Pet-friendly holiday rentals in St. Augustine South

5 out of 5 average rating, 242 reviews

A charming two-story cottage is seen behind an ornate wrought-iron gate, framed by vibrant green grass and well-maintained landscaping. Large windows allow natural light to fill the exterior, and a cheerful yellow door adds a welcoming touch.

Cottage in Lincolnville

Walk Historic Downtown! “Blue Heaven”

Stunningly renovated cottage combines modern amenities with vintage charm... * 2 master suites with queen beds * Quiet neighborhood walking distance to explore The Nation's Oldest City * Clawfoot tubs inside and out (along with showers, of course!) * Big screened-in porch with hanging daybed * Off-street paved parking * Fenced yard, Weber grill, gas fire pit * Fast Wi-Fi and Smart TV * 2 blocks to Fish Camp, Ice Plant, LaNuvelle, trolley stop * 10 minute walk to central downtown St Augustine

Apartment in St. Augustine

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.

4.96 out of 5 average rating, 197 reviews

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

The Traveler's Nest is a unique and cozy studio apartment with a kitchenette, private backyard and access to a huge pool located in a quiet historic uptown St. Augustine neighborhood. It's just minutes to the Old City and Vilano Beach and Fort Mose National Park and Museum is 3min walk within the neighborhood! In addition, it's close to all your necessities (groceries, liquor store, restaurants, fast food....etc.) and there's a huge pool to relax and cool off when your not out seeing sites :)

Guesthouse in St. Augustine

An outdoor seating area features multiple blue Adirondack chairs arranged around a circular stone patio, complemented by a small green table. A lamp post stands nearby, and a flag flutters gently in the breeze, surrounded by lush greenery and tall palm trees.

4.91 out of 5 average rating, 603 reviews

Captain's Quarters Tiny House

Welcome to our newly spacious and private renovated bathroom with our outdoor shower. See photos! This Tiny House has all you need for a cozy, private stay while visiting St. Augustine. The Tiny House sits on 3/4 acres. You will feel the tranquility of this magical property and only 10 minutes to Vilano Beach or the Historic Downtown. The studio is equipped with a sink, toilet, kitchenette, coffee/tea. Commune with nature in your Private Exotic Outdoor Shower, hottub (closed July & August).

4.89 out of 5 average rating, 632 reviews

The living area features soft turquoise walls and light hardwood flooring. A spacious white sofa is complemented by green accent pillows. A wall-mounted television and decorative surfboards add character to the space. Natural light fills the room through the window, creating a bright atmosphere.

Bungalow in Lincolnville

The Hideaway

Welcome to "The Hideaway." Enjoy this 2bd/1ba coastal inspired bungalow, stocked and furnished with your comfort and convenience in mind. Enter through a screened porch, and unwind as you step into the main living area - spacious enough for up to six guests, yet exceedingly cozy for a romantic stay for two. Located in Historic Lincolnville - A half mile walk from downtown St. Augustine, and a 10 minute scenic drive to St. Augustine or Vilano Beach. Truly a perfect location and hidden gem.

A spacious living room features two power-reclining couches, a wooden coffee table, and a bright overhead light. A large window allows natural light to enter, complemented by a nearby kitchen area visible in the background. An arcade game and a chessboard are arranged for entertainment.

4.97 out of 5 average rating, 158 reviews

1mi to Downtown! 3BR/6Beds|Screenroom,Deck,Firepit

5-minute walk to Maracuya Coffee Shop, 10-minute walk to breakfast at West Egg, 15-minute walk to downtown St. Aug, or a 2-min drive/uber. This house has room and activities for all your friends and family. In addition to the incredible location, this house, with all furnishings and bedding, is brand new! Free high-speed wifi, xbox with games/movies, large smart-TV, outdoor dining area, outdoor seating with firepit, tons of games throughout, and a 4-player full-size X-Men (and more) Arcade Game.

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, 433 reviews

Your Home Away From Home

1,800 SF, 2 bedrooms, 2 1/2 bathrooms, on a secluded 5 acre lot just minutes from Historic Downtown and St. Augustine Beach. The home is 100% HANDICAPPED ACCESSIBLE! Convenient shopping and close by restaurants. Full kitchen, spacious living area, large bedrooms (1 with TWINKLE mattress) ceiling fans. Pet friendly! (Some restrictions apply, advance notice required!) Base rate covers up to 4 guests and there's a small upcharge for 5 or more. Motorcycle friendly! We also do live on the property!

