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, 173 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”)

Guest suite in St. Augustine

An inviting studio space features a queen size bed with a patterned blanket, surrounded by natural light. A kitchenette area is visible in the background, providing essential amenities. A small seating area with colorful cushions is arranged beside the bed, enhancing the room's functional layout.

4.98 out of 5 average rating, 385 reviews

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.

The kitchen is equipped with modern stainless steel appliances, including a refrigerator and dishwasher. Black cabinetry complements the white countertops. Natural light streams in from a window above the sink, adorned with a small plant, enhancing the functional layout.

4.85 out of 5 average rating, 346 reviews

Cozy, Pet-friendly Private House near downtown

Cozy, pet-friendly house with full kitchen and laundry facilities 1.5 miles from the center of historic downtown St Augustine. 6 miles from beaches. Down to earth vibe. Fenced yard. Good quality mattresses on both beds (Tempurpedic in master and Sealy pillow-top in the other). Driveway parks up to two cars. Walking distance to several bakeries and restaurants and a convenience store. Large dog crate provided. Happy to provide local recommendations - we love it here and want you to love it, too!

Camper/RV in St. Augustine

A comfortable seating area features a yellow couch adorned with decorative throw pillows inspired by The Beatles. The large windows allow ample natural light, while soft gray curtains frame the view. A small side table complements the space, enhancing the cozy atmosphere.

4.88 out of 5 average rating, 188 reviews

Yellow Submarine II

28' Vintage Airstream we call the Yellow Submarine, enjoy this unique experience inspired by The Beatles and furnished with IKEA. The queen bed in a separate bedroom offers comfort and privacy and 1 of 3 tvs. Full bathroom, separate shower, fully equipped kitchen, thermostatically controlled AC & space heaters. A short 6 minute Uber into downtown or 8 minutes to Viano. Beach. Our 5 star reviews love,location, privacy, firepit, and hottub, private outdooor shower and covered patio with tv.

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, 345 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.

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, 1,028 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.

The exterior of the vintage house is displayed, featuring a spacious porch with blue chairs. A private driveway provides parking space for vehicles. Lush greenery surrounds the property, enhancing the inviting ambiance of the neighborhood.

4.94 out of 5 average rating, 198 reviews

Charming 1920s St. Augustine Home. One Pet Allowed

Perfectly located, charming 1920's vintage house. One small dog allowed... 25 lbs max. One time $50 pet fee Half a mile to St George Street and Castillo San Marcos. Totally renovated, all stainless steel appliances. Decorated with original antique French furniture. Original hard pine wood floor throughout 2 bedrooms, 2 full bathrooms, laundry room. Very quiet neighborhood. Enjoy your favorite drink on the front porch or private backyard. Private driveway to park 2 vehicles

The exterior of the house features a wrap-around porch with white railings, complemented by shaded areas and lush landscaping. A brick pathway leads up to the entrance, framed by palm trees and greenery, showcasing a welcoming facade against a clear blue sky.

4.99 out of 5 average rating, 214 reviews

Downtown • Historic Luxury • DesignerKitchen&Baths

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 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.

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, 152 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!

The exterior of the home is adorned with lush greenery and tropical plants, showcasing a welcoming entrance. The property features a set of stairs leading to a charming front porch, while a manicured lawn enhances the inviting atmosphere.

4.8 out of 5 average rating, 235 reviews

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.

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, 365 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 living area showcases a dark leather sofa adorned with colorful pillows, paired with a light wooden coffee table. A ceiling fan hangs above, and a large television is mounted on the wall. The space features original pine flooring and a decorative non-functioning fireplace.

4.94 out of 5 average rating, 306 reviews

FREE BIKES Dog-friendly apt in the heart of St A

A beautiful, renovated, pet-friendly, first-floor apt in a historic house . A fully-stocked kitchen for cooking, beautiful bathroom, comfy bed. A shaded, shared backyard with picnic tables and charcoal bbq grills. A few minute walk to the Historic District , Francis Field and Flagler College, while still being in a quiet neighborhood. Free use of bicycles. One parking space. Pet fee is $40 per dog per stay (max of 2 dogs). No cats.

