Holiday rentals with a patio in Leesburg

4.95 out of 5 average rating, 124 reviews

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

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

4.99 out of 5 average rating, 107 reviews

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

Getaway on the Waterway: Kayak, SUP, fish, relax!

Welcome to your peaceful Getaway on the Waterway right on the beautiful canal that connects Big and Little Lake Weir! Kick your feet up and wave at the boats going by as you grill or fish from the dock. Play a round of corn hole, hop on one of our paddleboards or kayaks for beautiful ride to either lake! Bring your boat/ jet ski or rent one from Eaton's Beach Aquatic sports, (they also offer sunset cruises and water taxi service to Eaton's Beach restaurant right from our dock!) RELAX and ENJOY!

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.

4.98 out of 5 average rating, 83 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.

4.92 out of 5 average rating, 84 reviews

A modern single-story home is presented with a well-maintained front lawn and a driveway accommodating a dark-colored pickup truck. The exterior features light-colored siding and a garage door, complemented by a clear blue sky overhead.

Guesthouse in Leesburg

Beautiful house in Leesburg FL

Beautiful home in Leesburg, FL, offering all the amenities and services needed for a wonderful stay. Located near Venetian Gardens Park, Emeralda Marsh Conservation Area, Flat Island Preserve, The Villages, and just minutes from popular stores like Wal-Mart, Target, Publix, Dollar General/Tree, Ross, TJ Maxx, HomeGoods, Belk, Marshall’s, and more. Please note, for security purposes, a doorbell camera is installed facing the entrance. It only monitors the exterior for your safety and privacy.

4.98 out of 5 average rating, 171 reviews

A well-appointed sleeping area features a white bed frame with plush bedding in navy and white tones. Two bedside tables with navy blue lamps flank the bed. Decorative pillows, including a map-themed cushion, add interest, while framed botanical prints hang above the headboard.

Cottage in Mount Dora

Newly Renovated Cottage, Easy 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!

4.95 out of 5 average rating, 123 reviews

A charming green cottage is set among tall pine trees, featuring a wooden porch and a welcoming entrance. A small window is visible on one side, complemented by outdoor lighting. Bright flowers line the base of the cottage, enhancing its rural setting.

Tiny home in Groveland

Lovely Meadow Farm Cottage

This lovely farm cottage can be found in a secluded meadowland under various oaks and pines along a natural cypress dome. Spectacular star lit night skies accompanied by hooting owls, whippoorwills, and fire flies make for an unforgettable camp fire atmosphere. Amenities include an outdoor shower, washer, dryer, barbecue, fire pit, fishing and outdoor wrap around patio. Ponds, canals, and Florida wetland host a variety of birds, mammals, fish and reptiles including the Florida gator.

5 out of 5 average rating, 14 reviews

Bungalow in Okahumpka

The Lake Harris Bungalow

The newly finished Lake Harris Bungalow offers fun, sun & relaxation! Sitting directly on Lake Harris this in-law suite offers amazing views from its 2 beds (queen & twin XL), full bathroom, kitchen w/ full size appliances, WiFi/TV, covered parking (with power for boat/EV charging) and furnished screened in back porch overlooking the lake (with bbq grill). We also offer discounted pontoon boat rental prices for guests. We promise a relaxing & peaceful stay. You're going to love it here!

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.

4.98 out of 5 average rating, 43 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!

Aerial view of The Faith Estate, showcasing the historic Victorian-style house surrounded by lush greenery and expansive lawns. The blue exterior contrasts with the vibrant landscape, while serene lake waters reflect the soft colors of the sunset sky, enhancing the natural beauty of the setting.

4.89 out of 5 average rating, 146 reviews

The Faith Estate - A Lakefront Storybook House

Welcome to The Faith Estate, a historic 5-bedroom, 3.5-bathroom lake house in Leesburg, FL, near The Villages, Eustis, and Mount Dora. Perfect for reunions, retreats, or a relaxing getaway. Ideal for boaters, with space for multiple boats and trailers—great for Harris Chain of Lakes events. The estate also allows approved events. Submit details via Airbnb for approval before check-in. Unapproved events are not permitted. Event setups must respect property guidelines.

4.96 out of 5 average rating, 105 reviews

An open-concept living area features natural light streaming through large windows with scenic views of the lake. Cozy seating arrangements include a comfortable sectional and accent chairs, complemented by a dining space and a well-equipped kitchen with modern appliances.

Home in Tavares

Lake Dora Dream-Waterfront/Pool

Luxurious lakefront home on Lake Dora - 8 minutes to downtown Mount Dora and Tavares. Enjoy your vacation in this newly renovated pool home (Pool Not Heated) on Lake Dora and the Harris chain of Lakes. Bring your boat or rent one nearby to explore the area by water and cruise the Dora Canal to Lake Eustis. Included is a guest apartment with private entrance totaling 4 bedrooms and 4 full baths. Just a half mile to the Tavares Pavilion and dining in downtown Tavares.

