Vacation rentals with outdoor seating in Leesburg

Find and book unique accommodations with outdoor seating on Airbnb

Top-rated accommodations with outdoor seating in Leesburg

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

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Guest favourite

Guesthouse 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.

Oct. 16 – 23

$155 CAD 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.

Aug. 7 – 14

$234 CAD 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.

Feb. 21 – 28

$153 CAD per night

Guest favourite

Apartment 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

Sep. 28 – Oct. 5

$182 CAD per night

Guest favourite

Home in Leesburg

5.0 out of 5 average rating, 35 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.

Aug. 10 – 17

$179 CAD per night

Guest favourite

Guesthouse in Tavares

4.97 out of 5 average rating, 65 reviews

The Landing Pad+Low Cleaning Fee

LOW CLEANING FEES!!! We are located in heart of Taveras where everything is walking distance-restaurants, pubs, the seaport, Wooton Park & the history museum! Sit on the patio while using the electric grill. Bring your boat! Plenty of off street park with easy access using the alleyway. Bathroom has a rain shower with 2 speeds. Full kitchen including all the basic amenities+kureig with refillable cups. Come & relax at this fun little spot & enjoy all we have to offer thanks for landing here!

Jan. 16 – 23

$134 CAD per night

Superhost

Cottage in Wildwood

4.84 out of 5 average rating, 196 reviews

Peaceful Cottage in the Heart of Wildwood

Peaceful home... -Full kitchen for cooking any meal. A waffle iron and waffle/pancake mix provided for breakfast. -Pet friendly with $25 pet cleaning fee per pet. Notify me if bringing pet. No cats please. -Keurig coffee maker for that morning cup of joe. -WiFi and smart tv. -Washer and dryer available for use. -Large lanai with a fenced in backyard for privacy. -Extra cleaning protocols, everything is disinfected between guest. -Close to all amenities. -One mile from The Villages.

Apr. 8 – 15

$184 CAD per night

Guest favourite

Guesthouse 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.

Jul. 23 – 30

$227 CAD per night

Guest favourite

Guesthouse 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..

Oct. 27 – Nov. 3

$212 CAD 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.

Oct. 26 – Nov. 2

$200 CAD 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.

Oct. 18 – 25

$234 CAD 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.

Jun. 2 – 9

$266 CAD per night