Popular amenities for Historic District, St. Augustine pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

The exterior of a single-story house is displayed, featuring a sloped roof and an inviting entryway. Green grass surrounds the home, complemented by mature trees and landscaped bushes. A concrete driveway leads up to the entrance, providing accessible access.

4.99 out of 5 average rating, 422 reviews

Your Home Away From Home

The exterior of Casa Coquina is presented, featuring a charming façade with rounded archways. A light blue garage door complements the neutral-colored walls. Lush greenery, including palm trees and decorative plants, enhances the inviting entryway, while a driveway leads to the garage.

4.99 out of 5 average rating, 106 reviews

Casa Coquina Walk to Downtown Clean Quiet Spacious

The living area features a combination of leather sofas in various colors arranged around a woven coffee table. A rug adds warmth to the wooden floor. In the background, a dining area with blue chairs and a glass door opens to the outside, bringing in natural light.

4.91 out of 5 average rating, 169 reviews

St. Aug cottage, great location!

A stone pathway bordered by lush grass leads toward the ocean, where the sun sets on the horizon. The scene is framed by palm trees and greenery. A seating area with dark chairs is located on the right, providing a serene view of the beach.

5 out of 5 average rating, 110 reviews

The Coral Sea Casa

A comfortable living area features a neutral color palette with soft gray sofas accented by decorative cushions. A wooden coffee table is positioned in the center with a decorative tray. Natural light fills the space through a nearby window, enhancing the inviting environment.

4.93 out of 5 average rating, 186 reviews

Surfside House

The exterior of the home is showcased, featuring wooden stairs leading to the upper deck. Lush green grass surrounds the property, accented by decorative landscaping and palm trees. A paved driveway provides access to a garage, with a wooden fence offering privacy.

4.88 out of 5 average rating, 138 reviews

Carriage Manor- Next to Fountain of Youth & Beach

The living area features a spacious sectional couch with assorted cushions, facing a large television. Natural light streams through multiple windows. The dining area, visible in the background, includes a table for six and high-backed chairs, complementing the modern kitchen with bar seating.

4.92 out of 5 average rating, 102 reviews

Downtown St. Augustine Bungalow | Walk Everywhere

A modern living area is presented with two gray sofas adorned with vibrant pink and blue cushions. A glass coffee table, featuring a decorative centerpiece, sits atop a light-colored area rug. Bright natural light filters through a window, complemented by art pieces on the walls.

4.88 out of 5 average rating, 109 reviews

3 BR Modern Space, 5 min to Downtown

Pet-friendly home rentals with a pool

A large heated saltwater pool presents a curved design with a spa area seamlessly integrated. The pool area is surrounded by pavers and features vibrant turquoise lounge chairs. Lush greenery and decorative planters enhance the tranquil outdoor setting, enclosed by a white privacy fence.

5 out of 5 average rating, 101 reviews

Pool/Hot Tub Home 1 mile to downtown/beach

4.86 out of 5 average rating, 271 reviews

An open living area features a light-toned laminate floor and a spacious dark sofa facing a wall-mounted TV. A white coffee table sits in front of the sofa, while two wooden stools are positioned nearby. The kitchen is visible in the background, with natural light coming through the window.

Condo in St. Augustine

Oceanside complex B17 1 Bed 1 Bath w/Heated Pool

A fenced-in backyard features a heated pool, surrounded by a paved patio and shaded by mature bamboo. Two lounge chairs and two adirondack chairs are positioned nearby. A storage shed stands in the background, while an umbrella provides additional shade.

4.97 out of 5 average rating, 104 reviews

Oasis Pool House! Close to DT, Beach & Boat ramp

An expansive backyard features a refreshing saltwater pool and a hot tub, surrounded by lush turf landscaping. A two-story building with a wooden staircase overlooks the serene outdoor space, framed by palm trees and vibrant plants. Lounge chairs are positioned nearby for relaxation.

