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Winter Park Guest Suite |near UCF/FullSail/Rollins

🏠Look no further than this newly constructed guest suite. It's located in a centrally located neighborhood in Winter Park just a short drive from UCF, Rollins College, Full Sail, and Park Avenue. The guest suite is attached to the main house; however, it has its own private entrance. Our guest suite was constructed with impeccable design and high-end finishes throughout. We hope you will get to enjoy! 📌Please note: There’s no stove; however, there is a cook-plate with two burners to cook on:)

Modern Winter Park House

This cozy Winter Park home is perfect for short or long term stays in the Orlando area. The neighborhood is quiet, but you are just minutes away from the elegant Historic Winter Park with an abundance of shops and restaurants. Orlando's theme park attractions are a short drive away and you are just 20 minutes from the Orlando International Airport and Downtown Orlando. Here you will be comfortable with family and friends with accessibility to all of what Orlando and Winter Park have to offer.

Atmospheric Studio in the Garden

Enjoy a little piece of Florida's lush paradise. Full studio suite lives elegantly & comfortably for longer-term stays. We've taken such pride in the opportunity to allow old Florida to intersect with compelling modern design and styling. Relax in this fully furnished studio apartment with kitchenette nestled among a verdant garden. Home boasts modern kitchen, comfy memory foam bed, separate shower and bath & spacious living and entertaining areas. Available for stays of one month or longer.

The Lake House

Welcome to the mid-century Lake House. 370 square feet apartment with a private entrance and original terrazzo floors. Located on a quiet residential street on a small lake, and located within a 5-minute drive to anything you may need! Starbucks and Panera are within walking distance, and dozens of other places to eat. Publix, Walgreens, and Sprouts are just around the corner. A short 10 minute drive to the famous Park Ave, in Downtown Winter Park with shopping and gourmet restaurants.

UPSCALE LOFT SPACE CLOSE TO DOWNTOWN.

Tucked right between the charm of Lake Eola Park and the eclectic, foodie-loved Milk District, this space puts you in the heart of Orlando’s most vibrant neighborhoods. With a Full renovation 3/2026, this open floor plan highlighted by floor-to-ceiling windows that flood the space with natural light. When you’re ready to venture out, you’re just minutes from the upscale dining and shopping of Winter Park, as well as the walkable streets, art galleries, and lively energy of Thornton Park.

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. The house is located in a residential neighborhood with plenty of restaurants and shopping within a 5 minute drive. Convenient location off Rt 436. and half hour to the airport.

Winter Park Pearl 6 min drive to historic Park Ave

This Winter Park cottage was built in 1954 with original hardwood flooring. Take a 5 min drive to and through historical Winter Park to access shops and restaurants on the coveted Park Ave. It is the perfect central location to access beaches, Universities, Orlandos events, and the best restaurants. The house is tucked away into a quiet neighborhood with lots of sleepy old big oaks. If you have any questions I am always available, so please ask. My response time is immediate!

Modern Tropical House Heated Salt Pool

☞Superhost 9 years ☞ Large Salt Pool (W/ heated option $ Sept-April) ☞3 Bedroom 3 Full Bath W/extra 4th queen daybed ☞ Easy access to the 417 East West express way (toll rd.) to get around Orlando ☞Easy smart lock self Check-in ☞ Driveway Parking ☞ Luxury bedding ☞Smart TV's with Netflix in each room ☞Dimmer mood lighting ☞Illuminated pool & landscape lighting ☞Full Kitchen ☞Dining & Picnic table seats 6 to 8 guests ☞Hi speed 231mb internet ☞Uber Eats Food Delivery

Luxe Guest House| Pool, HotTub| UCF, Rollins

This luxury guesthouse (on the same property as our main house but they are completely separate) is a hidden oasis conveniently located in the middle of downtown Winter Park (Rollins College/Full Sail) and UCF. It's roughly 10 minutes to each. Close to 417 expressway (toll road) so you can easily get around to the other areas of Orlando. Note: The guesthouse is 35 minutes to Disney, 25 minutes to Universal Studios and 20 minutes to Orlando International Airport.

Lovely Winter Park Home close to Hospitals !

Lovely Condo close to Full Sail, Rollins College, Valencia College, UCF and Advent Health Winter Park Hospital. Close to Park Avenue - Winter Park’s shopping, dining and cultural gem – boasts more than 140 boutiques, sidewalk cafes, and museums, all in the shadow of oak-canopied Central Park. In addition to the shops, dining and cultural offerings, you can plan a trip around special events that include seasonal art shows, concerts and fashion events.

Cheerful 3 bedroom with a spacious shaded yard

Charming mid-century home that has been updated for a comfortable and relaxing stay. Plenty of space indoors to relax and chill or head outdoors to spread out and enjoy the lovely shaded yard with friends. Centrally located for convenient access to everything that Central Florida has to offer. The major amusement parks (30-40 minutes), East coast beaches (45-60 minutes), downtown Orlando (15 minutes), Park Ave (10 minutes) and UCF (10 minutes)

Top 1% Modern Japandi Retreat - Jacuzzi No Fee

Experience serene luxury in this spacious Japandi-style home in beautiful Winter Park. Blending Scandinavian warmth with Japanese minimalism, this modern retreat sleeps 12 comfortably with 4 stylish bedrooms and 3 full bathrooms. Enjoy open-concept living, a fully equipped kitchen, calming interiors, and clean, modern design. Perfect for family getaways, ski trips, or peaceful retreats—just minutes from local attractions and nature.