Holiday rentals with a patio in Leesburg

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.

5 out of 5 average rating, 32 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😀

4.93 out of 5 average rating, 44 reviews

A fire pit area is surrounded by several dark outdoor chairs on a concrete patio. A palm tree stands nearby, and a scenic view of the lake is presented in the background, illuminated by a colorful sunset.

Home in Tavares

Courtland Waterfront at Tavares

Welcome to Courtland Waterfront, a peaceful lakefront house on Lake Dora located in the heart of Florida. This comfortable updated home is a perfect location for a family reunion or weekend retreat & offers a spacious and peaceful experience for your vacation. Bring your boat or rent one nearby to explore the Harris Chain of Lakes by water & cruise the Dora Canal to Lake Eustis. Access the Lake via a private small boat ramp on the property or via one of the many public boat ramps in the area.

A modern Patio Villa is depicted in a well-maintained neighborhood, featuring a gray and white exterior with a slanted roof. A blue golf cart is parked on the driveway, surrounded by neatly trimmed grass and small shrubs.

4.98 out of 5 average rating, 42 reviews

Latitude Adjustment

Change your latitude in this beautiful two bedroom, two bathroom Patio Villa in The Villages. Located in the Village of Newell, this spacious and modern home has everything you need to make your stay relaxing and fun, including a golf cart! Enjoy a cup of coffee from the Keureg after your morning stroll on one of the nearby nature trails. Pools, pickleball and golf are all five minutes by golf cart, along with dining and entertainment at Sawgrass Grove and twelve minutes to the new Eastport!

4.97 out of 5 average rating, 196 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

Charming Mount Dora Cottage • 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!

An outdoor view of the home's exterior is presented, featuring a silver golf cart parked on a concrete driveway. The well-maintained front yard includes a white picket fence and landscaped areas with shrubs. A spacious garage is visible in the background under a clear blue sky.

4.92 out of 5 average rating, 61 reviews

Stunning Villa 2B/2B With Golf Cart

Make this stunning home your retirement Villager get away! Located in the Village of Newell home is minutes away from Sawgrass, swimming pools, pickleball, golf, and so much more. This home comes with a 2 seater golf cart and an outdoor grill perfect for any season. Live music is a nightly occurrence and only a 5 minute golf cart ride away. Enjoy the sunshine with biking and walking paths only seconds away from the front door! We would love to host your next Villages, FL vacation!

Place to stay in The Villages

An inviting outdoor space features a spacious in-ground pool with a sunken hot tub nearby. The pool area is enclosed by a screened lanai, allowing for privacy. Light reflections dance on the water's surface, creating a peaceful ambiance.

5 out of 5 average rating, 112 reviews

Safari themed private addition with pool/hot tub.

This special Guest house addition is close to everything in The Villages! Making it easy to plan your visit.! We are in The Village of Osceola Hills at Soaring Eagle Preserve. A short golf cart or car ride to Brownwood Square and Sumter Landing Square for dining, shopping, and dancing! A 5 min jaunt to two plazas for groceries, gas, and eating:-) Access to play over 50 golf courses at a minimal fee. Ask us about our easy 4 seater Golf-cart rental and upon request free Guest passes!

The exterior of the villa is seen, featuring well-maintained landscaping with palm trees and neatly trimmed shrubs. A spacious driveway leads to the entrance, while a two-car garage is visible on the left. The sunlit facade showcases a welcoming atmosphere.

4.97 out of 5 average rating, 103 reviews

Fabulous Courtyard Villa close to Sumter Landing

This home is the perfect vacation. When we saw this beautifully decorated villa, we felt like we were home. The exquisite landscaping was exactly what we have been looking for! The location is a mile from Sumter Landing and a stone's throw from the two pools, billiards, shuffleboard, pickleball, bocce ball. The best way to see it all is by the golf cart!!! The Villages has its own GPS for the Cart Paths. Schedule your stay and start packing your bags for an amazing experience.