4.98 out of 5 average rating, 117 reviews

Driftmark Cabin - RV friendly, Pool + Beach!

A private saltwater pool is surrounded by a spacious deck and lush greenery. Palm trees frame the area, offering a shielded retreat. A patio space is visible, providing comfortable seating options and direct access to the home.

4.94 out of 5 average rating, 132 reviews

Peaceful Oasis Pet Friendly heated Pool & Gameroom

Bungalow in St. Augustine Beach

A sparkling pool is surrounded by lounge chairs, offering a refreshing retreat. Lush greenery and open fields create a serene backdrop, while a distant building is visible, adding to the tranquil setting.

4.9 out of 5 average rating, 110 reviews

Barefoot Bungalow St. Augustine Beach

4.95 out of 5 average rating, 124 reviews

A sunset scene is depicted with two people walking along the beach, silhouetted against the vibrant orange and yellow hues of the sky. The sun is setting on the horizon, reflecting shimmering light on the water, while a figure is seen swimming in the background.

Condo in St. Augustine

St Augustine Beach 2 Bed Condo

4.94 out of 5 average rating, 106 reviews

A well-appointed bedroom features a spacious bed adorned with a variety of decorative pillows. Soft light illuminates the room, highlighting a coastal-themed artwork of an umbrella in the background. A bedside lamp can be seen, adding a cozy touch to the ambiance.

Condo in St. Augustine

Sun & Sea | 2 pools - 1 heated!

Private, pet-friendly home rentals

A charming white cottage showcases a welcoming porch adorned with hanging planters. An American flag flutters by the entrance, while a gravel pathway leads up to the home, surrounded by manicured greenery and shaded by large trees, creating a serene exterior setting.

5 out of 5 average rating, 87 reviews

Palo Haus 1918 Cottage in Downtown St. Augustine

A cozy living room features a rustic brick fireplace and panoramic doors that provide access to the private patio. A stylish table sits in the center, surrounded by comfortable seating. Natural light fills the space, highlighting the home’s character and charm.

4.76 out of 5 average rating, 139 reviews

3 bedroom BLOCKS from old fort, walk everywhere.

A cozy living area features a dark sofa with accent pillows and a classic wooden rocking chair. Natural light flows through the window, illuminating the rich wooden flooring. An open doorway reveals a dining space with a stylish light fixture and a set of wooden dining chairs.

4.93 out of 5 average rating, 365 reviews

Downtown Lodge - Clean-Pet Friendly-Free Parking

A modern cottage exterior is highlighted, featuring a serene pool surrounded by stylish lounge chairs. A shaded patio area, framed by lush greenery, includes a pass-through window that opens to the kitchen. The warm tones of the roof contrast with the vibrant landscaping.

5 out of 5 average rating, 51 reviews

The May House - Heated Pool - Historic Downtown

Guest suite in St. Augustine

The image captures a serene beach at sunset, where the sun is partially obscured by clouds, creating soft orange and blue hues in the sky. Tall grasses sway gently in the foreground, framing the scene of the calm ocean waves reflecting the fading light.

4.88 out of 5 average rating, 738 reviews

Beach and Serenity

4.91 out of 5 average rating, 65 reviews

The Secret Garden On Locust!

4.85 out of 5 average rating, 158 reviews

A comfortable living area features a soft gray sofa adorned with patterned cushions. Light wooden flooring complements the painted walls, while a television is mounted above a white brick fireplace. Natural light enters through large windows covered by dark curtains.

Cottage in St. Augustine

Pet Friendly Getaway 3 Blocks to Old City-Unit A

The charming exterior of Casa Del Sol features pastel blue siding adorned with vibrant teal accents. Lush greenery and colorful potted plants create an inviting entrance, while a sun motif adds character. The well-maintained pathway leads to a welcoming front door, enhancing the cottage's curb appeal.