Holiday rentals with outdoor seating in The Villages

The exterior of a single-story villa is depicted, featuring a light-colored stucco facade and a two-car garage. Paved driveway curves towards the entrance, with decorative landscaping including a potted plant and stone accents. Windows are adorned with decorative arches, enhancing curb appeal.

4.95 out of 5 average rating, 154 reviews

Remodeled 2/2 Baja style villa w/4 person cart

4 person, yamaha gas golfcart offered at this baja style 1000 sqft 2BR, 2BA courtyard villa! It comes fully furnished with pots, pans, linens, and does have a blow dryer and keurig! located in the De La Vista South area just off Morse, this villa is just a short cart ride to Spanish Springs or Sumter Landing. The villa has new stainless appliances, beautiful plank flooring, and fresh paint. King bed in the master, queen bed in the guest bedroom. All bedrooms have smart TV's, cable in LR only

A single-story home showcases a light-colored exterior and a welcoming front porch, bordered by a white picket fence. Neatly trimmed shrubs and grass surround the home, adding to the cheerful curb appeal. A paved driveway leads to a garage on the right.

4.95 out of 5 average rating, 171 reviews

Home away from home entire house

Located in an excellent area in the Chatham neighborhood, of the Bromley villas. This home offers easy access to restaurants, shopping and recreation. For nightly entertainment you're a short distance away from Lake Sumter land and Spanish Spring town Square where you will find many restaurants, grocery stores and free nightly live entertainment. This home is fully equipped with everything you need. Pets are allowed. Recreational guest passes included. Golf cart not included with reservation.

A well-maintained home is visible, with a neatly landscaped driveway leading to a garage. An orange golf cart is parked prominently in front, surrounded by lush green grass and a manicured shrub nearby. A white picket fence adds charm to the yard.

4.98 out of 5 average rating, 122 reviews

Private 2/2 Villa w/ New 4 Seat Gas Golf Cart

Relaxing home in quiet neighborhood w/ private yard, screened porch - rare in The Villages! Roanoke Retreat is a beautifully remodeled 2 bed/2 bath home - only 15 minute golf cart ride to Spanish Springs, 20 minutes to Sumter Landing . Rental includes 4 seat gas golf cart w/ access to community amenities - pools, tennis, pickleball, 55 golf courses, walking trails, gyms & more. Smart TV's in every room, fully equipped kitchen, new BBQ grill. 55+ community but no age restriction to visit

A single-story home features a simple façade with a covered entryway and a spacious driveway. Lush green grass borders the driveway, complemented by small landscaping elements. The neighborhood displays well-maintained properties on either side, under a clear blue sky.

4.97 out of 5 average rating, 60 reviews

The Sunshine Retreat with Golf Car

Come and enjoy this beautiful 2 Bed/2 Bath Patio Villa Home. We have made it very relaxing and welcoming for your stay. You will enjoy just a 3 minute golf car ride to Sawgrass, 15 minute golf car ride to new Eastport and a 20 min ride to Brownwood. It’s only a 5 minute walk to the pool and Aviary rec center is about a 5 minute golf car ride away. Golf Car included with home. Renter assumes all liability and will be responsible for any damage or injury caused by the use of the golf car.

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.

4.99 out of 5 average rating, 84 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.

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, 98 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!

4.84 out of 5 average rating, 107 reviews

An exterior view of the patio villa showcasing a well-maintained façade. A garage door is located to the left, with a Yamaha gas golf cart parked on the driveway. A white picket fence and colorful flowers enhance the entrance.

Villa in The Villages

Location Can’t be Beat! With cart!

Experience The Village's retirement community lifestyle! The patio villa is located near Spanish Springs Town Square and the shopping corridor, where you will find nightly entertainment, dining and shopping. Walk to Savannah Center & Glenview Country Club. Your rental includes the complimentary use of a Yamaha gas golf cart and Guest ID cards that provide you access to our recreation facilities. Monthly guests may purchase Resident ID cards ($50) that include free executive golf.

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, 99 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.

5 out of 5 average rating, 28 reviews

A patio villa in Deluna, The Villages w/ Golf Cart

Enjoy this beautiful 2/2 home in De Luna. With quick access to the turnpike and I-75 to enjoy everything in and around the Villages. This Ruby model villa is close to Brownwood and Ednas’ on the Green & soon to be East Port. It comfortably fit 4 people in two queen beds. The living room can fit two on the pull out sectional. The front screen porch is a wonderful place to wave to your neighbors while you have your morning coffee or just the place to relax before going to bed.

