Vacation rentals with outdoor seating in Wildwood

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, 157 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 is showcased with a light exterior and an attached two-car garage. Neat landscaping featuring low-maintenance gravel and diverse shrubs surrounds the entrance. A clear blue sky and a few palm trees contribute to the inviting atmosphere of the property.

4.91 out of 5 average rating, 102 reviews

Walk to Sumter w/cart - Beautiful Courtyard Villa

We love this home because the location is FANTASTIC! It's under a mile to Sumter Landing (walking distance for us :)). Also, new floors, paint, etc! The living room furniture is extremely comfortable! The kitchen has everything you need. The beds are comfortable and there is a tv in every room. (The second bedroom but needs your own Roku or Firestick!) There is a cart included which is the best way to see The Villages. We know you will love it here! Let us know if you have any questions.

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, 174 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, 124 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

4.93 out of 5 average rating, 138 reviews

Pool, golf cart, private backyard. Paradise!

Come and enjoy this relaxing piece of paradise surrounded by lush greenery with your own, small, private pool (not heated). "Serene on the Green" is a beautifully remodeled 3 bedroom, 2 bathroom designer home (1,536 sqft) with a large screened outdoor pool area with lots of privacy. Our location 320 steps from the Santiago Recreation Complex with two golf courses and a short ride to Lake Sumter Landing and Spanish Springs is perfect. A new custom 2021 Yamaha QuieTech golf cart is included!

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, 103 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, 100 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.

Superhost

Home in Sumterville

5 out of 5 average rating, 3 reviews

Spacious Oasis near Eastport | Golf Cart | Kingbed

With a 4-seater electric golf cart, you will be less than a mile to Eastport Town Sq & 5 mins to Middleton! This home is also minutes to Sawgrass Grove & many recreational spots like Shady Brook, Saluki, Olympia & Waters Edge all with pools. The master bedroom has a king bed & an en-suite bathroom with a roman shower, while the guest bedrooms has queen beds with an equipped kitchen. There's a $50 charge to get the lifestyle ID. There's also a $20 golfcart insurance fee.

4.94 out of 5 average rating, 219 reviews

A wooden dock extends over calm waters, framed by lush greenery and moss-draped trees. The tranquil scene is complemented by a screened dockhouse nearby, providing a secluded spot for relaxation and enjoying the natural surroundings.

Cottage in Floral City

Waterfront Cottage 2BR 1B

This charming house is located on nearly an acre of woodland. Fish from the dock of the screen room on the canal or kayak to the nearby lake. Relax in the private backyard Jacuzzi. Bike on the nearby Withlacoochee Trail. There are 2 bedrooms plus living room sleeper sofa, and a lanai with a day bed. Fully furnished. Orlando theme parks are 1 1/2 hour away, Busch Gardens 1 hour. Close to Weeki Wachee, Homosassa and Crystal River for manatee viewing or scallop season.

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!

Superhost

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

4.96 out of 5 average rating, 223 reviews

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!

The exterior of the home showcases a well-manicured lawn with vibrant landscaping. Palm trees and shrubs frame the entrance, while a driveway leads to the two-car garage. The home features a charming façade, complemented by a clear blue sky above.

4.88 out of 5 average rating, 56 reviews

Beautiful Designer Home -Golf Cart- Walk to Sumter

This stunning designer home comes with a golf cart and is within walking distance to Lake Sumter Market Square. It sleeps 4 adults in 2 bedrooms. 5G Wi-Fi. Kitchen is loaded with amenities & spices, lots of comfy lounging spaces, an inside laundry room, 2-car garage, landscaped yard and easy access to Hwy 466. 3-day min. May-Sep, 7-night min. Oct, Monthly stays only Nov-Apr. You will love staying in this stylish home away from home.

Popular amenities for Wildwood outdoor seating rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with outdoor seating

5 out of 5 average rating, 21 reviews

The Flamingo Lounge - w/ Hot Tub and Golf Cart!

5 out of 5 average rating, 17 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 view presents a single-story home with a light-colored facade, situated on a manicured lawn. A large tree provides shade in the front yard, and a driveway leads to a two-car garage. A covered porch with a railing is visible, enhancing the welcoming appearance.

