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10 Vacation Rentals With Private Pools In Kissimmee, Florida

Seema
Published Jan 21, 2019

Kissimmee, Florida is perfect for family vacations at theme parks, a getaway with friends, or just a romantic outing with your partner. This family-friendly town is within a few minutes’ drives from Walt Disney World Resort. When you have had your fill of the Disney magic, there’s also Universal Orlando Resort and SeaWorld Orlando nearby. Apart from theme parks, there’s also a lot on offer for nature and adventure lovers. You can zip through treetops, glide across the headwaters of the Everglades, get a close view of alligators in the Airboat and Gator Park, or soar over the lush landscape in a hot air balloon. If shopping and lounging in cafes is more your style, there are several malls, including The Florida Mall and The Mall at Millenia, with premium designer boutiques. Do these attractions make you want to visit Kissimmee this year? Here is a list of affordable Kissimmee, Florida vacation rentals with a private pool for your dream holiday.

1. Spacious home away from home (from USD 90)

This large three-bedroom home in Kissimmee is just an eight minutes’ drive from the Walt Disney World Resort area. The air-conditioned house offers all the necessary amenities. There are comfortable hardwood-floor living, dining, and kitchen spaces. All the bedrooms have flat-screen televisions and huge walk-in closets where you can store all the new clothes you buy at the Florida malls. After a day out, you can relax in the fully fenced garden area with a solar-heated pool and spa. There are lounge chairs by the glistening pool where you can stretch out and get a glorious tan.

SUPERB POOL HOME CLOSE TO DISNEY
2619 Brittany Lane
bungalow 6 guests 3 bedrooms 2 bathrooms

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2. Luxurious lakefront family villa (from USD 116)

This beautiful five-bedroom villa, situated beside a lake with a fountain, comes with all the amenities needed for a luxurious vacation. It can comfortably house 11 people. There’s a fully equipped kitchen, spacious living and dining area, a charcoal grill, free WiFi, digital entertainment, linen, and laundry facilities. The star attraction of the house is the huge, clean pool where you can relax and swim in privacy.

Exquisite Destination. Disney Vacation Homes. Central to All Major Attraction
1207 Winding Hollow Ct
house 11 guests 5 bedrooms 5 bathrooms

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3. Centrally located six-bedroom holiday villa (from USD 135)

This holiday home, located in Aviana Resort, is within a 20 minutes’ drive from Disney World and close to all other major tourist spots in Orlando. The spacious six-bedroom home comes with all the amenities needed for a comfortable stay. You get to enjoy Aviana Resort facilities as well: a stylish clubhouse, a picnic area, a sand volleyball court, beach access, and a children’s playground. There is also a huge resort-style pool with screens for privacy. You can avail pool heat at an additional cost.

Beautiful 6 Bed Gated Pool Home At Aviana Resort From $190/nt!
431 Cabello Drive
house 12 guests 6 bedrooms 5 bathrooms

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4. Deluxe pool home (from USD 100)

A beautiful four-bedroom house, it comes with air conditioning, internet, laundry facilities, and a well-equipped kitchen. The master bedroom opens onto a lovely pool deck. Spend your mornings sipping coffee as you watch big Florida birds fly over the lake. Have fun in the well-maintained swimming pool with seating around it. Sunbathe on a lounge chair or have your meals at the table by the pool. You can also play foosball and ping pong in the garage or have a relaxing soak in the garden tub.

Luxury Lakefront Pool Home - Only 15 Minutes to Disney World
537 Eagle Pointe S
house 8 guests 4 bedrooms 2 bathrooms

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5. Comfortable three-bedroom house with a pool (from USD 68)

Stay in this luxurious three-bedroom villa with a large family room that opens into a patio with a pool, a lounge room, dining room, and a well-equipped kitchen with a breakfast bar. Relax in the en-suite master bedroom that comes with a jacuzzi. The beautiful house pool, screened for privacy and equipped with loungers, a table, and chairs, is perfect for some family fun. There are ample parking spaces and a sprawling lawn that opens into a wooded area.

