Holiday rentals with a pool in Williamsburg

A sparkling pool is set in a sunny courtyard, surrounded by palm trees and lounge chairs. The three-story building features yellow exterior with red-tiled roofs, and a secure fence encloses the area for privacy and safety.

4.94 out of 5 average rating, 162 reviews

2 bedrooms 2 baths near Disney Universal Seaworld

Full apart hotel on the best location of Orlando. 6 mins to Sea World, 17 mins to Disney and Universal parks, 20 mins Airport It provides a kitchen, 2 bedrooms and 2 full bathrooms, along with concierge, restaurant, gym, pool, jacuzzi, 24/7 store and free parking within the premises. Located on 3rd floor with elevator. 1 master bedroom with en suite bathroom 1 bedroom with 2 beds and en suite bathroom Fully equipped kitchen Dining and living room Terrace BBQ zone Pool Jacuzzi Gym Free parking

A heated pool surrounded by lush greenery features a stone ledge and a small waterfall. Hammocks are placed for relaxation. The screened patio allows for unobstructed views of the sunset, creating a tranquil setting. Warm lighting highlights the natural textures of the landscape.

4.96 out of 5 average rating, 164 reviews

Spacious Home with Pool & Hot Tub near Downtown

Nestled in one of the most coveted neighborhoods near Downtown Orlando (Ivanhoe Village), you'll be within a 5-min walk to tons of restaurants, bars, breweries, and boutique shops. Boasting a heated pool, hot tub, tiki bar, patio area w/seating & two living areas -you'll have ample room to play, entertain or relax in your Tropical Oasis! ☀ Harry P. Leu Gardens – 4 mins ☀ Orlando Museum of Art – 4 mins ☀ Universal Studios – 19 mins ☀ Walt Disney World – 24 mins ☀ The Mall at Millenia – 16 mins

A modern two-story home is viewed from the front, showcasing a neatly paved driveway and lush landscaping. The exterior features a combination of white and gray elements, with strategically placed windows and a stylish entryway that leads to the main door.

4.91 out of 5 average rating, 130 reviews

InternationalDr. Private Theater. Salt Pool. Sauna

This special place is close to everything, making it easy to plan your visit. • Community: Paradiso Grande • 6 Bedrooms/6 Baths/Sleeps 16 • Disney - 10 miles • SeaWorld - 1.5 miles • ICON PARK - 4 miles • Convention Center - 3 miles • Universal - 7 miles • Exercise Equipment • Private SALT WATER Pool (new!) • Game Room with Arcade with 7500 Games, Pinball, Air Hockey • Private $35,000 Home Theater with 133" Screen and shakers on seats • Business Grade Internet • Sauna • EV CHARGER

A private pool area is enclosed with a mesh screen, featuring a uniquely shaped pool surrounded by lush greenery and potted plants. Lounge chairs in vibrant blue are positioned beside the pool, creating a relaxing outdoor space. Sunlight filters through the surrounding trees.

4.87 out of 5 average rating, 252 reviews

Exquisite Pool Villa Sleeps 7+

Ideal location to all Attractions, Shopping & Airport! Only 20 Minutes to Disney, Universal, Orlando Airport, Sea World and Outlet Malls. This beautiful pool home sleeps up to 7 people. Wifi, is included. Other features include: Private Pool, Barbecue, Indoor Fire Place, Sky Lights, Gourmet Kitchen, TripleFilter drinking water system, DVD player flat screen TV. Pre-stocked fridge upon request!

A clear, inviting pool is featured with a water fountain, surrounded by a spacious patio area. The screened enclosure allows natural light to enhance the relaxation space, while a summer kitchen and outdoor dining area are visible in the background.

4.92 out of 5 average rating, 72 reviews

Villa w/ Pvt Pool + Summer Kitchen | Intl Drive

Explore Orlando’s best from this spacious 5-bedroom home, just a short walk from the clubhouse. Ideally located on International Drive, you’ll be minutes from Discovery Cove, SeaWorld, Universal, the Orange County Convention Center, and Orlando’s top dining and shopping. Set on a premium lot with no rear neighbors, the home offers both privacy and convenience for your family retreat.

5 out of 5 average rating, 4 reviews

Home in Bay Hill

Exquisite Luxury Home Minutes from All Theme Parks

Luxurious Mid Century Modern decorated and newly renovated stylish home at the heart of Orlando in the famous Dr. Phillips area, just minutes away from all Orlando major theme parks, the famous restaurant row with variety of major chain/award wining restaurants and specialty grocery stores. Perfect for family or group up to 8 people to enjoy a comfortable stay. Enjoy!

5 out of 5 average rating, 16 reviews

Top Elegance Vacation Home Paradiso Resort 6086

Welcome to your exquisite 8-bedroom, eco-friendly vacation paradise at Paradiso Grande Resort! This stunning home, powered by solar panels and equipped with an EV charger, is designed for unforgettable group getaways. With a private pool, an incredible game room, and magical themed bedrooms, your perfect Orlando adventure starts here.

4.91 out of 5 average rating, 181 reviews

VISTA CAY RESORT, 2 BEDROOM STANDARD APARTMENT

VISTA CAY RESORT 2 Bedroom 2 Bath apartments right off of International Drive and near all the theme parks. This is a perfect central location for any Orlando vacation, and we are also adjacent to the Orange County Convention Center. The 2 Bedroom Standard apartments are located on Cayview Avenue and Breakview Drive within the resort.

A dining area features a round table surrounded by four chairs in black and red. A mirror hangs on a beige wall, reflecting the kitchen equipped with modern appliances, including a stainless steel refrigerator and microwave. Tropical plants add a touch of greenery to the space.

