Holiday rentals with a pool in Poinciana

4.96 out of 5 average rating, 142 reviews

A clear glass rests on a table beside a cozy lounge chair, accompanied by a notepad featuring a puzzle. The background showcases a tranquil private pool enclosed by protective screening, with sunlight reflected on the water's surface.

Villa in Kissimmee

⁕ Disney parks! Luxury resort villa • Private pool

This sunny single-story home has 4 beautiful bedrooms, 2 full bathrooms, new AC system, fully stocked kitchen, and private screened freshwater pool. Perfect for families or groups, it accommodates up to 8 guests. Just minutes from DisneyWorld, Universal Studios, SeaWorld, Legoland, and Orlando’s top attractions. Conveniently located close to restaurants and shopping, this non-smoking house is nestled in a peaceful and secure resort, offering all the comforts of a "home away from home" vacation.

Two lounge chairs are positioned beside a heated pool, overlooking a serene lake. A pink flamingo pool float rests nearby. The outdoor area includes a large umbrella for shade, creating a peaceful space for relaxation.

4.85 out of 5 average rating, 103 reviews

Dreamy Waterside Villa | Heated Pool & Near Disney

Experience a quiet waterfront villa, this stunning property offers breathtaking views, luxurious amenities, and prime location for your getaway. Relax by the pool enjoying the unwind lake view, With spacious interiors, modern furnishings, and impeccable attention to detail. Whether you're seeking relaxation or adventure, is your perfect vacation home. Book your stay at our stunning home and create unforgettable memories with your loved ones. NO PARTIES/NO SMOKE $50 pet fee $35 pool heater fee

4.77 out of 5 average rating, 146 reviews

The exterior of a two-story building is presented, featuring a combination of warm-toned stucco and large windows. Lush greenery is positioned near the entrance, complemented by neatly maintained landscaping along the pathway. A clear sky creates a bright backdrop to the structure.

Guest suite in Kissimmee

Cozy Studio Near Disney

Private Cozy Studio in a tranquil gated community that has a 24-hour security guard, large pool, kiddies splash area, exercise room and a wonderful lakeside walk. The lakeside walk leads to the outdoor exercise stations, volleyball beach, fishing pier, and beach area. The community also has tennis courts and basketball hoops. The studio is located just a few minutes drive of the main road with all types of shops, gift stories, restaurants and within easy reach of Disney & famous attractions.

A living area features a modern television displaying a virtual fireplace, paired with elegant wall art and a decorative plant. Below, a pool area is illuminated with soft purple lighting against a backdrop of warm string lights, creating a relaxed atmosphere.

4.97 out of 5 average rating, 117 reviews

Perfect Getaway. Private Pool.Kissimmee/Orlando

This property is accommodated for families looking to vacation with peace of mind, the facilities are perfectly arranged so that you and your family feel at home. It has 3 rooms equipped for adults and children, the patio area is the perfect place to spend time with your family either in the pool or enjoying a barbecue on the grill.( POOL IS NOT HEATED) -No parties allowed in the house. No smoke. Do not park blocking the sidewalk, no park on the grass, nor in front of the neighbors' house.

The exterior of the house is viewed from the sidewalk, surrounded by neatly maintained lawns. Two large trees provide ample shade. The home features a light-colored facade and a driveway visible on the right, complemented by a two-car garage.

4.88 out of 5 average rating, 109 reviews

Harmony Place - W/ Pool - Near Walt Disney

Welcome to Harmony Place, your perfect getaway! Relax and unwind with the whole family at this serene retreat. This stunning home features a private pool, 3 spacious bedrooms, and 2 bathrooms, comfortably accommodating up to 9 guests. Located in the exclusive Crescent Lakes community in Kissimmee, Florida, you’ll be just 11 miles from Walt Disney World, 22 miles from Universal Studios, and 18 miles from SeaWorld Orlando. Enjoy nearby dining and shopping options for added convenience!

A screened-in outdoor area features a private pool surrounded by lounge chairs and a shaded seating arrangement. Colorful play equipment is visible in the background, while the pool area offers unobstructed views of the surrounding natural landscape beneath a bright sky.

