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

Southern Charmer w/Pool - Walk to Everything!

Stellar location...easily park and walk to historic sites! Spacious and modern inside but a classic Southern home on the outside. Lots of room to grill out or lounge around the heated saline pool. Beautiful views of the famed Mission from the upper/lower porches. And you'll appreciate how well stocked this home is too...if we don't provide it you probably don't need it! If you need another rental we have a 4 bedroom w/pool right next door. It's called Walk to Everything plus pool and Cottage.

Super4 bedrooms, walk everywhere, free parking.

A beautiful Victorian-style home built in 1915 and completely renovated in 2018. Located two blocks from the St. Augustine historic district with its bars, world-renown restaurants and shopping. 4 bedrooms, 2 new bathrooms, new kitchen. The front porch, complete with rocking chairs, is perfect for relaxing with a glass of wine after a long day of sightseeing. The location is terrific, and the house has all the amenities and toiletries you need. Pet fee is $40 per dog per stay (max of 2 dogs).

Carriage Hse in the trees, Historic St. Augustine

You have found your cozy oasis tucked under tall shade trees in a private, lush tropical courtyard in the historic district. This convenient and relaxing space is walking distance to everything. It's adorned with 2 covered porches, the Courtyard porch and breakfast porch. Enjoy and relax in the courtyard lit by hundreds of tiny laser lights at night. You will likely see our tortoises roaming the completely fenced property. *Guests must be quiet as sound carries easily to our other 2 studios.

Pink Palms *Heated Pool* Walk to Downtown

🏝️ 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.

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, fully fenced backyard, off-street parking, paved driveway close to downtown and excellent beaches. Prime location!

Heart of Downtown! family and pet friendly.Hot tub

Are you looking for new adventures, comfort, and an awesome space to make lasting memories? Come vacation at Joyful-Stays in the heart of St Augustine. A short walk away from the best shopping and restaurants in town, St George St; Lightner museum; Flagler college, and other historic district highlights. Enjoy the culture of old St. Augustine, with the comforts of home! New 3 story home with large fully stocked kitchen, game room, outdoor dining area, hot tub, and 2 king beds!

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.

Old Town “Secret Chef”

This comfortable king suite is the perfect home away from home in a charming historic neighborhood. The large eat-in kitchen with modern appliances is ideal for preparing meals during longer stays. Guests will appreciate the convenient washer and dryer, as well as the mini closet for storage. Simple room layout and walking-friendly location make exploring easy. Enjoy complimentary coffee and tea. $35 pet fee per pet; pet fee is not included on your reservation

LUXURIOUS Home~HISTORIC DISTRICT~Walk Everywhere!

Open the gates to your private brick paved courtyard and enter this charming historic home, Circa 1900 will accommodate up to 8! Circa 1900 is located right in the middle of St. Augustine's historic district. You’re just steps away from antique shopping, food, and all sorts of attractions. Within blocks is the Castillo de San Marcos, Ripley's Believe It Or Not, The Fountain of Youth, Francis Field events, The Old Jail, and much more! Free parking!

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.