4.76 out of 5 average rating, 621 reviews

Luxury condo in Orlando 1 br/1 ba

This luxury condo is perfect for a small family who wants to enjoy their vacation in Orlando, in a quiet and nice condo. It's located in the International Drive near the Disney parks, Sea World, Universal Studios and one of the most popular mall.

4.95 out of 5 average rating, 85 reviews

NEW 05 BDR/With LED At Paradiso Grande

*The Space * Accommodates: 11 * Bathrooms: 4 * Bedrooms: 5 * Property type: Luxury Villa * Location: Paradiso Grande Resort

4.92 out of 5 average rating, 48 reviews

Modern home,heat pool near Universal, Disney World

Have fun with the whole family at this stylish place with heated swimming pool. 4 bedrooms and 2 baths.

4.83 out of 5 average rating, 230 reviews

Flat in Kissimmee

2 Bedrooms / 2 Bathrooms / Storey Lake (3150-404 P

2 Bedrooms / 2 Bathrooms / Storey Lake (3150-404 PC)

Popular amenities for Williamsburg rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

A vibrant game room features a space-themed mural and colorful lighting, creating an immersive experience. The spacious bedroom showcases a comfortable bed and a detailed dinosaur mural on the wall. An open-concept living area includes a stylish dining table, while the private pool area is sheltered by a screened enclosure.

5 out of 5 average rating, 55 reviews

Relax at Paradiso Grande Resort with private pool

5 out of 5 average rating, 4 reviews

Home in Kissimmee

Orlando Dream Escape | Private Pool | Disney

4.89 out of 5 average rating, 18 reviews

Experience Luxury in Your 11 En-Suites Mansion

5 out of 5 average rating, 78 reviews

An open-concept living area features a large sectional sofa in soft gray, arranged around a circular coffee table. A contemporary fireplace is integrated into the wall, providing a focal point. Glass doors lead to the outdoor pool area, enhancing natural light throughout the space.

Home in Kissimmee

Luxury Home w/ Pool & 6 Beds near Disney

4.88 out of 5 average rating, 16 reviews

Beautiful 12 Bedroom House Paradiso 09HI

5 out of 5 average rating, 3 reviews

Pool House near Theme Parks & Convention Center

4.83 out of 5 average rating, 12 reviews

7-Suite Resort Home with Pool

New place to stay

*New* Sleeps 10 - Private Pool & Fenced Yard

Apartment rentals with a pool

A decorative display featuring a Mickey Mouse-shaped shelf with a deck of Bicycle playing cards. The shelf is flanked by two potted green plants, placed on a textured runner that complements the natural elements of the arrangement.

4.99 out of 5 average rating, 106 reviews

Classy Disney Themed Condo with FREE shuttle!

4.94 out of 5 average rating, 173 reviews

Vista Cay Luxury Vision, Next to EPIC and OCCC

A round dining table is set with decorative plates and cups, surrounded by woven chairs featuring cushions. Natural light filters through large windows, illuminating the cozy living space in the background, which includes comfortable seating and a stylish lamp.

4.95 out of 5 average rating, 111 reviews

Welcome In! Epic/OCCC/Shingle 1-floor

An aerial view of the clubhouse area is displayed, featuring a large pool surrounded by lounge chairs. Palm trees provide greenery around the poolside, while guests can be seen enjoying the water. The architecture of the clubhouse complements the inviting outdoor space.

4.92 out of 5 average rating, 153 reviews

Location,Location 3bd 2bth near parks conv.ct/Int.

The living room features large sliding glass doors that open to the balcony, providing a view of the lake. A contemporary electric fireplace sits beneath a 65-inch smart TV. Comfortable seating includes a sofa, an armchair, and a coffee table, with warm curtains adding a touch of color.

4.96 out of 5 average rating, 125 reviews

Penthouse Lakeview Minutes to Disney/ Universal

A bright living area is visible, furnished with two patterned chairs and a small table beside a lamp. A doorway leads to a bedroom featuring a king bed, accentuated by light blue bedding. Natural light enters through a window adorned with soft curtains.

4.69 out of 5 average rating, 445 reviews

2 Bed Condo near Sea World, Disney

4.9 out of 5 average rating, 155 reviews

A balcony is depicted with four cushioned chairs arranged around a small table. The railing provides a view of a serene landscape with water and greenery in the background. Light fabric drapes softly from the sliding door frame.

Apartment in Kissimmee

Modern Condo with Lake View Near Disney 3151

4.87 out of 5 average rating, 188 reviews

An open living area features a comfortable seating arrangement with two armchairs and a sectional sofa. A modern coffee table sits atop a soft rug. Large sliding glass doors lead to a balcony, offering a view of the tranquil lake.

Apartment in Kissimmee

3171-107 Resort Lake View Disney Universal Orlando

Other holiday rentals with a pool

5 out of 5 average rating, 96 reviews

Home in Oak Ridge

Harmony | Heated Pool | 10 min Universal & Epic.

4.85 out of 5 average rating, 27 reviews

Townhouse in Orlando

6BR Toy Story Themed Pool Townhome - 10329

4.94 out of 5 average rating, 50 reviews

Epic stay at Vista Cay!

5 out of 5 average rating, 16 reviews

Mickey's House in Orlando • 10 minutes from Disney

A cozy living area features a plush teal sofa adorned with decorative cushions. A light throw drapes gently over the arm. Greenery is included in the decor, with potted plants positioned near the window and light fixtures. A television is mounted on a white media console.

4.99 out of 5 average rating, 77 reviews

Top 5% *Casa Amazônia by BohoLuxe | Free Parking Shuttle

4.97 out of 5 average rating, 33 reviews

Townhouse in Orlando

3B/3B Sleeps 10; walk to EPIC; Minutes to Disney

4.93 out of 5 average rating, 30 reviews

Sea World Orlando Apts - Parks/Convention Centre