4.84 out of 5 average rating, 105 reviews

8 Guest Home with Private Pool

Bring the whole family to this gated resort-style home with lots of room for fun. The home has a private screened-in pool with floats, lounge chairs, outdoor dining & gas grill. Inside, 4 bedrooms with 6 beds, 3 bathrooms, private office space & games. The community offers a gym, 2 pools, a playground, 2 tennis courts and an 18-hole pro-golf course. Just 25 minutes from Disney World, and 40 minutes from Universal Studios. Easy commute for a fun day at some of America’s best beaches.

4.99 out of 5 average rating, 114 reviews

The living area features a comfortable gray sofa adorned with accent pillows, complemented by a wooden coffee table. A large TV is mounted on the wall, with a stylish chair placed nearby. Natural light enters through glass doors, which lead to a balcony.

Apartment in Kissimmee

Chic Vibes Comfy King Bed Next to Parks/Food/shops

Welcome to our stylish oasis in Kissimmee, which seamlessly blends sophistication with a laid-back vibe. Your stay begins in a professionally cleaned apartment for your full enjoyment. Discover resort-style amenities – a sparkling pool, a fitness center, and hammocks, offering the luxuries of a five-star retreat. Conveniently located with in walking distance of theme parks, restaurants, and shopping. Book now. We can't wait to host you in our little slice of paradise!

4.86 out of 5 average rating, 156 reviews

A well-maintained villa is showcased, featuring a welcoming entrance with a single-car garage. Lush greenery and colorful shrubs line the brick pathway, while tall palm trees and vibrant landscaping enhance the cheerful exterior. Bright clouds are visible in a clear blue sky.

Villa in Haines City

Sandy's Southern Dunes Villa

This villa is in the Southern Dunes Golf & Country Club, which is an immaculately kept, secure complex, which maintains a 24-hour manned gate, making this a safe place to stay. There are community swimming pools, tennis courts, a gym, library and children's playground for those days when meeting Mickey Mouse is just too much trouble. With a Super-Walmart a minute away plus Dicks and several well-known restaurants just further away, virtually everything is on hand.

4.86 out of 5 average rating, 662 reviews

The screened-in pool area features a sparkling blue pool with a connected hot tub, surrounded by lush palm trees and a wooden privacy fence. Sunlight filters through the overhead lattice, creating a bright and inviting atmosphere.

Guest suite in Kissimmee

Private Studio in POOL home

Hello travelers! 😀 We offer a portion of our smoke-free home with a King sized bed, a large private bathroom with a Jacuzzi tub, and a Harry Potter play area accessed by rock climbing wall. The mini kitchen has a microwave, bread toaster, coffee maker, and refrigerator. There's an internet TV in the area with access to Roku. The pool and garden areas are shared with my family and another set of travelers. We are happy to offer our studio to travelers.

4.89 out of 5 average rating, 106 reviews

The living room features a modern sofa bed with colorful accent pillows, complemented by a stylish geometric accent wall. Natural light streams through the windows, illuminating a cozy area with a patterned rug and a compact coffee table, creating a relaxing space for guests.

Apartment in Bay Lake

Sleek Modern Gateway 10 Min to Parks Pets Allowed

Welcome to Your Magical Gateway – Just 10 Minutes from Orlando's Magical Parks! Location: Perfectly located for Disney and Universal, our apartment offers a peaceful retreat with all the comforts of home. Whether you’re here to explore the magic unwind, or even stay for longer terms, you’ll love every moment of our cozy space. The property sleeps 4 people! PLEASE CONTACT US TO INQUIRY ABOUT ADDITIONAL POTENTIAL DISCOUNTS FOR MULTIPLE DAYS STAY

The exterior of the home showcases a modern façade with a manicured lawn and a two-car garage. Inside, a spacious living area is furnished with a comfortable sofa and a large TV displaying a streaming service. A bright bedroom features a queen bed against light-colored walls, with natural light illuminating the space. The outdoor pool area is enclosed by a screened patio, highlighting the inviting water and surrounding lounge chairs.

