Holiday rentals with a pool in Poinciana

A wooden sign labeled 'Cozy Cove' is positioned at the edge of a private swimming pool. The pool reflects the warm hues of a sunset, while a tranquil lake is visible in the background, surrounded by greenery.

4.93 out of 5 average rating, 168 reviews

By Disney&USO Pets Pvt. Pool Free BBQ Fishing WiFi

This stunning 1,876 sq. ft. privately-owned 3-bdrm home with breathtaking lake views, nestled on a peaceful cul-de-sac minutes to Disney World, SeaWorld, Universal Studios, H2O Water Park, and top Orlando attractions. Our property boasts a private swimming pool, HS internet, smart tvs, Wi-Fi, BBQ grill, thoughtful amenities like shampoo/conditioner, K-cups, makeup towels, pool towels and more. We follows strict COVID-19 cleaning protocols, ensuring a pristine and safe environment for your visit

4.99 out of 5 average rating, 159 reviews

10 Minutes to Disney | Heated Pool, Arcade, Kings

🏡 Tucked inside a gated community near Kissimmee’s top attractions, this bright, themed home is made for memorable family getaways. Enjoy friendly competition in the game room, unwind in the heated private pool (available upon request), or relax on the covered patio beneath the Florida sun. Just 11 minutes to Fun Spot America, 11 minutes to Old Town, and 12 minutes to Disney World, it’s the perfect home base for your Florida adventure. Book now and start creating unforgettable memories!

A welcoming community center is showcased with a prominent fountain featuring intricate sculptures. Surrounding greenery includes well-maintained palm trees and colorful flower beds, creating an inviting entrance. The building's architectural details are highlighted by arched windows and a tiled roof, reflecting a charming design.

4.82 out of 5 average rating, 74 reviews

Relaxing 2BR Stay | Pool, Jacuzzi, Gym | Kissimmee

Welcome to your perfect home away from home! This spacious retreat is truly ideal for families and groups ready to create memories that last. With room for everyone to relax together, enjoy comfort, easy check-in, and effortless convenience from the moment you arrive. You're minutes from major shops, supermarkets, and all the top theme parks. Just a 5-minute walk to our community's private recreation center pool, gym, basketball and tennis courts, all included at no extra cost. Come relax!

The exterior view showcases a well-appointed home with a paved walkway leading to the entrance. A manicured lawn and driveway provide an inviting atmosphere. An outdoor BBQ grill overlooks a private, screened pool area, surrounded by a peaceful lake view and tropical landscaping.

4.82 out of 5 average rating, 101 reviews

5390 Vacation Sunset House Private Pool Grill

Relax in this calm, stylish and FULLY RENOVATED residential HOME. Enjoy with the whole family our PRIVATE POOL & BBQ GRILL with LAKE VIEW. Located in Kissimmee Florida, in a quiet residential neighborhood. Master Suite with view to Pool & BBQ outdoor area. 3 bedrooms, 2 bathrooms, fully equipped kitchen, 2 car garage, 3 Smart TV's and strong Wi-Fi all around the house. Have unforgettable moments at our BBQ area next to our private screened pool. Sunsets by the lake are breathtaking.

4.97 out of 5 average rating, 188 reviews

Near Disney | Heated Pool, King Bed, Arcade

✨ Family-Friendly Retreat Near Disney in a gated, safe & quiet community 🏰 Loved by guests for its cleanliness, comfort, and fast communication. 🏊‍♂️ Unwind after park days in your private HEATED pool 🍔 Enjoy the outdoor BBQ for easy family meals 🎮 Have fun in the upgraded game room with pool table, ping pong, foosball, and a retro arcade ⭐ Hosted by 3 experienced Superhosts known for quick, reliable replies. A perfect balance of fun and relaxation. Book now as dates fill fast!

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.

4.8 out of 5 average rating, 151 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 pool area is illuminated by string lights, offering a serene view of the lake at sunrise. The inviting pool features floating noodles, and the surrounding space is bordered by greenery, enhancing the tranquil atmosphere.

