
Holiday rentals with outdoor seating in Wildwood
Find and book unique rentals with outdoor seating on Airbnb
Top-rated rentals with outdoor seating in Wildwood
Guests agree: these rentals with outdoor seating are highly rated for location, cleanliness and more.

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

Private Waterfront Cabin Retreat with Kayaking
Your private retreat on an acre nestled on a canal to the Withlacoochee River, wrapping around 2 sides of the property. Relax on your porch overlooking the water as you watch the birds and deer play. Kids will love the tire swing, toys such as Lego, Lincoln logs, pool table and ski ball. Kayaks available to our guests awaiting adventure. Bond around the fire pit, walk the trails, lounge in the hammocks, and fish on the dock. Setup the big screen to watch a movie. Welcome to your get-a-way!

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!

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!

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.

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.

Serenity - In The Villages
Welcome to your dream retreat! This stunning Moonstone Home blends comfort, luxury, and convenience. Minutes from Eastport Square, Publix, and Fenney Rec Center, enjoy nature trails, pools, Fenney Grill, and executive golf—all accessible by golf car. Relax in the private lanai, cook in the chef’s kitchen, or watch SpaceX launches from your patio. With mossy oaks, stylish design, and top amenities, your perfect Villages getaway awaits. Book now and experience the magic!

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!

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.

Coastal 3/2 Home W/ Golf Cart in Cason Hammock
Welcome to The Village of Cason Hammock! This coastal 3/2 home comes with a 2 seater golf cart is only minutes away from Sawgrass Grove Market and Ezell Recreation Center. The home is spacious and comfortably fits up to 5 guests. King bed in the primary bedroom with en suite bathroom. Queen bed in the second bedroom and Day bed in the third. There's TVs in each bedroom and a lanai to enjoy the beautiful Florida weather!

Villa 2 Master Suites/2 Golf Carts Great Location
Beautifully Remodeled Private Courtyard Villa with two King Master Suites. Both bedrooms come with King Posturepedic Pillow Top Mattresses and Premium bedding, each with their own private bathroom & 32" HDTV's. LOCATED PERFECTLY in the De La Vista North neighborhood between Spanish Springs & Sumter Landing both offering dinning and shopping. The property comes with 2 Golf Carts making getting around SUPER easy & FUN!

Bright & Modern Sunshine Villa
Welcome to your getaway in Florida’s premier active adult community, The Villages. This newly furnished home in the Village of Richmond is close to golf, shopping, dining, entertainment, and three pools within a mile. Walk to nearby trails, enjoy evenings at Brownwood Square with live music and dancing, or settle in for a quiet retreat—this spacious home makes an easy, comfortable base.
Popular amenities for outdoor seating rentals in Wildwood
House rentals with outdoor seating

Great location w/ golf cart! Lake Sumter-Brownwood

Spotless Villa Near Brownwood Sq- Lanai & King Ste

Beautiful Designer Home -Golf Cart- Walk to Sumter

Patio Villa - Pet Friendly 2/2 Home (South of 44)

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

Gem in the Villages! Free golf cart with waiver

Central location near shopping-Golf cart included

BrandX Premium - 1921 McMurtrie
Apartment rentals with outdoor seating

Treehouse apartment set among the big daddy Oaks

Charming Lakefront Apt. Near Disney

Fam Fave in Fruitland 2nd fl 2bd,1ba kitch & loft

Balcony Oasis Home

Downtown Leesburg Owners Suite

Desperado 2 - Cozy Peaceful Apt. Lady Lake FL.

Private Cedar Hideaway

Fuel Your Passion, Epic Moto Ranch Privateer
Apartment rentals with outdoor seating

Modern Large Townhome Central Ocala 12Miles to WEC

Wafflemaker Waterfront condo 2BR full ensuite pool

Riverside Retreat

Golfing, Biking, Springs, and Lake Hernando Nearby

Sun’s Hall Farm Studio

2BR/1BA Villa#6 Vacation Rental @ Crystal River FL

Condo Live Oak Landing
When is the best time to visit Wildwood?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £124 | £134 | £131 | £104 | £89 | £84 | £79 | £75 | £78 | £87 | £99 | £110 |
| Avg. temp | 16°C | 18°C | 20°C | 22°C | 25°C | 27°C | 28°C | 28°C | 27°C | 24°C | 20°C | 17°C |
Quick stats about holiday rentals with outdoor seating in Wildwood

Total holiday rentals
Explore 620 holiday rentals in Wildwood

Nightly prices starting at
Wildwood holiday rentals start at £37 per night before taxes and fees

Verified guest reviews
Over 11,170 verified reviews to help you choose

Family-friendly holiday rentals
590 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 270 rentals that welcome pets

Holiday rentals with a pool
280 properties feature pools

Rentals with dedicated workspaces
420 properties have a dedicated workspace

Wifi availability
620 of Wildwood holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Wildwood rentals

4.9 Average rating
Wildwood stays are highly rated by guests – averaging 4.9 out of 5!
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- Rentals with outdoor seating Sumter County
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- Universal Studios Florida
- Orange County Convention Center
- Universal Orlando Resort
- Walt Disney World Resort Golf
- Disney Springs
- SeaWorld Orlando
- Universal's Volcano Bay
- Magic Kingdom Park
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- ESPN Wide World of Sports
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