Holiday rentals with a pool in Poinciana

4.83 out of 5 average rating, 212 reviews

A shaded lounging area features comfortable seating and a glass-top table, set with refreshments. In the background, a large pool glistens under the sun, surrounded by palm trees and various seating options, including cabanas and sun loungers.

Townhouse in Kissimmee

Orlando Disney ºoº 3BD in Resort | Kissimmee

Modern Townhouse in Resort w/ preserve area and Amazing Clubhouse. (NO resort fees!) | 1 min | Old Town Kissimmee | 3 min | Publix®, McDonald's®, Wendy's®, Miller's Ale House® and more | 6 min | Walmart® & Target® | 7 min | Celebration | 9 min | DISNEY® AREA (All Theme Parks) | 9 min | Premium Outlet® | 11 min | Disney Springs | 11 min | ESPN® Sports | 13 min | Convention Center | 15 min | UNIVERSAL® STUDIOS | 26 min | Orlando Airport | 70 min | Bush Garden's® | 95 min | Sarasota & Clearwater

4.93 out of 5 average rating, 107 reviews

An open living area features a modern design with a spacious layout. A comfortable sofa with accent pillows and a coffee table is set in front of a large window. The adjacent kitchen is equipped with sleek cabinetry and modern appliances, complemented by a dining space visible in the background.

Apartment in Kissimmee

3180-207 Resort Pool View Disney Universal Orlando

Brand New Bohemian & Chic 2bedroom /2bath fully equipped apartment . Pool View for up to 6 guests. Located in the family friendly Storey Lake Resort minutes from Disney. The open floor plan blends kitchen, dining, living room with 70"TV & Relax Room. Master suite has a King bed & 65"TV. Second bedroom has a Queen & Twin bed w/ Smart TV. Close to outlet malls & retail stores. FREE Water Park & Amenities: POOLS, KIDS SPLASH ZONE, WATER SLIDES, LAZY RIVER, GYM, TIKI-BAR, ICE CREAM SHOP & More.

4.98 out of 5 average rating, 148 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.

4.85 out of 5 average rating, 121 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!

4.93 out of 5 average rating, 188 reviews

A modern keypad lock is installed on a door, featuring illuminated numbers for easy access. Blurred in the background, a vibrant green plant adds a touch of nature to the entryway, enhancing the welcoming ambiance of the space.

Guest suite in Kissimmee

It's too much like a elegant mini-hotel (7)

It's too much like a elegant mini hotel with rich artistic atmosphere！ All the pictures on this page are a reflection of the real condition of the house. All the furniture has been carefully selected, and comfortable mattress and pillows will quickly accompany you into sweet dreams. The biggest feature of this house are comfort, economy and convenience. All of my houses have hosted countless guests from South America, including Brazil and Argentina. You will always be welcome here!

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.

4.85 out of 5 average rating, 216 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!

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.

4.85 out of 5 average rating, 113 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, 138 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, 166 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, 670 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.

4.92 out of 5 average rating, 126 reviews

A private screened patio features a heated swimming pool and a Jacuzzi surrounded by a spacious deck. Outdoor seating is provided, with a dining table and lounge chairs positioned for relaxation. Sunlight glimmers on the water, creating a serene atmosphere.

Villa in Davenport

Gorgeous 3 bed, 2 bath villa w/ pool and jacuzzi

Gorgeous 3 bedroom, 2-bathroom villa set on a 1/4 acre of land, with our own screened, private, heated swimming pool & Jacuzzi, and high speed internet. Situated in a quiet residential community on the sought after Sunridge Woods in Davenport, only 9 miles from Disney. Please note smoking or parties are NOT allowed in house premises. No pool heater available during May through October. **You also MUST be 21 or older to rent this property**

4.88 out of 5 average rating, 173 reviews

The open living area features a round dining table with four chairs, a wall-mounted TV, and a comfortable sofa. Natural light enters through sliding glass doors leading to a scenic outdoor view. A rustic wood accent wall adds texture to the space.

Condo in Four Corners

"Ocean's Gate" - 2BD/2BA condo near Disney

Welcome to our beautiful ground-level condo! With the prime location at ChampionsGate Resort near Disney World and major parks, this 2BD/2BA condo unit is designed for your best accommodation. Spread out in 1,558 Sq. Ft., the unit offers a fully equipped kitchen, a cozy living room, a working station, and comfortable bedrooms. With access to the Clubhouse and resort amenities, you’ll spend amazing days in our home!

Popular amenities for Poinciana rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

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.

4.91 out of 5 average rating, 101 reviews

Lakefront | Heated Pool | Pet Friendly | Games

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, 178 reviews

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

A single-story home is showcased with a neatly manicured lawn. A driveway leads to a garage with a light brown door. The front porch features a welcoming entrance, adorned with plants and an American flag. Blue sky is visible overhead.

4.92 out of 5 average rating, 118 reviews

4 bedroom single family with private pool.

A private pool area is enclosed by a screening, providing a serene environment. Two lounge chairs are positioned beside the pool, offering a space for relaxation. Lush greenery surrounds the area, enhancing the peaceful atmosphere.

4.86 out of 5 average rating, 205 reviews

Newly renovated near Disney w/ private pool

The exterior of the home showcases a single-story structure with a combination of pastel hues and stone accents. Lush green grass surrounds the building, accompanied by a variety of tropical plants and a palm tree. A well-maintained driveway leads to a two-car garage.