4.99 out of 5 average rating, 134 reviews

Traveler's Dream - King Bed, Pool, Games, Disney+

Welcome to our enchanting home, where magic and comfort collide! Nestled just moments away from the Disney parks, this whimsical haven is perfect for families and Disney enthusiasts alike. Dive into the magic with our sparkling pool, relax in our luxurious bedrooms, and enjoy the convenience of being a short stroll from the enchantment of Disney. Make your vacation a fairy tale come true – book your stay TODAY and let the memories begin!

4.83 out of 5 average rating, 612 reviews

A pool area is enclosed by a screened structure, featuring a sparkling blue pool with a connected hot tub. Tropical palm trees are visible in the background, adding a touch of greenery to the tranquil setting.

Guest suite in Kissimmee

Private 2 bedroom w/bathrm in portion of POOL home

Hello travelers! 😀 We offer a portion of our home with a private entrance off the pool area. Your area has 2 bedrooms with queen beds and internet TVs and a private bathroom. The mini kitchen has a small refrigerator, a coffee maker, microwave and a bread toaster. Please note the pool is shared with my family and another set of travelers. We offer our home to travelers only-we do not accept local reservations.

Popular amenities for Poinciana rentals with a pool

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.84 out of 5 average rating, 112 reviews

PP8976 Paradise Palms Townhome Near Disney w/ Pool

4.78 out of 5 average rating, 131 reviews

A light-filled living area features a wall-mounted television displaying a vibrant scene. Two blue chairs are positioned around a wooden coffee table, which is topped with a small plant. Greenery adds a touch of nature, and a patterned rug enhances the space's comfort.

Home in Haines City

Highly Rated: Pool, Golf Views, Disney, Legoland

A bright and open living area features modern furnishings, including a sectional sofa and stylish yellow accent chairs. A large flat-screen TV is mounted on the wall, while decorative elements and a vibrant area rug contribute to the space's contemporary aesthetic.

4.9 out of 5 average rating, 151 reviews

Awesome Vacation Home w/ Private Heated Pool/Spa

A private pool is surrounded by a screened enclosure, offering clear views of the lush greenery beyond. The pool features a gentle curve and is complemented by decorative tiling. The pool deck is painted in a soft pink hue, enhancing the overall serene environment.

4.88 out of 5 average rating, 176 reviews

Private 3BR PoolHome, WiFi,GameRM, AppleTV, ROKU

4.8 out of 5 average rating, 108 reviews

Pool | Hot Tub | Mins to Disney | Private Retreat

4.95 out of 5 average rating, 133 reviews

A spacious living area is presented with a sectional sofa, a wooden coffee table, and a wall-mounted television. Large windows allow natural light and views of the outdoor patio. The room features light-colored walls and art pieces that add a modern touch.

Home in Winter Haven

Legoland Getaway 7 mins • Sleeps 7 • Elevator

A private pool area is enclosed with a mesh safety screen, featuring a clear blue pool and a lounge chair with striped fabric. The pool deck includes additional loungers and is surrounded by lush green landscaping and palm trees under a bright blue sky.

4.77 out of 5 average rating, 152 reviews

Stylish 3 bed pool home, games room and arcade

A private heated pool is set within a screened enclosure, surrounded by a patio area. Two blue chairs and a white lounge chair are positioned nearby, with lush greenery visible beyond the pool. The clear water reflects the sky, creating a serene atmosphere.

4.99 out of 5 average rating, 148 reviews

Heated Pool 15 Minutes to Disney PS5 l Switch

Condo rentals with a pool

4.85 out of 5 average rating, 286 reviews

An aerial view of a resort pool area showcases a winding pool surrounded by lush palm trees and tropical landscaping. Lounge chairs are arranged along the poolside, with shaded cabanas nearby. The resort features a terracotta roof and is set against a backdrop of greenery.

