Holiday rentals in Live Oak Hammock

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Top-rated holiday rentals in Live Oak Hammock

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Superhost
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, 144 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
A spacious outdoor area features a large pool with crystal-clear water, accompanied by a hot tub and a soothing water fountain. Surrounding the pool, a stone patio hosts multiple seating areas beneath a pergola, providing a serene setting for relaxation.
Home in Orlando
4.97 out of 5 average rating, 101 reviews

Unique Spacious Home w/ Pool near Downtown Orlando

Nestled on a quiet street, 15 mins from Downtown Orlando. This home has a massive pool, hot tub, water fountain, real outdoor and indoor fire place, outdoor patio area w/seating. The Kitchen is equipped with everything you need to make delicious meals, and there are two living areas to provide ample space for relaxation. There is also a designated office area to take work calls. ☀ College Park – 10 mins ☀ Downtown Orlando – 15 mins ☀ Universal Studios – 28 mins ☀ Walt Disney World – 34 mins

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, 156 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!

Guest favourite
A Mid-Century cottage is presented with a well-kept exterior, featuring light yellow walls and turquoise shutters. A small seating area with two chairs is positioned on the front porch, surrounded by lush greenery, with a manicured lawn extending towards a tree-lined background.
Home in Mount Dora
4.94 out of 5 average rating, 315 reviews

NEW! Artsy Cottage - Walk to downtown Mount Dora

Welcome to the Artsy Cottage in historic downtown Mount Dora... just a quick stroll to quaint restaurants, shops, pickle ball & parks in the downtown district. This Mid-Century home is tucked in a quiet neighborhood with older historic homes built in the early 1900s, surrounded by towering oak trees and shaded sidewalks. Featuring 3 large bedrooms and 2.5 baths, there is room for 7 guests. You will enjoy cable TV, WIFI, washer/dryer, a fenced yard for your pet and an open deck. $100 pet fee

Top guest favourite
A charming 1940s cottage is presented, featuring light blue siding and white railing. A covered porch extends from the entrance, lined with decorative plants. The inviting pathway reveals lush greenery surrounding the home, enhancing its welcoming appearance.
Cottage in Mount Dora
4.98 out of 5 average rating, 202 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
Cottage in Mount Dora
4.96 out of 5 average rating, 157 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
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
4.91 out of 5 average rating, 190 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.

Superhost
The exterior features a striking façade with large glass windows, allowing natural light to illuminate the interior. A welcoming pathway leads to the front door, framed by landscaped gravel, greenery, and decorative planters, creating an inviting entrance.
Home in Lake Mary
4.87 out of 5 average rating, 119 reviews

Markham Woods 4BR Pool Retreat near Attractions

1 camera near the front door for security. Recording 24/7 ANY PARTIES HOSTED WILL BE CANCELED STRICT POLICY Great blend of medieval charm and modern comforts in the spacious living area with expansive glass windows. Luxuriate in the lavish master suite boasting a king-sized bed and indulgent oversized showers. Outside, discover a sprawling backyard with a pool. Conveniently close to Disney, Daytona Beach, and local attractions for a serene getaway. getaway.

Top guest favourite
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
4.98 out of 5 average rating, 133 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! 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 favourite
Cottage in Mount Dora
4.99 out of 5 average rating, 153 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.

Top guest favourite
A modern two-story home is showcased with light gray siding and teal shutters. The front porch features a ceiling fan, while manicured lawns and blooming shrubs enhance the outdoor space. A yellow house is visible nearby, contributing to the charming neighborhood atmosphere.
Townhouse in Mount Dora
4.97 out of 5 average rating, 108 reviews

*1 min walk to DT Mt. Dora! King Bed! 5 star!

Unwind in this BRAND NEW modern and luxurious rental! Local's recognize this property as one of Mount Dora's top rated property. The Franklin offers everything you expect in 5-star lodging and then some! You are only a 3 minute walk to the heart of Downtown Mount Dora. Comfort and convenience set The Franklin apart.

Guest favourite
Townhouse in Mount Dora
4.93 out of 5 average rating, 104 reviews

Fire Pit Retreat w/ Games | Near Downtown

Elegant & Peaceful Retreat Near Downtown Mount Dora Stay in a peaceful and beautifully designed retreat just 4 minutes from Historic Downtown Mount Dora. Ideal for guests looking to relax, unwind, and enjoy a quiet and comfortable stay near shops, dining, and nature.

Popular amenities for Live Oak Hammock holiday rentals

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