Holiday houses in Howey-in-the-Hills

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Top-rated holiday rentals in Howey-in-the-Hills

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Guest favourite

Guesthouse in Leesburg

4.98 out of 5 average rating, 335 reviews

Silver Lake Guest Pool House

The Silver Lake Pool Guest house Is your home away from home 1400 sq feet plenty of room! The pool house is a peaceful place to relax or take a swim in a large salt water pool . Mt Dora Tavares, Eustis 10 to 15 minutes away from Pool house Forty five minutes Daytona, Tampa Smyrna beach and parks Minutes from grocery stores restaurants malls Full kitchen also grilling. We are happy to help you with your needs ! Home is great for couples families, solo adventurers, and business travelers.

Guest favourite

Home in Lady Lake

4.96 out of 5 average rating, 272 reviews

Cozy Lady Lake Guest House

Private guesthouse in a quiet, rural area of Lady Lake. 1 bedroom, 1 bath, furnished with pool privileges. Kitchen, dining bar, living room and sunroom. Sunroom opens to the pool deck and sparkling blue pool, which is completely privacy-fenced in a common area shared with the owners. Suitable for 1 or 2 adults. Central heat and air, 40” Smart Television , WiFi, washer and dryer. Bed linens and bath towels provided. Kitchen with full sized refrigerator/freezer ice maker and electric stove.

Guest favourite

Farm stay in Howey-in-the-Hills

4.95 out of 5 average rating, 97 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.

Guest favourite

Guesthouse in Tavares

4.97 out of 5 average rating, 67 reviews

The Landing Pad+Low Cleaning Fee

LOW CLEANING FEES!!! 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!

Guest favourite

Home in Clermont

5.0 out of 5 average rating, 9 reviews

Unique 1 BR home/55+ Community

Rolling Ridge Resort is a 55+ gated community, this property features dozens of on-site amenities. This home is close to everything in Central Florida - theme parks, beaches, nature trails, shopping & more! The backyard space overlooks a wooded area for extra privacy and has a private BBQ. The resort has a gated entrance, solar heated pool, shuffle board, tennis courts, & club house. Available for long term stays! Guests must be at least 40 years old, no children, no pets without approval.

Guest favourite

Home in The Villages

4.93 out of 5 average rating, 14 reviews

Sunsets and Sawgrass

Welcome to the Fun! Kick back and relax in this calm, stylish, dog friendly space. Located in the southern village of Lake Denham close to Sawgrass for a wonderful meal, nightly concert or a round of championship golf at Southern Oaks. Enjoy the amenities at a Mickeylee Pitch and Putt, Franklin, Homestead, or Ezell Rec Center. Pickleball, Pool, Pool Tables, Bocce Ball, Tennis. So many adventures await. Our space is well appointed with a screened porch and an open inviting floor plan.

Guest favourite

Apartment in Minneola

4.97 out of 5 average rating, 33 reviews

Private Cedar Hideaway in the Hills

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 two bedroom private apartment attached to a home occupied by the hosts. All spaces are private to this apartment. They're are NO shared SPACES, other than the driveway :)

Guest favourite

Home in Howey-in-the-Hills

4.9 out of 5 average rating, 30 reviews

Howey in the hills Home next to Howey Mansion

Looking for a 5-star stay with a less than 1 mile walk to the Howey Mansion and Mission inn? Our centrally located 3 bedroom Howey In The Hills House with a large fully fenced yard will be just that. Immaculately clean with fresh linens this home away from home will be everything you wanted and more. Bring the whole family to our lovely home with lots of room for fun. Located close to The Harris chain of lakes, Tavares, Mount Dora, The Villages, Disney, and the list goes on!

Guest favourite

Cottage in Tavares

4.92 out of 5 average rating, 132 reviews

Cypress Boathouse Retreat

A retreat atop a real boathouse overlooking a beautiful canal which leads to the Dead River. The Dead River connects Lake Harris and Lake Eustis. The Harris Chain of Lakes attracts the pro bass fisherman. Many pro fishing tournaments are held in these amazing lakes. While at the boathouse you might experience beautiful nature such as osprey, eagles, owls, and many other species of animals. Location is a short ride to the world famous Leesburg Bike Fest.

Guest favourite

Treehouse in Saint Cloud

4.97 out of 5 average rating, 806 reviews

TreeHouse in the Cloud, (Close toTheme Parks

The treehouse is a private getaway for a couple that want to experience the magic. For a video tour type the following link into your browser: https://tinyurl.com/a72vevp5 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; meemaws-country -cottage which sleeps six.

Guest favourite