Vacation rentals in Sugarloaf Mountain

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Top-rated vacation rentals in Sugarloaf Mountain

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Top guest favorite
An inviting living area showcases large arched windows allowing natural light to fill the space. A cozy seating arrangement is complemented by a small dining table and chairs. Decorative elements are present on window sills, adding charm to the atmosphere.
Farm stay in Howey-in-the-Hills
4.96 out of 5 average rating, 116 reviews

Private Getaway on the Hilltop

Our small apartment is on a 20 acre tree farm at the top of one of the highest hills in florida. We are perfectly situated in the middle of bicyclist heaven with many challenging hills just outside our gated property. Enjoy all Central Florida has to offer within a short drive... Mt. Dora, with its cute shops, Clermont, Choice of Champions training, Disney is less than 45 minutes away and either coast just over 1 hour. Private, just remodeled, and cozy ground floor entrance w/ 2nd floor living.

Top guest favorite
The exterior of the waterfront residence is illuminated with colorful string lights, creating a festive ambiance. A spacious patio area is visible, featuring a dining table and seating. Large glass windows allow for views of the living space inside, enhancing the open-air feel.
Place to stay in Mount Dora
4.98 out of 5 average rating, 260 reviews

The Boat House on Lake Dora - Downtown Waterfront

WATERFRONT! The Boat House is an 800sf private residence built directly over Lake Dora offering panoramic lakefront views. Located on Mount Dora's Famous Boat House Row, right in the heart of downtown Mount Dora, where you can roll out of bed and walk a few steps to one of the quaint coffee shops. The Boat House was once a tin boat shed with floors open to the water and housed two boats. Today, you will find warm, cozy furnishings, comfortable beds, a quiet location and sunsets every evening!

Top guest favorite
An outdoor patio area features a screened enclosure with a private swimming pool. Comfortable seating is arranged around the pool, and lush greenery surrounds the space, providing a serene environment. Potted plants add a touch of color, enhancing the tranquil setting.
Guesthouse in Deer Island
4.95 out of 5 average rating, 132 reviews

Sapphire Cottage - sleeps 6, on 5 acres with canal

On 5 beautiful wooded acres with a boat dock on the canal. Relax by the shared pool, enjoy a BBQ by the firepit, fish from the boat dock, enjoy nature, or simply read a book in the gazebo. Sapphire Cottage has a Master with a queen size bed, a fully equipped kitchen, 2 full size sofa-beds, dinning area for 6, and a full size bathroom. Whether you are looking to relax, enjoy the farm animals, or a bit of adventure we have the perfect location. We live in the main house across the cottage.

Top guest favorite
A private sleeping area features a spacious bed adorned with floral bedding. Natural light enters through a window with blinds, illuminating the soft grey walls. A comfortable couch sits in the corner, while two lamps provide a gentle glow on bedside tables.
Apartment in Minneola
4.94 out of 5 average rating, 100 reviews

Private Cedar Hideaway

You won’t regret choosing this peaceful, secluded hidden gem. 40 min. to Disney, 10 min. to downtown Clermont, Waterfront Park, the Howie Mansion and Mission Inn's world class golf courses. 15 min. to National Training Center. Home to some of Florida's only hills, this is a popular cyclist destination! *kitchenette. Not a full kitchen. *this is a private apartment attached to a home occupied by the hosts. All spaces are private. They're are NO shared SPACES, other than the driveway! :)

Top guest favorite
A vibrant living area is portrayed with bold turquoise walls. A light-colored sofa with decorative cushions is centered in the foreground, leading to a well-lit dining area in the background. Shelves adorned with books and decor can be seen alongside a workspace illuminated by soft lighting.
Townhouse in Clermont
4.92 out of 5 average rating, 260 reviews

Paradise Escape

Your paradise escape is finally here! In the Sunshine State, paradise is just one perfect cocktail away. Leave your worries away and relax - you are in a sunshine state of mind! My "paradise island" is conveniently located in the heart of Clermont. You will certainly enjoy the welcoming and colorful ambiance! Combination lock instructions will be sent after arrival time confirmation. I look forward to hosting all my guests and making sure that they have an unforgettable experience!

Top guest favorite
A modern living space showcases a cozy sectional sofa adorned with patterned pillows, alongside a decorative rug. The open floor plan leads to a bright kitchen area with bar seating. Natural light fills the room through large windows, enhancing the warm wood flooring.
Home in Minneola
4.95 out of 5 average rating, 194 reviews

Modern Villa in Minneola near Disney, Orlando

Newly renovated modern villa 3 bed/2 bath cozy home nestled amongst beautiful oak trees and close to Downtown Clermont, National training center, and 35 minutes to Disney World and other major attractions. Home features soft comfy beds including one king, one queen, and two twin beds all with 3" memory foam mattress toppers. The kitchen is fully stocked with spices, coffee/tea station, blender and slow cooker. Game room located in the garage is equipped with foosball and air hockey.

