Vacation rentals with outdoor seating in Leesburg

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Top-rated outdoor seating rentals in Leesburg

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Guest favorite

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

G$20,985 GYD per night

Guest favorite

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.

Nov 13 – 20

G$29,512 GYD per night

Guest favorite

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.

Oct 9 – 16

G$19,014 GYD per night

Guest favorite

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

May 13 – 20

G$18,105 GYD per night

Guest favorite

Home in Leesburg

5.0 out of 5 average rating, 33 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

G$22,769 GYD per night

Guest favorite

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!

Aug 25 – Sep 1

G$33,485 GYD per night

Guest favorite

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.

Feb 10 – 17

G$18,513 GYD per night

Superhost

Cottage in Wildwood

4.85 out of 5 average rating, 195 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.

Aug 4 – 11

G$19,218 GYD per night

Guest favorite

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 18 – 25

G$30,818 GYD per night

Guest favorite

Guesthouse in Mount Dora

4.9 out of 5 average rating, 705 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..

Apr 28 – May 5

G$28,449 GYD per night

Guest favorite

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 21 – 28

G$25,127 GYD per night

Guest favorite

Guesthouse in Tavares

4.96 out of 5 average rating, 73 reviews

Peaceful, adorable, guest cottage on Apopka Canal.

This special place with an "out in the country" feel is actually close to everything, making it easy to plan your visit. It is close to the cute shops and restaurants of Mt. Dora and Tavares, yet only an hour from all the attractions in the Orlando area. This 15 acre peace of paradise is right on the Apopka Canal with easy access to the Harris Chain of Lakes. Launch your boat from the boat ramp just across the canal from The Acorn at Lake Jem park.

Sep 2 – 9

G$17,024 GYD per night