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

Entire 3 BR Home(Sleeps 8)+Hot Tub in The Villages
Live Music on the Square. Golf , Pools, tennis, etc Spacious 3 bedroom house in The Villages. The house has a hot tub on the back lanai. The house is newly renovated and features both a new 70 inch Samsung TV in the living room and a new 50 inch Samsung TV in the master bedroom with Hulu Live and Comcast Business high speed internet. The house is located near the Spanish Springs Town Center and Glenview Country Clubs. The home sleeps 8 with privacy using a sofa bed located in the rec room.

Escape to River:Charming house with Scenic Views
Our property is conveniently located near stunning springs: Rainbow River-12 miles,offering clear waters and abundant wildlife Crystal River-18 miles,known for its manatee encounters and underwater caves Homosassa Spring- 21 miles,escape with serene surroundings and manatee sightings Chassahowitzka- 29 miles, featuring pristine waters and lush surroundings Devils Den-35 mi., underground spring perfect for snorkeling and diving Weeki Wachee-44 mi. Unfortunately, the giant tub is not operational.

Virginia Trace | 1 mile to square, walk to pool
1 mile from Lake Sumter Town Square Virginia Trace Villa has everything you need in this updated 3 BR, 2 bath 1740 sq ft villa. A perfect space centrally located to explore The Villages. The villa features a spacious LR area w/ a 65" smart TV, fully stocked kitchen, 2 dining areas, & screened in patio where guests can relax & enjoy the sitting area. In unit washer & dryer. Wifi & parking included. Golf cart accessible. Guest passes available upon request (provide info 3 days prior to check-in).

Bay Breeze Villa Free Golf Cart Close to Eastport
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.

Life Style ID's, 5 minutes to Eastport!
Welcome to The Villages Retreat, a charming house nestled in the heart of Moultrie Creek Village! This delightful property boasts three bedrooms, providing ample space for a comfortable stay, perfect for families or groups visiting to watch their grandkids sports games, or to celebrate their graduation! This Home is Centrally Located and is within 5 minutes from locations such as: The Villages Charter Highschool and it's stadiums, The Tracy Performing Arts Center, and East Port Town Square.

Perfect "get-away" home for a couple or family!
Great getaway for a single, couple, or a family. Only an hour from the Disney Parks! By golf cart, you are only minutes from pools, rec. centers, golf courses and many dining options as well as the grocery store. The home includes a nice outdoor seating area. The "squares" provide FREE nightly entertainment. Golf cart included in price for getting around in The Villages. This get-away home is perfect for people looking to relax OR never be bored! It's always a great day at The Villages!

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.

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!

Newest Hotspot in The Villages Eastport/Middleton”
Welcome to Eastport! The Villages’ most exciting new lifestyle destination — Eastport! Whether you're visiting for a weekend getaway or an extended stay, this beautifully furnished 2-bedroom, 2-bath Patio Villa w/golf cart puts you in the heart of everything The Villages has to offer — golf, pickleball, shopping, dining, entertainment, recreation, and serene nature. From the moment you arrive, you’ll see why Eastport is the new standard for luxury, leisure, and active adult living.

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.

Rest & Relaxation w/Private Pool in Villages FL
Enjoy a stylish experience at this ultra clean, brand new beautiful home centrally located steps away from Brownwood Square in the village of Richmond. Enjoy nightly music in Brownwood or just get a quick bite to eat. Want to stay in a cook? Prepare your own home cooked meal in our beautiful kitchen, with state of the art appliances. Three bedrooms and two baths, give you plenty of room to enjoy the house for yourself, or to have a few family members and friends over.

Private Villa + Golf Car by Lake Sumter Square
Welcome to our cozy 3-bedroom, 2-bath courtyard villa in the Village of Virginia Trace, just 4 minutes from Lake Sumter Square. Enjoy the convenience of nearby shopping, dining, and entertainment. The private, fenced yard with a fire pit and grill is perfect for outdoor living. The rental includes an electric atomic golf cart for easy exploring. Inside, the villa is bright and comfortable, with a king bed in the primary room and queen beds in the other two.
Popular amenities for outdoor seating rentals in Wildwood
House rentals with outdoor seating

Villa la Bella

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

Villages-Private Heated Pool-Central Location

Little Paradise in the Villages - with Golf Cart

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

Pool House Near Eastport and Middleton

The Villages | Heated Pool | Walk to Sawgrass!

Spacious 3-Bedroom-3-Bath W/Sunroom- Patio- BBQ!
Apartment rentals with outdoor seating

Brick City Luxe | Spring Getaway Retreat

Premier Clermont Suite /Prime Downtown 103

Paradise on Lake Harris Apt #102

Horse Farm Private Apt Allow Pet Great View Peace

Charming Lakefront Apt. Near Disney

Treehouse apartment set among the big daddy Oaks

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

Desperado 2 - Cozy Peaceful Apt. Lady Lake FL.
Apartment rentals with outdoor seating

Modern Large Townhome Central Ocala 12Miles to WEC

Summer Sale from Jun- Oct only 100 per day W pool.

Relaxing Nature Coast Condo Near Crystal River

Wafflemaker Waterfront condo 2BR full ensuite pool

Riverside Retreat

Condo near golfing, biking, and Lake Hernando

Sun’s Hall Farm Studio

Condo Live Oak Landing
When is the best time to visit Wildwood?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £134 | £156 | £149 | £104 | £89 | £84 | £79 | £75 | £77 | £86 | £99 | £109 |
| 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 670 holiday rentals in Wildwood

Nightly prices starting at
Wildwood holiday rentals start at £45 per night before taxes and fees

Verified guest reviews
Over 11,750 verified reviews to help you choose

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

Pet-friendly holiday rentals
Find 270 rentals that welcome pets

Holiday rentals with a pool
300 properties feature pools

Rentals with dedicated workspaces
460 properties have a dedicated workspace

Wifi availability
670 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
- Walt Disney World Resort
- Universal Orlando Resort
- Orange County Convention Center
- Disney Springs
- SeaWorld Orlando
- Universal's Volcano Bay
- Magic Kingdom Park
- Discovery Cove
- Epcot
- Disney's Animal Kingdom Theme Park
- Kia Center
- Old Town
- Weeki Wachee Springs
- Reunion Resort Golf Courses - Palmer & Watson
- Camping World Stadium
- Aquatica
- Disney's Hollywood Studios
- ICON Park
- Island H2O Live!
- Rainbow Springs State Park
- ChampionsGate Golf Club
- ESPN Wide World of Sports
- Universal's Islands of Adventure





