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Kid & Dog Haven: Poolside Fun in St. Augustine

Unwind in the heart of historic St. Augustine at our top-rated, family and pet-friendly retreat, tailored to make traveling with kids and dogs seamless and truly enjoyable. Our 'mama-approved' haven offers a pristine, secure, and thoughtfully designed space where your family can relax, recharge, and immerse yourselves in the vibrant charm of the nation’s oldest city. The fully stocked home features a heated saltwater pool, hot tub, fenced backyard, spacious rooms, and a fully equipped kitchen.

Downtown HistoricLuxury • Designer Kitchen & Baths

Off Street Parking for 2 vehicles 2 Min. walk to St George St 5 Min drive to Anastasia State Park Beach 6 Min drive to Fitness Club/Pool High Speed Starlink Internet Luxury Retreat in Historic Downtown. Indulge in a charming vacation rental featuring a spacious living room, gourmet kitchen, and luxury baths. Immerse yourself in the rich history and vibrant culture, with its charming streets and local attractions. Whether seeking adventure or relaxation, this retreat offers the perfect base.

Heated Pool, Tiki Lounge, Steps to Beach, Games

Save my home by clicking the <3 in top right corner! *Book 2 nights, get the 3rd night 30% off!* >Sparkling heated pool (pool heat - $60 day/$350 wk) >Steps from sand! (1 min walk) >NOW with a new Tiki Bar in garage! >Blocks to boat ramp, bring your boat + jet-ski! >Dogs OK! 2 dog max (w nightly fee) >Beach gear >Propane BBQ >DT St. Aug is a 10 min drive >Drip coffee pot >Washer + Dryer >2-3 parking spots >Cable in LR, other TV's are smart.  >3 days of supplies (TP, trash bags, pods, etc.)

St Augustine Beachside Home - Walk to Beach

Time to 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 a less than 10 minute . walk, depending on pace, 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.

Oceanfront, Blissful Sunrises, Beach Gear, BBQ

Add my home to your wishlist, click the <3 in top right corner! *Book 2 nights, get the 3rd night 30% off!* >Stunning Oceanfront Home with pano ocean views >Beautifully styled >4 Smart TVs w cable and streaming apps >Parking for 4 cars >Continuous balconies >Beach gear provided (towels, chairs, umbrella) >Walk to The Reef Restaurant >Short drive to downtown + Vilano Publix >Washer + Dryer >BBQ Grill >Drip Coffee Maker >3 days of supplies (TP, trash bags, etc.)

Seascape - WITH HOT TUB - Sleeps 15

Seascape has been featured on the HGTV show, Beach Hunters. This renovated 3-story home is nearly 3,000 sq ft with breathtaking views and sleeps 15. *Min. age of renter is 25 yrs. *Max occupancy is strictly enforced. Per county regulation, this house can accommodate 10 "occupants," excluding children 12 yrs of age or under. *A signed rental agreement and photo ID are required to finalize reservation. *Ordinances state we must rent to families. No parties.

Fun & Artsy 3BR/2BACottage in Downtown St. Aug

Discover serenity in this charming, hidden gem nestled in a quaint downtown neighborhood. A short stroll will lead you to vibrant festivals at Francis Field and St. Augustine's finest dining, bars, tours, and more. Art, music, and local culture are woven into the very fabric of this locale. Whether you're unwinding with a movie, savoring morning coffee in the backyard, or lounging on the front patio, we've curated the perfect escape.

Vilano Charmer, Capo’s Cottage, 1/2 block to beach

Charming 3/2 beach cottage located in the historic Surfside Community of Vilano. Once this home belonged to the Capo Family who brought visitors from downtown St Augustine across the Intercoastal on a ferry to the beach in the 1920’s. Today, you can enjoy the vintage vibe, with modern conveniences. Only 2 min walk to Surfside Beach! Under new ownership, formerly an Airbnb for many years. One small dog will be considered.

1 Mile to Downtown • 3BR/2BA/7 Beds

Modern 3BR/2BA home just 1 mile from historic downtown St. Augustine. Sleeps up to 10 with a rare 7-bed setup—great for couples, families, or groups. Enjoy arcade games, ping pong, fast WiFi, and a screened patio with dining. Garage includes grill and games. Easy parking and quick access to downtown, dining, and attractions. Clean, spacious, and designed for a comfortable, fun stay. Meticulously cared for.

Tranquila Villa

Nestled just across the Bridge of Lions on Anastasia Island, this peaceful retreat welcomes you in. Newly renovated duplex, the space is fresh, open and natural light pours in providing a tranquil feel. Centrally located, the site is a short walk over the bridge to Historic downtown or stay on the island where nearby restaurants, Lighthouse Park, Alligator Farm and Anastasia State Park await your visit.

Historic Bungalow Between Beach & Downtown

Welcome to Salt Run Stay — a lovingly restored 1928 beachy bungalow in the heart of St. Augustine. Ideal for couples, friends, families and solo travelers, the bungalow is walking distance to the famous Lighthouse, Salt Run Inlet, a boat launch, restaurants, cafes and the Alligator Farm. You can also easily bike to the Amphitheater, Anastasia State Park and beach, and the historic downtown area.

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!