
Pet-friendly holiday rentals in Leeward
Find and book unique pet-friendly homes on Airbnb
Quick stats about holiday rentals that are pet-friendly in Leeward

Total holiday rentals
Explore 20 holiday rentals in Leeward

Nightly prices starting at
Leeward holiday rentals start at $319 AUD per night before taxes and fees

Verified guest reviews
Over 920 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space and kid-friendly amenities

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 of Leeward holiday rentals include Wi-Fi access

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

4.9 Average rating
Leeward stays are highly rated by guests—averaging 4.9 out of 5!
Top-rated pet-friendly home rentals in Leeward
Guests agree: These pet-friendly homes are highly rated for location, cleanliness and more.

Ocean Seacret, Pool Gated Clean Ocean & Canal view
This 3-bedroom 2-bath stunning villa is situated in a secluded neighborhood, has panoramic views of the ocean, lake, & canal; enjoy the essence of island life. It's a 7 minutes drive to GraceBay Beach or enjoy a swim in pvt pool. The villa features AC units,a washer/dryer A concierge to assist with groceries, tours etc Car rental options are provided, along with the services of an award-winning celebrity private chef, who can prepare pre arrival meal & a floating breakfast/ brunch in your pool.

Villa Bianca -2 BR w/pool, 5 min walk to Grace Bay
Immerse yourself in the idyllic charm of Turks & Caicos at Villa Bianca, an ocean view haven just a short stroll from the world-renowned Grace Bay Beach. This spacious and stylish villa caters to couples, families, and remote workers seeking a tranquil retreat amidst paradise. Unwind by the pool, bask in the tropical sun, or enjoy the outdoor lanai after a day of exploring the island's captivating beauty. Villa Bianca offers an unforgettable escape, where relaxation and adventure intertwine.

The ONE at Grace Bay
Discover paradise in our 2-bed, 2-bath condo nestled in the heart of Grace Bay! With its prime location, you'll be just steps away from the world-renowned, stunning turquoise waters and white sand beaches. Our condo offers a fully equipped kitchen, private patio, shared pool, BBQ area, and gym. Ideal for relaxation and exploration, immerse yourself in island life, local shops, and dining. Your perfect getaway begins here. Book now for an unforgettable experience. Follow @theoneatgracebay!

Best deal on island! On the water w/pool!
♥♥ The studio is a secluded get-away place apart from the tourist areas. It overlooks the lake of Juba Sound National Park. The studio is only a 10-minute drive to the world-famous Grace Bay Beach and Longbay Beach (kiteboarding beach)! Restaurants and nightlife are also close by. The studio is in a secure, quiet location where you can relax and enjoy your vacation. This studio is ideal for singles, couples, and kiteboarders. You will need to rent a car for better convenience and freedom!

2 Bdrm Condo Grace Bay a quick walk too the Beach
Enjoy your vacation in our spacious newly renovated modern 2 bedroom condo nestled in the heart of Grace Bay. Just a few minutes stroll to Grace bay Beach were sun bathing, swimming and snorkelling awaits you. In the pristine waters of the No. 1 Best Beach in the Caribbean and No. 2 Best Beach in the World in 2020 according to Trip advisor 2020 Travellers’ Choice® Awards. Or take a 5 minute walk and enjoy some retail therapy on Grace Bay strip with our world class cuisine and shopping .

BeachHaus Villa with ocean view and private pool
Newly renovated Villa. Enjoy breathtaking panoramic ocean views from your private terrace, or from your second floor master suite balcony in our bright and modern villa. Fully-equipped open concept kitchen featuring a gas range, and dishwasher. Reliable wifi. Master with , ensuite with rainforest and hand-shower, wood barn doors, and private balcony with outshower. Pool and outdoor living. Ideal for families. Safe, quiet and central neighborhood, 3 minute walk to the beach!

Gated Condo in Grace Bay/ Short Walk to Everything
This studio in Grace Bay offers comfort and convenience. It's a few minutes walk to the beach, grocery stores, restaurants, activities, and a medical center. The Caicos Key condo is new and includes a 55-inch smart TV with Fire Stick, fast Wi-Fi, a dishwasher, and a washer/dryer combo. For your security, the property has a smart lock and is gated. Guests can also use the swimming pool and BBQ area. We aim to make your stay comfortable and can provide anything you need on demand.

