Holiday houses in Live Oak Hammock

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Top-rated holiday rentals in Live Oak Hammock

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Guest favourite
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, 151 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 favourite
Home in Mount Dora
4.97 out of 5 average rating, 109 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, 286 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!

Superhost
Treehouse in Geneva
4.89 out of 5 average rating, 1,144 reviews

Treehouse at Danville

Private Getaway seen on Netflix' Most Amazing Vacation Rentals! Fulfill your dream of staying in a tree house! For safety reasons, this venue is for adults only. We do not allow children or pets. The Treehouse has a tree trunk elevator, private shower, air-conditioning, and real toilet inside so that you can bring your significant other(no compost toilet here). This 18 foot yurt has accent lighting to create the mood of living in the trees on a starry night. Danville is a glamping experience.

Top Guest favourite
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, 161 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 favourite
The exterior of a two-story detached home is presented, featuring white siding and black shutters. The entrance is adorned with planters, and a small walkway leads to the front door. Lush greenery surrounds the property, and a clear blue sky is visible above.
Cottage in Umatilla
4.99 out of 5 average rating, 151 reviews

Cottage by the Lake

Cute, comfortable 1935 detached home is 900 SQUARE FEET AND PET FRIENDLY. Walking distance to the Palm Mansion venue and 1.2 miles from Lakeview Gardens Venue. Main home’s on other side of property. Cottage is newly remodeled and fenced in. Views of Lake Umatilla from all rooms. 8 miles to beautiful Mount Dora and 3 miles to downtown Eustis. 1 hour to attractions, airport and east coast beaches. We are 20-30 minutes from most local Springs. Lake Umatilla does have public boat ramp access

Guest favourite
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, 60 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 favourite
A dining table is set with a tray of assorted cheeses, fruits, and spreads, while glasses sit ready for drinks. Large glass doors reveal views of Bear Lake and a deck with seating, enhancing the inviting ambiance.
Home in Apopka
5 out of 5 average rating, 105 reviews

Magnificent Lakefront Home•Swim&Relax•Long Stay OK

Water-ski, swim, boat, and fish in the pristine, spring-fed waters of the 310-acre Bear Lake beside this expansive home. Canoe and paddle boards provided! Enjoy the sunset from the swing on the boat dock, watch the sunrise from the screened deck while lounging in the hammock, or spend a lazy afternoon with the family playing board games. The rental is the private half of a duplex, completely separated from the owner's side, with no shared areas. (2 kings, 2 queens, 3.5 baths)

Top Guest favourite
A welcoming entrance reveals a spacious driveway leading to surrounding natural landscapes. Lush greenery and trees fill the view, while a stone pillar frames the entrance, enhancing the peaceful ambiance of the secluded property.
Home in Sanford
4.99 out of 5 average rating, 102 reviews

Hanging Moss - 3 BR/2 BA farmhouse on 5 acres

Hanging Moss is a return to natural Florida. Set on natural 5 acres in Seminole Estates, a private community. This 3 BR/2 BA is perfect for hosting up to 6 people and ensures you a tranquil vacation. Entryway has handicap access Your host couple live onsite, in a totally separate, YET attached dwelling. This ensures the quality of your stay should an unforeseen need arise. This is a working farm and we have recently constructed a chicken coop for fresh eggs when available.

Guest favourite
Guesthouse in Sorrento
4.96 out of 5 average rating, 69 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 favourite
Townhouse in Mount Dora
5 out of 5 average rating, 107 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
Cottage in Clermont
4.92 out of 5 average rating, 146 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.

Popular amenities for Live Oak Hammock holiday rentals

  1. Airbnb
  2. United States
  3. Florida
  4. Lake County
  5. Live Oak Hammock