Tiny Guest House

4.99 out of 5 average rating, 216 reviews

A bright living area features a dark blue sofa with colorful cushions and a round dining table surrounded by four wooden chairs. Light-colored curtains frame the windows, and a flat-screen TV is mounted on the wall. A welcoming entry door is visible to the right.

Guesthouse in Ocala

Blue barn newly remodeled 12 blocks to downtown

Guesthouses with a patio

4.94 out of 5 average rating, 384 reviews

Guesthouse in Ocala

A Garden Cottage

Guesthouse in Winter Garden

A welcoming outdoor space is presented with two patterned armchairs and a wicker chair arranged around a glass-topped table. A decorative wall feature adds texture, while potted plants and a decorative heron enhance the tranquil atmosphere. Warm light filters through the area.

4.94 out of 5 average rating, 115 reviews

Blue Heron Bungalow

A cozy bedroom is featured with a spacious bed covered in a yellow blanket. Artwork accents the walls, and a ceiling fan is visible above. A sliding barn door leads to the bathroom area, while a mirror and small closet add functionality to the space.

4.94 out of 5 average rating, 165 reviews

Tiny House | Airport & Downtown Orlando 15 Min

A charming arched bridge is framed by lush greenery and hanging Spanish moss. The surroundings are filled with trees and plants, creating a serene outdoor space that invites exploration.

4.92 out of 5 average rating, 191 reviews

Jefferson St. Cottage

Guesthouse in College Park

4.99 out of 5 average rating, 158 reviews

College Park Villa Oasis w/ Botanical Courtyard

A private entrance is framed by a wooden fence and presents a clean white door. Potted red flowers are positioned on either side of the entrance, complemented by decorative wall art. The pathway is lined with square stone pavers, surrounded by decorative gravel.

4.84 out of 5 average rating, 102 reviews

Guesthouse Close to Downtown Orlando/UCF/Airport

The exterior of the property is framed by a vibrant tropical garden, featuring lush greenery and colorful plants. A stone pathway leads to the entrance of the house, bordered by well-maintained grass and large trees, creating a welcoming approach.

4.89 out of 5 average rating, 184 reviews

The Little House

Guesthouse in Delaney Park

A bedroom features a spacious bed dressed in white linens, positioned against a striking black wall adorned with abstract patterns. Natural light is allowed in through an adjacent door, while decorative elements, including wall art and a plant, add a touch of character.

4.95 out of 5 average rating, 351 reviews

Cozy Guest Suite in heart of Downtown Orlando

Guest house rentals with a washing machine and dryer

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.

4.97 out of 5 average rating, 373 reviews

Oasis Garden Cottage -cozy, chic, near everything!

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.

5 out of 5 average rating, 117 reviews

Detached suite in Mills 50 food paradise

Guesthouse in College Park

A cozy seating area features a patterned armchair and a sleek gray sofa. A TV mounted on the wall displays a tranquil beach scene. Light streams in through a window with blinds, illuminating the natural wood floor and woven area rug.

4.93 out of 5 average rating, 257 reviews

Bungalow Near Epic, Disney and Downtown Orlando

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.

4.93 out of 5 average rating, 144 reviews

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

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.

4.97 out of 5 average rating, 155 reviews

Modern 1950s Studio • Near Downtown & Theme Parks

Guesthouse in Thornton Park

A cozy sleeping area is featured with a spacious bed dressed in a textured blanket. A small kitchenette area is visible in the background, accompanied by a wall-mounted shelf adorned with greenery. Natural light filters in through a nearby window, illuminating the warm wooden floor.

4.99 out of 5 average rating, 255 reviews

Black House- Private Cottage in Thornton Park!

Superhost

An open kitchen area features modern appliances, including a stainless steel refrigerator and stacked washer/dryer units. A round dining table surrounded by black chairs is illuminated by a decorative light fixture. A wall-mounted TV sits across from the dining space, enhancing practicality.

Guesthouse in Bay Hill

4.9 out of 5 average rating, 285 reviews

Modern Guest Studio