4.96 out of 5 average rating, 210 reviews

The A-frame cabin features a striking black exterior with large windows that reflect the surrounding greenery. A spacious wooden deck is highlighted, equipped with a picnic table. Lush trees frame the cabin, creating a serene and inviting outdoor setting.

Cabin in Ocala

Cozy A-Frame Retreat w/ hot tub!

Escape to our cozy A-frame cabin, nestled amidst the serene beauty of nature. Just 10 mins from Santos Trailhead and 35 from Rainbow Springs! After a day of exploration, unwind in the private hot tub, gather around the bonfire pit for s'mores, or snuggle by the fireplace and stream your favorite movie. Whether you seek a romantic retreat or an extended family getaway, our A-frame cabin promises the perfect blend of nature's tranquility and modern comfort!

4.91 out of 5 average rating, 122 reviews

Cottage in Clermont

Beautiful country house

Take the whole family to this fantastic place with many areas to have fun. We have 5 acres of land just for you, beautiful country house in the only hills of the state of Florida, you will enjoy the tranquility, privacy, connection with nature and you will witness a beautiful sunset unparalleled, stay and watch the stars, spaces suitable for unique souvenir photos. Ideal area for cycling and hiking. NOTE: if you want an event, check first for our rates

Popular amenities for Leesburg Holiday Houses with Outdoor Verandahs

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Apartment rentals with a patio

A spacious living area is complemented by a modern kitchen featuring white cabinetry and stainless-steel appliances. A dark sectional sofa with decorative pillows faces the kitchen island, which is paired with two sleek bar stools. Large windows allows ample natural light.

4.94 out of 5 average rating, 113 reviews

DT Orlando High-Rise Free Parking - 8 MIN FROM EDC

5 out of 5 average rating, 111 reviews

Private Rooftop Suite! No resort fees! 5 star

A sparkling pool is set in a sunny courtyard, surrounded by palm trees and lounge chairs. The three-story building features yellow exterior with red-tiled roofs, and a secure fence encloses the area for privacy and safety.

4.93 out of 5 average rating, 105 reviews

2 bedrooms 2 baths near Disney Universal Seaworld

4.9 out of 5 average rating, 147 reviews

A bright living area features a light-colored couch with decorative cushions, a patterned armchair, and a wooden coffee table. Natural light enters through large windows adorned with blinds. A ceiling fan hovers above, and a potted plant adds a touch of greenery.

Apartment in Kissimmee

Modern 3 Bedroom Apartment Near the Theme Parks

4.95 out of 5 average rating, 105 reviews

A comfortable living area features a sectional sofa adorned with cushions in shades of yellow, teal, and deep purple. Two small tables sit in front, accompanied by a patterned area rug, while decorative wall art adds visual interest. Natural light filters through a window with blinds.

Apartment in Bay Lake

Charming Oasis 10 Min to Parks Pets Allowed

An inviting living area features a comfortable light-colored couch, a dark wood dining table with four chairs, and rustic decor on the walls. Large windows allow natural light to fill the space, complemented by warm lighting fixtures. A kitchenette with open shelving is visible in the corner.

4.96 out of 5 average rating, 113 reviews

Wizard-Themed Condo Near Universal

4.92 out of 5 average rating, 145 reviews

A spacious living area is furnished with a light-colored sectional sofa and brown leather chairs. A round coffee table sits at the center, complemented by a decorative bowl. The adjacent kitchen is equipped with modern appliances and a breakfast bar, creating an open and inviting layout.

Apartment in Kissimmee

Luxury condo near Walt Disney Parks - Kissimmee FL

5 out of 5 average rating, 111 reviews

The living area features a comfortable gray sofa adorned with accent pillows, complemented by a wooden coffee table. A large TV is mounted on the wall, with a stylish chair placed nearby. Natural light enters through glass doors, which lead to a balcony.

Apartment in Kissimmee

Chic Vibes Comfy King Bed Next to Parks/Food/shops

Holiday House Rentals with a Verandah

Superhost

A private pool area is featured with a clear blue pool and a built-in spa. Surrounding the pool, a spacious deck of pavers accommodates patio furniture and offers plenty of room for relaxation. Large sliding glass doors provide views of the interior sunroom.

4.55 out of 5 average rating, 47 reviews

3 BR 2 Bath Home Full Kitchen Pool Boat Parking

A Georgian-style mansion features a classic red brick exterior and large windows framed by manicured gardens. The expansive lawn offers lush greenery, while mature trees provide shaded areas. A winding driveway leads to the entrance, enhancing the home's charming presence in a tranquil setting.