4.84 out of 5 average rating, 37 reviews

Renovated! Between Two Squares with Golf Cart !

5 out of 5 average rating, 28 reviews

The open concept living area features high ceilings and contemporary furnishings. A comfortable sofa with two recliners faces a glass coffee table, while two leather chairs flank it. A round dining table for four is nearby, accompanied by a stylish chandelier above.

Home in Wildwood

Lovely 2BR/2BA golf cart home The Villages St Cath

A decorative entrance sign for Villa De La Vista South is set against lush greenery and vibrant flowering plants. The sign stands prominently atop a circular flower bed, with a clear blue sky and soft clouds in the background.

4.93 out of 5 average rating, 15 reviews

Charming Villages Retreat

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, 59 reviews

Stunning Villa 2B/2B With Golf Cart

A two-car garage is featured at the front of the villa, with a light-colored facade and green accents. The driveway is paved and flanked by neat landscaping, including palm trees and shrubs. Sunlight reflects off the building, creating a bright atmosphere.

5 out of 5 average rating, 12 reviews

Robin's Song in Brownwood

The exterior of a newly constructed home features a light color palette with a modern design. A spacious driveway leads to a three-car garage, flanked by neatly trimmed greenery and a landscaped yard under a clear blue sky.

4.98 out of 5 average rating, 57 reviews

The Villages-3 bd (3 king)/3 full ba+Cart NEW HOME

Apartment rentals with outdoor seating

4.98 out of 5 average rating, 54 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

5 out of 5 average rating, 47 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.

Apartment in Ocala

Luxury Apartment Separate King Bedroom

Apartment in Ocala Historic District

The living area features a dark sofa adorned with a colorful cushion. A round glass coffee table sits on a woven rug, complementing a bright red armchair. The kitchen bar, with wood stools, is easily accessible, while natural light fills the space through the nearby window.

5 out of 5 average rating, 233 reviews

Treehouse apartment set among the big daddy Oaks

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.

Apartment in Wildwood

Balcony Oasis Home

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.

Apartment in Leesburg

Downtown Leesburg Owners Suite

5 out of 5 average rating, 57 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.

Apartment in Summerfield

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

5 out of 5 average rating, 21 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.

Apartment in Lady Lake

Desperado 2 - Cozy Peaceful Apt. Lady Lake FL.

5 out of 5 average rating, 133 reviews

A spacious outdoor area is highlighted by a swimming pool and two lounge chairs under a large umbrella. A wooden dock extends over the water in the background, while the expansive water view extends towards the horizon.

Apartment in Astor

Sanctuary on Lake George, Waterfront Paradise!

Condo rentals with outdoor seating

A spacious living area is highlighted by a large sectional sofa with decorative cushions. A coffee table sits in front, while a mirror reflects natural light. Large glass doors lead to an outdoor space, complemented by colorful patio furniture. Light wood flooring provides a warm backdrop.

Condo in Ocala

4.83 out of 5 average rating, 35 reviews

Modern Large Townhome Central Ocala 12Miles to WEC

4.88 out of 5 average rating, 16 reviews

Hidden gem Waterfront condo 2BR full ensuites pool

The living area features two comfortable sofas adorned with decorative pillows, arranged around a patterned area rug. A dining set with wooden chairs is visible nearby, while a spiral staircase leads to the upper level. Ample natural light enters through multiple windows.

4.88 out of 5 average rating, 64 reviews

Cypress Cove Waterfront Townhome

5 out of 5 average rating, 6 reviews

Golfing, Biking, Springs, and Lake Hernando Nearby

A covered outdoor patio area is illuminated by string lights overhead. A fire pit with glowing flames is centered, accompanied by a single comfortable chair. A picnic table is positioned in the background, while a small dog sits nearby, observing the surroundings.

Condo in Anthony

Sun’s Hall Farm Studio

Superhost

A comfortable living area is presented with a green sofa and a coordinating armchair. A light-colored coffee table holds a decorative tray with shells. Natural light floods the space through a large sliding door, which opens to a balcony overlooking a lush outdoor setting.