Townhome holiday rentals in Kissimmee

4.99 out of 5 average rating, 133 reviews

Family friendly/Pet friendly Orlando paradise

*PET AND CHILD FRIENDLY* *Long term renters welcome* 2 bedroom 2.5 bath Townhome in gated community! 10 mins to Disney, 20 to seaworld, and 30 to universal studios. Community includes large beautiful heated pool and playground/bbq area. Professional cleaning services after each guest stay. Fully stocked kitchen with Keurig coffee, all dishes, utensils, seasonings etc. All bathrooms fully stocked with toiletries and plenty of extra towels. Patio includes chairs, gas grill, and sitting area.

A playful bedroom features twin beds dressed in white linens with red accent blankets. The walls are decorated with cheerful Mickey Mouse designs, complemented by character plush toys on each bed. A nightstand with a lamp is positioned beside one of the beds.

4.92 out of 5 average rating, 122 reviews

Luxury Themed 5BR-Pool-Game Room

This newly-built townhome in Solara Resort is boasting a perfect location near all of the famous amusement parks and attractions this area is known for, you will have no delay in spoiling the whole family with a day at Disney or Universal Studios. Take a relaxing dip in the private pool, grill up a few burgers on the grill, or simply reminisce with loved ones. Inside you will be spoiled by the modern touches throughout. The kiddos will absolutely love the Marvel and Disney-themed bedrooms.

A private pool area is enclosed by a screened lanai, featuring a spacious pool with clear water. A small seating arrangement with two wicker chairs and a table is visible, alongside a vibrant wall decoration. Lush greenery is seen beyond the pool area.

4.9 out of 5 average rating, 179 reviews

Home near Disney with Heated Pool

Our space has been prepped to be modern, spacious, and vibrant! It has 3 Bedrooms and 2 1/2 bathrooms. Includes pool that is regularly maintained as well as other important amenities like washer and dryer. All linens have been replaced along with towels and rugs. Club house is also a great place to spend time as it includes hot tubs, pools, a bar, pool table, & gym! Resort is gated and well maintained by staff. SE HABLA ESPAÑOL *Maintenance may access property only upon approval by guest*

A private hot tub is situated on a patio surrounded by a screen enclosure, offering views of a tranquil lake. A fountain can be seen in the distance, enhancing the serene atmosphere. Steps lead up to the hot tub, providing easy access.

4.95 out of 5 average rating, 236 reviews

4.95 Rated Pool Home 10 Min to Disney

Trusted by over 400 guests with a 4.95 rating. Quiet pool home designed for easy, stress free stays. Spotless, clutter free, and exactly as described. Fast WiFi and simple self check in. 10 minutes to Disney and major attractions. “Spotless, easy check in, and perfect location.” “Exactly as described. Would stay again.” 2-bedroom townhouse in the gated Regal Oaks Resort Private hot tub overlooking a peaceful lake, ll Resort-style amenities like pools, water slides, a fitness center.

The image displays a colorful two-story home with light green siding, accented by blue shutters. The pool area features a vibrant water slide and colorful play structures. The interior includes a children's sleeping area with themed decor and twin beds, creating a fun, inviting atmosphere.

4.92 out of 5 average rating, 135 reviews

Brand New Margaritaville Key Lime House by Disney

Close to Disney! Stunning *New 3 bedroom/ 3 bath home located inside the Luxury community of Margaritaville. This private oasis is centrally Located, few minutes away from the parks and restaurants. Sunset Walk is located next to the resort and it has more shopping, restaurants, Dine-in Lux Theater, & entertainment, including "Estefan Kitchen" by Gloria Estefan. While you unwind & relax, kids will love the new spectacular waterpark, Island H2O Live. Welcome to your island adventure!

