Resort vacation rentals in Kissimmee

A winding outdoor pool is surrounded by lush tropical plants and palm trees, creating a serene atmosphere. Yellow inflatable tubes are positioned along the water's edge, while the multi-story resort building stands prominently in the background under a clear blue sky.

5 out of 5 average rating, 7 reviews

2 Bedroom at Bonnet Creek Resort Near Disney!

Important: Please send an inquiry before requesting your stay. This allows me to verify real-time availability through the Club Wyndham Owner Portal and confirm your dates right away. Club Wyndham Bonnet Creek is the perfect home-base for easy access to Central Florida's most popular attractions. The magic of Disney. The thrills of Universal Studios. The aquatic animals of SeaWorld. Plus, hang out at the shops and restaurants at Disney Springs, Universal CityWalk, Mall at Millenia, and more!

A large swimming pool is framed by palm trees and lounge chairs, with umbrellas providing shade. Colorful water slides are visible in the background, adjacent to a spacious area for sunbathing. Clear blue skies enhance the inviting atmosphere of the resort's outdoor space.

4.67 out of 5 average rating, 3 reviews

Vacation Villas at Fantasy World (by Disney World)

The resort is located about 10 minutes (4 miles) Disney World. This two-story, Mediterranean townhouse features 2-bedrooms, one with a queen-sized bed and the second with two twin-sized beds, two full baths and a fully equipped kitchen, sitting area with pull sofa, dining area, breakfast bar and screened-in patio. Amenities include: 3 swimming pools, 2 lighted tennis courts, an activities center, business center, exercise room, and a pool bar. Complimentary transportation to theme parks.

5 out of 5 average rating, 35 reviews

A resort-style pool area is surrounded by lush palm trees and tropical landscaping. Lounge chairs are positioned around the pool, with a fountain adding a serene element. The building in the background features a Mediterranean-inspired design.

Resort in Orange County

Cozy Orlando Condo 4Mi from Disney

Get ready for a memorable vacation when you stay at this 2-bedroom, 2-bathroom rental on Floridays Resort Drive. This condo is located in a beautiful 4.5 star rated resort community where you experience upscale living at its finest. Spend your days visiting local attractions like Universal Studios, Walt Disney World, Sea World, and many more. After a day of fun, return home to hang by the pool, have a family game night in the arcade, or enjoy the Florida scenery from your balcony.

The exterior view showcases a row of multi-story villas lined with palm trees, reflecting a tropical atmosphere. The buildings feature terracotta roofs and are set against a well-manicured lawn beside a tranquil water body.

5 out of 5 average rating, 6 reviews

Great Location for Disney Vacation!

Westgate Vacation Villas excellent location for access to Disney. Easy driving distance to Sea World, Water parks, Universal Studios & other popular sources of entertainment. Excellent shopping and lots of nearby restaurants within walking distance. If you’re looking for a comfortable place to stay with awesome accommodation and room amenities that make it feel like home, you’ve landed on the right spot! There is so much to love about the suites at Westgate Vacation Villas Resort.

4.87 out of 5 average rating, 53 reviews

An outdoor swimming pool is surrounded by palm trees and lounge chairs under a clear blue sky. Water cascades gently from stone structures into the pool, which features a gradual entry. The resort building stands in the background, complementing the tranquil scenery.

Resort in Williamsburg

By Universal Orlando Marriott Great Studio View

Explore popular attractions, including Walt Disney World®, Universal Orlando and SeaWorld®, Start your day with a few swings at the Grande Vista Golf Club or a lesson from the experts at Marriott Golf Academy. Refresh yourself in the outdoor swimming pools and reenergize at our fitness center. Find tasty American cuisine at The Grill at Grande Vista and delectable poolside fare at Copa Loca Bar & GrilL. 8 miles to Disney World 8.3 miles to Universal Orlando 2.4 miles to Sea World

The spacious master bedroom features a large bed with white linens and decorative pillows in a cozy setting. A private bathroom is visible through an open doorway, showcasing a jetted tub and double vanity. Warm lighting and neutral tones create a relaxing environment.

