
Pet-friendly holiday rentals in Westchester
Find and book unique pet-friendly homes on Airbnb
Top-rated pet-friendly home rentals in Westchester
Guests agree: these pet-friendly homes are highly rated for location, cleanliness and more.

Enjoy our Beautiful Home on a Fun Canal! Hot tub!
Beautiful & Modern 4/3 Canal House! completely renovated. Go Kayaking through the Canals.. Enjoy the views of the backyard and canal with jumping fish all day, House is in a centric and quiet neighborhood. Amazing backyard & terrace with a BBQ, 2 Kayaks provided for Guest. Home is near nice restaurants and close to main Highways.. ✔️15min from Miami International airport ✔️25min - Downtown Miami ✔️ 30min - Miami Beach ✔️10-15min - Dadeland Mall & Merrick Park Come Relax at our Paradise Home!

301-Tropical Refuge Near Wynwood+Rubell Museum
Casa Flambo is a small, community building with 5 units around a common tropical patio inspired by traditional Latin American architecture. It is a unique place in Miami, with comfortable units for long-duration remote work stints, hosting friends and family for dinner, or sharing a the space with friends all the while having privacy. Guests enjoy private access to the unit, but can make use of the ample, breezy porches on each level facing the patio to eat, do yoga, read a book, or just chat!

Quiet Guest Suite, Private Entrance, Patio+Parking
Take it easy at this unique and tranquil getaway in our 1930's Spanish Villa in the center of Little Havana and Coral Gables in the heart of Shenandoah. Your Guest Suite is equipped with a private entrance, private garden, and parking. Casita Amorcita is designed to give you the feeling of 'home' and 'love,' with the guest experience in mind. All linens are 100% cotton. Here you will have all that you need to rest, recover, recharge, and enjoy. We look forward to welcoming you home.

Charming house with private pool & large patio
This is the classic 1950’s Miami family home in the very well-known neighborhood of Westchester. Original terrazzo floors with modern, mid-century inspired decor. The best feature is the spacious and private backyard with pool an large tiki hut, bbq, and plenty of space to relax and enjoy the weather. The house is fully furnished and well equipped. Bedding and towels provided. Washer and dryer are conveniently located inside the house. Large parking space in a very quiet and charming street.

Tranquil Studio w/ Driveway at A+ Location
FREE PARKING at your own Driveway in a very SAFE & QUIET neighborhood @ Heart of Miami. TOTALLY PRIVATE with separate/private entrance, within walking distance of Little Havana, just mins to Downtown, Brickell, Key Biscayne, I-95, Coconut Grove, Coral Gables. High Speed WIFI, microwave, fridge, air-fryer, toaster oven, electric hot plate w/ pots& pans, coffee/espresso maker, etc and all the amenities you may need. Full size bed has a trundle with a twin size bed.

Elegant Casita, Heart of Miami
Enjoy our beautiful and central house in the heart of the 305! With two bedrooms with queen-sized beds, 1.5 bathrooms, fully equipped kitchen, washer and dryer and custom laundry area, it is the ideal spot for your next trip to Miami. Conveniently located 10mn away from the airport and down the street from the entrance to the Palmetto Expressway leading to the junction with the Dolphin expressway, it is quite literally in the beating heart of the City!

King Bed Comfort – 5 Mins to Miami Hotspots
- TOTALLY PRIVATE BEAUTIFUL STUDIO Beautiful studio near everything!!! 5 minutes from the Airpot, Wynwood, Design District, South Beach, Port, Brickell, AAA, - King Size Bed - Private parking -Fully stocked kitchen also wifi, Smart Tv - 6 star hospitality - Washer and Dryer on premises to use for free - Property is 1 of 4 Airbnb on the property -$100 Pet fee -per stay. -NOTE: two pets, would be $150 per stay ( not apply for long-term stays)

Lovely and private studio centrally located.
Look no further. This lovely studio is located in a peaceful neighborhood. Just 18 min from Miami International Airport, 10 min from the famous Dolphin Mall and International Mall, 3 min from FIU (Florida International University) and expressway. Approximately 30 min from the Port of Miami, Downtown Miami and Miami Beach. Also close to Dadeland Mall, Restaurants, Gyms, Supermarkets, Pharmacies, etc. High speed wifi that’s well-suited for working.

Casita Cafe
Come and stay in our Casita Café. A Cuban style guesthouse all to yourself with coffee and more. Great neighborhood next to the airport, main expressways and close to everything Miami has to offer. We will greet you with a bottle of wine. You can contact us at anytime if you need help finding out about current events. Our little home is good to stay for a few days, or for a season if you want to spend more time in the Miami eternal summer.