Superhost

4.79 out of 5 average rating, 195 reviews

Fantasy World Jurassic Adventure Villa near Disney

Experience an unforgettable stay at our unique villa in Fantasy World Villas, near Disney, Universal & Sea World. Unwind in a Jurassic Park-themed room with a lifelike dinosaur, king-size master bedroom, modern kitchen, and private patio. Resort amenities: pools, water slides, lazy river, kids' activities, gym, sports courts, and more. Walk to shops & restaurants. Free WiFi, parking & resort access. Dive into adventure and create lasting memories in our extraordinary villa! Book now

An expansive pool area is surrounded by lounge chairs and palm trees, featuring a large beach-entry pool sparkling under blue skies. Nearby, a vibrant kids' water play area features a large pirate ship structure. A spacious living area is designed with light furnishings and a large TV, while a children's bedroom showcases Disney-themed twin beds with playful decor.

4.99 out of 5 average rating, 129 reviews

3bd/2.5b Close to Disney °Luxury Paradise Living

Welcome To our beautiful, peaceful piece of paradise. A family friendly home! Enjoy the beautiful views, luxury decor, fine foods near you, and all this home has to offer! This home is all about creating loving memories. This beautiful home is newly built has 3 bedrooms 2.5 bathrooms, over 2,000 sqft, all new furniture, and super fast internet speed. The resort has a large beach-entry pool, kids water park, beach volleyball, mini-golf, arcade, and gym.

A modern living area boasts high ceilings and large windows that invite natural light. Elegant furnishings include two gray sofas and a wooden dining table set against a backdrop of neutral tones. A flat-screen TV is mounted on the wall, and vibrant artwork decorates the space.

4.95 out of 5 average rating, 116 reviews

A Refined Modern Oasis next to Disney World

An architecturally stunning 2400 square foot corner villa next to Disney World Orlando that is privately owned and designed by the world-renowned Pininfarina Group of Italy embodies modern sophistication with open-concept living, high ceilings, 4 bedrooms (2 master bedrooms – one on each floor), 4 en-suite bathrooms, and a downstairs half bath. All bathrooms each have their own bath and shower supplies. THERE ARE NO CAMERAS ANYWHERE ON OR IN THE PROPERTY.

The living and dining area features a light-colored sofa adorned with red cushions, accompanied by a dark coffee table. A dining table with six chairs is visible, alongside a kitchen area with stainless steel appliances. Wall decorations include geometric art and a wall clock.

4.88 out of 5 average rating, 180 reviews

☀️THE☀️ SUNSHINE☀️ HOUSE☀️ (3BD/2BA/3 Smart TVs)☀️

⚠️ BOOKING REQUIREMENTS: (please do not book if you dont meet or do not agree with the requirements) ✔️Minimum age of 25 yo is required to book this unit and be ready to present photo ID when requested. Must attend the trip. ✔️Be one single family living outside Orlando area and visiting parks. ✔️Be kind, clean, and well-organized. ✔️Must carefully read and agree with (1) listing description, (2) house rules and (3) checkout instructions.iona

A scenic aerial view captures a resort layout featuring several interconnected pools, water slides, and lounge areas. Lush palm trees provide shade around the pools, traversing pathways lead to various recreational spots, and a serene lake reflects the clear blue sky in the background.

4.85 out of 5 average rating, 192 reviews

Disney 4 miles *LazyRiver Club* Private Pool*4B/3B

Discover luxurious comfort at the beautiful Island Paradise home. For your vacation we provide the best family friendly tropical getaway. The entire Townhome is crafted with intentional love. We will enhance your vacation by feeling right at home paired with our amazing amenities that exude an all inclusive resort like experience: waterpark, beach volleyball, basketball, poolside service for our restaurant and bar, kayaking, and mini golf.

4.86 out of 5 average rating, 101 reviews

Disney Area| Private Pool| Resort Waterpark 2956

Minutes from Disney, this spacious 4-bedroom townhome is located in the sought-after Storey Lake Resort. Relax in your private screened pool after a day at the parks and enjoy access to amazing resort amenities including water slides, lazy river, clubhouse, fitness center and kayak rentals. Comfortably sleeps up to 12 guests with a full kitchen, fast WiFi and free parking. Perfect for families visiting Disney and Orlando attractions.

