Holiday rentals with outdoor seating in Wildwood

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, 22 reviews

Bay Breeze Villa

Welcome to Bay Breeze Villa, where modern comfort meets coastal charm. This brand-new 2-bedroom, 2-bath patio villa seamlessly blends style and functionality with sleek finishes and an inviting atmosphere perfect for relaxing or entertaining. Located in a vibrant community, close to top-rated restaurants, beautiful golf courses, and nightly entertainment. Embrace the relaxed yet active lifestyle you’ve been dreaming of – Bay Breeze Villa is the perfect place to call your home away from home.

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!

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, 88 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.

4.96 out of 5 average rating, 67 reviews

The exterior of the home showcases a light gray façade with a welcoming front porch. Lush green grass is framed by neatly arranged flower beds, while a flagpole displays the American flag. A paved driveway leads to the entrance.

Home in Wildwood

2/2 Villa in Citrus Grove - Rates Reduced!

*Redone in 2023* - Brand new furniture throughout - Freshly painted - Screened in Lanai 2 Bedroom, 2 Bath located in Citrus Grove in The Villages, FL Great Location! - Very close to Citrus Grove adult pool - Homestead recreation center with family pool 0.7mi - Ezell Recreation Center 1.1mi - Sawgrass Complex 1.3mi There are several amenities for you to enjoy in The Villages - restaurants, bars, nightly live entertainment, shopping, golf, pickleball, shuffleboard, and so much more!

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, 101 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.

5 out of 5 average rating, 37 reviews

A single-story vacation home is presented with a light exterior and a neatly maintained front yard. A white picket fence encloses colorful landscaping, while a spacious driveway leads to a two-car garage. Clear skies enhance the inviting curb appeal of the property.

Home in Wildwood

Opal Oasis in The Villages

Want a newer vacation home close to Sawgrass Grove where free nightly entertainment is available, several pools, recreation centers, biking paths and the town square of Eastport? Look no further. Check out this fully furnished home! The outdoor living is relaxing and tropical as we have an outside patio behind the palms. It will make you feel like the only person on the street! We are also within 12 minute drive to the Villages High school/ Middleton and 18 minutes to Leesburg

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!

5 out of 5 average rating, 3 reviews

Home in Sumterville

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.

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!

4.96 out of 5 average rating, 221 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!

5 out of 5 average rating, 3 reviews

Sunset Getaway - 3/2 dog friendly w/golf cart

Welcome to Sunset Getaway, your cozy retreat in the Village of Oak Hollow just minutes from Eastport! This charming home, with its cheerful yellow door, offers a comfortable stay with a fully equipped kitchen, inviting bedrooms, and cozy living spaces. Enjoy the dog-friendly fenced backyard and the convenience of a 4-seater electric golf cart. Experience the warmth and comfort of Sunset Getaway, where every sunset is a memory waiting to be made.

Popular amenities for outdoor seating rentals in Wildwood

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with outdoor seating

The home's exterior is framed by well-maintained landscaping, featuring palm trees and a manicured lawn. A flagpole displays the American flag, adding a patriotic touch. A spacious driveway leads to the entrance, while a glassed-in porch is visible on the front.

4.96 out of 5 average rating, 52 reviews

Great location w/ golf cart! Lake Sumter-Brownwood

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.

4.87 out of 5 average rating, 54 reviews

Beautiful Designer Home -Golf Cart- Walk to Sumter

4.96 out of 5 average rating, 23 reviews

A bright living area features modern furnishings, including a light-colored sofa and armchair. A wooden coffee table sits at the center, surrounded by a dining space in the background. Natural light streams in through large glass doors, enhancing the open layout.

Home in Sumter County

New 2023 3 bedroom home

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, 43 reviews

Cozy Patio Villa (Newell)

A single-story home is surrounded by lush green grass and palm trees. The driveway features smooth concrete, leading up to a spacious garage with modern glass doors. Soft clouds drift in a pastel sky, providing a serene backdrop to the property.

4.91 out of 5 average rating, 33 reviews

Ideal location! 3/2 Stetson model w/4 man golfcart

5 out of 5 average rating, 9 reviews

The exterior of a single-story home is presented, featuring a welcoming entrance with landscaping that includes shrubs and small plants. A two-car garage is visible on the right side, and the smooth driveway leads up to the front door. Rooflines are in neutral tones under a clear sky.

