Pet-friendly vacation rentals in Historic District, St. Augustine

A welcoming porch is highlighted by an orange umbrella providing shade. Lush greenery and potted plants surround the entrance to the cottage, which features a decorative front door. Comfortable seating is visible, creating a cozy outdoor space for relaxation.

4.91 out of 5 average rating, 169 reviews

Historic St. Augustine Cottage - Walk everywhere!

*OLD FLORIDA: A charming 1920s bungalow in a peaceful neighborhood. *WALKABLE to everything old town *PRIVATE PARKING. (BEWARE: “Street parking” means first come/first served). *FIRE PIT (wood provided) *BIKES *HAMMOCK *OUTDOOR SHOWER: hot/cold *BBQ grill: charcoal provided This cozy 1 bed/1 bath has a queen bed, a living room with daybed/trundle, fully stocked kitchen, W/D, TV, WiFi, Dogs allowed: $100 fee. Located only 0.4 miles from downtown—(check distance when others say “walkable”)

Superhost

An open living space features a modern kitchen with stainless steel appliances and a large island with seating for three. A comfortable sectional couch is arranged near a flat-screen TV mounted on the wall. Natural light filters through nearby windows, creating a bright ambiance.

4.85 out of 5 average rating, 114 reviews

Historic 8 Dupont Lane A

Enjoy this beautifully remodeled historic gem, in the heart of Downtown St Augustine. Walking distance to all the sites, restaurants, clubs and shops. Enjoy the patio with fire pit, dinning table, bbq's and yes, pet friendly too. 1 parking space only, next to the front entrance. Nespresso coffee, new beds to silverware. Relax and just have fun!!! Ripley's Believe it or not and the Historic Fort are a 5 minute walk. The Trolly is a great way to tour downtown. Live music every night of the week.

A charming guest house is presented with a front porch featuring a decorative railing. Lush greenery and a small white picket fence frame the landscaped yard, while palm trees provide shade. The exterior showcases a light color palette, with contrasting trim and a welcoming entrance.

4.94 out of 5 average rating, 344 reviews

The Rohde House, The Rohde Guest House

Our place is close to nightlife, public transport, the airport, the city square, and parks. It's good for couples, solo adventurers, business travelers, families (with kids), and furry friends (pets). Five minute walk to the "Nights of Lights", two minute walk to Francis Field event field, where many festivals, concerts and activities are held. Five minute drive to the ocean beach at Vilano. Many Restaurants and bars in walking distance, including sports bar, martini bar, Irish pub and more.

The spacious bedroom features a queen-sized bed with an antique iron bed frame and a decorative pillow. A wooden table is positioned near a window that allows natural light to enter, while a ceiling fan adds ventilation to the room.

4.92 out of 5 average rating, 221 reviews

Dog-friendly, FREE BIKES next to Historic Downtown

This apartment is one of five units in a completely renovated 1880's mansion and is sanitized between guests. It is a sun-filled pet-friendly unit on the second floor with large windows and old pine floors. Sit in the rocking chairs on the front balcony. The location is perfect, so close to the historic district with all the shopping, restaurants and bars, Bikes are available to roam around town. There is one guaranteed parking space. Dogs are allowed for a $40 pet fee per dog (max of 2)

The exterior of a four-bedroom home is presented, featuring a light blue façade with a welcoming black front door. Lush greenery, including palm plants, surrounds the entrance. The porch is visible with steps leading to the door, and a well-maintained lawn adds to the inviting appearance.

4.88 out of 5 average rating, 408 reviews

Uptown Abode on Garnett- Dog Friendly!

Spacious 4 bedroom home in uptown St Aug w large porch and balcony attached to primary. Smart TV in living room & primary, large eat-in kitchen w Keurig & basic cooking supplies, washer & dryer. Perfect for large families or friend groups on vacation. 5 (+/-) minute drive to downtown historic St Augustine and conveniently located off of US-1 in cute neighborhood. Ample onsite parking is FREE! Charcoal grill available, bring your own charcoal and fluid! Dogs can stay for $35 with pre-approval.

Place to stay in St. Augustine

A decorative three-tiered fountain is set within a lush tropical courtyard, surrounded by dense greenery and tropical plants. Stone benches are positioned near the fountain, inviting guests to sit and enjoy the serene ambiance of the outdoor space.