TheLoft @CoconutGrove. Self checkin - Free Parking
Charming, well decorated, unique loft into the green of Coconut Grove. Just renovated, with all the amenities and top-end appliances. Ideal for 2; sleeps max 4 (Queen bed + sofa bed). Easy access to I-95, Brickell, Coral Gables, Wynwood and the Beaches. Free parking. Close to the metro-rail. Pets are welcome! Please inform us when you book. Pet fee is $100 per stay per pet. No smoking is allowed.

Private Gated VERY Tiny House • Coconut Grove
Quiet, respectful solo guests only. Owner onsite. No visitors. ULTRA small Tiny House (10x10) in walkable Coconut Grove with AC, fast WiFi, tiny kitchen, fridge & private outdoor shower. Gated, peaceful setting near cafés, parks, bayfront paths & the Village. Eco-focused urban glamping in Miami for minimal luggage, early nights & guests who value calm, safety, nature & a no-TV, no-frills stay.

Cozy Cane Cottage close to UM
Next to U.M, Coral Gables and Sunset Mall. Enjoy easy access to beaches, restaurants, parks and shopping, next to the best attractions in Miami! Family friendly neighborhood with fantastic neighbors. Bookings are accepted from guests who maintain clear communication and a verifiable Airbnb presence. No third party bookings allowed.
Popular amenities for Westchester pet-friendly home rentals
Pet-friendly house rentals

Mango House: Miami’s best located retreat

Family retreat oasis, heated pool, jacuzzi & grill

Charming Modern Home with a Private Backyard Oasis

3B/2B Tropical Oasis w Salt-Water Pool! Lake views

Hot Tub+Fire Pit+Design District

Tropical 2BR Escape | Brickell, Beaches & Gables

Spacious House Located Close to Everything

Paradise Awaits! Managed by BNR Vacation Rentals
Pet-friendly home rentals with a pool

*Coconut Grove Retreat: Balcony Pool, Free Parking

Luxury Vacation House in Miami’s Center!

Grove Casita Pool Paradise, 6min beach, Parking

*Free Parking* A Diamond in Downtown Miami

Miami Fun Oasis - Heated Pool & Private Mini Golf

Magnolia House Heated Pool with Slide/Gazebo/ BBQ

2B/2B apartment in the heart of Doral

Cozy Oasis Pool Home-1 Min from Baptist Hospital
Private, pet-friendly home rentals

Cozy Apartment Near MIA International Airport

Beautiful and cozy apartment.

Apartment at Doral

Miami 2/1 Charmer-near airport

Cozy little guest house!

Tropical Garden Oasis-Steps to Art, Dine & Unwind

The Hub Miami Stay

Miami Chic-Heated Pool Near FIU and Coral Gables
When is the best time to visit Westchester?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $335 SGD | $375 SGD | $419 SGD | $354 SGD | $392 SGD | $369 SGD | $374 SGD | $361 SGD | $332 SGD | $354 SGD | $380 SGD | $486 SGD |
| Avg. temp | 20°C | 22°C | 23°C | 25°C | 27°C | 28°C | 29°C | 29°C | 28°C | 27°C | 24°C | 22°C |
Quick stats about holiday rentals that are pet-friendly in Westchester

Total holiday rentals
Explore 70 holiday rentals in Westchester

Nightly prices starting at
Westchester holiday rentals start at $51 SGD per night before taxes and fees

Verified guest reviews
Over 4,380 verified reviews to help you choose

Family-friendly holiday rentals
50 properties offer extra space & child-friendly amenities

Holiday rentals with a pool
40 properties feature pools

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wifi availability
70 of Westchester holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Westchester rentals

4.8 Average rating
Westchester stays are highly rated by guests – averaging 4.8 out of 5!
Destinations to explore
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- Rentals with outdoor seating Westchester
- Rentals with a hot tub Westchester
- Rentals with a patio Westchester
- Rentals with pools Westchester
- Family-friendly rentals Westchester
- Flat rentals Westchester
- House rentals Westchester
- Rentals with a washing machine and dryer Westchester
- Pet-friendly rentals Miami-Dade County
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- South Beach
- Fort Lauderdale Beach
- Bayfront Park
- Miami Design District
- The Tides on Hollywood Beach
- Bayside Marketplace
- Brickell City Centre
- Miami Beach Convention Center
- Miami Beach
- Kaseya Center
- Hard Rock Stadium
- Everglades National Park
- Midtown
- Port Everglades
- Haulover Beach
- University of Miami
- Ocean Reserve Condominium
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- Calle Ocho Plaza
- Las Olas Beach
- Lauderdale-By-The-Sea Beach
- LoanDepot Park
- Bal Harbour Beach
- Florida International University




