Pet-friendly holiday rentals in Windsor Hills, Four Corners

4.92 out of 5 average rating, 133 reviews

Disney Playhouse, Private Pool & Spa, Near Disney

Disney Playhouse – Your Dream Vacation Awaits! Indulge in elegance and comfort at this newly upgraded, pet-friendly retreat. Relax in your private pool & spa within a fully fenced backyard. Unwind in the plush master suite, enjoy Roku TVs in every room, and stay connected with blazing fast 1GB WiFi. The Diner Themed game room features a Marvel electronic pinball machine, pool table, and Wii. Pool heat is optional, hot tub always free! Pets welcome. King Master. Book your luxury getaway today!

4.84 out of 5 average rating, 223 reviews

Home in Clermont

Great House w/Heated Pool;Near all Parks!

Welcome to la Casita de todos! This home will be your home away from home, children-friendly, and spacious for the whole family! Dogs under 20 pounds are allowed with a 75 USD fee per pet. HEATED pool with a charge fee of $ 25 USD per day. BBQ grill has an extra charge of $40 USD (for the whole stay, including 1 propane gas and cleaning). After booking and before check-in please let me know if you are bringing a pet or will use the BBQ. Locations nearby: Walmart 0.5 miles. Dollar Tree 0.1 miles.

4.94 out of 5 average rating, 16 reviews

Flat in Kissimmee

3 br Disney area condo with a view & FREE resort!

Hands down the Best value and location for a visit to the parks! This super clean and cozy 3 bedroom, 2 bath condo with a private porch and views of the conservation is just what you were looking for in that perfect vacation in the Orlando/Kissimmee areas! Situated inside beautiful Windsor Palms resort and it's FREE resort amenities and mere minutes from all of the main area attractions, the nice furnishings and linens, private views and attention to detail will get your entire family smiling.

4.79 out of 5 average rating, 102 reviews

View the Disney fireworks from your pool!

Our home is close to Walt Disney World - Shopping - Restaurants . You’ll love the fully stocked granite kitchen, ALL SMART TVs in EVERY room, the views (fireworks), the location, the high ceilings & ceiling fans. Our home is great for couples, families (with kids), and furry friends (pets). Laundry room is INSIDE. The garage is full of games (air hockey, pool & foosball) The pool has a covered lanai with table & chairs for outdoor eating while overlooking our lake with a lighted fountain.

Top guest favourite

Townhouse in Kissimmee

4.99 out of 5 average rating, 101 reviews

Family friendly/Pet friendly Orlando paradise

*PET AND CHILD FRIENDLY* *Long term renters welcome* 2 bedroom 2.5 bath Townhome in gated community! 10 mins to Disney, 20 to seaworld, and 30 to universal studios. Community includes large beautiful heated pool and playground/bbq area. Professional cleaning services after each guest stay. Fully stocked kitchen with Keurig coffee, all dishes, utensils, seasonings etc. All bathrooms fully stocked with toiletries and plenty of extra towels. Patio includes chairs, gas grill, and sitting area.

4.8 out of 5 average rating, 15 reviews

Home in Davenport

Modern Legends, Near Disney, kings bed ste

Welcome to your new home away from home! This stunning single-level property boasts an open floor plan that is perfect for relaxing with the family. The cheerful modern decor is sure to brighten your day, and the property is equipped with everything you need for a comfortable stay, including a washer and dryer, and TVs in all bedrooms. This property is located in a gated community that provides free parking, ensuring that you and your family will be safe and secure throughout your stay.

4.8 out of 5 average rating, 213 reviews

Apartment in Kissimmee

Comfortable Universal Disney Orlando Family Condo

Welcome🌞! This unit is on the second floor! Your much deserved fun vacation away from home starts here 😎! Llocated in the heart 💗 of Walt Disney World and all Kissimmee and Orlando best fun spots 🎢! Includes 2 full size bed. and 1 Full size sofa bed. Just added BIG SMART TVs with Disney+, Netflix, Amazon Video perfect for relaxing after a fun-filled day.✨ 🚗 NEED A CAR? Ask us about our 8-passenger minivan. You can plan your stay and car rental all in one go. Ask us for the link!

4.72 out of 5 average rating, 96 reviews

Southwest facing pool! 5 Miles from Disney.

Enjoy the sunset by your SOUTHWEST facing pool, just 5 miles from Disney. The huge pool area has a conservation & lake view. Enjoy outdoor games or shoot some hoops with the family! Bedroom theming includes 101 Dalmatians (popular with pups AND kids), Harry Potter, Little Mermaid, and Mickey rooms. After a day spent in the parks, wind down with a game of pool or watch a movie in the theatre/game room. Bring your fur baby and the whole family to this spacious and open pet-friendly home!

4.81 out of 5 average rating, 134 reviews

Townhouse in Kissimmee

T7674O/Windsor Hills Resort/3Bedrm/2miles Disney

Highlights: -2 miles to Disney main gate & conveniently located to restaurants & shopping -Amazing theme rooms kids will LOVE -Free Wifi and fast internet for your Zoom meetings -0.3 miles to Clubhouse -Prestigious Windsor Hills Resort (No resort fee) with amazing amenities -New Kids Water Park -Private splash pool is fully screened-in -Free parking -24 hour security / gated - Have a pet? $150 pet fee on 1st; $75 each additional pet (One time fee) -Check out our 5 Star Reviews!

4.98 out of 5 average rating, 111 reviews

Cottage in Kissimmee

1BD Cottage "Limoncello" in Margaritaville

Welcome to your own island-inspired oasis. Our charming cottage is the perfect home base for your next dream Orlando vacation. The unit comes with all the comforts from home but worlds away. Conveniently located minutes from the Disney parks, a state-of-the art water park and newly opened 196,000 square foot shopping and dining district with multiple dining food and beverage options & brand-new movie theater. All Pets Must Be Preapproved :)

4.96 out of 5 average rating, 46 reviews

Exclusive Private Stylish Paradise!

This space is great for a family get-away. Perfect spot for relaxing and affordable vacation for family and Friends. Your family will be worry free when you stay at this gated, centrally-located place. 4 BR and 4.5 baths. Open floor plan, Pool, BBQ. Large kitchen and laundry room available. *Pets allowed, but must pay as additional per pet, in addition to the extra cleaning fee charge noted. Pre-approval required.