The exterior of a single-story home is showcased, featuring a well-maintained lawn and a gravel pathway. A seating area with chairs is positioned on the front porch. The garage is visible on the right, and colorful clouds are present in the evening sky.

5 out of 5 average rating, 12 reviews

Incredi-Bill Jo's

Get ready for an incredible stay at our Incredi-Bill Jo's stylish and cozy pool home. You'll be steps away from world class shopping, dining, entertainment, sports, recreation and GOLF. This three bedroom home is close to all of the amenities that make The Villages the number one destination for active adults year after year. And to make your stay even more incredible, you'll have the convenience and use of a beautiful golf cart! Come and see what all the fuss is about!

A spacious living area is highlighted by a large, L-shaped sectional sofa with patterned pillows, surrounded by two blue armchairs. A round wooden coffee table sits centrally on a decorative rug, while natural light flows through windows that offer a view of the outdoors.

4.99 out of 5 average rating, 116 reviews

VIEW-T-FUL! w/Golf cart

Stunning entry with one of a kind picturesque setting and unbeatable location all in one. This lanai was redesigned with no support columns to have this spectacular highly desirable panoramic golf front & water view. Sweeping view of Southern charm, cluster of mature oak trees with Spanish moss. The back of the home facing the morning sunshine lighting up the lanai and screen area for a fine morning of relaxation. Don't hesitate, this home has it all, golf cart too!

5 out of 5 average rating, 5 reviews

The Villages Oasis

Welcome to The Villages Oasis! This charming villa offers a relaxing getaway with its private pool and hot tub. Enjoy comfortable accommodations with two bedrooms, a fully equipped kitchen, and convenient amenities like air conditioning and Wi-Fi. Located on Morse Road just a 5 minute drive from Spanish Springs, you'll have easy access, shopping, and more. Enjoy the perfect blend of relaxation and recreation in this beautiful Florida retreat.

Popular amenities for outdoor seating rentals in The Villages

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with outdoor seating

A bright yellow door features a decorative wreath made of colorful flip-flops and a large floral element. The door is framed by clear glass panels, with the words 'home sweet home' artfully displayed near the doorknob.

4.94 out of 5 average rating, 90 reviews

Magnolia Cottage under the Paradise sun.

5 out of 5 average rating, 11 reviews

Delia Place | Florida Oasis with Private Lanai

The modern home features a spacious driveway leading to a large carport and a two-car garage. A covered porch with steps provides access to the front entrance, surrounded by greenery and trees.

5 out of 5 average rating, 52 reviews

Villages home with unique elevated front porch

Superhost

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, 8 reviews

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

4.95 out of 5 average rating, 22 reviews

Spotless Villa Near Brownwood Sq- Lanai & King Ste

5 out of 5 average rating, 16 reviews

A screened-in lanai features a heated pool with clear blue water, surrounded by a comfortable outdoor seating area. Two loungers and a table with chairs are visible, along with potted greenery enhancing the space. A view of the fenced yard and neighboring homes can be seen.

Home in Wildwood

Family Tides 3 Richmond

The exterior of the home is presented with a well-maintained lawn and landscaped garden, featuring palm trees and colorful shrubs. A golf cart is parked on the driveway, ready for convenient exploration of the community.

4.92 out of 5 average rating, 13 reviews

Spacious dog friendly home. King, Queen, & Sleeper

A modern living area is showcased with light gray sofas and a wood coffee table. Decorative cushions in various shades add pops of color. Natural light enters through two windows, complemented by sheer curtains. A patterned area rug lies beneath, enhancing the space's cozy feel.

4.98 out of 5 average rating, 41 reviews

Cozy Patio Villa (Newell)

Apartment rentals with outdoor seating

4.98 out of 5 average rating, 51 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.

Flat in Tavares

The Emerald Fox Upstairs Apartment

4.89 out of 5 average rating, 72 reviews

An open living room and kitchen area features comfortable seating on a dark sofa and a modern futon. A light fixture adds illumination to the space. A well-equipped kitchen is visible in the background, with wood cabinetry and a dining area near a window.