4.82 out of 5 average rating, 251 reviews

Disney & Universal Retreat| Heated Pool | Fire Pit

Sit back and relax in this stylish home with all the amenities you need for a fun family getaway. This home has a spacious layout with 3 bedrooms and 2 baths. We have thought of everything so you don't have to-toiletries,washer/dryer, and wifi. Enjoy your morning coffee in the screened in pool area with a beautiful sunrise and lake view or sip a glass of wine while floating in the pool. Just minutes to Theme Parks and major highways, this is the dream home you have been waiting for!

The exterior of a single-story home is presented, featuring a paved driveway leading to a two-car garage. Lush green grass surrounds the house, and palm trees are positioned near the entrance. A colorful sunset sky provides a picturesque backdrop.

4.99 out of 5 average rating, 161 reviews

Pet-Friendly Disney Theme 4BR•Heated Pool•Game Rm

Escape the crowds in an upscale, gated oasis featuring your own private screened pool with complimentary pool heat, a fully loaded game room, and 3 custom-themed bedrooms kids will love (Star Wars, Mickey Mouse, and a magical Princess room). Complete with a spacious adult primary suite featuring a spa-like private bath and workstation, this pet-friendly home offers premium comfort for parents and pure magic for kids just minutes from Disney World and Universal Studios!

4.85 out of 5 average rating, 184 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.

4.84 out of 5 average rating, 19 reviews

Villa in Poinciana

Peaceful 2BR/2BA Villa

Welcome to Lake Marion Resort, where tranquility meets comfort in this beautifully appointed two-bedroom, two-bath villa within a quiet, gated community. Designed for rest and renewal, this peaceful retreat offers an ideal escape from everyday stress. Enjoy relaxing swims in the pools or light activity on the tennis and basketball courts. With 24/7 security and Wi-Fi access, you can unwind and stay connected. ( Welcome to the Ruach club -Poinciana Retreat)

A modern living area is displayed, featuring a brown sofa adorned with decorative pillows in various textures. A round marble-top coffee table sits in front, holding a lit candle and a small decorative bowl. Framed artwork and wall sconces add a touch of elegance to the space.

4.88 out of 5 average rating, 43 reviews

The Bali Retreat

Welcome to The Bali Retreat, a sanctuary where intricate décor meets tropical elegance. This beautifully designed space features rich textiles, handcrafted furnishings, and vibrant artwork that reflect the essence of Bali. Enjoy the lush greenery visible from every window, and unwind in our cozy outdoor lounge adorned with twinkling lights. Experience a unique blend of comfort and style that will make your stay unforgettable. Come escape to paradise!

4.92 out of 5 average rating, 66 reviews

A vibrant single-story home features a pink exterior, set against a clear blue sky. A spacious driveway with a decorative pattern leads to a two-car garage. Lush green grass and landscaped flower beds enhance the welcoming atmosphere of the front yard.

Home in Poinciana

Southern Comfort

Kick back and relax in this calm, stylish space. Our home is for people who want to relax but also have the choice to visit the amusement parks in the Orlando area, so if your intention is to visit, the parks on a daily basis, we might be a bit far. the average drive time is between 40 to 50 minutes to the nearest parks. Our home is for the mature family and those who are looking for family time more than park time.

Popular amenities for Poinciana rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

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.

4.85 out of 5 average rating, 192 reviews

Private 3BR Pool Home, WiFi, Game Room, AppleTV, ROKU

A private pool area is enclosed by a screened lanai, featuring a circular pool and four blue lounge chairs positioned alongside. Lush greenery is visible through the screens, providing a sense of privacy and connection to nature.

4.93 out of 5 average rating, 207 reviews

Home Away From Home

4.85 out of 5 average rating, 104 reviews

Disney Oasis with Private Pool and Game Room

4.96 out of 5 average rating, 119 reviews

A unique sleeping area features a round bed designed to resemble a giant clam shell. Vibrant murals depicting underwater scenes adorn the walls, complementing the ocean-themed decor. Soft curtains in shades of green flow down from the ceiling, adding color to the tranquil space.

Home in Davenport

Royal Retreat Disney Themed Pool Home, Arcade, Theater

An outdoor pool area is enclosed by a screened lanai, featuring a clear blue pool surrounded by sun loungers. The serene waterfront view is visible through the mesh, with lush green landscaping in the background.

4.89 out of 5 average rating, 102 reviews

Smiling Disney Oasis

4.77 out of 5 average rating, 127 reviews

An inviting outdoor space features a gently curving pool with a built-in hot tub, surrounded by a screened enclosure. Comfortable lounge chairs are arranged nearby, with two patterned hammocks and a dining area visible in the background. Soft evening colors fill the sky above.