Home in Wildwood

Bright & Modern Sunshine Villa

5 out of 5 average rating, 7 reviews

Home in Coleman

Classic Mid Century Home Nr Villages w/Fenced Yard

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

Apartment rentals with outdoor seating

4.99 out of 5 average rating, 120 reviews

Flat in Orlando

Private Rooftop Suite! No resort fees!

Flat 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

4.8 out of 5 average rating, 294 reviews

The bedroom features a spacious bed adorned with soft pillows and a textured throw blanket. Flanking nightstands hold stylish lamps, providing gentle lighting. A framed landscape image above the bed complements the neutral color scheme, and doorways to additional spaces are visible in the background.

Flat in Clermont

Charming Lakefront Apt. Near Disney

4.97 out of 5 average rating, 156 reviews

The living area features a modern sectional sofa adorned with decorative pillows. A sleek coffee table is positioned on a patterned rug, while large sliding doors lead to a balcony, enhancing natural light. An adjacent dining area with stylish chairs is visible in the background.

Flat in Kissimmee

3121-402 Resort Lake View Disney Universal Orlando

4.93 out of 5 average rating, 151 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.

Flat in Kissimmee

Luxury condo near Walt Disney Parks - Kissimmee FL

4.87 out of 5 average rating, 123 reviews

A cozy living room is shown with a brown sofa and bright orange throw pillows. A coffee table with yellow legs sits on a plush area rug. Large windows allow natural light, complemented by a ceiling fan and decorative wall art.

Flat in Bay Lake

Contemporary Stay 10 min to Parks Pets Friendly

4.99 out of 5 average rating, 120 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.

Flat in Kissimmee

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

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.

Flat in Astor

Sanctuary on Lake George, Waterfront Paradise!

Apartment rentals with outdoor seating

A family-friendly living area is presented with a large, comfortable sectional sofa facing a flat-screen TV. Adjacent, a vibrant children's bedroom features a whimsical Moana theme with a sandy beach mural, complemented by a canopy bed adorned with tropical accents. The ceiling displays playful elements, enhancing the kid-friendly atmosphere.

4.97 out of 5 average rating, 198 reviews

303_To Infinity & the Ocean Breeze Apartment

4.82 out of 5 average rating, 423 reviews

An aerial view of the property reveals a well-maintained swimming pool surrounded by lounge chairs. Palm trees are strategically placed around the pool area, providing shade. The building showcases a welcoming yellow exterior, and ample parking spaces are visible nearby.

Apartment in Orlando

ORLANDO SUITE@ UNIVERSAL/DISNEY/CONVENTION CENTER

A spacious living area features large windows framed by bright curtains, providing natural light. A cozy bed is adorned with themed decor, and a comfortable sofa complements the surrounding furnishings. An aerial view showcases the resort's heated pool, surrounded by lush landscaping.

4.9 out of 5 average rating, 248 reviews

Disney Oasis by the lake

4.89 out of 5 average rating, 148 reviews

The open living space features a well-equipped kitchen with modern cabinetry and stainless-steel appliances. A dining table with white chairs is positioned near a window, while a sofa bed is located in the living area. Soft lighting is provided by a stylish ceiling fixture.

Apartment in Orlando

Suites at Lake Buena Vista close Disney Spring A2

Apartment in Crystal River

A wooden dock extends over calm waters, where a boat is moored alongside. Lush greenery and palm trees border the area, complemented by buildings in the background. The clear blue sky enhances the serene atmosphere of the waterfront setting.

4.83 out of 5 average rating, 181 reviews

Crystal River Bungalow with boat slip

A modern living room features a light-toned sofa facing a wall-mounted television displaying tranquil landscape imagery. Soft blue LED lighting enhances the space, while a stylish area rug with geometric patterns adds texture. A glimpse of the kitchen can be seen in the background.

4.92 out of 5 average rating, 153 reviews

Chic Disney Resort Condo • Pool Access Near Parks

4.85 out of 5 average rating, 110 reviews

A serene pool area is surrounded by lush palm trees, with the ocean visible in the background. Comfortable lounge chairs are arranged around the pool, along with umbrellas offering shade. A 'No Diving' sign is posted, ensuring safety for all guests.

Apartment in Davenport

peaceful resort condo. 601

A bright and open living area features modern furnishings including a sleek dining table and comfortable seating. Natural light filters through large windows, and a flat-screen TV is mounted on the wall. The kitchen island with a quartz countertop provides additional workspace.