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 farmhouse features a classic design with a wraparound porch and decorative elements reminiscent of its historic roots. Surrounded by large trees, its inviting exterior is complemented by American flags and seasonal décor, creating a charming first impression in the serene landscape.
Home in Sorrento
4.97 out of 5 average rating, 34 reviews

1920 Farmhouse on 6 ac, Chefs kitchen & huge pool!

Come stay at our beautifully restored Farmhouse which offers peaceful country living while still close to everything! A long tree-lined driveway welcomes you, featuring a huge wrap around porch that’s perfect for sipping morning coffee or enjoying a glass of wine while watching the sunset. Chef’s dream kitchen with imported Italian stove This picturesque property blends historic charm with modern luxury, creating a retreat that's perfect for guests seeking a memorable escape.You’ll love it here!

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
Townhouse in Mount Dora
5.0 out of 5 average rating, 111 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, 210 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
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.

Guest favorite
A well-maintained retreat home is set against a lush green landscape. A spacious back patio is visible, surrounded by trees, offering a fire pit area and outdoor seating. A wooden pathway leads through the grass, inviting guests to explore the serene surroundings.
Home in Sorrento
4.9 out of 5 average rating, 198 reviews

Wekiva Riverfront Home with Dock Close to Springs!

Adventure awaits you and your family at the Wekiva River Retreat! This beautiful home is nestled in the heart of real Florida and sits directly on the banks of the Wekiva River. You and your family can explore the natural landscape in our fleet of Kayaks and canoes, or walk to the Rock Springs Run State Park for hiking, biking, and trail riding. Finish the eventing under the stars around our large fire-pit roasting marshmallows, or watching movies on our big screen tv.

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, 161 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
Guesthouse in Sorrento
4.96 out of 5 average rating, 79 reviews

La Finquita Cozy retreat |13 min Mt Dora & Springs

“La finquita” our little farm, it’s a retreat to cultivate serenity. Surrounded by nature, a hammock to stargaze, a cozy screened porch with warming string lights, lit candles, it’s a vibe. There is a coffee bar, it’s by a window where you can see a huge pine, a fire pit and a BBQ Grill, a place to create memories. Open layout living room filled with natural light. Rustic wooden ceiling, a cabin mood. Dreamy green kitchen. Your next adventure starts here with us.

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.

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