Pet-friendly vacation rentals in Leeward

Find and book unique pet-friendly homes on Airbnb

Top-rated pet-friendly home rentals in Leeward

Guests agree: these pet-friendly homes are highly rated for location, cleanliness, and more.

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Superhost

An outdoor screened-in patio is shown, featuring a colorful striped rug beneath a small table and two comfortable chairs. A hammock is draped nearby, creating a relaxing space surrounded by greenery that enhances the ambiance.

Villa in Long Bay Hills

4.87 out of 5 average rating, 15 reviews

Steady Winds Hideaway - Turtle Villa 1 King Bed

Discover your private oasis in our delightful 1-bedroom villa nestled amidst lush greenery. This is a very safe and high end residential neighborhood with patrol cars nearby. Conveniently located just a short stroll away from Long Bay beach, where breathtaking sunrises and unforgettable beach memories await. Our welcome packet is available after booking. It's great for first time visitors to the island! Need more room? Adjacent villas are available to accommodate your larger groups as well.

Top guest favorite

A modern building stands beside a pristine swimming pool surrounded by palm trees. The pool area features multiple lounge chairs arranged around the clear blue water, reflecting the bright blue sky. The clean lines and light color palette of the architecture enhance the serene environment.

Condo in Grace Bay

4.98 out of 5 average rating, 50 reviews

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!

Top guest favorite

A spacious outdoor area features a private in-ground pool surrounded by a wooden deck. Comfortable lounge chairs are positioned along the deck, offering a view of the villa's charming exterior, accented by a red-tiled roof and lush tropical landscaping.

Villa in Turtle Cove

4.98 out of 5 average rating, 57 reviews

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.

Guest favorite

A thatched-roof gazebo is positioned near the water, surrounded by sandy ground and lush vegetation. Palm trees sway gently, and a calm body of water is visible in the background, reflecting the bright blue sky with fluffy clouds.

Loft in Long Bay Hills

4.88 out of 5 average rating, 178 reviews

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!

Superhost

A sunlit pool area features a rectangular pool surrounded by lounge chairs. The area is shaded by a large canopy, and tropical plants are visible in the background. The sky displays scattered clouds, creating a bright and open atmosphere.

Condo in Grace Bay

4.89 out of 5 average rating, 75 reviews

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 .

Guest favorite

A serene outdoor space showcases a private pool surrounded by lush greenery. Comfortable lounge chairs are positioned near the water, and a large umbrella offers shade. A covered seating area is visible in the background, enhancing the relaxing atmosphere.

Villa in Grace Bay

4.93 out of 5 average rating, 27 reviews

HopeWell Villa West - 5 Minutes to Grace Bay Beach

Located 5 minutes from GraceBay Beach, is Hopewell Villa East. This spacious 2 bedrooms 2 bath house is located just 2 streets from Grace Bay Beach and Coco Bistro Restaurant, in a quiet peaceful and safe residential neighborhood. If you are looking for a modern, clean, affordable, kids and family-friendly rental and minutes away from some of the most beautiful beaches in the world, look no further! **We have rental cars,suv and van available. Please let me know of your interested.**

Superhost

The outdoor area features a private saltwater pool surrounded by a sun deck with lounge chairs. Tropical plants are positioned nearby, and a shaded seating area is created by a white umbrella. The villa’s modern architecture complements the serene outdoor setting.

Villa in Providenciales

4.82 out of 5 average rating, 101 reviews

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!

Superhost

A modern three-story building features spacious balconies with outdoor seating. Expansive glass windows reflect the sky, while an inviting lawn with well-maintained greenery surrounds the structure, creating a serene environment.

Condo in Grace Bay

4.81 out of 5 average rating, 130 reviews

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.

Superhost

A modern villa is showcased, with its sleek design complemented by lush tropical landscaping. A private plunge pool is visible, surrounded by wooden decking and lounge chairs. A small outdoor dining area and a barbecue grill are also present, creating a relaxing outdoor living space.

Villa in Long Bay Hills

4.92 out of 5 average rating, 127 reviews

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!!

Guest favorite

A freshwater pool is set within a sunlit area, bordered by vibrant bougainvillea flowers. A shaded gazebo is visible in the background, furnished for relaxation. The surrounding landscape features greenery, enhancing the tranquil environment near the water.

Apartment in Cooper Jack Bay Settlement

4.93 out of 5 average rating, 138 reviews

Poco Villa

Situated in the Discovery Bay Canal "Poco Villa" is a separated complete studio with a view of the canal and access to a freshwater pool and sun decK with bar and barbeque. The accommodation is a one a/c unit with a full kitchen living room and tv. Its a peacefull place surrounded by water. There are two units for rent on this property the other "Coco Villa" both being double occupancy. We do suggest our guests have a vehicle rental to explore the island.

Top guest favorite

A spacious outdoor terrace is featured, furnished with comfortable seating and lounge chairs. The area is surrounded by swaying palm trees and offers views of the landscape. Sunlight casts gentle shadows across the stone floor, creating a relaxing environment.

Guesthouse in Leeward Settlement

4.97 out of 5 average rating, 114 reviews

"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.

Superhost

A bright studio space is filled with natural light from large windows that offer scenic views. A spacious bed is situated in the foreground, while a comfortable seating area is present to the left. The openness leads to a private deck with a glimpse of the pool outside.

Guesthouse in Venetian Road Settlement

4.86 out of 5 average rating, 110 reviews

Romantic Studio with Stunning Views

Now with a brand new private swimming pool right in front of the bedroom! Previously this unit shared a swimming pool with an adjacent cottage. No more! As of Dec 1 2024 the studio has a private separate swimming pool and new deck area suitable for cooling off, sunbathing and hanging out!