Osceola Homes with Pool

Osceola Homes with Pool

Welcome to Osceola County, located in the sunny state of Florida! Known for its vibrant communities, stunning natural landscapes, and endless recreational opportunities, Osceola County is a fantastic place to call home.

If you're in the market for a home with a pool, Osceola County has plenty to offer. Imagine spending your weekends lounging by the pool, hosting barbecues with friends and family, or simply enjoying a refreshing dip after a long day. Homes with pools in Osceola County provide the perfect setting for a relaxed and luxurious lifestyle.

Whether you're looking for a cozy bungalow, a spacious family home, or a luxurious estate, Osceola County has a diverse range of properties with pools to suit every taste and budget. From modern amenities to stunning outdoor spaces, these homes are designed for both relaxation and entertainment.

With year-round sunshine and warm weather, having a pool at home is not just a luxury but a necessity in Osceola County. It's the perfect place to create lasting memories, unwind in your own private oasis, and make the most of the Florida lifestyle.

Don't miss out on the opportunity to own a home with a pool in beautiful Osceola County. Contact us today to find your dream home and start living the good life in this charming Florida community.

Newest Osceola Homes with Pool

$995,000
5 Beds ⋅ 6 Baths ⋅ Reunion West Village 3a SubDv. ⋅ 34747 Zip Code
SPECIAL LOT WITH A HIGHLY SOUGHT AFTER VIEW. RARE REUNION RESORT MEMBERSHIP AVAILABLE. RENTAL WINNER! HOME NEEDS NOTHING-TURN KEY! This featured property at 989 Desert Mountain Court in the highly desirable Fairway Ridge Community is located on a Cul-De-Sac and has spectacular views of the 1st hole of the World-Famous Nicklaus Golf Course Hole #1. The home has un-interrupted large golf course vistas that can be seen from the outdoor pool deck or the large second floor balcony. Once inside the home you will feel a sense of calm and welcome. The large open floor plan boasts a complete 1st floor bedroom, along with a private bath. The garage has been converted to maximize space and create more indoor entertainment zones. With a huge TV, arcade gaming, theater chairs, bar area and themed décor this garage has it all. Not to mention it even has a dedicated air conditioner to keep you and your guests cool! Deeper into the home you will find a ½ bath and laundry area. The large open living space is outlined by a generous sized kitchen, bar stool seating, a separate dining table and a picturesque view of the pool area and outdoor kitchen that is accessed by an oversized sliding glass door. The living room is comfortable, relaxing and is well appointed by updated furniture and electronics. You won't need a thing in this home! Once outside you are now living in the Florida Dream. A generous sized pool deck with great seating for guests and two umbrellas, is just the right place to snap a selfie! The second floor of the home is where you will find the loft area, additional gaming, and the remaining bedrooms. The home has an en-suite, a TOY-STORY themed bunk bedroom, a third well-appointed bedroom and a large master suite with accompanying master bath. The master suite has a large walk-in closet, along with separate vanities, and an oversized balcony that is great for a cup of coffee, or an evening glass of wine. Now my favorite part- the NEW LIST! ENTIRE INTERIOR NEW PAINT, ALL GROUT CLEANED AND SEALED, NEW CARPET, NEW PLANTATION SHUTTERS ON ALL WINDOWS, NEW FURNITURE IN COMMON AREAS, NEW OUTDOOR FURNITURE, NEW GAS COOK TOP, NEW BBQ GRILL, NEW DISHWASHER, NEW POOL HEATER 2025, NEW OUTDOOR LIGHTING. BIG RENTAL AND MEMORY MAKING POTENTIAL. Reunion Resort has everything you want in a community including 3 signature golf courses, world class dining, waterparks, lazy river, water slides, firework viewing areas, tree lined streets, dog park, playground, driving range, golf simulator, member events, in-resort shuttle service, and event space. Live the resort lifestyle like a VIP. NO OTHER RESORT IN THE AREA HAS THIS!!!! Minutes to Disney and close to Beaches, Universal, Legoland and Sea World. Schedule a tour today. 80 million visitors are estimated to visit Orlando in 2026. Current reservations for 2026 are available to convey to new owner when choosing to maintain relationship with current property manager. Schedule today!