4.96 out of 5 average rating, 100 reviews

A bright living room features large windows allowing natural light to fill the space. A sectional sofa in teal is positioned around a small table, with light wood flooring underfoot. A television sits opposite the seating area, complemented by a light ceiling fan above.

Cottage in Clermont

A-Frame Cottage near Disney, Universal, & Lakes

Come enjoy a relaxing stay at the Dragonfly Cottage and explore all that Central Florida has to offer. With Disney World just 23 miles (37 km) and Universal Studios 26 miles (42km) away, you will find plenty of entertainment. Beautiful Lake Louisa State Park is less than 3 miles (5 km) and the Downtown Clermont Lakes only 6 miles (9 km) away. With amenities like an Olympic-size pool just steps away, you'll be able to cool off and unwind after long days of sun and fun.

4.9 out of 5 average rating, 161 reviews

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.

Home in Leesburg

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.

4.97 out of 5 average rating, 123 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.

4.97 out of 5 average rating, 88 reviews

A single-story house features a white exterior with a gabled roof and a two-car garage. A white picket fence and manicured shrubs border the front yard, while a concrete driveway provides ample parking space. Clear blue skies are visible in the background.

Home in Wildwood

New home in the new part of the villages.

Beautiful new home in the villages. All new appliances with all brand new furniture, beds and decor. You have quick access to Sawgrass grove Entertainment facility, Ezell recreation center and McGradys pub. This open floor plan with the kitchen opening to living room keeps everyone together. The huge island is a great hanging out spot. You will have access to many close by, pools, shuffle board, parks and golf courses during your stay.

An enclosed patio features a heated saltwater pool, accentuated by stone tile and decorative mosaic. Nearby seating options are visible, including a lounge chair under a shaded canopy. Lush greenery surrounds the area, providing a sense of privacy and tranquility.

4.96 out of 5 average rating, 142 reviews

Villages-Private Heated Pool-Central Location

Enjoy a stylish experience at this centrally located 3-bedroom home. 5-7 minutes golf cart ride from Sumter Landing, 15 minutes from Spanish Springs Square, 20 minutes from Brownsville Square. 200 Community pools some for adults only and some for families. 13 Recreation Centers with Pickle Ball, Shuffleboard, Billiards, Study groups, etc. 3 Old Fashion Town Squares with nightly Live entertainment. 44 Golf Courses

Popular amenities for Leesburg Holiday Houses with Outdoor Verandahs

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Apartment rentals with a patio

4.92 out of 5 average rating, 120 reviews

Apartment in Kissimmee

Condo in Kissimmee

4.96 out of 5 average rating, 25 reviews

A wooden dock extends into a calm lake, surrounded by gentle ripples and tall grasses. The sky is partially cloudy, with patches of blue visible. Trees frame the edges of the dock, contributing to the serene lakeside setting.

Apartment in Leesburg

Paradise on Lake Harris Apt #102

4.93 out of 5 average rating, 124 reviews

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.

Apartment in Orlando

DT Orlando 1/1 Sunset View - Free Parking

4.96 out of 5 average rating, 24 reviews

Apartment in Mount Dora

apart 5 min to Downtown Mount Dora

4.97 out of 5 average rating, 59 reviews

A charming two-story house with a welcoming front porch is surrounded by lush greenery and colorful plants. Two inviting green Adirondack chairs are situated on the lawn, inviting relaxation. The pathway to the entrance is lined with brick, leading to a door framed by decorative elements.

Apartment in Tavares

The Emerald Fox Upstairs Apartment

4.89 out of 5 average rating, 163 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

4.99 out of 5 average rating, 102 reviews

A cozy balcony is furnished with a comfortable seating area, featuring a blue sofa and a light-colored table. Palm trees are visible in the foreground, along with a serene waterfront view that stretches into the distance under a clear blue sky.

Apartment in Orlando

Lake View Penthouse

Apartment in Ocala Historic District

A two-story frame vernacular style home is surrounded by lush greenery. A wide porch features rocking chairs and is complemented by well-maintained grass. Mature trees provide shade, while a pathway leads to the entrance, creating a welcoming atmosphere for guests.