Flat in Clermont

Relaxing 1-Bedroom Farm Retreat. Pets welcome!

5 out of 5 average rating, 46 reviews

A modern living area features a spacious sectional sofa arranged around a wooden coffee table. Two ceiling fans are present, and wall art depicting horses is displayed above the seating. A dining area with a round table is visible, and a kitchen area is included in the background.

Flat in Ocala

Luxury Apartment Separate King Bedroom

5 out of 5 average rating, 17 reviews

A two-story home features a light blue exterior with a white garage door. A staircase leads to a front balcony above, while the driveway is lined with greenery and decorative stones. Surrounding trees provide a natural backdrop, enhancing the home's outdoor appeal.

Flat in Wildwood

Balcony Oasis Home

5 out of 5 average rating, 56 reviews

A cozy sleeping area features a metal bed frame topped with patterned bedding in blue and white tones. A decorative throw lies at the foot of the bed. A bedside lamp and a piece of wall art with floral motifs enhance the serene atmosphere.

Flat in Summerfield

Hidden Oasis - near Villages/Lake Weir - boat/fish

5 out of 5 average rating, 55 reviews

A compact living area features a light-colored sofa with decorative pillows. A small dining table and two chairs are positioned nearby. The kitchen is equipped with cabinets and appliances, and warm lighting creates an inviting atmosphere.

Flat in Leesburg

Downtown Leesburg Owners Suite

4.96 out of 5 average rating, 91 reviews

A private sleeping area features a spacious bed adorned with floral bedding. Natural light enters through a window with blinds, illuminating the soft grey walls. A comfortable couch sits in the corner, while two lamps provide a gentle glow on bedside tables.

Flat in Minneola

Private Cedar Hideaway

5 out of 5 average rating, 19 reviews

An open living space features a cozy sleeping area and a small dining arrangement. Wooden beams highlight the ceiling above. Natural light enters through the door and windows, while a television and kitchenette with appliances are visible against the walls.

Flat in Lady Lake

Desperado 2 - Cozy Peaceful Apt. Lady Lake FL.

Other holiday rentals with outdoor seating

A charming home is set against a clear blue sky, featuring a brick-paved driveway leading to a two-car garage. Lush greenery surrounds the property, with neatly trimmed shrubs and trees framing the front entrance, offering welcoming curb appeal.

4.96 out of 5 average rating, 23 reviews

Lovely Largo Lantana

A single-story home with a light beige exterior is set against a clear blue sky. Lush palm trees and manicured landscaping surround the entrance, which features a paver driveway leading to a double-garage door. The overall setting reflects a serene neighborhood ambiance.

5 out of 5 average rating, 18 reviews

On The Links-4bd w/pool in Spanish Springs!

A spacious living area is presented, featuring a light-colored sofa paired with white accent tables. A ceiling fan above enhances airflow, and modern kitchen appliances are visible in the background. Natural light floods the space, highlighting the hardwood flooring and simple decorative touches.

5 out of 5 average rating, 21 reviews

Bay Breeze Villa

Superhost

The villa's exterior is showcased against a vibrant sunset, featuring well-maintained landscaping with lush green grass and floral accents. The structure includes large windows and a welcoming front entrance, illuminated by soft outdoor lighting.

Villa in The Villages

5 out of 5 average rating, 8 reviews

Sunny Sky's Paradise w/Golf Cart

4.79 out of 5 average rating, 72 reviews

A single-story cottage is shown with light beige siding and a well-maintained front yard. A white picket fence encloses the property, and a paved driveway accommodates a black car parked next to an attached garage. A screened porch is visible on the left side.

Cottage in The Villages

Villa Del Sol

The open living area showcases a cozy red sofa facing a large TV mounted on the wall. A sleek kitchen bar with three red stools is situated nearby, and a chair with a patterned design complements the modern decor. Natural light is visible from an entrance.

4.9 out of 5 average rating, 58 reviews

The Villages, De La Vista West 1762

A cozy living area is presented with dark leather sofas and matching armchairs. A round ottoman sits centrally, complementing the layout. Soft lighting from ceiling fixtures illuminates the space, while a decorative piece of art and potted plants add subtle elegance.

5 out of 5 average rating, 41 reviews

Villages Retreat Includes Golf Cart & Amenities