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Holiday rentals with outdoor seating in Leesburg

Find and book unique rentals with outdoor seating on Airbnb

Quick stats about holiday rentals with outdoor seating in Leesburg

  • Total holiday rentals

    Explore 100 holiday rentals in Leesburg

  • Nightly prices starting at

    Leesburg holiday rentals start at €44 per night before taxes and fees

  • Verified guest reviews

    Over 3,650 verified reviews to help you choose

  • Family-friendly holiday rentals

    80 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 50 rentals that welcome pets

  • Holiday rentals with a pool

    30 properties feature pools

  • Rentals with dedicated workspaces

    60 properties have a dedicated workspace

  • Wifi availability

    100 of Leesburg holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Leesburg rentals

  • 4.9 Average rating

    Leesburg stays are highly rated by guests – averaging 4.9 out of 5!

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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Top guest favourite
Home in Mount Dora
4.97 out of 5 average rating, 110 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 favourite
A sun-drenched pool area features a sparkling blue pool surrounded by comfortable seating. A table with an umbrella and colorful chairs offer space for relaxation. The sunroom with large windows provides views of the inviting outdoor space, enhancing the overall tranquil setting.
Home in Lady Lake
4.96 out of 5 average rating, 351 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.

Top guest favourite
A modern home with a welcoming facade features a dual garage and a front entrance illuminated by a stylish light fixture. Large windows reflect the evening light, while a manicured lawn with minimal landscaping is visible in the foreground.
Home in The Villages
5 out of 5 average rating, 41 reviews

3/2 Designer Home W/ Golf Cart

Make this home your Villager get away! This is a designer home fully furnished with everything you will need for your vacation. This home is perfectly located minutes away from Sawgrass where you can enjoy live music every night. 🎶 The home is only an 18 minute drive from Brownwood which is a crowd favorite town-center. Home comes with a 4 seater golf cart perfect for adventuring to the pickleball courts, golf courses, pools & so much more! Come enjoy the sunshine in the beautiful Villages😀

Guest favourite
A charming treehouse sits elevated among large trees, connected by a wooden bridge. Surrounding space features a well-arranged outdoor sitting area with round wooden seating, and ample green grass is visible below, enhancing the natural setting.
Treehouse in Ocala
4.83 out of 5 average rating, 246 reviews

Woodpecker Treehouse Retreat

Take some time for yourself and enjoy the treehouse, you will marvel at nature, you will be surrounded by beautiful birds of different types, explore the place just 10 minutes from Santos Trailhead and 35 from Rainbow Springs. After you finish visiting Ocala and seeing its incredible recreational areas, enjoy our hot tub with hydro massage, relax in our hanging mesh, gather around the fire pit and make s'mores. Our Treehouse promises the perfect blend of nature's tranquility and modern comfort!

Top guest favourite
Guest house in Deer Island
4.96 out of 5 average rating, 141 reviews

Sapphire Cottage - sleeps 6, on 5 acres with canal

Escape to Sapphire Cottage, a 5-acre wooded retreat with a private canal boat dock. Relax by the shared pool, fish from the dock, or enjoy a BBQ at the firepit. Our cozy cottage features a queen master, 2 sofa-beds, a full kitchen, and dining for 6. From meeting our farm animals, biking, kayaking, or reading in the gazebo, there is something for everyone! We live in the main house across the way and are happy to help while ensuring you have a peaceful stay. Come make lasting memories with us!

Top guest favourite
A scenic view of a tranquil canal is presented, bordered by lush greenery. A wooden dock extends into the water, accommodating a boat. Nearby, comfortable outdoor seating is available, surrounded by natural landscaping, offering a peaceful outdoor space.
Home in Summerfield
4.99 out of 5 average rating, 139 reviews

Getaway on the Waterway- Dock+Kayaks+SUP board

Welcome to your peaceful Getaway on the Water. Whether you or your group are visiting the Villages, or just need a peaceful getaway to recharge, this is the place!There's something for everyone! Paddleboard or Kayak (provided) the beautiful canal to either lake. Enjoy your morning coffee or evening cocktail in nature on the dock. Bring your boat/ jet ski or rent one from Eaton's Beach Aquatic sports, they also offer sunset cruises and water taxi to Eaton's Beach restaurant right from our dock!

Guest favourite
A charming cottage is nestled among lush greenery and palm trees. A concrete pathway leads to the entrance, flanked by vibrant plants in pots. Stairs ascend to the front door, inviting guests to explore the cozy interior.
Home in Leesburg
4.97 out of 5 average rating, 106 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.

Top guest favourite
Home in Leesburg
5 out of 5 average rating, 15 reviews

The Lake House

Newly renovated home on Lake Eustis Canal. This lake is part of the famous Harris Chain of lakes. This home offers 2 large living spaces, a Full Kitchen, 2 Bedrooms and 1 Full bath. You will not have access to the owners closet or use of personal watercraft or boats, feel free to fish or bring your own water sports during your stay. Its very quiet area for relaxing or event participation, We are only 10 mins from Publix, ~15min to beautiful Downtown Mt Dora or ~1 hour to International Drive.

Top guest favourite
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.
Guest house 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 favourite
An extended lanai features a dining table surrounded by cushioned chairs, with views of a heated saltwater pool and lush greenery beyond. Comfortable seating arrangements are designed for relaxation, while ceiling fans provide a gentle breeze throughout the open space.
Home in The Villages
4.98 out of 5 average rating, 111 reviews

New Luxury Home-Pool-Waterfront View-3 King Suites

Enjoy this unique, tranquil getaway in a new 2023 home less than 3 miles from Sawgrass Grove (nightly entertainment, restaurants), and only a few blocks from Mickylee Pitch and Putt, Jubilee Putting Course, and the new Franklin Recreation Center. Ezell, Homestead, and Citrus Grove Rec Centers are all under 3 miles away. Back yard with lanai, pool with fountain, pond, and trees is a RARE find in The Villages! 3 king bedroom suites! Golf cart (4 seats) available for an additional fee.

Guest favourite
A spacious saltwater pool is enclosed by a screened area, surrounded by lush greenery and landscaping. Lounge chairs and a small jacuzzi can be seen along the poolside, with sunlight reflecting off the water's surface.
Home in Leesburg
4.91 out of 5 average rating, 74 reviews

Entire private home/heatedpool/boat or rv parking

3 bedroom 2 bath spacious private home with heated pool. Conveniently located. Just a few minutes away from grocery stores, bars/restaurants, malls, movie theater, basically everything you need and more! 5 min to world famous fishing on Harris Chain of Lakes! 15min to downtown Mount Dora. 50min to Orlando and all its theme parks (Disney world, Seaworld, etc) Why pay top rates at cramped hotels when you can book your own spacious private home with us? Save, be comfortable and book today!

Top guest favourite
A peaceful dock area features two lounge chairs with plush white cushions, complemented by orange throw pillows. A small table holds a bottle of champagne and two glasses, set against a backdrop of calm lake water and a clear blue sky. Nearby, a cozy sectional offers additional seating.
Home in Leesburg
4.94 out of 5 average rating, 97 reviews

Lakefront home chain of lakes & near Mount Dora

Relax with the whole family at this peaceful place to stay. Florida lifestyle at its best! Enjoy your morning waking up to a spectacular sunrise and panoramic views of gorgeous Lake Eustis. Bring your own boat or get a rental to go fishing to enjoy many of the lakeside accessible restaurants. Or visit the historic town of Mount Dora with its wonderful boutiques. Many restaurants and stores nearby. Just an hour from the theme parks, and Orlando International Airport.

Popular amenities for outdoor seating rentals in Leesburg

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