989 Desert Mountain Court, Kissimmee
$325,000
4 Beds ⋅ 3 Baths ⋅ Summer Flowers Twnhms SubDv. ⋅ 34746 Zip Code
Very close to Disney, on popular tourist corridor Highway-192 or Irlo Bronson Highway that lines up all restaurants, retail, gas stations, convenient stores, and Walmart Supercenter next to it, this beautiful unit (sold also as part of a 4-unit package if desired) can be used for short-term /long-term rental investment. This super-spacious unit townhome boasts 1650 sft. in the most-sought-after Summer Flowers community! Built in 2022, this 4-bedroom, 2.5-bath property, with attached-garage and pavered driveway, offers exceptional privacy with no rear neighbors (backing up up to Conservation) and tranquil, pool views just off a quiet cul-de-sac. The first-floor features durable ceramic tile luxe vinyl plank flooring, an open-concept kitchen with stainless steel appliances, and a versatile flex room/bonus room ideal for a home office or den with barn door. Upstairs, are four spacious bedrooms, including a generous 13' x 14.5' primary suite with an en-suite bath and walk-in closet. Situated in a low-HOA gated community with a pool and sidewalks, this turn-key property is excellent for short-term rentals (1-7 day minimum lease) or long-term leases with a strong, low-vacancy rate, or lifestyle homestead.

4436 Summer Flowers Place, Kissimmee
$325,000
4 Beds ⋅ 3 Baths ⋅ Summer Flowers Twnhms SubDv. ⋅ 34746 Zip Code
Very close to Disney, on popular tourist corridor Highway 192 or Irlo Bronson Highway that lines up all restaurants, retail, gas stations, convenient stores, and Walmart Supercenter next to it, this beautiful unit (sold also as part of a 4-unit package if desired) can be used for short-term /long-term rental investment. This super-spacious corner-unit townhome boasts 1750 sft. in the most-sought-after Summer Flowers community! Built in 2022, this 4-bedroom, 2.5-bath property, with attached-garage and driveway, offers exceptional privacy with no rear neighbors (backing up up to Conservation) and tranquil, poolside views just off a quiet cul-de-sac. The first-floor features durable ceramic tile luxe vinyl plank flooring, an open-concept kitchen with stainless steel appliances, and a versatile flex room/bonus room ideal for a home office or den. Upstairs, are four spacious bedrooms, including a generous 13' x 14.5' primary suite with an en-suite bath and walk-in closet. Situated in a low-HOA gated community with a pool and sidewalks, this turn-key property is excellent for short-term rentals (1-7 day minimum lease) or long-term leases with a strong, low-vacancy rate.

4432 Summer Flowers Place, Kissimmee
$1,995,000
4 Beds ⋅ 5 Baths ⋅ Celebration South Village Unit 3 SubDv. ⋅ 34747 Zip Code
With its screened pool, flexible downstairs office/bedroom, three-car garage, generous living spaces, and 2022 roof, 912 Croton Road brings together a combination of features that is increasingly difficult to replicate in Celebration. The main level flows naturally from formal spaces into the heart of the home, creating distinct places to gather, entertain, work, or simply have some separation when wanted. An office with its own walk-in closet adds unusual flexibility and can also function as a downstairs bedroom. The kitchen connects easily with the principal living areas and the outdoor setting beyond, making the home equally suited to everyday living and larger gatherings. Generous windows and multiple exterior connections bring natural light into the home while keeping the pool and outdoor areas visually connected to the interior. Outside, the screened pool and covered living areas extend the usable space well beyond the walls of the house. The space allows for dining, conversation, and time by the pool without the outdoor area feeling like an afterthought. It functions as another part of the home. Upstairs, the bedroom layout separates the main gathering spaces, while 4.5 bathrooms throughout the home help make the scale practical. Storage is equally well considered, and the three-car garage provides valuable additional capacity for vehicles, equipment, or recreational gear. A roof installed in 2022 adds another important practical advantage. What distinguishes 912 Croton Road is not any single feature, but how they come together: substantial interior space, a flexible downstairs room, an established outdoor living environment, a screened pool, a three-car garage, and the distinctive Celebration setting. For a buyer comparing larger Celebration homes, that combination deserves a closer look.

912 Croton Road, Celebration
$1,310,000
16 Beds ⋅ 12 Baths ⋅ Summer Flowers Twnhms SubDv. ⋅ 34746 Zip Code
Very close to Disney, on popular tourist corridor Highway 192 or Irlo Bronson Highway that lines up all restaurants, retail, gas stations, convenient stores, and Walmart Supercenter next to it, these relatively-new 4 units are being sold as a package for your next short-term /long-term rental investment. Each super-spacious townhome boasts 1650-1750 sft. under roof each, in the most-sought-after Summer Flowers community! Built only in 2022, each modern 4-bedroom, 2.5-bath property, with attached-garage and driveway, offers exceptional privacy with no rear neighbors (as they all back up to Conservation) and tranquil, poolside views just off a quiet cul-de-sac. All first-floor levels feature durable ceramic tile luxe vinyl plank flooring, an open-concept kitchen with stainless steel appliances, and a versatile flex room ideal for a home office or den with barn door. Upstairs, are four spacious bedrooms, including a generous 13' x 14.5' primary suite with an en-suite bath and walk-in closet. Situated in a low-HOA gated community with a pool and sidewalks, and endless views of Conservation, this turn-key property comes approved for short-term rentals (1-7 day minimum lease), or long-term with a strong, low-vacancy rate.