VILLA INFINI..PLUNGE POOL.🌴TROPICAL GETAWAY
Take it easy at this dreamy, unique and tranquil getaway. Villa Infini brings privacy and relaxation all in one. Tropical oasis landscaping that will bring you connected with nature and amplify the commencement of your personal getaway. Bali like plunge pool that can create amazing insta-worthy moments. Located in Long Bay! A 5 minute walk to Long Bay Beach, a 5 minute drive to the nearest grocery store and a 5 minute drive to Grace Bay Beach. Everything is 5 minutes away!!

Turquoise Views, Private Pool & Total Serenity
Escape to your own private hillside retreat with breathtaking turquoise ocean views, complete privacy, and a brand-new private swimming pool exclusively for Studio guests. Relax on the spacious sun deck, cool off in the pool just steps from your bedroom, and enjoy the peace and serenity of Sunrise Ridge. Located away from the crowds of Grace Bay, this is the perfect spot for couples seeking stunning views, quiet surroundings, and an authentic Turks & Caicos getaway.

"The Nest Cozy Cottage"
“The Nest” Spacious and modern 1 bedroom cottage sits amongst a well-manicured garden with majestic swaying palms. Less than 150 steps away from the famous Grace Bay Beach. This cozy sanctuary is quiet and bears the true beauty of itself, it’s perfect for honeymooners or if you’re just seeking for some quiet and down time. Complete with high-speed internet, cable TV and all amenities one need for the perfect vacation, The Nest is where you want to be.

2Bedroom cozy home walking distance to the beach.
This charming home is the perfect getaway, ideal for girls’ or guys’ trips, couples, or family vacations. Centrally located in the heart of Turks and Caicos, you’ll be just a short walk from the beach, local dining, and island attractions. Enjoy a spacious, welcoming layout with a beautiful backyard featuring an outdoor play area, dining space, and a relaxing hot tub. Ask about our local chef that's on property. We make dining and accommodating easy.

CascadeVilla ll-5 Mins to Gracebay Modern2BR/2BA
Escape to paradise at this stylish 2-bedroom, 2-bathroom villa located 5 mins from world-famous Gracebay beach. Perfect for couples or families. •Entire property can be rented out as 5 bedrooms / 5 bathrooms for a large family or group 10-15 persons,if required. •We have rental cars,suv and van available. Please let me know of your interested.
Popular amenities for Leeward pet-friendly home rentals
Pet-friendly house rentals

Richmond Hill House

25%Off July 27-29 Great Reviews Walk 2 Beach, Pool

Enjoy a peaceful and affordable stay in Paradise ☺

Metopium - 2/1 Secluded Getaway

Four Bedroom villa 5 minutes to Grace Bay Beach

Master Bedroom in Big Villa

Steps Away from Adventure -2bedroom & 1 Bath

Steady Winds Hideaway - 3 Villas
Pet-friendly home rentals with a pool

25% Off 6/29-7/1! Walk To Beach/Pool* -CV41

Private Pool Villa, Fire Pit, Pet-Friendly, Patios

Waterfront 3BR Villa w/ Pool, Canal View , Parking

Nirvana's Nest

Turks & Caicos Oceanfront Villa w/Pool and Dock

A Piece of Paradise

Condo in Turtle Cove with Pool and Gym

Ocean View Cottage Private Pool & Peaceful Retreat
Private, pet-friendly home rentals

Tree Stump Villa - Grace Bay

25% Off July 4-8! Ocean Views, Grace Bay(#2)

Affordable 3 bedrooms on the water w/pool!

Tranquility Rest Near the Beach

25% Off July 4-8! Grace Bay, Pool, Views! (#4)*

Hopewell Villa East/Pool & walk to Gracebay Beach

Ocean Seacret Views/Gated & Pool

25% Off July 7-9! Walk To Beach/Pool-CV41
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