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

An outdoor cabana area is presented, featuring a pool table and bar seating alongside a private heated pool. Surrounding lush turf and palm trees create a serene environment. The space is illuminated by recessed lighting, enhancing the inviting vibe for relaxing and entertaining.

5 out of 5 average rating, 109 reviews

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

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, 350 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.

A charming Victorian home is showcased with a bright yellow exterior, framed by lush greenery. The two-story structure features a spacious porch with white railings and decorative trim. A welcoming sign is positioned at the entrance, indicating the property's name.

4.92 out of 5 average rating, 250 reviews

DOWNTOWN ~ Victorian Home ~ ABOVE CUPCAKE SHOP!

Casa de San Marcos is in Saint Augustine’s historic district. You are steps away from antique shopping, food, and other attractions. The Castillo de San Marcos, Ripley’s Believe It Or Not, The Fountain of Youth, Francis Field events, The Old Jail, and much more are within blocks. Our property is located in the San Marco Shopping District and has a trolley stop nearby in the Uptown San Marco Shopping District! The apartment shares this Victorian home with LuLi’s Cupcakes on the first floor!

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.

4.88 out of 5 average rating, 1,041 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 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, 221 reviews

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.

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.

4.95 out of 5 average rating, 200 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

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, 160 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 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, 369 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.

A well-lit living area features a plush dark recliner and a light-colored sofa, arranged around a small coffee table. A decorative lamp adds warmth beside a window. A TV is positioned on a black stand, while framed artwork and a plant enhance the welcoming space.

4.98 out of 5 average rating, 241 reviews

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).

A spacious master bedroom features a king bed with white bedding and a gray upholstered bed frame. Natural light enters through large windows with blinds. A small side table and lamp are present, along with a bench at the foot of the bed, creating a welcoming environment.

4.93 out of 5 average rating, 117 reviews

Orange St Gem | 8-min walk to St. George St & Fort

Welcome to our charming 3BR/1.5BA home in the heart of historic downtown St. Augustine. With its central location just an 8-min walk (.5 mile) from St. George Street, Castillo de San Marcos, and the hottest bars and restaurants in the city - Perfect home base when exploring St. Augustine, the home struts a fully fenced, private backyard and 2x balconies that allow for enjoying the Florida sun! 8-min drive to Vilano Beach, 14-min drive to St. Augustine Beach.

Superhost

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.

4.79 out of 5 average rating, 158 reviews

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.

Bungalow in St. Augustine

A comfortable living area is highlighted by a brown leather sofa and a round coffee table. A large wall-mounted television is positioned above a natural fiber rug. Potted plants add greenery to the space, complemented by light streaming through windows dressed in white blinds.

4.92 out of 5 average rating, 232 reviews

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.

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

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

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, 180 reviews

Historic St. Augustine Cottage - Walk everywhere!

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, 428 reviews

Your Home Away From Home

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, 184 reviews

St. Aug cottage, great location!

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, 113 reviews

Casa Coquina Walk to Downtown Clean Quiet Spacious

4.96 out of 5 average rating, 272 reviews

A wooden walkway leads from a grassy area to the sandy beach, flanked by two benches on either side. The beach is visible in the distance, with gentle waves and a clear blue sky above.

Home in Treasure Beach

St Augustine Beachside Home - Walk to Beach

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, 122 reviews

Driftmark Cabin - RV friendly, Pool + Beach!

The coastal farmhouse exterior features light-colored siding and a welcoming entry with a vibrant turquoise door. Surrounding the house, a paved patio area is bordered by landscaped gardens. A wooden deck extends from the upper level, offering additional outdoor space.

4.91 out of 5 average rating, 303 reviews

The Meadow House

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

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, 102 reviews

Heated Pool/Hot Tub 1 mile to dwntn/beach

4.86 out of 5 average rating, 279 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, 106 reviews

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

A cozy sleeping area features a spacious bed adorned with a patterned bedspread and accented by a decorative pillow. A bedside table holds a small lamp, while a dark cabinet provides additional storage. Light filters in through a window dressed with textured blinds.

4.97 out of 5 average rating, 192 reviews

Traveler’s Nest of uptown St. Augustine with pool!

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, 137 reviews

Peaceful Oasis Pet Friendly heated Pool & Gameroom

Guest suite in Treasure Beach

A serene waterfront view is captured at sunset, showcasing a pool surrounded by lush grass and palm trees. A shaded seating area is positioned next to the pool, overlooking the water where boats can be seen in the distance.

4.92 out of 5 average rating, 636 reviews

Waterfront suite, Dogs are cool no pet fee

An enclosed lanai features a heated saltwater pool surrounded by a sleek concrete deck. Colorful lounge chairs are positioned nearby, and greenery is visible outside the mesh screens. The walls exhibit a calming light hue, contributing to a serene poolside atmosphere.

4.98 out of 5 average rating, 122 reviews

The Salty Seashell, Coastal Pool Home, Sleeps 8

A bright and airy living area is depicted, featuring a round dining table surrounded by four white chairs. A sectional sofa with light grey upholstery is positioned nearby, complemented by decorative pillows. A well-equipped kitchen area is visible, with modern appliances and cabinetry, providing a functional space.

4.93 out of 5 average rating, 188 reviews

Beach Life in Oceanview Condo

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, 96 reviews

Palo Haus 1918 Cottage in Downtown St. Augustine

5 out of 5 average rating, 59 reviews

The May House - Heated Pool - Historic Downtown

4.98 out of 5 average rating, 302 reviews

A private hot tub is set in a serene outdoor area surrounded by greenery and wood paneling. The tub is equipped with a cover and nearby is a container holding spa towels, providing a relaxing space for guests.

Villa in St. Augustine

Perfect location 2 Bedroom Private Hot Tub

4.91 out of 5 average rating, 69 reviews

The Secret Garden On Locust!

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.

5 out of 5 average rating, 49 reviews

Casa Del Sol Historic St. Aug Hideaway

Tiny home in Lincolnville

The exterior of the turquoise tiny house is presented, featuring a welcoming front porch with wooden railings. Lush greenery and palm trees surround the home, creating a serene atmosphere. The entrance is highlighted by a small set of steps leading to the porch.

4.8 out of 5 average rating, 783 reviews

The St Augustine Tiny House - nights of lights!

Place to stay in Lincolnville

A weathered metal sign displays the name 'The Old Schoolhouse' prominently, emphasizing its rustic character. The plaque features raised lettering, surrounded by a vibrant red frame, creating a striking contrast against its textured surface.

5 out of 5 average rating, 44 reviews

Lincolnville's First Schoolhouse!