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!

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!

4.96 out of 5 average rating, 107 reviews

A screened-in pool area features a clear, inviting swimming pool surrounded by comfortable lounge chairs. A basketball hoop is positioned at one end of the pool, with a scenic view of the lake and trees visible through the enclosure.

Home in Haines City

Southern Dunes Lakeview Poolhome

Highlights… Lake view, extra comfortable mattresses, purified drinking water, loads of toys, lego tables, train table, children’s books, sports equipment, pack n play, baby stuff & game room! Retreat to the pool area of this beautiful, 4-bedroom home conveniently located between Legoland and Disney World in the sought-after Southern Dunes golf course! This gorgeous gated community with 24h security is the perfect place to unwind and take early morning strolls through the neighborhood.

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, 152 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 outdoor pool area features a spacious turquoise pool, surrounded by a screened enclosure for comfort. Lounge chairs with bright cushions are positioned nearby, while a basketball hoop stands at one end of the pool, offering fun recreational options.

4.91 out of 5 average rating, 278 reviews

Stunning 6BR Lakeview at Storey Lake Disney - 2929

Modern luxury home with lake view, recently built, best location in town, at world-known Storey Lake Resort. Almost 4,000sf of a/c area, featuring 6 bedrooms, 6 full baths, game room, private pool, and spa. 3 Minutes away from Super Target, Publix Supermarket and Walmart 15 Minutes away from Disney Parks 15 Minutes away from Premium Outlets 20 Minutes away from Universal Studios 20 Minutes away from International Dr attractions *PLEASE MAKE SURE TO READ THE HOUSE RULES*

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, 185 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 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

Private, Very Clean, and Thoroughly Sanitized before and after each guest 3 Bedrooms 2 Bathrooms, Private Pool with No Rear Neighbors, Large Covered Patio, ROKU TV in the Master; Smart TV - ROKU and Apple TV in the Living Room, Interior Games Room, WiFi, NetFlix Please note: if you’re traveling with pets, reach out to us in advance about fees and restrictions. Pool heat is optional and costs extra (must be ordered no later than two day before arrival)

Popular amenities for Poinciana rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.85 out of 5 average rating, 104 reviews

Disney Oasis with Private Pool and Game Room

4.93 out of 5 average rating, 101 reviews

Luxury Family Villa w/ Pool Near Disney Parks

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

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, 135 reviews

Lakefront | Heated Pool | Pet Friendly | Games

4.94 out of 5 average rating, 108 reviews

A single-story home showcases a well-maintained front lawn with lush green grass. The house features a welcoming entrance with a central door, flanked by large windows. A driveway leads to a two-car garage with decorative doors, while a fenced yard adds privacy.

Home in Davenport

Sunny-All-Day Pool Vacation Home

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

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

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

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

4.97 out of 5 average rating, 266 reviews

Near Disney • 4BR • Perfect for Families

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

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

4.76 out of 5 average rating, 358 reviews

Spacious 3BR near Disney, Pool, Clubhouse & gym

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

The image features a spacious bedroom with two separate sleeping areas. One side includes a yellow-accented bed, while the other is themed with a starry wall mural. Light-colored tile flooring enhances the bright atmosphere, complemented by ample natural light from the nearby window.

4.82 out of 5 average rating, 228 reviews

Resort-Style Condo with free Waterpark!

4.98 out of 5 average rating, 200 reviews

Magic Condo at a Resort Near Disney

Other holiday rentals with a pool

5.0 out of 5 average rating, 13 reviews

Home in Poinciana

Entire place Family Getaway w/ Pool & Game Room

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

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.

4.91 out of 5 average rating, 89 reviews

Vacation 3 bedroom 2 bath Villa+pool

5.0 out of 5 average rating, 7 reviews

Sunset Villa: Lake Views, West Pool & Near Disney

4.69 out of 5 average rating, 147 reviews

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

A spacious patio area with a dining table and chairs overlooks the private heated pool. Natural light enters through large screened windows, providing a view of the lush surroundings. A game room is visible in the lower left corner, highlighting a billiard table.