A vibrant room features a red tube slide, artwork inspired by space, and a dresser with multiple drawers. Wall decals depict a galaxy and a spaceship, while glowing green panels create a striking backdrop. The door has an angular design, adding to the themed aesthetic.

4.96 out of 5 average rating, 140 reviews

*EPIC Bunk Slide*Resort Waterslides*5mi to Disney

In a Galaxy far far away… You and your band of rebels will journey to a small rebel outpost, in the coveted Windsor Hills Resort, to find your way with the force. Located just 5 miles from Walt Disney World Resort and 20 minutes from Universal Orlando and SeaWorld! Follow us on Insta @galactic_escape_kissimmee

Popular amenities for townhouse rentals in Kissimmee

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly townhouse rentals

4.96 out of 5 average rating, 192 reviews

Near Disney/Kid-Friendly/Disney-Themed/Water Park

A cozy living area is presented with two plush green chairs and a spacious grey sofa. A large flat-screen TV is mounted on the wall above a stylish media console. Sheer curtains filter natural light, adding brightness to the room's warm aesthetic.

4.95 out of 5 average rating, 61 reviews

Breathtaking 4BD w/ Free Resort Amenities!

4.94 out of 5 average rating, 222 reviews

Townhouse in Davenport

No Airbnb Fees! Pvt Pool /Game Room /Resort 274561

The collage showcases various areas of the lakeside home. Highlights include a private patio dining set, a resort-style pool, a comfortable living space with a dining table, and vibrant bedrooms featuring bunk beds and colorful decor. The picturesque lake view complements the outdoor spaces.

4.99 out of 5 average rating, 157 reviews

Lake View - 5 Miles to Disney!

Superhost

The image displays a vibrant pool area featuring a private splash pool with lounge chairs nearby, complemented by a larger water park in the background. The colorful themed room walls enhance the playful atmosphere, making it a welcoming space for families and children.

4.8 out of 5 average rating, 170 reviews

Themed Pool Home 2 Miles to Disney

A whimsical children's bedroom features a train-themed bunk bed with a vibrant yellow slide. The walls are decorated with a mural depicting a lush landscape, complemented by cartoon elements. A 50” Roku TV is mounted on the wall, while colorful bedding enhances the playful atmosphere.

4.93 out of 5 average rating, 67 reviews

Mickey Train Bed, Free Waterpark, 10 min to Disney

A bright dining area with a large table set for meals overlooks a modern kitchen with amenities, including stainless steel appliances. A cozy bedroom features a bed adorned with black and red accents. An aerial view displays a vibrant resort pool area with water slides and lounging spaces.

4.91 out of 5 average rating, 394 reviews

Waterpark, Mini Golf, Batting Cage | Near Disney!

A poolside cabana is showcased with comfortable seating and a wooden tray displaying drinks and desserts. The refreshing pool is visible in the background, surrounded by lush palm trees and lounge areas. The warm colors of the resort buildings complement the inviting outdoor atmosphere.

4.88 out of 5 average rating, 114 reviews

Moana's New Home at Resort (w/no fees!) in Orlando

Townhouse accommodation with a washing machine and dryer

Superhost

A dining area is visible with a large wooden table surrounded by benches and chairs. A vase with flowers rests on the table. The open kitchen is seen in the background, featuring warm wooden cabinetry and a marble countertop. Natural light fills the space.

4.92 out of 5 average rating, 26 reviews

3B/3B king bed, parking, recently remodeled.

This themed bedroom features two full beds adorned with green and white bedding. Wall art depicts Mickey Mouse and Minnie Mouse, complemented by lush green foliage accents. Soft lighting enhances the cozy ambiance, and a plush carpet covers the floor.