5 out of 5 average rating, 13 reviews

The Silver Lake Estate

4.95 out of 5 average rating, 172 reviews

A modern living space showcases a cozy sectional sofa adorned with patterned pillows, alongside a decorative rug. The open floor plan leads to a bright kitchen area with bar seating. Natural light fills the room through large windows, enhancing the warm wood flooring.

Home in Minneola

Modern Villa in Minneola near Disney, Orlando

4.97 out of 5 average rating, 174 reviews

A spacious wooden dock extends over the calm waters, surrounded by lush greenery. Several people are seated, enjoying a meal together. Lawn chairs are arranged comfortably, with trees reflecting off the clear surface of the water nearby, creating a serene atmosphere.

Home in Weirsdale

Beautiful House On the River, Kayaks, Large Dock!

4.96 out of 5 average rating, 89 reviews

The exterior of the home displays a well-manicured front yard with decorative plants and a white picket fence. A paved driveway leads to a two-car garage featuring a symmetrical design, accompanied by a clear blue sky above.

Home in The Villages

King Bed, Small Dogs OK, and 4-Seater Golf Cart!

5 out of 5 average rating, 15 reviews

A living room is showcased with two blue sofas facing a glass coffee table. Soft lighting is provided by two table lamps and a large TV is positioned on a dark wood console. Colorful wall art adds brightness to the space, complemented by a dining area in the background.

Home in Wildwood

Private home in The Villages

4.94 out of 5 average rating, 17 reviews

The exterior of a single-story home is showcased, featuring a well-maintained front yard with greens and flowering shrubs. A paved driveway leads to a two-car garage, while the entrance is framed by neat landscaping. The sky above is clear and bright.

Home in The Villages

The Villages, Citrus Grove home away from home

5 out of 5 average rating, 36 reviews

A heated saltwater pool is highlighted under a screened enclosure, with ambient lighting creating a calming atmosphere. Patio seating is arranged around the pool, and views of the adjacent living area are visible through expansive windows, enhancing the inviting indoor-outdoor connection.

Home in The Villages

Pirates & Parrots - The Villages - w/Golf Car !

Holiday condos with a patio

4.94 out of 5 average rating, 136 reviews

The living room features a power reclining sofa and love seat, arranged around a dark coffee table. A modern painting adorns the wall, and natural light enters through large windows, illuminating the adjoining kitchen area visible in the background.

Condo in Davenport

9 miles from Disney - Bella Piazza spacious condo

A spacious outdoor area features several palm trees and seating arrangements with turquoise cushions. The backdrop includes a modern multi-story building. A barbecue area is visible, and lounge chairs are positioned around a sparkling pool, creating an inviting environment for relaxation.

4.88 out of 5 average rating, 116 reviews

Luxury Condo On I-Drive & One Mile from Universal

A bright living area features soft blue seating arrangements arranged around a wooden coffee table. Sliding glass doors provide access to a balcony with lake views. Neutral wall colors and tiled flooring enhance the spacious feel, while natural light illuminates the space.

4.92 out of 5 average rating, 119 reviews

Lakeside Resort Condo minutes to Disney, Universal

Superhost

A spacious living area features a dark sectional couch paired with a round coffee table made of natural wood. A large TV displays a scenic cityscape, while a dining area with round table and yellow upholstered chairs is visible. Light blue walls create a calm ambiance.

Condo in Kissimmee

4.88 out of 5 average rating, 176 reviews

Next to Disney and retail therapy

A balcony view showcases a round table and two chairs facing the expansive lake. The serene water reflects the clear blue sky, while the railing provides safety and openness to the picturesque landscape.

4.98 out of 5 average rating, 109 reviews

Disney Area Updated Lakefront Resort Condo 2 POOLS

A modern studio presents a king-size bed with a plush gray comforter, elegantly complemented by a decorative throw. A cozy seating area features a blue tufted ottoman and stylish bar stools. Large windows allow natural light to fill the space, framed by sheer and dark curtains.

4.88 out of 5 average rating, 246 reviews

Maria Luz Studio-Huge Terrace/Universal area.

4.92 out of 5 average rating, 105 reviews

A sparkling pool is framed by lush palm trees and lounge chairs, inviting guests to relax. The cheerful two-story building in the background features vibrant blue-green accents and large windows, complementing the clear sky above.

Condo in Kissimmee

Modern, spacious, and relaxing!

A well-appointed studio features a queen bed with decorative pillows and a modern aesthetic. A blue sky ceiling adds charm, while a television is mounted on the wall. A dining area with two chairs sits near a sleek kitchenette, offering convenience and style.