Pet-friendly vacation rentals in Anastasia Island

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Top-rated pet-friendly home rentals in Anastasia Island

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

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Top guest favorite

The exterior of a single-story house is displayed, featuring a sloped roof and an inviting entryway. Green grass surrounds the home, complemented by mature trees and landscaped bushes. A concrete driveway leads up to the entrance, providing accessible access.

Home in St. Augustine

4.99 out of 5 average rating, 450 reviews

Your Home Away From Home

1,800 SF, 2 bedrooms, 2 1/2 bathrooms, on a secluded 5 acre lot just minutes from Historic Downtown and St. Augustine Beach. The home is 100% HANDICAPPED ACCESSIBLE! Convenient shopping and close by restaurants. Full kitchen, spacious living area, large bedrooms (1 with TWINKLE mattress) ceiling fans. Pet friendly! (Some restrictions apply, advance notice required!) Base rate covers up to 4 guests and there's a small upcharge for 5 or more. Motorcycle friendly! We also do live on the property!

Top guest favorite

A single-story house is framed by a freshly mowed lawn and leafy trees. The home features a light grey exterior with white shutters and a bold red door, complemented by a decorative diamond window. A driveway and walkway provide access to the front entrance.

Home in St. Augustine

4.96 out of 5 average rating, 175 reviews

Alcazar House walk to Historic District .

Located in North Davis Shores, Alcazar House is a short walk to the Historic District and all the many attractions of Downtown including the Fort, St George Street and many of the wedding venues just to name a few. It is less than 2 miles to Anastasia Park and the beach. It is also close to the Amphitheater, Lighthouse, Alligator Farm and many restaurants and shops. Recent renovations to our home include a new kitchen, two electric fireplaces and smart TV 's in the living room and bedrooms.

Top guest favorite

Bungalow in Butler Beach

4.96 out of 5 average rating, 238 reviews

Ooo Laa Laaah Pets welcome

Private, fenced in yard and private Free standing cottage in quiet neighborhood. Private, fenced in yard! Pets are welcome. Fees apply. 2 washers and dryers, internet/wifi, 2 smart TVs. All kitchen appliances. One story. The beach is a one block stroll with no major streets to cross. Keep your car at home..walk to the beach 2 minutes stroll . Downtown, St. Aug. is a 10 minute car ride. Not a condo scene. Crescent Moon cottage is in front but completely separate. Shared laundry room.

Top guest favorite

A spacious studio features a king bed with a patterned blanket, complemented by a cozy sofa and armchair. A kitchenette is visible in the background, along with a modern ceiling fan overhead. Large windows allow natural light to fill the room.

Guest suite in St. Augustine

4.98 out of 5 average rating, 446 reviews

Cozy Studio 15 mins to Beaches & Historic Downtown

Outstanding location & amenities, 15 minutes to beaches, St. Augustine Amphitheater and historic downtown in a quiet, friendly neighborhood. Minutes walk to the intercostal, w/ piers & boat ramps, gorgeous views, perfect for walks. Close to lots of shopping & dining. Ample parking-trailers & boats welcome. Kid friendly w/ toys, pack & play + more. Laundry, walk-in shower, private entrance. Private deck w/ cheerful seating. Well equipped kitchenette. Easy drive to theme parks, Daytona + more.

Top guest favorite

A private hot tub is set in a serene outdoor area surrounded by greenery and wood paneling. The tub is equipped with a cover and nearby is a container holding spa towels, providing a relaxing space for guests.

Villa in St. Augustine

4.98 out of 5 average rating, 348 reviews

2 Bedroom, Private Hot Tub, walk to Loins Bridge

Couples Retreat Near Downtown St. Augustine. 0.5 miles from the Bridge of Lions. Enjoy a secluded courtyard, relaxing water fountain, and new 4-person hot tub. Wine down and watch the sunset in a peaceful setting after a exploring. Off-street parking is included. Restaurants, bars, coffee shops, and local favorites are only steps away. Perfect for a romantic getaway, weekend escape, or special occasion. Special requests and accommodations are available to help make your stay unforgettable.

Top guest favorite

Home in St. Augustine

4.94 out of 5 average rating, 233 reviews

2BR Downtown • Parking for 2 + Wraparound Porch

Historic Whitney House • Newly renovated 1,700 sq ft designer home Private driveway parking for 2 • Steps to trolley & St. George Street Gourmet kitchen, 2 en-suite bedrooms, 3 luxury baths, Starlink WiFi, wrap-around porch + sunny deck. Fitness club & pool passes included. Modern luxury in the heart of historic downtown St. Augustine. Perfect for couples or small groups seeking modern luxury, easy parking, and a walkable base right in the heart of historic downtown St. Augustine.