4.88 out of 5 average rating, 132 reviews

Relaxing Orlando 4 BR home, pool & water view

The outdoor pool area features a screened enclosure with views of the golf course beyond. A circular table is set with blue napkins and dinnerware, surrounded by blue chairs. Six lounge chairs are positioned alongside the shimmering pool, providing a comfortable space to relax.

4.94 out of 5 average rating, 114 reviews

"Cozy Retreat with something for everyone"

4.96 out of 5 average rating, 188 reviews

A modern kitchen is featured, showcasing white cabinetry and a marble countertop. The central island is equipped with a sink and offers additional workspace. Sleek stainless steel appliances are present, including a refrigerator and an oven, while pendant lights provide illumination.

Home in Four Corners

New Gtd community Sleeps 6 - 3B/2 bth near Disney

4.87 out of 5 average rating, 182 reviews

Kingfisher at Watersong- Perfect for Disney!

Condo rentals with a pool

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.

4.86 out of 5 average rating, 133 reviews

Stylish Condo 20 mins to Disney/King Bed

A family-friendly living area is presented with a large, comfortable sectional sofa facing a flat-screen TV. Adjacent, a vibrant children's bedroom features a whimsical Moana theme with a sandy beach mural, complemented by a canopy bed adorned with tropical accents. The ceiling displays playful elements, enhancing the kid-friendly atmosphere.

4.98 out of 5 average rating, 204 reviews

303_To Infinity & the Ocean Breeze Apartment

A comfortable living area features a cozy gray sofa and loveseat arranged around a wooden coffee table, with decorative pillows adding a touch of style. Natural light fills the space through sliding glass doors that lead to a screened balcony with outdoor seating.

4.93 out of 5 average rating, 132 reviews

Disney Dream Condo & Pool

A spacious living area features large windows framed by bright curtains, providing natural light. A cozy bed is adorned with themed decor, and a comfortable sofa complements the surrounding furnishings. An aerial view showcases the resort's heated pool, surrounded by lush landscaping.

4.91 out of 5 average rating, 253 reviews

Disney Oasis by the lake

A sparkling pool is framed by lush palm trees and lounge chairs, inviting guests to relax. The cheerful two-story building in the background features vibrant blue-green accents and large windows, complementing the clear sky above.

4.93 out of 5 average rating, 122 reviews

Modern, spacious, and relaxing!

A modern living area features a cozy sofa facing a mounted TV, displaying a serene landscape. Behind the sofa, an electric fireplace adds ambiance. The open layout connects to a well-equipped kitchen, enhancing a sense of space within the inviting atmosphere. Accessibility to dining areas is evident.

4.91 out of 5 average rating, 162 reviews

Chic Disney Resort Condo • Pool Access Near Parks

The image showcases a resort pool surrounded by lounge chairs with palm trees in the background. A comfortable living area features a sectional couch and large windows allowing natural light. A themed bedroom displays a bed with a Mickey Mouse design. A backdrop of Cinderella Castle and Disney characters concludes the collage.

4.93 out of 5 average rating, 107 reviews

Fireworks Nightly Penthouse, Two Exits From Disney

An aerial view of a community pool area features a curvilinear swimming pool surrounded by lounge chairs and shaded seating areas. A hot tub is located adjacent to the pool, surrounded by lush landscaping and palm trees. The clubhouse is visible, contributing to the inviting atmosphere.

4.89 out of 5 average rating, 288 reviews

Marvelous apartment near Disney first floor

Other holiday rentals with a pool

4.93 out of 5 average rating, 76 reviews

Disney Villa, Heated Pool, Jacuzzi & Game Room

A welcoming entryway is presented with two comfortable chairs featuring soft white cushions. A small wooden table sits between them, accompanied by a striped mat at the entrance. A decorative sign displays the message 'WELCOME' next to the door.

4.95 out of 5 average rating, 19 reviews

3BR Family Home near Orlando!

A modern living area features a light grey sofa adorned with green throw pillows. A round wooden coffee table sits on a dark area rug, enhancing the space. Wall art in black and white graces the walls, while a dining area is visible in the background.

4.79 out of 5 average rating, 47 reviews

Uniquely Chic home near Disney!

A single-story home is presented with a light tan exterior and a welcoming front yard. Lush greenery surrounds the property, featuring neatly trimmed shrubs and palm trees. A paved driveway leads to a two-car garage with solar panels on the roof, providing an energy-efficient touch.

5 out of 5 average rating, 57 reviews

Family Vacay with Pool near WDW!

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.

4.93 out of 5 average rating, 58 reviews

Southern Comfort

A fenced heated pool area is visible, surrounded by lush greenery and palm trees. The villa entrance features a welcoming façade and a spacious driveway. Inside, a games room showcases vibrant Nemo-themed murals, along with seating and game tables for recreational enjoyment.

4.97 out of 5 average rating, 33 reviews

Adult Luxury - Magic for Families!

5 out of 5 average rating, 70 reviews

The living area features a spacious gray sectional sofa arranged around a white coffee table, with decorative items adding style. A large window provides natural light, complemented by modern shelving and a lamp. The open kitchen is visible in the background, emphasizing a comfortable layout.

Apartment in Kissimmee

Modern Luxury Kissimmee Retreat