Luxury 3 bedroom villa with private pool
2701 shortleaf court
villa 6 guests 3 bedrooms 3 bathrooms

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6. Great vacation home near Disney World (from USD 100)

You are going to love this four-bedroom home on Indian Ridge within a few minutes drive from Disney World. As the house is professionally managed, you’ll have 24 hours guest service. There are all the necessities here, like a fully equipped kitchen, a game room, laundry facilities, parking, air conditioning, and much more. In addition, the house has a beautiful private pool where you can relax and have fun.

GAMEROOM, BBQ GRILL, FREE WIFI, ONLY MINUTES FROM DISNEY!!
1539 Indian Oaks Trail
2 reviews
house 8 guests 4 bedrooms 2 bathrooms

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7. Cozy pet-friendly waterfront home (from USD 92)

This clean and comfortable house can accommodate up to seven guests. You can drive to Disney World within 15 minutes, Seaworld within 20 minutes, and Legoland within 40 minutes. There are all the necessary amenities to make your stay comfortable: two lounge areas, a large fully-equipped kitchen with a dining area, outdoor dining on the lanai, an outdoor grill, games room, and free Wifi. The most beautiful place in the house is the south-facing private-screened pool and jacuzzi overlooking a scenic pond.

Pet Friendly 3 Bedroom/2 Bath Home,Games Room, Private Pool & Spa.
4461 Philadelphia Cir
house 7 guests 3 bedrooms 2 bathrooms

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8. Beautiful seven-bedroom lake house (from USD 166)

Live in a sparkling clean, beautiful lakefront home that can accommodate a gathering as large as 16 people. It is conveniently located near theme parks, malls, and restaurants. There are seven bedrooms, a spacious living room, a kitchen, a games room, as well as access to the resort’s community pool, a community hot tub, a gym, sports facilities, barbeque, and a picnic area. All the beds have comfy memory foam mattresses. There’s a beautiful lake view and free WiFi. You also have a private pool and spa with heating.

The Lake House! 7Br 4.5ba with private pool!
Kissimmee, Florida, United States
164 reviews
Entire house 10 beds 7 bedrooms 4 bathrooms

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9. Unforgettable vacation home near Disney World (from USD 310)

A modern and stylish house within 4.8 miles (7.7 km) of Disney World, 11.5 miles (18.5 km) of Universal, 7.8 miles (12.5 km) from Sea World and within an easy drive from other major attractions. You have a kitchen with everything you need to cook your meals, Wifi, cable TV, laundry facilities, a laptop-friendly workspace, and access to the clubhouse of the resort. And, you get to enjoy two luxurious resort pools one of which comes with a lazy river. Stay here for a comfortable and fun holiday.

Luxury near Disney - Pool Home
Kissimmee, Florida, United States
119 reviews
Entire house 8 beds 6 bedrooms 5 bathrooms

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10. Gorgeous four-bedroom townhome in Storey Lake Resort (from USD 147)

A brand new luxury townhouse close to Disney World, Universal Studios, Sea World, numerous outlet malls, Orlando attractions, Disney Springs, restaurants, and dining. There’s enough space for eight guests with four bedrooms, three baths, a large living room, and a state of the art kitchen. What’s special about this house is the beautiful decor with cozy furnishings. There’s a private pool with lanai screens where you can swim and relax after a day of sightseeing. Children can also head to the clubhouse with a large pool, a water slide, and a long lazy river to play and splash about.

Minutes To Disney, Private Pool, Amenities,PEQ3141
Kissimmee, Florida, United States
38 reviews
Entire house 6 beds 4 bedrooms 3 bathrooms

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Fall in love with Kissimmee

Kissimmee is the place where all your holiday dreams can come true. Once you’ve been here, you’ll keep returning for the excitement, joy, Disney magic, and natural beauty.

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Seema Misra likes to call herself Lonely Canopy. Standing tall, reflecting on its shadow, fearless in the crowd, and raring to grow further. A communications industry professional, she also works...Read more

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