5 out of 5 average rating, 4 reviews

2BR Lakefront Paradise in Orlando

Enjoy exclusive accommodations in the heart of Orlando's world famous attractions area. You’ll stay in a spacious 2 bedroom villa with access to a resort. Appreciate the extensive list of amenities and activities that the entire family will enjoy. From tropical swimming pools and other recreational opportunities, you'll be eager to return to the resort after a fun-filled day at Orlando's theme parks and attractions like Disney World and Universal Orlando.

The exterior of the resort showcases a multi-story building with soft green hues and large windows. Lush palm trees and manicured shrubs frame a winding pathway, leading to a structured gazebo area adorned with decorative columns.

4.85 out of 5 average rating, 26 reviews

WorldMark Orlando Kingstown Reef Studio Deluxe

Located on popular International Drive, WorldMark Orlando - Kingstown Reef is just minutes away from Orlando's theme parks, water parks, dinner theaters, fabulous shopping, golfing, restaurants and nightlife. This spacious Studio Deluxe resort suite comfortably sleeps up to two guests in 430 square feet and features one queen murphy bed. You will appreciate the convenience of a partial kitchen, a washer/dryer, private balcony/terrace and Wi-Fi throughout.

An aerial view captures an expansive resort area featuring a large water park with multiple slides, a lazy river, and vibrant play areas. Surrounding lounging chairs in various colors provide ample seating. The warm tones of the buildings complement the sunlit pool areas.

4.9 out of 5 average rating, 10 reviews

Westgate Town Center Studio One-Bedroom Deluxe

Property is located just a mile from Walt Disney World. Start with 14 heated outdoor swimming pools and hot tubs, arcade, paddle boats, a Disney movie theater, miniature golf, playgrounds, tennis, basketball, sand volleyball, a fitness center, and scheduled activities. Ship Wreck Island water park featuring multiple slides, tunnel slides, fountains, play areas and a lazy river is available for $25 dollars a day per person.

A sprawling resort area is presented, featuring multiple pools and lounging areas surrounded by lush greenery. Palm trees and bright umbrellas offer shade, while guests can be seen enjoying the outdoors. A manicured landscape extends in the background, with hints of nearby attractions visible.

4.8 out of 5 average rating, 5 reviews

Holiday Inn Club Vacations at Orange Lake Resort

Please arrange the room at least 7 days before. Available floor-plans: 1Bedroom(King)1Bath/2Bedroom(King+2Queen)2Bath/3Bedroom(King+Queen+2Queen)3Bath. PRICE VARIES FROM FLOORPLANS AND DATES. LISTING PRICE IS FOR A 3BEDROOM UNIT. Perfect for a large group/groups of families and friends. Please MESSAGE FIRST to CONFIRM AVAILABILITY before making an reservation. Thanks for the cooperation and understanding.

The hotel exterior is showcased under a colorful sunset, highlighting the welcoming entrance with a registration area. Outdoor seating with tables and chairs is visible, creating an inviting atmosphere. The structure is designed with an accessible layout, blending functionality with a family-friendly approach.

5 out of 5 average rating, 7 reviews

Celebration Suites - 2 Miles from Disney - For 6

1-bedroom PRIVATE apartment suite with poolview, has a full kitchen including all cookware/utensils, and 2 TVs in this suite in total. The room includes 3 full-sized beds. We also offer a great fitness center and guest laundry rooms so you can wash/dry clothing. You can pick up keys easily as our Front desk staff is on-site 24-hours per day and speaks English, Spanish, and Portuguese.

A bird's-eye view showcases the sprawling Wyndham Bonnet Creek Resort, featuring a tranquil lake surrounded by palm trees. The surrounding high-rise buildings reflect the warm hues of sunset against a clear sky, creating a harmonious blend of nature and architecture.

