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

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”)

St. Augustine Studio*Private Entrance & Bath*Bikes

A private studio designed from a garage conversion, located in the up-and-coming West King District. Separate entry with keyless lock 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, flat-screen tv with Netflix for relaxing after a day of sightseeing. Bicycles for exploring our historic downtown less than 2 miles away.

Welcome to Pink Palms - Heated Pool - Walk to DT

🏝️ Luxurious Private Heated Pool Home In Historic Downtown and Family Friendly! - Private Heated Pool & large backyard with tons of gorgeous palms - Outdoor cabana with grill, fans, pool table, kid toys, bocce, corn hole, recessed lights and seating - Walking distance to the Castillo de San Marcos Fort, Fountain of Youth, Uptown shops, The Bayfront and St. George Street - Less than 10 mins to Vilano Beach 🌊 - Sleeps 6/ 2 King beds, 2 XL twin beds (daybed trundle) - Pet Friendly - Event Venue

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.

Moon Over the Courtyard in the Historic District

You have found your cozy oasis tucked under an ancient Oak tree in a private, lush tropical Courtyard in the Historic District of St Augustine. Sit by the fountain, feed the roaming tortoises day or enjoy the fire and the 1000's of tiny lights reflected on the tree canopy by night. This small studio and exemplifies the appeal of tiny living: compact, clean, efficient, and convenient. The Courtyard is a short walk from all of the Historic Districts Shops, Restaurants and Attractions.

Downtown • Historic Luxury • DesignerKitchen&Baths

Off Street Parking 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 3-BR Retreat in Historic Downtown. Indulge in a charming vacation rental featuring a spacious living room, gourmet kitchen, and luxury bath. 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.

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!

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.

Dog-friendly, Walk Everywhere apt with FREE BIKES

Come stay in this completely renovated, beautiful second floor, pet-friendly one bedroom apartment with a large fully-equipped eat-in kitchen. A spacious balcony with rocking chairs. Shared use of the fabulous back yard with picnic tables, BBQ grills, and bicycles! One parking space guaranteed. Best part: The location! About a five-minute walk to historic downtown and Flagler. Super comfy queen size 4-post bed. Pet fee is $40 per dog per stay (max of 2 dogs).

Old Town "Gem"

Welcome to "The Gem" uptown King bedroom apt! Small room features a king-sized bed with small walking space and original art on the wall and an updated private bathroom that consist of necessary amenities for light packing travelers. This stylish suite is full of light and good vibes, perfect for a romantic couples retreat or solo adventurer. Enjoy your stay and complimentary coffee. ROKU channel, no cable.

Historic Full House 2min walk to Historic Downtown

I'm a lovely old home called La Casita in historic St. Augustine. Nice to meet ya! Flagler had me built to house his crew. I’m certified historic and charming too. I'm right downtown where you need to be so close to everything you'll want to see— The fort, the lighthouse, and all the rest. I’d be delighted if you were my guest. Comfort and peace is a phone call away. Please say yes. I want you to stay. 

St. George Studio Retreat + Parking by RPG

✨Stay in the center of it all at The Studio on Saint George Street, a pedestrian-only street in the heart of downtown St. Augustine. Enjoy your morning coffee on the private balcony before setting out to explore the shops, restaurants, and historic sites just steps from your door. With everything within walking distance and parking included, it’s the perfect home base for your St. Augustine getaway.