4432-4436-4440-4444 Summer Flowers Place, Kissimmee
$269,900
4 Beds ⋅ 3 Baths ⋅ Coral Cay Resort SubDv. ⋅ 34746 Zip Code
You need to come and see for yourself. Whether you are looking for a home to live in full time, a vacation getaway, or a short-term rental, this 4-bedroom 2.5 bathrooms is ready for you! The first floor offers a comfortable kitchen, island, stainless-steel appliances, and fresh paint throughout the home. Dining and living room combo, a king-size bedroom, full bathroom, and a laundry closet with stackable washer & dryer; also has a screened patio with lake view. The second floor has a large master bedroom with a private bathroom and bedroom #3 with a queen. Great location close to the pool and other great amenities such as a playground and fitness center. Check out the desirable gated community of Coral Cay Resort, which is close to shopping, restaurants, attractions, and major roadways. Easy drive to Disney property, Downtown Kissimmee, the Orlando International Airport, and all of Central Florida.

2459 Caravelle Circle, Kissimmee
$229,900
4 Beds ⋅ 3 Baths ⋅ Venetian Bay Village Condo Ph 1 SubDv. ⋅ 34741 Zip Code
Great Townhome – Active Short-Term Rental/Long-Term or primary residential opportunity. Welcome to this beautifully maintained 4-bedroom, 3-bath, fully furnished townhome located in the highly desirable guard-gated resort community of Venetian Bay Villages. This turnkey property is currently operating as an active short-term rental, making it an excellent opportunity for investors, vacation home buyers, or full-time residents. The home features a spacious open living and dining area, a fully equipped kitchen, and a private porch just off the living room—perfect for relaxing after a day enjoying Central Florida’s attractions. The primary bedroom with an en-suite bath is conveniently located on the first floor, while the second level offers additional bedrooms, including one bedroom with its own en-suite bathroom, providing comfort and privacy for guests and family. Residents and guests enjoy resort-style amenities, including multiple swimming pools, tennis courts, basketball courts, volleyball courts, a large clubhouse and recreation center, fitness center, game room, and playground. Ideally situated just minutes from Walt Disney World, The Loop, and Lake Tohopekaliga, with convenient access to shopping, restaurants, International Drive, and world-famous theme parks. Fully furnished and move-in or rental ready. Whether you’re looking for a vacation getaway, investment property, or primary residence, this home offers flexibility, location, and resort-style living all in one

2201 San Christabolo Drive Unit 101, Kissimmee
$505,000
4 Beds ⋅ 3 Baths ⋅ Eagles Landing SubDv. ⋅ 34744 Zip Code
Space, views, and a golf-community lifestyle, all in one! This 4-bedroom, 2.5-bath two-story home in Remington offers over 3,400 sq ft of living space, featuring an open-concept kitchen and dining area, a spacious living room, and a large upstairs loft ready to become your media room, home office, or game room. Easy-care tile flooring runs through the main living areas. Step outside to a private backyard with no rear neighbors and an open view. The 2-car garage has room for vehicles and storage. Remington residents enjoy a clubhouse, community pool, sports fields, playground, walking trails, and golf, all with a low monthly HOA. Just off Partin Settlement Rd, you're minutes from shopping and dining with quick access to US-192 and Florida's Turnpike. Schedule your private showing today!

422 Janice Kay Place, Kissimmee
$495,000
5 Beds ⋅ 4 Baths ⋅ Oak Island Cove SubDv. ⋅ 34747 Zip Code
Welcome to this well-maintained home in Kissimmee! Featuring a functional and spacious floor plan, this property offers comfortable living with easy access to shopping, dining, major highways, and Central Florida attractions. Whether you’re looking for a primary residence, vacation home, or investment opportunity, this property is a great option. Schedule your showing today!