Disney-Wyndham Bonnet Creek Resort

Closest to Disney Magic! Located in Lake Buena Vista, Wyndham Bonnet Creek Resort is mere minutes from the gates of Walt Disney World®. You’ll will enjoy a very rewarding stay on site. From the full activities calendar to special touches like the tranquil Lazy River, beautiful pool and private lake, this is no ordinary stay. Shuttle available directly to Disney World for a fee.

An aerial view captures the resort's layout, showcasing a large, curvy outdoor swimming pool surrounded by palm trees. Lounge chairs line the pool's edge, while further greenery provides a natural backdrop for the buildings, enhancing the resort's tranquil environment.

4.91 out of 5 average rating, 58 reviews

Wyndham Cypress Palms | 2BR/2BA King Bed Suite

Wyndham Cypress Palms | 2BR/2BA King Bed Suite • Size: 1196 - 1196 • Kitchen: Full • Baths: 2 • Accommodates: 8 Guests • Beds: Double Bed - 2 King Bed - 1 Queen Sleeper Sofa - 1 Room Amenities • Ceiling Fan • Hairdryer • In Room Safe • Washer/Dryer In Unit • DVD Player • Television • Wi-Fi Internet Access • Balcony/Patio • Hot Tub (outdoor) • Jetted Tub

Popular amenities for Kissimmee resort rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly resort rentals

Two Bedroom 700 sq ft Villa in a Beautiful Resort!

The resort building is showcased from an elevated perspective, featuring a vibrant exterior with multiple stories, turrets, and palm trees lining the walkway. A lush green area is seen in the foreground, complementing the colorful facade under a partly cloudy sky.

Resort in Osceola County

3 Bedroom Deluxe Suite on Beautiful Florida Resort

A spacious bedroom features a king bed and a cozy armchair beside a large window. A jetted tub is set in the corner, tiled with light-colored stone. Soft lighting highlights the floral artwork above the bed, creating a serene ambiance.

4.8 out of 5 average rating, 5 reviews

Sheraton Vistana - Sleeps 8 -Disney & Universal

Top guest favorite

A resort pool area features a large, curving swimming pool surrounded by palm trees and lounge chairs. A pirate ship play structure is positioned nearby, complemented by a lake view in the background. The scene is set against a backdrop of resort buildings.

5 out of 5 average rating, 11 reviews

Wyndham Bonnet Creek Resort: 2-Bedroom Deluxe

A welcoming entrance to Westgate Lakes Resort & Spa is surrounded by vibrant flower beds in various colors. Lush palm trees and tropical plants frame the resort's sign, contributing to a serene and inviting atmosphere for guests arriving at the property.

Stay in Resort Christmas @ Disney! 3 bedroom Villa

A tranquil pool area is surrounded by palm trees and green vegetation. Lounge chairs are arranged along the deck, and a water slide is visible adjacent to the pool. The sky features a warm sunset, creating a peaceful setting.

5 out of 5 average rating, 4 reviews

Harbour Lake - Studio

An aerial view captures the expansive resort complex surrounded by lush landscaping and a serene lake. Multiple buildings with terracotta roofs are visible, reflecting sunlight. The area is dotted with palm trees and features ample parking spaces, creating a welcoming atmosphere for guests.

Wyndham Bonnet Creek 2 BD/2 BA inside Disney World

A spacious kitchen and dining area are showcased, featuring a large wooden table surrounded by six upholstered chairs. A breakfast bar with four high stools is positioned next to a well-equipped kitchen, complete with light wooden cabinets and modern appliances, all illuminated by soft overhead lighting.

4.67 out of 5 average rating, 3 reviews

Bonnet Creek Disney Golf and more 2 BR/2 BA Deluxe

Resort rentals with a pool

An aerial view captures a resort area featuring a heated outdoor swimming pool surrounded by palm trees and lounge chairs. The layout of the buildings reflects a relaxed tropical ambiance, with lush green vegetation visible in the background.