Condo in Champions Gate

Magical Champions Gate 3/2 Tuscan Penthouse

A family room features a neutral-toned sofa and armchair, accompanied by a mounted flat-screen TV. A children's bedroom displays two twin beds, adorned with playful wall murals. A primary bedroom includes a king bed, with bedside lamps enhancing the calm ambiance. A resort pool area showcases a large pool surrounded by lounge seating and loungers in a vibrant outdoor setting.

4.97 out of 5 average rating, 157 reviews

202_Magical and Cozy 2BR minutes from Disney

A cozy sleeping area features a spacious bed dressed in crisp linens, accompanied by two bedside tables topped with lamps. A wall-mounted television offers access to various streaming services. Light-colored walls and a vibrant orange accent wall enhance the inviting atmosphere.

4.77 out of 5 average rating, 270 reviews

King Bed Small Studio Disney World Universal

4.98 out of 5 average rating, 233 reviews

A modern dining area features a glass-top table surrounded by sleek white chairs. Elegant artwork adorns the brown accent wall, while natural light fills the space from sliding glass doors leading to a patio with a view of the golf course.

Condo in Four Corners

Luxury 3 Bedroom Home at ChampionsGate Golf Resort

4.97 out of 5 average rating, 402 reviews

A private balcony offers serene views of Lake Bryan and a swimming pool area. A small round table with two chairs invites relaxation, while warm colors from the sunset enhance the tranquil setting. Lush trees frame the scene, creating a peaceful atmosphere.

Condo in Orlando

Waterfront Resort Condo near Disney and Universal

A patio area is presented under a covered porch, featuring a round table set for two with a white tablecloth and colorful cups. Two comfortable chairs with blue cushions are positioned around the table. A scenic view of a lake with greenery can be seen in the background.

4.83 out of 5 average rating, 141 reviews

Stunning view, near Disney.

An aerial view captures the expansive resort-style pool area, featuring tropical landscaping and winding water features. Sun loungers and cabanas line the poolside, while a lazy river and splash park invite guests to relax and enjoy. The serene water is bordered by a scenic lake.

4.94 out of 5 average rating, 161 reviews

O-Gated Resort-5 miles to Disney-2 FREE Water Park

4.85 out of 5 average rating, 183 reviews

An aerial view captures the sandy beach area lined with palm trees and shaded cabanas. Lounge chairs are arranged neatly in front of the beach, while a pool area with vibrant blue water is visible in the background surrounded by lush landscaping.

Condo in Davenport

Full-Service Gated Resort, Disney, Universal, MCO!

Home rentals with a private pool

An open living space features a comfortable beige sectional sofa with colorful accent pillows. A dining table is visible beside a modern kitchen with stainless steel appliances. Large sliding glass doors provide a view of the pool area, enhancing the connection to the outdoors.

Villa in Championsgate Village

Wr001or (1stfororlando)

A spacious living area is highlighted by a large wall-mounted TV above a modern electric fireplace. The white sectional sofa, accented with colorful pillows, faces a sleek coffee table on a patterned rug. Natural light floods in through large windows draped with light curtains.

4.14 out of 5 average rating, 7 reviews

Disney's Championsgate: Private Pool & Arcade Fun!

A two-story home is displayed with a well-maintained façade featuring a stone accent, multiple windows, and a centered front door. The landscaped yard is complemented by neatly trimmed shrubs and a paved driveway leading to an attached two-car garage.

Home in Haines City

Balmoral Resort - 192kb

The exterior of the home features a two-story structure with a light beige facade and a tiled roof. Lush landscaping, including palm trees and shrubs, enhances the entrance, while a spacious driveway leads to a two-car garage.

Beautiful 9 Br Pool Home In the Solterra Resort!

4.95 out of 5 average rating, 116 reviews

Airy, Stylish Home with Pool Heat Included in Davenport

Villa in Kissimmee

4.78 out of 5 average rating, 256 reviews

Visit Disney World from a Sunny Home with a Pool

The image displays four distinct areas of the villa. A games room features a foosball table and a billiard table with a laundry area in the background. A cozy bedroom showcases a queen bed with nightstands. A private screened pool invites relaxation. A kitchen area includes modern appliances and seating at the bar.