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

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.

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.

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.

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!

Uptown Classic 1 | Effortless Exploration of STA

Uptown Classic 1 is a 1BD/1BA apartment (2nd floor) that sleeps 2 guests and is located in the heart of St. Augustine. Effortlessly explore the Oldest City with the ease of a 5-min walk to St. George Street - Top sights, local award-winning bars & restaurants surround the home in all directions. The space features cozy, casual interior furnishings and an exterior bistro set. 5-min drive to the beach. Pet-Friendly: Must send message for approval- Pet fee $98 for up to 4 dogs.

Walk Everywhere, dog-friendly with free bike use

Very funky and sparkling clean efficiency apartment, which includes limited cooking facilities (microwave and hot plate). Comfy queen bed, small dining table and sofa. Just a few long blocks to the historic district of beautiful St. Augustine and all the fun restaurants, bars and shopping. You'll have first-come, first-serve use of bicycles, a private small back deck, and a great backyard with charcoal grills available Pet fee is $40 per dog per stay (max of 2 dogs).

Uptown Classic Bungalow Comfy Walk Everywhere

The Uptown Bungalow is located on a quiet street only a block away from all the action in the heart of the nation's oldest city. Built in 1910 the unit has been renovated, is tastefully decorated ,and is equipped with everything you will need to make your stay in St. Augustine a great experience. Dine in the kitchen or an outdoor patio set on the screened in porch where the guests can enjoy a café & scones in the AM or in the evenings cocktail & Hors d'oeuvres.

Safe Haven, Unique two story carriage

Our romantic "Safe Haven" is compact upscale living in a two-story carriage house located 3 blocks from St George St and steps from shopping and dining! Private garden in the back and a shared garden and patio out front. Also Safe Haven House offers a private balcony! Queen bed & shower upstairs in bedroom, basic kitchen essentials (no spices) , laundry, sitting area & TV downstairs. FREE Private and Street parking.

St. George Historic Bungalow

Come stay at this St. George Historic 1915 Bungalow featured in the well known book, The Houses of St. Augustine. Enjoy being in one of the city’s most pleasant and distinctive neighborhoods. Be reminded of the history that surrounds you as horse carriages stroll by while you enjoy your coffee or wine on the large front porch. The house borders on the lovely Maria Sanchez Lake that inhabits many birds year round.

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.

Palo Haus 1918 Cottage in Downtown St. Augustine

Built in 1918, Palo Haus is a charming cottage tucked in a quiet neighborhood within walking distance of Flagler College and the Historic District. Recognized as one of the city’s historic homes, it blends vintage character with modern comfort. Perfect for couples, families, students discovering their new town, or wedding guests, it’s a welcoming retreat to unwind and feel at home 🏡