4.98 out of 5 average rating, 127 reviews

Private historic district apt w/pool-suite A

Holiday House Rentals with a Verandah

Home in Howey-in-the-Hills

A spacious kitchen features vaulted ceilings with exposed wooden beams, enhancing the airy feel. Dark wooden cabinets line the walls, offering ample storage. Natural light floods in through large windows, illuminating the stone-patterned floor and stainless steel appliances.

4.77 out of 5 average rating, 145 reviews

Rustic 3-BR home w/spacious kitchen in Central FL

A large outdoor pool is surrounded by a spacious deck, featuring neatly arranged lounge chairs. Palm trees are visible in the background, and a covered area with seating can be seen to the left. The sky features a mix of soft blue and wispy clouds.

5 out of 5 average rating, 12 reviews

2 min walk to pool, 4 seat cart, 5 min to Eastport

4.99 out of 5 average rating, 119 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!

4.98 out of 5 average rating, 50 reviews

The front of a single-story home is presented, featuring a covered porch with two colorful chairs. A decorative mailbox is visible, and a blue truck is parked in the driveway. The lawn is neatly maintained, with shrubs lining the walkway.

Home in Lady Lake

Relaxing House in The Villages

5 out of 5 average rating, 32 reviews

A modern two-story lakefront home features a light-colored exterior and a welcoming front porch. Neatly landscaped greenery lines the pathway, while large windows allow natural light into the interior. The garage door is visible, complementing the overall contemporary design.

Home in Leesburg

Luxury Lakefront 4 bedroom house

An aerial view showcases the home's roof and layout, with a spacious driveway leading to a neatly parked vehicle. Surrounding landscaping features manicured grass and stone pathways, highlighting a well-maintained outdoor environment.

5 out of 5 average rating, 42 reviews

Sunny Daze! Minutes to SawGrass

4.94 out of 5 average rating, 81 reviews

A charming bungalow is surrounded by greenery, featuring a welcoming front porch with steps leading to the entrance. A circular arrangement of turquoise outdoor chairs surrounds a fire pit, providing a cozy space for gatherings in the backyard, shaded by mature trees.

Home in Mount Dora

1920's Boho Bungalow | Walk+Bike to Downtown

4.95 out of 5 average rating, 42 reviews

A modern bungalow features a fresh exterior with a deep blue color, framed by lush greenery. A welcoming entrance is highlighted by a bright front door, surrounded by neatly arranged flower beds and decorative plants. Moss hangs from trees, contributing to the serene ambiance.

Home in Leesburg

Royal Oak Lakeview Serenity

Holiday condos with a patio

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, 128 reviews

Luxury Condo On I-Drive & One Mile from Universal

A private balcony offers seating with a view of the shimmering lake, highlighting the surrounding landscape. Adjacent images reveal family-friendly amenities, including a vibrant water park with slides, an elegant kitchen space, and a welcoming sleeping area featuring playful decor.

4.9 out of 5 average rating, 184 reviews

NEW APARTMENT WITH WATER PARK AND NEAR DISNEY

Superhost

A warm living space features a dark wooden ceiling and an accent wall with textured concrete. Comfortable seating faces a mounted television, while wooden shelves are adorned with books and decorative plants. Natural light enters through large windows, enhancing the inviting atmosphere.

4.85 out of 5 average rating, 116 reviews

5 mins Universal 10 mins Epic park | Rustic LOFT

4.87 out of 5 average rating, 189 reviews

Next to Disney and retail therapy

A comfortable living area features a cozy gray sofa and loveseat arranged around a wooden coffee table, with decorative pillows adding a touch of style. Natural light fills the space through sliding glass doors that lead to a screened balcony with outdoor seating.

4.93 out of 5 average rating, 132 reviews

Disney Dream Condo & Pool

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.

4.89 out of 5 average rating, 263 reviews

Maria Luz Studio-Huge Terrace/Universal area.

4.98 out of 5 average rating, 132 reviews

Private Rooftop Suite! No resort fees!

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.