2895 Blooming Alamanda Loop, Kissimmee
$625,000
6 Beds ⋅ 6 Baths ⋅ Stoneybrook South Tr K SubDv. ⋅ 33896 Zip Code
This must see amazing and unique home built in 2018 6-bedroom, 6-bathroom luxury 2-story house located in The Retreat, one of the most desirable golf communities in Champions Gate. This home features beautiful granite counter tops throughout, large tile flooring, upgraded bathrooms, new stainless-steel appliances, a newer tile roof to last you decades, newer HVAC system. There are two stunning master suites, a fully equipped kitchen, and an upstairs bonus room. This house will be sold fully furnished. Enjoy the resort style pool, spa, basketball, fitness center, on site concierge, and much more. CHAMPIONS GATE RESORT ORLANDO OASIS CLUB CLUBHOUSE AND WATER-PARK: Amenities will include Lazy River, Waterslides, Swim-Up Bar, Waterfalls, Beach Entry, Spa, Splash Pad, Grill, Bar, Fitness Area, Theater, Game Room, Tiki Bar and Cabanas. Simply relax by the pool, watch your family have the time of their life. All of these amenities, plus seven tennis courts are INCLUDED in HOA. Enjoy this house as a vacation rental and take advantage of the passive income tourists will bring you as they experience the great attractions this city has to display. Shopping and restaurants are conveniently located, with Disney & other theme parks only minutes away!

1555 Palmero Way, Davenport
$327,000
3 Beds ⋅ 3 Baths ⋅ Centre Court Ridge Condo Ph 3 Bldg C SubDv. ⋅ 34747 Zip Code
PLATINUM MEMBERSHIP AVAILABLE...3 Bedroom 3 Full Bath FULLY FURNISHED ground floor condo in the highly sought after community of Centre Court Ridge at Reunion Resort. Enjoy morning coffee & afternoon SUNSETS from your large private lanai with breathtaking GOLF VIEWS of the 13th Fairway and Green of the Tom Watson Signature Course. Centre Court Ridge is perfectly positioned centrally within the resort allowing you quick access to all of the Reunion amenities within short walking distance. The Refrigerator and Washer were replaced in 2021 as well as luxury vinyl flooring was added in the living and dining areas, barstools, living room sofa and dining room table. The kitchen includes granite countertops, hardwood cabinets with crown moulding and stainless appliances. The spacious primary suite has dual vanities with granite countertops, a separate tub and walk in shower additionally TWO walk-in closets as well as access to the covered lanai. The two guest bedrooms are also equipped their own full bathrooms with one that is shared with the living space. The Centre Court Ridge community offers a Heated Pool, Hot Tub, Putt Putt Course and 6 Har-Tru Tennis Courts, Pickle Ball and Tennis Pro Shop. Reunion Resort is a 2,300 acre Private Golf and Tennis Community, just 6 miles to Disney and the parks, and a 30 min drive to the Orlando International Airport. More interior photos coming soon.

1354 Centre Court Ridge Drive Unit 103, Reunion
$297,500
3 Beds ⋅ 2 Baths ⋅ Terraces At Reunion Condo Ph 6 SubDv. ⋅ 34747 Zip Code
Welcome to this beautifully UPDATED CORNER UNIT condo in the serene and highly sought-after neighborhood of The Terraces at Reunion Resort. This residence offers the perfect blend of style, comfort, and functionality. Step inside to discover a spacious, light-filled interior with a contemporary design. The gourmet kitchen boasts stainless steel appliances, granite countertops, and hardwood cabinets. and a breakfast nook for added convenience. The expansive living area provides a welcoming space with an abundance of natural light, plush seating, a large flat-screen TV, and direct access to the impressive wrap-around balcony only available with CORNER UNITS, where you may enjoy your mornings with coffee or unwind in the evening sun. The primary suite offers a king-sized bedroom set, a spacious walk-in closet and a second closet that can be locked for owner use. The ensuite bathroom features dual vanities and a walk-in shower. The two additional guest bedrooms include a comfortable queen bedroom and a Lego themed bunk room. As an added bonus the unit includes a detached 1 car garage, a highly coveted feature in Reunion. The HVAC is NEW as of September 2025. Residents of The Terraces enjoy access to the largest lap pool on the property and it is just a short walk away ideal for swimming, sunbathing, or relaxing by the water. Whether you're looking for a primary residence, vacation home, or investment property, this move-in-ready condo checks all the boxes! Reunion Resort is a one of a kind 2300 acre Resort and Golf community that has many amenities including a water park complete with water slides, lazy river, zero entry pools & food and beverage service, 3 award-winning golf courses designed by the legends of golf (Palmer, Watson & Nicklaus), 11 pools throughout the community, putt putt golf, world class tennis courts, pickleball courts, playgrounds, golf cart & bike rentals and several on-site restaurants to include fine dining. Reunion Resort is located just 6 miles to Disney and the parks, and a short drive to the Orlando International Airport. **REUNION RESORT MEMBERSHIP AVAILABLE*** and is transferrable to the next owner.

7509 Mourning Dove Circle Unit 204, Reunion
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