4.81 out of 5 average rating, 21 reviews

Wyndham Cypress Palms | 1BR/1BA King Bed Suite

An outdoor area featuring a large, lagoon-style pool surrounded by tropical palm trees and lounge chairs. A pirate ship-themed playground is present in the background, overlooking a serene lake with lush greenery. Multiple buildings are visible across the water, showcasing a vibrant resort environment.

5 out of 5 average rating, 14 reviews

Wyndham Bonnet Creek Resort | 2BR/2BA King Bed

An aerial view showcases a vibrant outdoor swimming pool surrounded by palm trees and lounge chairs. The building features a warm color palette, with multiple levels of windows reflecting the lush greenery enveloping the property.

4.93 out of 5 average rating, 27 reviews

Wyndham Cypress Palms | 1BR/1BA King Bed Suite

A welcoming entrance is framed by lush palm trees and vibrant greenery, with a charming fountain adding a touch of tranquility. The cobblestone pathway gently leads to the elegantly designed façade of the building, illuminated by the soft glow of evening light.

Lakeshore Reserve - 1 Bedroom

An aerial view of the resort showcases a large, curvy swimming pool surrounded by palm trees and lounge chairs. Nearby, well-maintained gardens and pathways enhance the outdoor space, complementing the surrounding buildings with a warm color palette and balconies overlooking the pool area.

4.92 out of 5 average rating, 13 reviews

Wyndham Cypress Palms | 1BR/1BA King Bed Suite

A large outdoor pool area features a sandy beach entrance, surrounded by tropical landscaping and lounge chairs. A pirate ship decoration is visible nearby, alongside a lake reflecting the surrounding resort buildings. Palm trees and shaded seating areas enhance the inviting setting.

5 out of 5 average rating, 28 reviews

Wyndham Bonnet Creek Resort | 3BR/2BA King Suite

A spacious bedroom features a large bed with decorative pillows and a rich bedspread. Soft lighting from bedside lamps highlights the wood framing and warm tones throughout. An inviting seating area is visible, and an adjoining area is partially seen through a curtain.

4.8 out of 5 average rating, 5 reviews

4 Bedroom Westgate Lakes Resort & Spa

A serene waterway reflects the warm glow of nearby resort buildings. Lush greenery complements the palm trees lining the area, while balconies overlook the tranquil lake. The architecture features a blend of light-colored walls and terracotta roofs, enhancing the peaceful ambiance.

4.7 out of 5 average rating, 23 reviews

Wyndham Star Island Resort|2BR/2BA King Blc Suite

Resort rentals with a gym

Hilton Tuscany Village - Studio

4.67 out of 5 average rating, 12 reviews

Wyndham Cypress Palms | 2BR/2BA King Bed Suite

A lagoon-style pool area is surrounded by lush tropical plants and palm trees. Yellow inner tubes float gently in the water, while a multicolored building rises in the background under a clear sky.

4.81 out of 5 average rating, 26 reviews

Wyndham Bonnet Creek Resort | 1BR/1BA King Suite

An aerial view captures the resort grounds, featuring a serpentine swimming pool surrounded by lounge chairs and palm trees. The buildings are arranged around the pool area, and lush greenery can be seen in the background, creating a relaxing atmosphere.

4.6 out of 5 average rating, 10 reviews

Wyndham Cypress Palms | 1BR/1BA King Bed Suite

The resort entrance is adorned with seasonal decorations, featuring a prominent façade with arches and columns. Colorful flower beds with various blooms create a vibrant landscape in the foreground, framed by lush palm trees and a well-maintained lawn.

2 bdrm villa during Christmas week

Hilton Parc Soleil - 2 Bedroom Penthouse

A spacious bedroom features a large bed with a white coverlet and decorative teal accents. Natural light filters through the sheer curtains, illuminating a cozy armchair and a nightstand with a lamp. The light blue and white striped curtains add a touch of color to the room.

Royal Palms - 2 Bedroom Condo

An aerial view reveals a spacious outdoor swimming pool surrounded by tropical landscaping. Lounge chairs are arranged around the pool, while several umbrellas provide shade. The three-story building features large windows that overlook the inviting pool area.