4.89 out of 5 average rating, 1,013 reviews

The Courtyard Studio in the Historic District

You have found your cozy oasis tucked under an Ancient Shady Oak trees in a private, lush tropical courtyard in the Historic District of St. Augustine. It is a minimalist's dream and exemplifies the appeal of tiny living : compact, clean, efficient, and convenient. A short walk to all of the Shops, Restaurants and Attractions. Enjoy and relax in the courtyard cool by day and at night the tree canopy is lit by hundreds of tiny laser lights at night. Solar powered/low carbon footprint.

A serene backyard features a large swimming pool surrounded by mature greenery. Comfortable seating options are available, including lounge chairs and a small table with chairs, enhancing the outdoor relaxation area. Sunlight reflects off the pool's clear blue water, inviting refreshing moments.

4.97 out of 5 average rating, 100 reviews

Very Special Apt, St Augustine Historic District

Forget your worries in this spacious and serene apartment. A large, quiet space with a fenced beautiful backyard, large pool (rare for the Historic District) and gardens. Dogs are welcome. Just steps to what the walkable city of St. Augustine has to offer. A 3 minute walk to St. George Street for food, fun and frolic. The Fort, Castillo de San Marcos; the riverfront; Flagler College Tour; St. Augustine Lighthouse, restaurants & attractions close by. The beach is a 12 minute drive.

Bungalow in St. Augustine

Colorful cottage-style homes are displayed along a tree-lined street, with a vibrant pink cottage on the left and a cheerful yellow cottage on the right. Each features a welcoming porch and a well-maintained front yard, under a clear blue sky.

4.96 out of 5 average rating, 295 reviews

Coral Cottage Heated Pool / Walk to Everything

Located in the Historic Abbott District of St Augustine, Florida in the heart of it all. Walk to everything, you will never need your car! This 2-bedroom cottage has all the historic charm was lovingly updated with an open floor plan is beautifully decorated and tastefully furnished. Enjoy a five-minute walk through the neighborhood to famed Castillo De San Marcos (the fort) and Historic St. George Street in the ancient “Colonial Quarter”. Extremely clean, and well-maintained.

Vacation home in St. Augustine

An aerial view captures the charming neighborhood surrounding Hope & Glory, with tree-lined streets and various homes. The picturesque landscape features glimpses of the nearby water and distant landmarks, including the prominent cross, symbolizing the area's historical significance.

5 out of 5 average rating, 145 reviews

Walk Historic Downtown! "Hope & Glory"

You'll be one block from Historic Uptown Saint Augustine's shops, eateries & attractions. Enjoy smart TVs, luxury bedding with blackout curtains in bedrooms, screened in porch, back deck, bathing cabana with outdoor shower/clawfoot tub, gas fire pit and Weber grill, game room with darts, fooseball, crafts & More. Cozy, clean & relaxing. Fabulous fully-equipped kitchen, full privacy fence, off-street parking, paved driveway close to downtown and excellent beaches. Prime location!

4.94 out of 5 average rating, 196 reviews

HistoricLuxury•Designer Kitchen&Baths•Walk&Trolley

No Cleaning Fee! 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.

The charming exterior of Casa Tranquila features a bright yellow facade with inviting screened-in porches. An American flag is proudly displayed, and colorful sunflowers add a natural touch to the lush landscaping, creating a welcoming entrance on a quiet street.

4.9 out of 5 average rating, 361 reviews

Casa Tranquila Comfy*Stylish*Walk Everywhere*Homey

Casa Tranquila is located on a quiet street only a blocks away from all the action in the heart of the nation's oldest city. Built in 1917 w/ 11 ft. ceilings, renovated in 2021 & is tastefully decorated & equipped with everything needed to make your stay in Historic St. Augustine a remarkable experience. Indoor dining area, updated kitchen, & an outdoor dinning on the screened in porch. Café & scones in the AM or cocktails & Tapas in the evening al fresco. See you soon.

The compact kitchen features modern appliances, including a coffee maker, kettle, and stovetop. A stainless steel sink is situated on a wooden countertop, while a window offers a view of the serene outdoor space. The overall design blends functionality with a clean aesthetic.