Holiday rentals in Deer Island

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Top-rated holiday rentals in Deer Island

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

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Top guest favourite
Home in Mount Dora
4.97 out of 5 average rating, 110 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 favourite
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, 288 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 favourite
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, 301 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 favourite
Guest house in Deer Island
4.96 out of 5 average rating, 141 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 favourite
A three-story lakefront home is nestled among lush greenery. Multiple outdoor patios are visible, with seating and a hot tub on the lower level. The upper levels feature blue chairs on the balcony. The serene landscape provides a peaceful backdrop, enhancing the tranquil ambiance.
Home in Mount Dora
4.96 out of 5 average rating, 23 reviews

"The Skinny" on Lake Gertrude! HOT TUB Lakefront!

Lakefront Vacation Getaway on Pristine Lake Gertrude – Mount Dora, FL 3 Bedrooms | 2.5 Bathrooms Escape to this stunning lakefront retreat on Lake Gertrude in beautiful Mount Dora. This peaceful vacation rental offers the perfect blend of comfort & charm, - ideal for a relaxing getaway with family or friends. Wake up to the gentle sounds of birds chirping and enjoy your morning coffee on the spacious patio while overlooking the serene lake. This home is the perfect place to unwind & relax!

Top guest favourite
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, 207 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 favourite
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, 164 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.

Guest favourite
A covered porch is showcased, adorned with climbing plants and vibrant foliage. Two sets of double doors lead into the cottage. A mix of potted plants and outdoor seating arrangements provides a welcoming atmosphere, inviting guests to enjoy the surrounding natural beauty.
Guest house in Mount Dora
4.88 out of 5 average rating, 354 reviews

A Lakeshore Cottage vintage 1926

What's new for 2019 a brand new dock and fishing pier. Additional boat docking available. Brand new Central Cold & Dependable Air Condition- Brand new 8 foot tall privacy fence & gate, parking pad beside cottage. -Eco Smart: lock, cork floors, instant hot H2O, solar lighting, copper sink, antiques, refurbished architecture ,charming! 2 nights/festivals ABSOLUTE RESTRICTION to ANIMALS! NO EXCEPTIONS. DO NOT Instant book if you are with any animals. Sorry allergies don’t allow.

Top guest favourite
Cabin in Mount Dora
4.94 out of 5 average rating, 53 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 favourite
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
4.91 out of 5 average rating, 68 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.

Top guest favourite
Townhouse in Mount Dora
5 out of 5 average rating, 108 reviews

Luxury Property - Downtown Historic District

Steps from downtown! The Augustine is a fully renovated 2BR, 1.5BA luxury stay with upscale finishes. Enjoy fast 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.

Top guest favourite
A charming blue cottage is set within a lush green landscape, surrounded by a white privacy fence. Mature trees provide shade in the background, and a well-maintained pathway leads to the entrance, inviting exploration of the property.
Home in Mount Dora
4.99 out of 5 average rating, 156 reviews

Mount Dora, FL Private Corner Home w/pool

Beautiful corner property in the heart of Mount Dora's Historic District and three blocks from the Historic Downtown. Our Blue Cottage house faces the bike/walking trail. Relax on our front porch, by our pool, or in our lush and peaceful back garden. The house is comfortably furnished and comes fully equipped with everything you'll need to make your stay relaxing.

Popular amenities for Deer Island holiday rentals

  1. Airbnb
  2. United States
  3. Florida
  4. Lake County
  5. Deer Island