4.99 out of 5 average rating, 69 reviews

2588-Stunning Themed-House at Storey Lake

An open and airy family room features a soft grey sectional couch and a wooden coffee table, with light streaming in from large glass doors leading to the outdoor area. A flat-screen TV is mounted on the wall, while comfortable furnishings create a welcoming atmosphere.

4.78 out of 5 average rating, 41 reviews

Gorgeous Villa, Private Pool!

4.96 out of 5 average rating, 27 reviews

Disney Escape 4Br w/Resort Access-Storey Lake

A modern resort clubhouse is framed by palm trees, with a large pool reflecting the bright sky. An inviting bedroom features a spacious bed with light blue bedding, while a game room includes an arcade machine and a foosball table. A dining area with a table is visible alongside a comfortable living space.

5 out of 5 average rating, 22 reviews

Reunion Charming Disney & Star Wars Themed Home

4.88 out of 5 average rating, 67 reviews

8496 Resort 3BR Condo by Disney World Orlando

A bright and open living space features comfortable seating arranged around a large flat-screen TV. A dining area with a round wooden table is surrounded by woven chairs, while the kitchen showcases modern cabinetry and stainless steel appliances, illuminated by pendant lighting.

5 out of 5 average rating, 87 reviews

New Modern Home near Disney in Orlando

5 out of 5 average rating, 12 reviews

NEW Modern Townhome w/ Themed Room | Near Disney

Townhouse rentals with a patio

The image presents a four-part collage, featuring a bright bedroom with two spacious beds adorned with decorative pillows, a private hot tub surrounded by nature, a resort pool with loungers and a water slide, and a clubhouse area with expansive outdoor seating and vibrant landscaping.

4.84 out of 5 average rating, 148 reviews

♥Disney-3 Miles from ♥Private HotTub ♥to Top♥ Resort

A large community pool is surrounded by blue umbrellas and lounging chairs. The paved area exhibits a sunny, inviting atmosphere, while vibrant palm trees offer shade. The villa's proximity to the pool is highlighted, facilitating easy access from the private lanai.

4.89 out of 5 average rating, 122 reviews

Cozy Villa Retreat Near Disney; Direct Pool Access

A spacious living area features a sectional sofa accompanied by accent chairs, arranged around a coffee table. Abstract wall art is displayed above the seating, while natural light brightens the space through multiple windows. The open layout connects to a modern kitchen in the background.

4.88 out of 5 average rating, 108 reviews

Gorgeous & Modern 💎 3BR Townhouse near from Disney

An outdoor patio area is enclosed with a protective screen, featuring a dining table with an umbrella. Comfortable seating is arranged nearby. A hot tub is positioned to the side, surrounded by lush greenery and a wall for privacy.

4.98 out of 5 average rating, 213 reviews

Townhouse - 5 miles to Disney!

A private pool area is enclosed with black mesh fencing, creating a secure environment. The pool features a smooth surface and is accompanied by loungers for relaxation. A vibrant mural is painted on one wall, adding a colorful touch to the outdoor space.

4.97 out of 5 average rating, 103 reviews

Making memories on vacation!

A modern townhome exterior is highlighted by clean lines and a stone facade. Tall palm trees frame the entrance, which features a light-colored door surrounded by multiple large windows. Lush greenery and thoughtfully arranged shrubs complete the welcoming front landscape.

4.99 out of 5 average rating, 148 reviews

Beautiful Townhome with Pool/Jacuzzi

A modern open-concept living area showcases a fully equipped kitchen with stainless steel appliances and a granite breakfast bar with seating for four. A dining area accommodates six guests and offers views of an iconic castle displayed on the wall-mounted TV.

4.91 out of 5 average rating, 240 reviews

New STOREY LAKE private pool home near theme parks

An aerial view presents a vibrant community with several buildings and lush green landscaping surrounding a pool area. Close-up views of a modern kitchen showcase stainless steel appliances and light cabinets. A stylish living area features comfortable seating and decorative artwork, while the exterior reveals a welcoming townhouse entrance.