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.

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, 290 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
The front porch of a renovated bungalow is showcased, featuring several chairs and a table. Two ceiling fans are visible, and potted plants enhance the entrance. The steps lead to a welcoming door framed by large windows, with vibrant flowers planted along the path.
Home in Mount Dora
4.99 out of 5 average rating, 303 reviews

Charming cottage in the heart of Downtown Mt Dora!

This charming (and newly renovated) 1920's bungalow is located in historic downtown Mount Dora. Come embrace the front porch feel of the community. You can enjoy your coffee or drinks on the front porch and watch the world go by or walk the short 2 blocks to the center of the historic downtown area in Mount Dora at Donnelly & 5th Avenue. The downtown area has wonderful shopping and a variety of restaurants, all steps away from beautiful Lake Dora. The house sleeps up to 6 guests in 3 bedrooms.

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 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, 208 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
Home in Mount Dora
4.97 out of 5 average rating, 37 reviews

Luxury lake house: boat dock, fishing, pool

Wake up to breathtaking sunrises over Lake Dora, and unwind with spectacular sunsets on your private boat dock- with a swing. Your lakefront stay blends modern luxury with rustic charm, offering vaulted-beam ceilings, hardwood floors, brand new appliances and expansive windows that perfectly frame the water. Relax by pool with its waterfall, enjoy direct access to the Harris Chain of Lakes,just 3 min. to downtown, enjoy peaceful moments on the wide front porch overlooking the lake.

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.

Guest favorite
An inviting swimming pool is surrounded by a spacious paved area. Four lounge chairs are positioned nearby, allowing for relaxation. Lush greenery and mature trees frame the scene, providing shade and enhancing the tranquil environment, encouraging outdoor enjoyment.
Home in Mount Dora
4.9 out of 5 average rating, 71 reviews

Beautiful lake house w/pool.

Keep it simple at this peaceful and centrally-located home. This beautiful 4 bedroom 3 bathroom home is located just a mile from the heart of downtown Mount Dora. Enjoy the peaceful sounds of the outdoors from the back patio.. Explore the neighborhood, trails, lake, and scenery. Extra large swimming pool if you’re looking to float around or if you’re looking to tan. And enjoy visiting my two beautiful pigs (Forrest and Puddles). I’m looking forward to hosting your stay.

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