Holiday rentals with outdoor seating in Winter Park

Luxurious 42 foot Class A RV on 5 forested acres

Lose yourself on a million dollar forested property in a 350k Luxurious RV pampering you with all leather seating, king size bed, additional queen/full/bunks for 8 guests, hard stone counters and tile flooring with washer/dryer and full size residential refrigerator in unit. Water/ice in door of fridge with convection microwave to cook any of your meals available. Multiple smart TV's throughout. Seating on patio with ping pong, table/chairs. NOTE - SMOKE FREE RV In/Outside and 5 ACRE PROPERTY.

Lux Tiny Home/RV in Prime Location Dog Friendly

Brand New "Destination RV / Tiny Home" permanently placed on our beautiful property in Longwood/Wekiwa Springs. Enjoy affordable private luxury with all the bells and whistles. Prime location 35 min to MCO, 25 min to Disney & Universal, and less than 10 min to Wekiva Springs State National Park and other local treasures. Perfect for guests wanting access to both the amusement parks and beaches (we are in the middle). Luxury Hotel style mattress. Beach chairs & umbrellas etc. avail to rent.

The Beehive Treehouse

This one of a kind treehouse will quickly become one of the most booked tree houses on the planet. Unique in every possible way. It started as an art of love during Covid and it quickly became a project that has fought the attention of superstar singers looking to disconnect from everything but being close to everything. Queen bedroom, drawer space, full bathroom, Nespresso coffee maker, 80-inch tv, private balcony overlooking the main wedding venue, outdoor claw tub and custom chandelier.

*Sunset Perch: Views, Reunion Resort, XBox, 2Pools

This modern 3-bedroom luxury condo (with an ELEVATOR right to the door) has one of the most PICTURESQUE VIEWS in the Reunion Resort of the Arnold Palmer PGA golf course. Combining STYLISH DESIGN and LUXURIOUS COMFORT, there are 2 KING bedrooms and a playful STAR WARS themed bedroom with a classic Arcade machine & Xbox. 4 TVs with DirecTV, free high-speed wifi, your own washer & dryer, access to 6 resort pools, 2 of which are only a 3 minute walk away, and only a short drive to Disney.

St. Hemingway Suite

Very tranquil Romantic Suites with views and access to large lake. PRIVATE ENTRANCE and private bathroom. Amenities include, private dock, pool, large manicured lawns, private parking, breakfast kitchenette and much more. Close to theme parks and beaches. Ample shopping and award winning restaurants very nearby. Peaceful setting to read, do Yoga, enjoy quiet moments by the lake, watch the boats sail by or watch the sun rise. Peace and tranquility at its best. We welcome you

Fireplace, Heated King Bed, FREE Kayaks and Bikes!

Electrical Fireplace! Heated King Bed! Private Outdoor Shower! Outdoor Fire Pit for Smore's! Free Kayaks! Free Bikes! Free Paddle Boards! Free Cuban Expresso Coffee! MINUTES TO: 12 Kia Center 10 Downtown Orlando 10 Winter Park 4 Baldwin Park 45 Disney 35 Universal Studios 35 Sea World WHY STAY HERE -2PM Check in 12PM Check out -Free use of bikes for trails and town exploring -Heated King Bed! -Free paddle boards & kayaks for our lake -Fire pit for cooler nights

PuraVida Urban Lakehouse+Bungalow - Full Property

Welcome to our Pura Vida jungle-inspired urban lake house, nestled in the heart of Orlando! Combining tropical tranquility with modern luxury, this unique retreat offers the perfect escape for travelers seeking a serene atmosphere just minutes from the city's attractions. **NO PARTY OF ANY KIND OR EVENT ALLOWED** Circular driveway makes for free and easy parking. Located 15 min from the airport, 15 min to Universal, 30 min to Disney, and 50 min to Cocoa Beach.

I-Gated Resort-5 miles to Disney-2 FREE Water Park

Is this home booked? We have more! Click on the circular profile image, then scroll down till you see James's Listings. Gated/24 hour security. Resort living with 2 main clubhouses and a few other extra quieter pools, playground and a soccer field. 10 min to Disney 15 min to Universal 10 min to the Convention Center Within a 5 min drive: Publix Grocery Walmart Target 10-15 restaurants

Florida Poolside Paradise a Great Place to Unwind!

Welcome to our exquisite 4-bedroom vacation rental in the heart of Maitland, Florida – a true gem where luxury meets convenience. This upscale home boasts fine furnishings and a private pool, making it the ideal retreat for families or groups seeking both comfort and style during their Sunshine State getaway.