Vacation rentals in Live Oak Hammock

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Top-rated vacation rentals in Live Oak Hammock

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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, 160 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
Home in Mount Dora
4.97 out of 5 average rating, 116 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 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, 306 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
The entrance sign for Galloway Getaway Ranch is prominently displayed at the beginning of a gravel pathway. The sign features red lettering on a rustic wooden frame, with horses depicted above the name. Lush greenery and open fields are visible, creating a welcoming atmosphere.
Home in Eustis
4.93 out of 5 average rating, 164 reviews

Galloway Getaway Ranch

This 10-Acre Hay n' Stay Destination is perfect for Equestrians and those looking to escape the hustle and bustle of the city. Relax by the pool or take a stroll through a pasture, plenty of room to roam. Located near Florida's top Horseback Riding Trails, Theme Parks, and Beaches, and just minutes away from Historic Downtown Mount Dora offering fantastic dining and shopping experiences. Be sure to visit the local Natural Springs nearby including Wekiva Springs, Rock Springs Run, and more!

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!

Guest favorite
A spacious living area features a large sectional sofa facing a wooden entertainment unit with a television. Natural light enters through window treatments, illuminating the room. Two comfortable armchairs are arranged around a circular coffee table, with views of the surrounding park visible through the windows.
Home in Apopka
4.93 out of 5 average rating, 217 reviews

Wekiva Springs 5br 4 ba, spacious & lovely home

Enjoy the best of FL! Make our charming & relaxing home in historic Apopka the home base for your epic vacation. 30 min from Disney,Universal, I-Drive shopping, & WinterPark. Then enjoy Wekiva kayaking,hiking,&tubing 5min away. Beaches within an 1hr. Also, very close to HIGHLAND MANOR and many other wedding venues. Wekiva Springs is 5min away. We love providing a warm space and plenty of room to relax& get away from daily stress and be together. We do NOT allow parties in our home.

Guest favorite
The exterior view of a spacious home situated on a three-acre lot, surrounded by mature trees. A wooden fence outlines the property, with a gravel driveway leading to the entrance. Sunlight filters through the leaves, creating a serene natural setting.
Home in Sorrento
4.92 out of 5 average rating, 62 reviews

Private 2-Acre Retreat • 5 mi to Mt Dora & Parks

🌿 Private 2-Acre Family Retreat – Close to Mt Dora & Parks Relax on 2 private acres while staying minutes from everything. This fully renovated Sorrento home sleeps 8 and is just 5 miles to Mount Dora, 35 minutes to Disney and Universal, and 40 minutes to Daytona Beach. With convenient self check-in you'll enjoy a spacious yard, firepit, fast Wi-Fi, and peaceful nights — perfect for families, wedding stays, golf trips, bike week, fishing tournaments or a quiet Central Florida getaway.

Top guest favorite
An open-concept living area features natural light streaming through large windows with scenic views of the lake. Cozy seating arrangements include a comfortable sectional and accent chairs, complemented by a dining space and a well-equipped kitchen with modern appliances.
Home in Tavares
4.98 out of 5 average rating, 160 reviews

Lake Dora Dream-Waterfront/Pool

Luxurious lakefront home on Lake Dora - 8 minutes to downtown Mount Dora and Tavares. Enjoy your vacation in this newly renovated pool home (Pool Not Heated) on Lake Dora and the Harris chain of Lakes. Bring your boat or rent one nearby to explore the area by water and cruise the Dora Canal to Lake Eustis. Included is a guest apartment with private entrance totaling 4 bedrooms and 4 full baths. Just a half mile to the Tavares Pavilion and dining in downtown Tavares.

Guest favorite
A serene lakeside view reflects the surrounding landscape, with lush green hills and mature trees on the shoreline. The water is calm, mirroring the clouds above, while a lone bird stands on a wooden post near the water's edge.
Home in Eustis
4.96 out of 5 average rating, 104 reviews

Lake Nettie’s Secret • Lakefront

Lake Nettie's Secret is a charming, lakefront two story home. Family gatherings are memorable with an open floor plan where everyone is part of creating cherished memories. You'll enjoy the pleasures of fishing, boating, shopping, concerts, auto shows, flea markets, museums and natural springs nearby. There are also plenty of great restaurants to enjoy. And, don’t forget Walt Disney World and Universal Studios are just a short drive away!

Top guest favorite
A serene wooden dock extends into the calm waters of the Wekiva River, featuring a round table with four chairs sheltered by a large umbrella. Lush greenery surrounds the tranquil scene, creating an inviting space for relaxation and nature observation.
Cottage in Sorrento
4.96 out of 5 average rating, 106 reviews

Wekiva Waterfront Cottage with Dock and kayaks

This home is a unique and tranquil getaway on the Wekiva River. The 3 bedroom, 2 bathroom cottage sits on a large waterfront property. A nature lovers dream filled with mature oak and cypress tress. The newly designed dock is perfect for enjoying an "alfresco" dinner or an afternoon lemonade. It is easy to lose yourself in a good book on the screened in porch, or bask in the sun floating down the river on the provided canoes and kayaks.

Top guest favorite
Cottage in Clermont
4.93 out of 5 average rating, 148 reviews

Private Country House | 16 Guests | Gatherings

Bring the whole family to this private 5-acre retreat, situated in one of the few hilly regions of Florida. Enjoy privacy, nature, spectacular sunsets, and starry nights—perfect for relaxing or enjoying outdoor activities. ⚠️ Gatherings require prior approval—please contact us before booking. Note: There is another house on the property that may be rented by other guests. Both are completely private, with no shared areas or parking.

Top guest favorite
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, 162 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 Live Oak Hammock vacation rentals