Holiday rentals with outdoor seating in Wildwood

Find and book unique Holiday Houses with Outdoor Seating on Airbnb

Top-rated Holiday Houses with Outdoor Seating in Wildwood

Guests agree: These Holiday Houses with Outdoor Seating are highly rated for location, cleanliness and more.

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Guest favourite

Home in The villages Florida

4.97 out of 5 average rating, 207 reviews

The Village’s Coffee or cocktails on the course !

EXCELLENT ROBUST WI FI FOR THE ENTIRE PROPERTY . CHECK OUT TIME IS 10AM Wake up with Coffee or afternoon cocktails on the fifth hole of the Tierra Del Sol Country Club close to Spanish Springs and Lake Sumter Landing town squares. In the Village of Santiago. Free live music 365 days at each of three town squares. CLose to shopping, golf and pools. Enjoy day of golf, swimming, a country club dinner and dancing on the square NO smoking environment. NO children Also, no pets allowed.

9–16 Dec

$286 NZD per night

Guest favourite

Home in Lady Lake

4.97 out of 5 average rating, 270 reviews

Cozy Lady Lake Guest House

Private guesthouse in a quiet, rural area of Lady Lake. 1 bedroom, 1 bath, furnished with pool privileges. Kitchen, dining bar, living room and sunroom. Sunroom opens to the pool deck and sparkling blue pool, which is completely privacy-fenced in a common area shared with the owners. Suitable for 1 or 2 adults. Central heat and air, 40” Smart Television , WiFi, washer and dryer. Bed linens and bath towels provided. Kitchen with full sized refrigerator/freezer ice maker and electric stove.

20–27 May

$201 NZD per night

Guest favourite

Home in The Villages

4.85 out of 5 average rating, 20 reviews

Stunning Villa 2B/2B With Golf Cart

Make this stunning home your retirement Villager get away! Located in the Village of Newell this BRAND NEW home is minutes away from Sawgrass, swimming pools, pickleball, golf, and so much more. This home comes with a 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!

19–26 Sep

$248 NZD per night

Guest favourite

Home in The Villages

5.0 out of 5 average rating, 18 reviews

Beautiful home in the heart of The Villages.

Located in the village of Buttonwood, this cozy, fully furnished home is about 5 mins away from Lake Sumter Landing,which is perfect for great food and happy hour. This home is spacious, sunny, and comes full equipped with a TV with cable, Wi-Fi, and a golf cart. The master bedroom has a private bathroom walk in closet, as well as a king -sized bed. Washer & dryer included! The house boasts tall ceilings, and a large furnished patio, perfect for lounging and grilling. Includes a BBQ grill!

8–15 Nov

$214 NZD per night

Guest favourite

Home in Inverness

4.96 out of 5 average rating, 197 reviews

Inverness Home with a View

Relax in a clean, welcoming, home that has been updated. There are 2 fishing poles available for your use. We make sure they are in working condition and well maintained. Shopping, restaurants, and entertainment is close by. Want a beach....35 minute ride to Fort Island Trail Beach and boat ramp. We do allow hypoallergenic small dogs (2 max), non-shedding, 25 lbs. or less, each w/ proof of shot records, please bring a kennel with you. There is a non refundable $25.00 per dog fee.

19–26 Aug

$203 NZD per night

Guest favourite

Home in Wildwood

5.0 out of 5 average rating, 14 reviews

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

Welcome to St. Catherine’s in The Villages, FL! This is a fully furnished new & contemporary 2BR/2BA house w/ golf cart to call home while you explore everything The Villages has to offer from golf to pickle-ball & clubs for any activity you can think of. Watch the gorgeous sunsets w/ a cocktail in your hand while dancing to nightly entertainment on each of the 4 town squares; you are walking distance to Sawgrass Grove. The house is equipped with everything you will need to relax & enjoy!

26 Sep – 3 Oct

$294 NZD per night

Superhost

Cottage in Wildwood

4.85 out of 5 average rating, 195 reviews

Peaceful Cottage in the Heart of Wildwood

Peaceful home... -Full kitchen for cooking any meal. A waffle iron and waffle/pancake mix provided for breakfast. -Pet friendly with $25 pet cleaning fee per pet. Notify me if bringing pet. No cats please. -Keurig coffee maker for that morning cup of joe. -WiFi and smart tv. -Washer and dryer available for use. -Large lanai with a fenced in backyard for privacy. -Extra cleaning protocols, everything is disinfected between guest. -Close to all amenities. -One mile from The Villages.

17–24 Nov

$208 NZD per night

Guest favourite

Home in The Villages

4.93 out of 5 average rating, 103 reviews

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

4 person, yamaha gas golf cart, offered at this baja style 2 BR, 2BA courtyard villa! The villa comes fully furnished with pots, pans, linens, and it even has 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 steel appliances, beautiful plank flooring, new carpet, and paint. King bed in the master, queen bed in the guest bedroom. Both bedrooms have TV.

8–15 Oct

$223 NZD per night

Guest favourite

Home in Wildwood

4.93 out of 5 average rating, 28 reviews

*May Rates Reduced 2/2 in Village of Citrus Grove

*Newly Redone* - 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!

16–23 Jun

$210 NZD per night

Guest favourite

Home in Floral City

4.94 out of 5 average rating, 115 reviews

Latitude 28 a little Patch of Paradise!

"Latitude 28" in Floral City is a spacious 2 BR/2BA Mobile Home. Once inside you'll find semi-open concept living with split bedrooms; MBR Queen Pillowtop with private bath, GBR Double gel-foam topper. Living area offers unique design elements from a local artist. Amenities include 40" Smart TV, Wi-Fi, fully equipped eat-in Kitchen w/Keurig. Large Sun Room overlooking the expansive lawn great for Wild Bunny & Birdwatching or Simply Relaxing where Wildlife Abounds.

25 Oct – 1 Nov

$169 NZD per night

Guest favourite

Home in The Villages

4.98 out of 5 average rating, 57 reviews

Home away from home in The Villages

My place is close to family-friendly activities such as community swimming pools and recreation centers and only 45 minutes from Universal Studios and Disney World, nightlife, and three town squares. You’ll love my place because of the location, the people, the neighborhood, the ambiance, and the outdoors space. My place is good for couples and solo adventurers. If you play golf, this is the place for you with many golf courses to choose from.

24–31 Aug

$198 NZD per night

Guest favourite

Home in Wildwood

4.98 out of 5 average rating, 49 reviews

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.

23–30 Oct

$213 NZD per night