Top guest favorite

The living area features a modern design with custom wood paneling on one wall. A leather sofa is positioned in the foreground, while a decorative coffee table and a small workstation with a chair are visible. Soft lighting highlights a piece of scenic artwork above the table.

Home in St. Augustine

4.97 out of 5 average rating, 132 reviews

St Augustine Entire Home, King Bed, Pet Friendly

Casita Luxe Retreat Near Historic St. Augustine – Pet-Friendly Haven! Discover this luxurious 3-bedroom, 2-bath retreat! Designed with a modern luxe aesthetic, it features custom wood paneling, a fully equipped kitchen with a chic island, and a king-size plush mattress. Enjoy the large, fenced yard, fire pit, outdoor shower, and fun family games. Pet-friendly, with Wi-Fi, smart TVs, and parking included this home offers comfort and style in an up-and-coming neighborhood. Book now!

Guest favorite

The image captures a serene beach at sunset, where the sun is partially obscured by clouds, creating soft orange and blue hues in the sky. Tall grasses sway gently in the foreground, framing the scene of the calm ocean waves reflecting the fading light.

Guest suite in Butler Beach

4.89 out of 5 average rating, 794 reviews

Beach and Serenity

6 BLOCKS to BEACH, off of the intercostal! Studio apartment, sleeps up to 4. Quiet neighborhood, close to all. Several restaurants/shops within walking distance. Beach bikes included, perfect for bike rides along the beach. Private entrance off of porch, which includes chairs to relax in, beach toys, towels, chairs. *yes, we are pet friendly, however, ONE PET PER STAY WITH APPROVAL *also, we cannot split weekends, so please book accordingly, fridays and Saturdays booked together

Top guest favorite

The exterior of Casa Coquina is presented, featuring a charming façade with rounded archways. A light blue garage door complements the neutral-colored walls. Lush greenery, including palm trees and decorative plants, enhances the inviting entryway, while a driveway leads to the garage.

Home in St. Augustine

4.99 out of 5 average rating, 136 reviews

Casa Coquina Walk to Downtown Clean Quiet Spacious

Casa Coquina offers a uniquely central location for your visit to the nation's oldest city. Located across from Salt Run Waterway & walking distance to many restaurants & entertainment, this newly renovated home offers 2 bedrooms & 2 full bathrooms, large living room, Florida room & outdoor patio. It is a 2-minute drive to Historic Downtown & 5-minute drive to our beautiful beaches. The huge tree-shaded yard is completely fenced in for child/pet safety & total privacy. Enjoy!

Guest favorite

A wooden walkway leads from a grassy area to the sandy beach, flanked by two benches on either side. The beach is visible in the distance, with gentle waves and a clear blue sky above.

Home in Butler Beach

4.94 out of 5 average rating, 325 reviews

St Augustine Beachside Home - Walk to Beach

Relax at our St Augustine Canal-front getaway! Great family destination just 15 min. to Historic Downtown St Augustine. Neighborhood features PRIVATE Beach Access with about a 10 minute walk to the Beach. Boating and Fishing at your Fingertips with private, over-the-water dock and ramp to floating dock where you can tie up your own boat/kayak/jet skis. The perfect end to your beachside dream day will be watching the sunset while on your private dock.

Top guest favorite

A living area features a modern, light-toned sofa paired with a round coffee table. Natural light filters through large windows adorned with red curtains. The open floor plan leads to a dining area, highlighting a connection between spaces with exposed wooden beams.

Home in Lincolnville

4.98 out of 5 average rating, 130 reviews

Historic Lincolnville Retreat!

Step back in time to the enchanting 1920s in our beautifully preserved historic home, nestled in the heart of Lincolnville. This charming residence combines the elegance of a bygone era with modern comforts. Located in a tranquil area just steps away from the iconic Old Town Trolley tour stop, you’ll have easy access to the Lincolnville Historical Museum and other local attractions in walking distance.

Top guest favorite

The cottage exterior features a welcoming white facade with a covered porch and steps leading to the front door. Lush greenery and a stone wall border the pathway, while trees provide shade, creating a serene atmosphere near the entrance.

Cottage in St. Augustine

5.0 out of 5 average rating, 164 reviews

1900s Cottage in Heart of Town-walk everywhere!

Welcome to Groveside Cottage on the historic street of St. Augustine! In 1920s Grove Avenue was the home of several families of cigar makers and two cigar manufacturing companies. This charming cottage is a great mix of vintage and modern; you will be amused! We allow 1 dog, please message us - approval required before booking. Thank you!