Home in Davenport

There is no other place you want to be than here.

A private screened-in pool features inviting blue water, surrounded by a spacious patio. Lush green grass borders the pool area, and a scenic lake view can be seen in the background, creating a serene outdoor space for relaxation.

4.93 out of 5 average rating, 134 reviews

Lakefront | Heated Pool | Pet Friendly | Games

4.96 out of 5 average rating, 25 reviews

Home in Poinciana

Anjita's Paradise

Apartment rentals with a pool

A master bedroom features a spacious bed with a white quilted coverlet, accented by a blue tufted headboard. Two bedside tables with lamps provide soft lighting. A ceiling fan hangs above, while light-colored walls and flooring enhance the room's bright atmosphere.

4.85 out of 5 average rating, 123 reviews

Disney Retreat

A modern kitchen is highlighted with sleek white cabinetry and a granite countertop. Stainless steel appliances, including a refrigerator and stove, are visible. A dining table with white chairs is positioned in the foreground, creating a functional space for meals.

4.85 out of 5 average rating, 177 reviews

Contemporary apartment near Disney with WIFI

4.97 out of 5 average rating, 266 reviews

Near Disney • 4BR • Perfect for Families

A clear view of a pool surrounded by lounge chairs and palm trees, reflecting the sunlight. Umbrellas provide shade, and green lawns are visible in the background. The calm water enhances the serene environment, creating a relaxing outdoor space.

4.85 out of 5 average rating, 282 reviews

Disney Dream Condo · Resort Pool · 20 Min to Parks

The living area features a plush gray tufted sofa with decorative cushions, paired with a dark coffee table and a light area rug. A dining area with a sleek table and black chairs is visible in the background, alongside a modern kitchen with white cabinetry.

4.86 out of 5 average rating, 115 reviews

Wonderful apartment close to Disney • 3bed • 2bath

4.85 out of 5 average rating, 110 reviews

Andris Luxury Homes Modern 1BR/1ba

A cozy bedroom features a spacious bed adorned with light-colored linens, complemented by decorative pillows. The living area offers comfortable seating arranged around a flat-screen TV, while soft natural light filters through sheer curtains. The Mickey-themed room presents vibrant wall art and two plush beds with coordinating bedding.

4.89 out of 5 average rating, 172 reviews

207_ Sparkle Apartment Close to Disney Free Waterp

A bright living space is showcased, featuring a circular dining table set with four plates. A comfortable teal seating area is arranged against the wall, complemented by a nature-inspired wall art piece and greenery. Large glass doors provide a view of the outdoors and invite natural light.

4.87 out of 5 average rating, 148 reviews

Stylish Condo 20 mins to Disney/King Bed

Other holiday rentals with a pool

5.0 out of 5 average rating, 26 reviews

Peaceful Modern Oasis Backing to Nature Preserve

An open-concept living area showcases a modern beige sofa accompanied by a stylish area rug. Bright natural light filters through large sliding doors leading to the pool area. The adjoining kitchen features high stools at a breakfast bar, providing a casual dining option.

4.91 out of 5 average rating, 98 reviews

Sunkissed Paradise | Private Pool & Hot Tub

4.58 out of 5 average rating, 55 reviews

Private Pool Home at Kissimmee Sleeps 12

5.0 out of 5 average rating, 7 reviews

Sunset Villa: Lake Views, West Pool & Near Disney

4.72 out of 5 average rating, 39 reviews

A two-story waterfront house features a welcoming entrance surrounded by lush greenery and palm trees. The exterior showcases a combination of gray siding and a balcony with white railing, offering a spacious front yard with a gravel pathway and decorative plants.

Home in Haines City

Jorgensen Lake House

4.69 out of 5 average rating, 147 reviews

Luxurious 6 BR/5BA +Pool/Spa/BBQ Villa near Disney

5.0 out of 5 average rating, 12 reviews

Pool Home*Smart TVs , close to major attractions

The newly renovated pool is visible within a screened enclosure, providing a safe area for enjoyment. The pool is shaped uniquely and features clear blue water, creating a refreshing focal point in the outdoor space surrounded by inviting patio areas.