Guest favorite
Tiny home in Clermont
4.94 out of 5 average rating, 111 reviews

Pet Friendly, Modern Tiny Home in Clermont!

This stylish tiny house is perfect for a short or mid-term rental, featuring 2 lofts with twin beds, a queen bed on the main floor, a full bathroom with a large rain-head shower, and a gorgeous kitchen with full-size appliances. Enjoy a 7-foot projector screen that doubles as a TV and privacy divider, plus a lovely outdoor area with a gazebo, table, grill, and another TV ideal for experiencing tiny living in luxury with plenty of space. Also, check airbnb.com/h/tinyhamptonsjitney

Top guest favorite
A bright and inviting living area showcases a light-colored sofa with neutral-toned throw blankets. A wall-mounted television is positioned above a contemporary media console, while natural light filters through two windows covered with sheer curtains.
Guesthouse in Clermont
4.97 out of 5 average rating, 156 reviews

Coastal Cottage in Clermont

Welcome to our newly renovated coastal cottage! Located in the heart of Clermont, only 1 mile from downtown, the south lake trail, & only minutes from all of the best restaurants, shopping, & coffee shops in Clermont! This is the perfect location for triathletes in training or families visiting Disney World (or any of the theme parks) – Orlando’s best attractions are less than 30 miles away! This sweet & sunny lakeside studio has everything you’ll need for a comfortable visit!

Top guest favorite
A treehouse is illuminated by warm string lights, nestled among large branches under a deep blue sky. The structure features large windows allowing views of the surrounding greenery, with a cozy seating area visible inside. A wooden walkway leads to the entrance.
Treehouse in St. Cloud
4.97 out of 5 average rating, 1,083 reviews

TreeHouse in the Cloud, (Close toTheme Parks

The treehouse is a private getaway for a couple that want to experience the magic. Check out video tours on U-Tube. Type in Treehouse in the Cloud. There have been several movie and other photo shoots done on property. Please text request and details, and we can negotiate fees. Our other AirBnB is just next door; Country gem horses close to Theme parks [link] Which is 1,000 sq ft and sleeps six.

Top guest favorite
A comfortable living area features a spacious couch with reclining sections and soft cushions. A Smart TV is placed on a black media console next to a stylish clock, while light filters through striped curtains. A small table holds a notepad, providing additional convenience.
Apartment in Minneola
4.96 out of 5 average rating, 139 reviews

Spacious Apartment In Minneola

This spacious 1 bedroom / 1 bathroom apartment is located West of Orlando in the beautiful town of Minneola right next to Clermont in the heart of Central Florida and is perfect for a short or long term stay. Features a large bedroom & bathroom, comfortable couch w/ dual recliners, plenty of closet space & storage, and a Smart TV. Kitchen is stocked with all the essentials and has a dishwasher, gas stove, refrigerator w/ ice maker, coffee maker, microwave and crockpot.

Top guest favorite
A circular fire pit area is surrounded by six blue adirondack chairs, set on a stone patio. Lush greenery and colorful plants frame the space, with a view of the house and pool area in the background. Sunlight brightens the inviting outdoor gathering spot.
Home in Clermont
4.93 out of 5 average rating, 137 reviews

Spacious Bungalow with Private Pool and Courtyard

Whether you seek relaxation or adventure, this house offers the best of both worlds! Relax in this spacious bungalow with a private courtyard, pool, hot tub, and fire pit! Take a short walk to downtown Clermont and discover the charming shops, restaurants, and breweries! Explore the sights and attractions that Central Florida has to offer! Whether you crave the vibrancy of downtown or the tranquility of your own oasis, this property offers the best of both worlds!

Top guest favorite
A modern kitchenette features granite countertops and stainless steel appliances, including a refrigerator and microwave. A spacious island with bar stools offers additional seating. White cabinetry contrasts with teal accents, and warm wood floors add character to the inviting space.
Cottage in Mount Dora
4.98 out of 5 average rating, 108 reviews

* 1 min walk to DT! KING bed! Golf Cart Rental!

Experience the charm of Mount Dora from this beautifully remodeled 5-star carriage house, just a 1-2 minute walk to the town’s vibrant shopping, dining, and waterfront district. Purpose-built for vacation rentals, this spacious retreat combines modern comfort with historic character—perfect for couples, solo travelers, or small families looking to stay steps from it all. A golf cart is available for rent to cruise around downtown in style!

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