Holiday rentals with a pool in Lake Tohopekaliga

Rustic Barn Retreat

Experience the rustic elegance of this beautifully remodeled 1,800 sq. ft. barn nestled on a serene 17-acre property. Unwind in the private heated hot tub and soak up the peaceful surroundings. The prime location offers convenient access to major attractions—just a 35-45 min drive west will take you to Disney, Universal, SeaWorld, and gator parks, while a 45-60 min drive east leads you to the breathtaking Atlantic beaches and the Space Coast. Plus, the property is only 40 min from the airport

Family · Location · Indoor spaces

5BR Themed Resort Escape with Pvt Pool & Spa 4362!

Unable to book this house? Don't worry! Check my profile for similar homes that might suit your needs. WE HAVE A 24/7 CUSTOMER SERVICE! Escape the routine of visiting the parks every day and step inside of this brand new themed house with 5 bedrooms, a private pool, SPA, TV room and a game room specially designed to entertain your family. You can also have some fun at the clubhouse, which offers a bar/restaurant, a big pool with water slides, a lazy river, spa, gym, playground, and mini golf.

Family · Value · Kitchen

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!

Location · Family · Checkout

Paradise Suite With Private Pool

Relax with the whole family at this peaceful place to stay. The spacious living area features windows that flood the space with natural light, while the kitchen is equipped with stainless steel appliances and granite countertops. The master bedroom offers a peaceful oasis with a spa-like master bath and walk-in closet. Property is located in a gated Golf community with a 3 mile walking trail that offers beautiful lake views. close to major intersections and shopping mall less than 2 miles

Value · Family · Comfort

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!

Family · Value · Comfort

Modern 3-BR Luxury Townhome – Perfect for Families

Welcome to your home away from home! This beautifully renovated, professionally decorated 3-bedroom, 2.5-bath townhome is designed for comfort and style, offering a spacious retreat for up to 6 guests (or 8 with the use of an air mattress). Featuring a modern open-concept kitchen, living, and dining area, high-speed internet, and thoughtful amenities, this professionally decorated space offers the perfect blend of comfort and convenience. Book your stay today and feel right at home!

Location · Value · Kitchen

Private Pool | King Suite | 25 Min to Theme Parks

Leave your worries behind and relax in this peaceful, private pool home tucked away in a quiet neighborhood. Perfectly located just 25 miles from Walt Disney World, 13 miles from Gatorland, 20 miles from SeaWorld’s Discovery Cove, and 19 miles from Orlando International Airport — with plenty more nearby! Step outside and take a short walk to a charming man-made beach and marina. Enjoy the tranquility of a walkable neighborhood and the comfort of a beautiful home made just for you.

Family · Location · Getting around

Cozy House with Pool. Kissimmee/Orlando

Welcome to Your Kissimmee Getaway! 🏠 Enjoy a relaxing stay in beautiful Kissimmee, conveniently located near Orlando’s world-famous theme parks, restaurants, shopping, and entertainment -Pet friendly home🐾( pet fees may apply) Please make sure to include your pet(s) when making your reservation so any applicable fees can be reflected in your booking. -No parties or events of any kind -No smoking inside the property Please respect the home, neighbors, and community during the stay

Value · Location · Layout

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!

Family · Value · Checkout

Villa Resort Club

LUXURIOUS VILLA - SUPER BEAUTIFUL NEIGHBORHOOD POOL HEATER HOUSE - Have fun with the whole family in this modern style home, you will love the picnic area in front of the house , the play area and pool with heater , a spacious artificial grass place to play your children and in a very trankila area near the Disney parks and the MCO airport. YOU WILL LOVE THE HOUSE Local utility or county staff may access outdoor areas for maintenance without prior notice.

Family · Location · Heating

Royal Retreat Disney Themed Pool Home, Arcade, Theater

Welcome to The Royal Retreat. Located just 10 miles away from the entrance of WDW, our rental is the perfect place to stay for your Disney vacation. Our 5 star home features 8 themed bedrooms and 5 bathrooms, a fully-equipped kitchen, private heated pool, private arcade, home theater & BBQ! Free Pool heat & the 1st tank of propane for the BBQ are included. Booking with us includes full access to the Champions Gate Clubhouse, Oasis Resort and Retreat Club!

Family · Value · TV

4418 Le Reve 4BDRM townhouse close to Disney

Our townhouse can accommodate up to 8 people, with 4 bedrooms and 3.5 bathrooms and has a small jacuzzi for you to relax after a long day at the parks or outlets. Our property is only 10 miles to Disney’s theme parks and 15 miles to Universal Studios and major Outlets. It has many restaurants and supermarkets (Walmart, Target, Sam’s Club) nearby. Walmart Superstore is just 0.2 miles or 5 minutes walk.

Value · Location · Kitchen