Holiday rentals with outdoor seating in Leesburg

Find and book unique rentals with outdoor seating on Airbnb

Top-rated rentals with outdoor seating in Leesburg

Guests agree: these rentals with outdoor seating are highly rated for location, cleanliness and more.

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Guest favourite

Guest house in Leesburg

4.98 out of 5 average rating, 333 reviews

Silver Lake Guest Pool House

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 grocery 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.

16–23 Oct

$136 SGD per night

Guest favourite

Home in Leesburg

4.98 out of 5 average rating, 87 reviews

Beautifully Restored Historic Home! Leesburg

Beautifully restored 3 bedroom 2 bath historic home with all the modern comforts. Conveniently located within walking distance of downtown Leesburg, Publix Shopping Center and many restaurants! Plenty of room on the property to park your boat or RV! During your stay, take time to explore nearby Venetian Garden’s Park Marina, located on Big Lake Harris, a must for nature lovers, kayakers and water sport enthusiasts. Home is within 1 hour drive to Disney World Orlando and all theme parks.

18–25 Oct

$191 SGD per night

Guest favourite

Home in Lady Lake

4.97 out of 5 average rating, 270 reviews

Cozy Lady Lake Guest House

Private guesthouse in a quiet, rural area of Lady Lake. 1 bedroom, 1 bath, furnished with pool privileges. Kitchen, dining bar, living room and sunroom. Sunroom opens to the pool deck and sparkling blue pool, which is completely privacy-fenced in a common area shared with the owners. Suitable for 1 or 2 adults. Central heat and air, 40” Smart Television , WiFi, washer and dryer. Bed linens and bath towels provided. Kitchen with full sized refrigerator/freezer ice maker and electric stove.

2–9 Aug

$137 SGD per night

Guest favourite

Flat in Leesburg

5.0 out of 5 average rating, 18 reviews

Lovely 2BD/2BA Apt close to Beacon Col. & Downtown

This apartment is a short 1/3 mile walk to beautiful Lake Harris, Venetian Gardens, Palmora Park, Rogers Park Splash Pad, Ski Beach, Lake Harris Big Bass Tournaments. The jogging & bike trail gives you access to downtown food & entertainment, Beacon College, UF Leesburg, Fountain Lake & Veterans Mem. Park. The perfect executive stay if you have business at The Villages, UF Leesburg, Beacon or any projects in the area. Enjoy a quite morning on the balcony or take a walk over to Venetian Gardens

7–14 Aug

$159 SGD per night

Guest favourite

Home in Leesburg

5.0 out of 5 average rating, 34 reviews

Waterfront cottage Haynes Creek

Enjoy all central Florida has to offer, at this cozy waterfront cottage, on Haynes Creek, part of the Harris Chain. Fish from the dock, or bring your own watercraft, you have your own boat slip. Explore the area on our paddleboat, kayaks or paddle board. If its shopping and nightlife you enjoy we are close to Leesburg, Eustis, Mt. Dora, Tavares and the Villages. Or maybe you would enjoy watching wildlife and exploring one of the many parks or trails in the area. Central Florida has it all.

10–17 Aug

$147 SGD per night

Guest favourite

Home in Mount Dora

4.94 out of 5 average rating, 109 reviews

Modern Farmhouse & Pool in Mount Dora by Lake Ola

This recently renovated farmhouse cottage is the perfect “home away from home” to retreat w/ family & friends. Enjoy waking up to the beautifully updated kitchen w/ farm sink, catching the sunset over Lake Ola while refreshing in the pool, sipping your morning coffee on the large back porch. Only a few minute drive to downtown Mount Dora filled w/renown restaurants & boutiques . Close to Rock & Wekiva Springs, Sydonie Mansion & other wedding venues & easy commute to theme parks and beaches!

4–11 Oct

$220 SGD per night

Guest favourite

Guest suite in Leesburg

4.89 out of 5 average rating, 55 reviews

Mid Century Living on Lake Eustis. Dock available.

Great location for Sport Fishing! Unique apartment attached to a Mid Century home located on Lake Eustis. Docking for boat available. Includes Queen size bed, Kitchenette with original Mid Century cabinets. Vintage mini-fridge/freezer, electric range and Microwave, Keurig, Toaster. BBQ. HDTV has 75 AIR channels. Walk in closet for clothes and storage. sit on the dockand watch the local wildlife, or cast a line fish. Pool is not heated. We have changed our policy to a maximum 2 week stay.

2–9 Apr

$118 SGD per night

Guest favourite

Guest house in Mount Dora

4.88 out of 5 average rating, 313 reviews

A Lakeshore Cottage vintage 1926

What's new for 2019 a brand new dock and fishing pier. Additional boat docking available. Brand new Central Cold & Dependable Air Condition- Brand new 8 foot tall privacy fence & gate, parking pad beside cottage. -Eco Smart: lock, cork floors, instant hot H2O, solar lighting, copper sink, antiques, refurbished architecture ,charming! 2 nights/festivals ABSOLUTE RESTRICTION to ANIMALS! NO EXCEPTIONS. DO NOT Instant book if you are with any animals. Sorry allergies don’t allow.

21–28 Jul

$198 SGD per night

Guest favourite

Guest house in Mount Dora

4.9 out of 5 average rating, 707 reviews

Key West cottage of Mt Dora

Cozy little cottage located in the gardens of the main house. It has a full kitchen. 1 bath with a jacuzzi tub.. Queen size bed and a couch for a 3rd person. THE LOCATION is 3 MILES between Mount Dora ,Tavares & Eustis a short drive or bike ride to all location. I’m 2.5 blocks off Lake Shore Dr. to beautiful Lake Dora. FRESH eggs from the Easter egg hens for your use ( When available) The eggs they lay are pink, green and blue. They will need to be washed before use..

22–29 Oct

$184 SGD per night

Guest favourite

Cottage in Tavares

4.92 out of 5 average rating, 132 reviews

Cypress Boathouse Retreat

A retreat atop a real boathouse overlooking a beautiful canal which leads to the Dead River. The Dead River connects Lake Harris and Lake Eustis. The Harris Chain of Lakes attracts the pro bass fisherman. Many pro fishing tournaments are held in these amazing lakes. While at the boathouse you might experience beautiful nature such as osprey, eagles, owls, and many other species of animals. Location is a short ride to the world famous Leesburg Bike Fest.

23–30 Oct

$163 SGD per night

Guest favourite

Cottage in Tavares

4.97 out of 5 average rating, 204 reviews

Lakeside Cottage on Lake Dora

A charming 1200 sq ft, two bedroom, two bath cottage located on beautiful Lake Dora with white sand beach. A great place to relax and your home away from home. Just minutes from Tavares (known as the Seaplane City) and Mt. Dora (known as the City of Festivals.) You can bring your boat and tie it up to the dock. Large circular drive with plenty of parking for cars, trailers, etc.

17–24 Aug

$192 SGD per night

Guest favourite

Home in Eustis

4.97 out of 5 average rating, 109 reviews

Waterfront with Boat Dock! Fishing and Summer Fun!

The Acorn is a charming 2/2 canal front bungalow with direct access to Lake Eustis. Secure parking for trucks and trailers. Ready for bass tournaments or a weekend at the Dora sandbar. Visit the lakeside restaurants on the beautiful Harris Chain of Lakes when you're ready for a cold drink or a meal. Just 45 minutes to Orlando if you feel the need to go to town.

27 May – 3 Jun

$207 SGD per night