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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Guest favorite

Condo in St. Augustine

4.96 out of 5 average rating, 193 reviews

Beachy Condo- Stroll to Beach

Enter your fully furnished, cozy condo, just a short 15-minute stroll from the beach. Embrace the tranquility of a friendly, peaceful neighborhood. Inside, a well-equipped kitchen invites culinary adventures, complemented by an array of nearby dining spots. Uncover the charm of historic downtown, a mere 15-minute drive away, offering cultural immersion and exploration. Extended stays are welcome, and your furry companion can join for a one-time $80 fee, ensuring a home away from home experience.

Sep 9 – 16

G$33,686 GYD per night

Guest favorite

Home in St. Augustine

4.94 out of 5 average rating, 407 reviews

Our beautiful casa is ready for you!

Located in a tranquil neighborhood,our property offers the perfect blend of relaxation and adventure.You'll find us just a short drive away from the beaches and the historic downtown of St. Augustine.If you're a boater two convenient boat launch sites are located nearby.Our spacious 2bdr 2bth house offers 1,150sft of living space.The large living room with an open floor plan is the perfect place to gather with loved ones.Our house has Roku Netflix and Wi-Fi to keep you connected and entertained.

Oct 2 – 9

G$23,965 GYD per night

Guest favorite

Condo in St. Augustine

4.92 out of 5 average rating, 126 reviews

Anastasia Island 1 ~ Beach, Relax & Explore

Large one-bedroom condo with open space living, kitchen and dinning room full of natural light leading from the balcony. Bedroom has a large walk-in closet and a king bed with access to balcony. The condo comes complete with a full kitchen, washer and dryer, high-speed fibre internet, pots and pans and basic pantry items. This condo sleeps up to 4 people, best suited for 2 adults and 2 children. Queen air mattress with deep sheets and topper for optimum comfort, and a single mattress in closet.

Nov 29 – Dec 6

G$31,824 GYD per night

Guest favorite

Home in Saint Augustine

4.99 out of 5 average rating, 365 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 (5 miles) and St. Augustine Beach (3 miles). The home is 100% HANDICAPPED ACCESSIBLE! Convenient shopping and close by restaurants. Full kitchen, spacious living area, large bedrooms, ceiling fans. Pet friendly! (Some restrictions apply, advance notice required!) Base rate covers up to 4 guests and there's a small extra charge for 5 or more. Motorcycle friendly! We also do live on the property!

Jul 22 – 29

G$30,139 GYD per night

Guest favorite

Condo in St. Augustine

4.92 out of 5 average rating, 250 reviews

Oceanside complex M33 1 Bed 1 Bath w/Heated Pool

Newly Remodeled 1 bedroom condo with King Size Bed, Queen Size Sleeper Sofa, 55" TV's in Living Room and Bedroom. Stairs to 3rd Floor unit with private patio. Fully Equipped Kitchen, Dishwasher, Washer/Dryer, WiFi, Cable TV, Clubhouse, Fitness Room, Tennis Courts, 2 Swimming Pools (1 heated), Shuffleboard Courts, Picnic Area with Grills & Private Beach Walkway. Dog Friendly (1 DOG ONLY) with a $100 pet fee due on Check In. Restricted Breeds: Rottweiler, Pit Bull, Doberman, Chow, Shepherd.

Nov 11 – 18

G$31,511 GYD per night

Guest favorite

Guest suite in St. Augustine

4.97 out of 5 average rating, 216 reviews

Cozy suite 15 minutes from beaches & downtown!

Outstanding location & amenities…15 minutes to the beach & historic downtown, minutes walk to the intercostal. Quiet, friendly neighborhood w/ ample parking (Trailers/boats welcome). Super kid-friendly, toys, snacks, pack & play, stroller, monitor & more. Laundry, walk-in shower, private entrance, freshly furnished. Private deck w/ cheerful seating. Kitchenette w/ loads of equipment. Happy to accommodate requests-if you’re celebrating anything let us know & we’ll make it special : )

Feb 10 – 17

G$24,733 GYD per night

Guest favorite

Bungalow in Butler Beach

4.93 out of 5 average rating, 122 reviews

Crescent Moon: One block pet friendly beach!

The Crescent Moon, east of A-1A, is a charming 1/1 cottage, for small family, 2 friends or one couple. ONE CAR ONLY. Pet friendly cottage and beach. Soothing mornings, evenings to relax in the breeze! Simple 1 block stroll to the soft sand beach. No busy roads to cross. Pet fee $10 a night (for one or two pets, max) to be paid upon departure in cash left in an envelope for housekeeper. Honor system. No pet over 75 pounds. The local taxes of 5% are listed under community fee.

Sep 6 – 13

G$27,218 GYD per night

Guest favorite

Guest suite in Saint Augustine

4.88 out of 5 average rating, 653 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

Sep 18 – 25

G$24,906 GYD per night

Superhost

Cottage in St. Augustine

4.79 out of 5 average rating, 169 reviews

Mermaid Cove Vilano Beach/Queen. Sleeps 2. Pet fee

Bungalow/300 sq/Detached from duplex/Sleeps 2, queen/1 folding bed.Pet/fee.Fenced outdoor space/table/chairs. Full shower/fridge/kitchenette/sheets/towels. George Foreman grill/outdoor shower. 120 steps to beach/no roads to cross. Towels, chairs/umbrella/cooler. Coffee maker, microwave,induction oven. 3 miles to downtown/1 mile Pier/8 mile Guana Park Potential for noise: Directly on Historic A1A Highway. Across/BP gas station **See Family Memories for 10 for a gathering .

Oct 11 – 18

G$27,346 GYD per night

Guest favorite

Guest suite in St. Augustine

4.98 out of 5 average rating, 302 reviews

St. Augustine Studio*Private Entrance & Bath*Bikes

A private studio designed from a garage conversion. Separate key-less entry allows for self check-in and welcomes you to this comfortable, clean space with a queen size bed, your own bathroom, kitchenette, and 2 available parking spaces in the driveway. Mini-split AC cools and heats the studio comfortably. High speed internet, flatscreen television with Netflix for relaxing after a day of sightseeing. 2 bicycles for exploring our historic downtown less than 2 miles away.

Jul 12 – 19

G$24,195 GYD per night

Guest favorite

Guest suite in St. Augustine

4.99 out of 5 average rating, 187 reviews

Vilano Beach Retreat- 2 minute walk to beach

Tucked away off the main road, in Vilano Beach, this peaceful retreat is across the street from the beach, not beachfront. Enjoy privacy and beauty. Beach access, 2 min walk across coastal highway. Bring a hammock to hang out in our yard under the tree. Don’t have one? We can provide one. Need to work? There is a separate area to focus on what you need. In addition to the ocean across the street, we are a few blocks from amazing sunsets on the river.

Jul 7 – 12

G$33,697 GYD per night

Guest favorite

Home in St. Augustine

4.9 out of 5 average rating, 151 reviews

Charming home with great amenities

Are you looking for a great family friendly place to relax close to St. Augustine and the beaches? This charming home with a relaxed vibe in St Augustine Shores is the place for you. You are just 5 miles from downtown and the beaches in a quiet neighborhood. Relax on the lanai, listen to sound of the fountain in the koi pond in private fenced back yard. You can access the community pool on the intracoastal for a $5 fee.

Oct 2 – 9

G$23,366 GYD per night