Holiday rentals in Deer Island

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Top-rated holiday rentals in Deer Island

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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
4.92 out of 5 average rating, 145 reviews

Redbird 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 favourite
Home in Mount Dora
4.97 out of 5 average rating, 105 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, 278 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, 297 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, 139 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 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, 204 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 small lakefront house with a neatly manicured front yard is visible, featuring a covered porch and a low fence. The entrance is framed by two square windows on either side of the door, and trees provide a backdrop in the distance.
Home in Eustis
4.9 out of 5 average rating, 162 reviews

House on Lake Eustis

Located in Eustis Florida. Next to the Lake Eustis Sailing Club, Small Lakefront house with 1 bedroom, 1 bathroom, Living Room, Full Kitchen, Small desk for working, Screened Porch with beautiful lake views. Close to restaurants, grocery stores, and parks. 10 minutes from Mount Dora, one hour from both the East and West coasts. One hour from Disney World and most attractions. 4.2 Miles or 10 minutes from Advent Health Waterman NOTE: NO ANIMALS OF ANY KIND ARE ALLOWED DUE TO ALLERGIES!

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, 159 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
The exterior of a light blue bungalow is surrounded by lush greenery and palm trees. A welcoming porch features white railings, with a red front door that adds a pop of color. An American flag is displayed, and a lighted star decoration is visible above the garage.
Bungalow in Mount Dora
4.97 out of 5 average rating, 147 reviews

The Blue Bungalow, Sleeps 8, Pet Friendly

***Looking for a pool, check out La Maison Musique, **** https://www.airbnb.com/h/lamaisonmusique Travel back into the 40’s with a combination of vintage and new decor. This Vintage Schoolhouse was once an elementary school and the grounds were covered in orange groves. Today I’ve converted her into a home for your getaway. Located in downtown Mount Dora you’ll have plenty of 5 star restaurants to choose from, shopping along the way, city events or enjoy the fun lake pontoon tours

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
4.87 out of 5 average rating, 350 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.

Guest favourite
A wooden walkway extends from the dock to the cottage, surrounded by a lush green lawn. The cottage features a screened-in porch, and trees provide shade on the property. Reflections of the surroundings are visible on the calm water.
Guest house in Tavares
4.91 out of 5 average rating, 164 reviews

Private cottage on Lake Saunders

This very private cottage is located on Lake Saunders and is perfect for a fishing get away or just spending some quiet time on the water. In just three steps off of the patio, you are down on the walkway out to the dock. Grocery stores and restaurants are very close by. Close to Mount Dora shopping and dining, this little gem offers a quiet, nature filled experience. Pets are welcome as long as they are on leash outside.

Top guest favourite
A cozy dining area is illuminated by natural light from windows on three sides. A blue table is surrounded by four wooden chairs, and a woven pendant light hangs above. Decorative elements include a bowl of fruit on the table, enhancing the inviting atmosphere.
Cottage in Mount Dora
4.99 out of 5 average rating, 154 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 holiday rentals

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