Vacation rentals in Deer Island

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Top-rated vacation rentals in Deer Island

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
Home in Mount Dora
4.97 out of 5 average rating, 114 reviews

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.

Guest favorite
A set of wooden steps leads up to a charming cottage nestled among trees. The entrance features large glass doors, inviting natural light into the space. The surrounding area is landscaped, enhancing the tranquil ambiance of the private property.
Cottage in Eustis
4.93 out of 5 average rating, 156 reviews

Red Bird Cottage and Farm: Equestrian lake cottage

Step back into “Old Florida” charm at this updated 1968 lake cottage, on a 7-acre equestrian farm. Secluded from main roads yet just minutes from downtown Mount Dora and Eustis, this peaceful retreat offers the perfect blend of rustic serenity and comfort. Located on a lake that offers direct water access. Campfires are welcomed, and the tranquil setting is made even more magical by the sight of horses. Inside, you'll find cozy touches and comfortable furnishings, including pillow-top mattresses

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, 291 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
Guesthouse in Deer Island
4.96 out of 5 average rating, 143 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!

Top guest favorite
Townhouse in Mount Dora
5.0 out of 5 average rating, 109 reviews

Luxury Property - Downtown Historic District

Steps from downtown! This is a fully renovated 2BR, 1.5BA luxury stay with upscale finishes. Enjoy WiFi, Smart TVs, washer/dryer, and a spacious private deck. Walk to shops, restaurants, and lakefront views in minutes. Pet friendly, perfect for couples or small groups. The yard features a privacy fence along the sides and back; however, it isn’t fully enclosed. 150+ five-star reviews-book with confidence in the heart of Mt. Dora. Bedrooms and Full bath are upstairs. Half bath is downstairs.

Top guest favorite
A well-appointed sleeping area features a white bed frame with plush bedding in navy and white tones. Two bedside tables with navy blue lamps flank the bed. Decorative pillows, including a map-themed cushion, add interest, while framed botanical prints hang above the headboard.
Cottage in Mount Dora
4.98 out of 5 average rating, 209 reviews

Charming Mount Dora Cottage • Walk to Downtown

Walking distance to all Downtown Mount Dora has to offer! Our lovely 2 bedroom, 1 bath 1940s cottage has been recently renovated. Features fully outfitted kitchen, deck with gas grill and outdoor firepit. Comfortable and elegant living space with 65 inch smart TV. Primary bedroom features King bed and smart tv. Second bedroom has two cozy twin beds. Bikes available for use. Whether you’re coming to relax, boat, shop or partake in one of Mount Dora's many festivities, consider staying here!

Top guest favorite
A spacious living area features comfortable seating arrangements with soft furnishings and an open layout leading to a dining space. Natural light fills the room, complemented by warm, neutral tones and accents of greenery seen through the windows.
Cottage in Mount Dora
4.96 out of 5 average rating, 166 reviews

1 min walk 2 Downtown!Golf Cart Rental Pickle Ball

Enjoy a stylish experience in the HEART of Downtown Mount Dora! This gorgeous historic 1925 cottage is just a short 1 -minute walk to the main shopping and dining district of Mount Dora! You are a 1 minute walk to Mount Dora’s beautiful pickle ball courts! This beautifully decorated 1000 square foot - 5 Star rental has been recently updated to reflect its old Florida cottage feel. With all of the thoughtful touches you will be sure to enjoy a comfortable stay in this beautiful city.

Top guest favorite
Cabin in Mount Dora
4.95 out of 5 average rating, 55 reviews

Sunset Cottage & Lake Dora Dock

Take it easy at this unique and tranquil getaway - the enchanting Sunset Cottage. You will enjoy a turn of the century cozy, rustic cottage with views of beautiful sunsets over Lake Dora from the porch and tropical yard and the community dock is just 2 houses away! The oldest home in Dora de Luxe, this cottage features many original features, but has a modern, updated bathroom and fully stocked kitchen (but no range or dishwasher). The private fenced yard welcomes your pet.

Top guest favorite
Home in Mount Dora
4.96 out of 5 average rating, 28 reviews

Mt. Dora Sunset House Centrally located

2 Bedroom: 1 King/1 Queen. 2 miles from downtown Mount Dora. Charming, updated vintage home perfectly situated between Mount Dora, Tavares, and Eustis. Just a short walk to Lake Dora, this home blends classic character with modern comfort. Relax on the inviting porch, visit nearby shops and cafés, or unwind in the cozy living room after a day on the water. It’s the ideal spot for a peaceful getaway with easy access to the best of Central Florida’s lakeside towns.

Top guest favorite
Home in Mount Dora
4.97 out of 5 average rating, 39 reviews

5 min to DT+ 3/2+ in law suite + Backyard Oasis

Affordable & spacious 3BR/2BA Mount Dora home with stylish décor, primary suite with coffee bar and family-friendly amenities. Fenced backyard with hot tub, fire pit & market lights. Walk around the beautiful Lake Gertrude or drive 5 min to downtown Mount Dora for a unique shopping & dining experience. This home is also 8 min to downtown Tavares. Come and experience light up Mt. Dora (One of Florida's best holiday light displays) and other unique events nearby.

Guest favorite
A spacious living area is highlighted by a light-colored sectional sofa adorned with patterned cushions. A round wooden coffee table sits at the center, complemented by a decorative centerpiece. Natural light filters in through large windows, creating a welcoming space with an area rug underneath.
Home in Mount Dora
4.88 out of 5 average rating, 51 reviews

Dora's Heart: 3BR | King Bed | Central and Stylish

Brand new spacious and stylish home with upscale furnishings is perfect for 3 couples or a family getaway. This 3BR/2BA home was newly built in 2023 and features an open kitchen built for entertaining; a large primary bedroom with 65-in TV, king bed, spa bath, and glass shower; and a back patio with fire pit and limited lake view. The location is 1-block from Lake Dora which provides a nice breeze year round.

Top guest favorite
Cottage in Mount Dora
4.99 out of 5 average rating, 161 reviews

The Happy Hour Cottage | Walk to Downtown!

The Happy Hour Cottage is a newly renovated 1600 SF, 2 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 Deer Island vacation rentals