Holiday rentals with a fireplace in St. Augustine

1920s Glam, HotTub, Firepit, Grill, 3 King Beds

This new construction home is within a 5 minute/1 mile drive to historic downtown where you’ll find all the fun, food & charm! Discover a nostalgic getaway in this unique themed home that captures the essence of the 1920’s/30’s. Spacious open layout that is perfect for large groups with plenty of room to comfortably spread out. NEW 7-seater hot tub, fire pit & private fenced in backyard, beach towels, toys, boogie boards provided! Beautiful new kitchen, large dining table, 2 King bedroom suites

Tree Tops: Where Everything is brand new

Take it easy at this unique and tranquil getaway nestled in the Tree Tops. All new appliances, furniture, electronics, sheets, and towels are found in this totally remodeled home. No expense was spared in making your stay as comfortable as possible. This is your perfect get away from the hustle and bustle of life. Enjoy your first cup of coffee on one of 3 porches. Tree Tops is also close to popular attractions, located 6 miles to Vilano Beach and 4 miles to St. Augustine’s historic district.

Historic Whitney House •Designer•Steps2Attractions

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.

Private Romantic Old Florida Style Cottage

Private Romantic Cottage in flower filled garden with mature trees. Cathedral ceiling, fireplace, full kitchen, large shower with two shower heads, queen bed, lots of off street parking, two large decks, outdoor shower, maple wood floor. A perk: Free parking Spot Close to Downtown included at a different property. You have this entire property to yourself. In the serene Historic Fullerwood Neighborhood. Beautiful architectural details make this a memorable place to stay. Perfect for couples.

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.

Cozy Beach Townhome - Bikes, Garage & Pickle Ball!

Discover your perfect getaway at our beautifully updated condo in St. Augustine Beach, FL! With pristine oceanfront views and convenient beach access, our 2-bed, 2.5-bath retreat is a relaxing haven. Enjoy a fully equipped kitchen, comfortable living area, and private balconies. Exclusive community amenities include a private beach boardwalk, pool, and hot tub. Beach essentials, bicycles, and the proximity to shops, restaurants, and downtown make this the ideal beach retreat.

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.)

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.

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.

Quiet 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.