Pet-friendly holiday rentals in Fairview Shores

Gem. Downtown Winter park, walk to Park av/Rollins

This lovely 3 bedrooms, 2 bath house is located in the most desirable area of Winter Park. Only few steps from Park Ave. You can walk to all the restaurants, Wine room, coffee shops, stores, art galleries, Museum, Park, Rollins College, Winter Park Community Center. Its only 25 minutes drive to the airport, 45 minutes to the beach, and close to family-friendly activities, nightlife, public transport. This house is great for families, couples, solo adventurers, business travelers, and big groups.

Cozy Knight Stay

Cozy Knight Stay…minutes from UCF & much more! Welcome to our cozy and pet-friendly newly renovated condo with a full kitchen, offering sleeping space for 4 with a king-sized master suite and queen-sized pull-out sofa. A short distance from the vibrant UCF campus and the magical world of Disney, this charming retreat is perfect for solo travelers, couples, or small families looking for a comfortable stay in Orlando. Book your stay now and make unforgettable memories in the Sunshine State!

College Park/Winter Pk 1 bed/bath private entrance

255 sq ft studio- queen bed, workspace, kitchenette, large bathroom, private yard area & entrance. This gem is clean & quiet w/ complete blackout in bedroom. Bathroom has tons of natural light & 3 shower heads. There’s TV w/Roku, microwave, fridge & Keurig. Comfy, peaceful at I-4 Par exit # 44. $20 pet fee No cleaning fee. Universal 11 mi Kia Center 3 mi Airports (MCO) (SFB) 23 mi Orlando City Soccer 4.6 AdventHealth Orlando 0.6 mi Orlando Health, Arnold/Winnie Palmer 3.8 Rollins College 1.9

8th Green Cottage - A relaxing oasis in the city

The 8th Green Cottage is a relaxing oasis in the heart of Orlando. Located 5 minutes from downtown. Sitting on the historic 1924 Dubsdread golf course. Enjoy the great views, pleasant and quiet neighborhood all with easy access to everything Orlando has to offer. Location is key when traveling and the 8th Green Cottage delivers! Disney, Universal, and Sea World all within a straight shot down I4. Free play Arcade with 3500 games included in spare bedroom Pets are welcome and stay Free.

The Coach House -2 bedroom/3 bath Orlando Getaway!

2 Bedroom/3 Bath House. Pet-friendly. Designed by renowned architect James Gamble Rogers II, the house is a 25-min drive ($23 Uber) from the MCO Airport. Nestled in the heart of Orlando's College Park district, it is an oasis just moments away from Downtown Orlando: nightlife, museums, and funky art and music scene. Take a 25-minute drive into Disney, Universal, or The Outlets. Uber/Lyft/Walk to nearby trendy restaurants, museums, theaters, boutique shopping, and our craft beer scenes.

New Mid Century-Modern Studio

Enjoy your stay in this beautifully decorated studio with all the conveniences of home. The bed is Queen. We are located in College Park of Orlando. On Edgewater Drive there are restaurants, bars, and boutique shops. Close to downtown , 30 min. from all the attractions, and 5 min. from one of the city’s largest hospitals, 23 miles from ORMC airport. Walking distance from the historic Dubsdread Golf Club and restaurant. Pet fee required. Please make sure to add the pet to the reservation.

Downtown Orlando Modern Zen Studio Private Hot Tub

Welcome to The Modern Zen, your peaceful escape in Orlando’s vibrant Milk District. This beautifully designed, Zen-inspired studio is spotless, serene, and made for comfort. Unwind in a cozy queen bed, enjoy a sleek white kitchen stocked with essentials, and relax in the tub-shower combo. In-unit washer/dryer included. Step outside to the backyard and enjoy a private hot tub under the Florida sky — thoughtfully prepared by a five-star host for a perfect stay.

Luxury Suite Near Disney & Downtown Orlando

Come enjoy a cozy & newly-renovated private guest suite centrally located near Downtown Orlando. Features a full kitchen, spacious bathroom, & luxurious queen bed for a peaceful & enjoyable stay. Private entrance, driveway and front porch, and convenient self check-in. Perfectly located walking distance from restaurants, shopping, and parks in a safe and family-friendly neighborhood. Easy access to Downtown Orlando, Theme Parks, and Winter Park/Park Ave.

Amazing New Pool House!

A great choice for both tourists and business travelers looking for great value. A swimming pool and backyard oasis just outside your door! Awesome location close to the best neighborhoods in Orlando. We just built this pool house with a fully private entrance (side gate around main house). Totally comfy 1-bedroom house sleeps up to 3 people. Full kitchen and luxurious bathroom. Friendly hosts look forward to sharing their backyard paradise with you.

Private Tiny Home w/ Yard + Grill

🌿 A cozy family retreat! Perfect for 2 guests, but can host up to 4. Parents can enjoy a private bedroom with a queen bed, while the spacious loft with two twin beds offers a fun and comfy sleep space for kids or extra guests. There’s also a full-size sofa bed, plus a full kitchen, washer/dryer, and a private patio to relax. Located in a quiet neighborhood just 15 mins from Universal and 27 from Disney. 🏡✨

Chez Bienvenu

Close proximity to Park Avenue in Winter Park! Sunny and Adorable Vintage Guest House ...entire spacious guest house; with private entrance and driveway* Just a couple of blocks off Park Avenue to enjoy Shopping! Cafes! Museums! Nestled in quiet family community* •Smart TV •Stackable washer and dryer included in the unit. •Grill, Beach Chairs, Fishing Poles available •750 square feet of living space

Orlando Modern Oasis W/Pool

This spacious hidden gem has room for the entire family to have space to relax! With over 5 bedrooms & Extra Den this is a vacationers dream that is close to everything in Orlando as it’s located right off I-4. Relax at home with the pool & games or enjoy all that Orlando has to offer nearby. I take pride in assuring that all my guests are at ease and it's a vacation to remember for the entire family.