Vacation rentals in Howey-in-the-Hills

Lakeside Landing on Lake Dora w/ Boat Dock

We are a brand new listing! Bright, airy, and sparkling clean! We provide a cozy home away from home for guests. Lake County is home to 7 of the 11 lakes for best bass fishing, The home is located on a large canal off of Lake Dora. Features include firepit, outdoor bar, boat access, boat dock, fishing dock and fenced in backyard. Mount Dora, a top Florida tourist town is 7 miles away with many events, shops and restaurants. Disney/Universal are an hour away, and The Villages are 25 minutes away!

Beautiful Mount Dora Charmer with Lake Ola Views

Step back in time in this beautifully updated Mount Dora home filled w/ original charm & character of the 1960’s! The entire 3bed/2bath home is private, fully fenced & yours to enjoy! Wake up to birds singing, a breathtaking view of Lake Ola & cozy up by the Tennessee stone fireplace. Inspired by Mid century design w/ several pieces remaining from the original owner of 60 years! The back yard is a relaxing dream filled w/ incredible landscape including oak, powder puff, magnolia & tabulia trees.

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!

Fun Getaway Ranch Lake Pool Soccer 6 Bed 3 Bath

Relax and have fun on our beautiful 5 acres Ranch located only 30 Min From Disney and most attractions. We offer many activities inside the Ranch like: Kayak, Paddle Boards, fishing,Soccer, Pool,hottub, Ping Pong, Pool, air hokey,drums, huge 75’ Tv to watch movies . You will enjoy Mother Nature with all birds that constantly visit us. Perfect location for bicycle riding also we are a mile away from Sugarloaf famous for the hills to train. Your UTVs are welcome we have a track that you can ride.

Eden Escape Suite, Lake Harris, Florida

Settling into this luxuriously curated boutique suite, you may come to agree with lore that the original Garden of Eden was nearby. Bask in the rejuvenating spring waters flowing through all taps and feeding the pool just a three minute stroll to Lake Harris, a premier bass fishing lake in a chain that leads to the Atlantic. From the comforts of your private efficiency immerse in the outdoor privacy of your patio garden soaking up serenity in your vintage claw-foot tub, ah the perfect choice.

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!

Boat Parking, Pet Friendly, Sunroom, 3/2 Tavares

Enjoy the beauty & nature Tavares and Lake County have to offer at your 3 bedroom, 2 bath home located in a quiet neighborhood just moments from multiple public boat ramps. Bring your boat! There's plenty of parking with 2 driveways. You're only a few minutes from downtown Tavares where you can find local restaurants, unique bars, & even take a seaplane tour over Lake Dora. This home has fast wifi that's perfect for streaming. There's a grill, fire pit, ping pong table, & nice outdoor space!

Country Chic Cottage with Private Boat Parking

Beautifully remodeled historic home combines up-to-date amenities with charming southern style. 4 bedroom, 3 full bath home located in friendly Tavares, America’s Seaplane City. Only a half mile from downtown Tavares restaurants and shops, 10 minutes to Downtown Mount Dora, 15 minutes to Howey in the Hills and centralized between Lake Dora, Lake Eustis, and Lake Harris with lakeside activities, seaplane rides, boat rentals, and festivals. Less than an hour to Disney, Universal, and Sea World.

Silver Lake Guest Pool House Very Private !

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 food 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

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! :)

Island life on the lakes

Escape to the island life (yes, an actual island!) located on the Clermont and Groveland chain of lakes where an endless amount of exploration awaits and you choose your own adventure…kayaks, paddle boards, pedal boat, fishing! Bring your boat and enjoy the lakes or sit on the dock in solitude with the sunsets and wildlife. This rustic slice of paradise is secluded yet within a short driving distance to local hot spots, Orlando attractions, the beach, and everything in between.

The Faith Estate - A Lakefront Storybook House

Welcome to The Faith Estate, a historic 5-bedroom, 3.5-bathroom lake house in Leesburg, FL, near The Villages, Eustis, and Mount Dora. Perfect for reunions, retreats, or a relaxing getaway. Ideal for boaters, with space for multiple boats and trailers—great for Harris Chain of Lakes events. The estate also allows approved events. Submit details via Airbnb for approval before check-in. Unapproved events are not permitted. Event setups must respect property guidelines.