Florida Vacations: 6 Kissimmee Vacation Rentals with Private Pool

Gather your gang—friends, famil,y or adventure seekers, up to 22 in all—and settle into the Ec076. This space is so well-designed for your ladies’ bonding week or extended family holiday that everyone will put on a happy face. With 10 bedrooms (and 10 bathrooms) including five king suites, this villa also caters to a crowd with two refrigerators and two dishwashers.

The pool with its paver deck and expansive view is open-air—not screened in—so swimming in the stylish square, or lounging beside it, feels like a true resort experience. The spillover spa can be heated as an add-on. Set up in the shaded area for dinner alfresco. When you’ve had your fill of sunshine, head inside the two-story house to its loft entertainment area with a foosball table, Xbox game system, and large-screen TV.

With snazzy upscale furnishings and a sparkling private pool, the two-story Mediterranean-style Disney Windsor Hills! is a pampering vacation home. Hole up here whether you’re a few families together or a clutch of friends seeking a sophisticated space for a holiday near the Walt Disney World Resort.

You’ll linger by the pool. Mostly oval, it has a separate spa and is surrounded by pavers, not to mention dining and lounge seating on the spacious deck. A child fence assures safety. Stay seven nights or more to qualify for free pool heating, and rent a grill if you like to barbecue.

Indoors, an open floor plan lets the living, dining, and cooking area—with granite countertops—intertwine naturally. Fun is easy to find, as the garage is air-conditioned and filled with air hockey, foosball, and pool tables. The family room has a PlayStation 4 game console and free Netflix. All bedrooms include high-definition TVs with DVD players and ceilings fans.

Tots through tweens will enjoy the children’s bedrooms, one with extensive Mickey Mouse accents, the others Disney princess-themed. Many baby extras like a stair gate and stroller are included, while others including a full-size crib and bed guard are available for rental.

Only few miles from Disney World and loaded with Disney® theming, Cap’n Jack Sparrow’s Hideaway, also known as this Large 5 Bedroom 3 Bath Pool Home caters to families. It’s a 2,700-square-foot five-bedroom pool house that has all the comforts grown-ups like—comfy sofas, a well-equipped kitchen, cable TV—yet also a crib, a highchair, and a two-twin bedroom that will win you over with Winnie the Pooh accents.

The other room with two twins, a king, and the two queen bedrooms all have more generic decors. After a day of wizards or princesses, unwind in and around the screened-in rectangular pool and spa that is bordered by trees. In chillier weather, splurge on pool and spa heating. A child safety fence is included. Located in a quiet neighborhood, this Kissimmee vacation rental with private pool also has a billiards table, a Wii console, and easy access to a community tennis court and major roads.

Be among the first to enjoy this 4 Bed Pool Home,

where up to 10 of you can sleep in the four-bedroom, two-story home. With three-and-a-half bathrooms, there’ll be no battles about who showers next. You’ll all chill in or around the splash pool (add on a gas grill or heat in winter for a surcharge), a clear blue oasis with a screened-in paved deck.

With an array of whites and creams set against dark cabinets, the open-plan kitchen and living room is pampering enough for a bridal party and spacious enough for a multigenerational family. While adults will be comfy staying in the sophisticated king and two queen bedrooms with pillowtop mattresses, they might envy the kids. Their bunkbed room is decorated with whimsical Mickey Mouse touches. Don’t expect the little ones to spend too much time there, as the a pool table, a dart board, and a TV room with games will keep them happily entertained.

Going by the name Isle of Tranquility, this Ultimate 4 Bedroom is all about being a serene escape from the theme park hubbub. This cheerful freestanding house with a private pool easily allows a family or two, or several adults, to toast their time off indoors and out. You’ll gather around the lagoon-style pool with its cobalt tiling touches.

A raised spa is just the place for a satisfying soak. Or sun yourselves on the extended pool deck’s lounge chairs followed by a cold one at the covered lanai’s dining table. The screened enclosure will keep bugs away. Prepare meals in a full-size kitchen. Unwind amid the contemporary and boldly colored living/dining area.

When it’s time to play, head to the garage, which is used as a family game room with a pool table, foosball table, and dart board. Like the living room, the game room has a Bluetooth soundbar so you can stream your favorite tunes. Both master bedrooms have en-suite bathrooms. One children’s room has a Minions theme, the other Peanuts.

Up to 10 guests can stay at 3039 Pool Home, with a design so logical that five bedrooms and four bathrooms accommodate guests in 2,000 square feet. The tailored furnishings in neutral tones are universally appealing, yet the kids may need to pull straws to see which two get the twin beds in the room with a Harry Potter mural dominating one wall.

Quidditch aside, the real fun takes place out back, where a stucco fence makes the L-shaped pool quite private; heating is available as an add-on for three days or more. A screened ceiling provides views of clear blue sky. Simple loungers and a dining table allow sun-worshippers to stay dry. The common rooms are tiled, while the bedrooms including two king master suites carpeted.