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, 152 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, 111 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 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!

Superhost
Treehouse in Geneva
4.88 out of 5 average rating, 1,147 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 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, 163 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 out of 5 average rating, 108 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, 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 favorite
The inviting exterior features a two-story home framed by lush green grass and mature trees. Arched windows and a symmetrical design enhance the charm, while a driveway leads to the front entrance, providing easy access to the peaceful surroundings.
Guesthouse in Leesburg
4.98 out of 5 average rating, 436 reviews

Silver Lake Guest Pool House Very Private !

The Silver Lake Pool Guest house Is your home away from home 1400 sq feet plenty of room! The pool house is a peaceful place to relax or take a swim in a large salt water pool. Mt Dora Tavares, Eustis 10 to 15 minutes away from Pool house Forty five minutes Daytona, Tampa Smyrna beach and parks Minutes from food stores restaurants malls Full kitchen also grilling. We are happy to help you with your needs ! Home is great for couples families, solo adventurers, and business travelers

Top guest favorite
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, 153 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

Top guest favorite
A spacious bedroom features a large bed dressed in neutral tones, accented by decorative pillows. Natural light filters through angular windows, illuminating the space. A seating area with a gray bench is positioned at the foot of the bed, and wooden walls provide a warm backdrop.
Home in Longwood
4.99 out of 5 average rating, 134 reviews

Private 4-Bedroom home with pool!

Entire home located on 1 acre of land in the luxury neighbor hood of Markham Woods. This property is the ideal place to stay for a family vacation, or business trip. Take a swim in our large pool and enjoy the Florida Sun! Please add exact number of your guests, in your booking! Please NO Parties or gatherings! (Family visits are welcome 🤗) Please NO smoking on the property. If any violation occurs, your stay will be terminated immediately, and you will be charged a $1,500 fine!

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, 100 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, 147 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 vacation rentals

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