The living room features a comfortable sofa and a cozy accent chair, set on a circular area rug. A stone fireplace adds texture to the space, while soft lighting from a nearby floor lamp enhances the ambiance. A dining area is visible in the background.

4.89 out of 5 average rating, 177 reviews

Chelsea House 3/2, sleeps 6 Free parking Downtown!

Welcome to Chelsea House. Bring your kids, your dog & your boat. It's a sizable 3-bedroom 2 bath rustic style home located on an oversized lot in a quiet residential boating community. If you're looking for something a little different, this is it! It is furnished with an eclectic collection of antiques & reproduction pieces, this home's style will reflect your visit to our nation's oldest city, the home is comfortable, relaxing & private. It is just a 10-minute drive to the Historic District.

A comfortable seating arrangement includes two light-colored sofas and a recliner, arranged around a green coffee table. Natural light filters through the window, partially covered by white blinds. Two framed artworks are displayed on the wall, and a lamp adds soft illumination.

4.82 out of 5 average rating, 139 reviews

Cute, Comfortable Bungalow

Great ranch styled bungalow; completely remodeled in a well established neighborhood. This 3 bedroom, 2 full bath home is close to downtown, the beaches, and the ampitheatre and just a block off the Matanzas River. In between sightseeing and the beach, take walks along the river or relax on the large serene back porch. Fenced back yard, washer and dryer on premises, a fully outfitted kitchen and a dedicated office makes this a great place to stay a little longer and get to know our town.

Superhost

A spacious bedroom features a light-colored wooden floor and a ceiling fan overhead. A decorative desk and chair are positioned against the wall, accompanied by a wall-mounted mirror and potted plants. Colorful artwork, including a cow painting, enhances the inviting atmosphere.

4.91 out of 5 average rating, 330 reviews

NEW Island bungalow - Cozy & Classy

Perfect cozy bungalow for a stay in the nations oldest city. Huge bedroom with a new king bed. Living room with a sleeper sofa and TV. Coffee station, french press, microwave, and mini fridge. Full of artwork. Paintings and a sculpture. Huge stone tiled shower. Located off Anastasia Blvd with great restaurants, coffee shop, pubs and fun for the kids! Located 1 mile the the Anastasia beach state park and then a little over a mile to the beach!! Does not have a kitchen. Walk to Alligator Farm!

Apartment in St. Augustine

An aerial view captures the colorful buildings and lush landscaping of the property, with the iconic Bridge of Lions visible across the water. Boats can be seen docked along the Intracoastal, while the vibrant greenery frames the scene, creating a serene setting.

4.95 out of 5 average rating, 100 reviews

LIONS VIEW | Waterfront | 5-min walk to Downtown

Welcome to our stunning 3BR/2.5BA 2nd floor unit, boasting the most magnificent views of Downtown St. Augustine. Perched on the east side of the iconic Bridge of Lions, our home offers a unique vantage point of the Intracoastal, creating an unforgettable backdrop for your vacation. Location is key, and our place puts you in the heart of the action. Effortlessly explore the historic charm of Downtown St. Augustine on foot, with just a short 5-minute walk across the bridge. 10-mins from beach.

Place to stay in St. Augustine

A stone fountain stands at the center of a lush courtyard, surrounded by vibrant green ferns and tropical plants. A wooden bench is positioned nearby, offering a tranquil space for relaxation amid the serene sounds of cascading water.

4.91 out of 5 average rating, 973 reviews

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.

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.

4.89 out of 5 average rating, 754 reviews

Beach and Serenity

6 BLOCKS to BEACH, off of the intercostal! Studio apartment, sleeps up to 4. Quiet neighborhood, close to all. Several restaurants/shops within walking distance. Beach bikes included, perfect for bike rides along the beach. Private entrance off of porch, which includes chairs to relax in, beach toys, towels, chairs. *yes, we are pet friendly, however, ONE PET PER STAY WITH APPROVAL *also, we cannot split weekends, so please book accordingly, fridays and Saturdays booked together

Popular amenities for St. Augustine South pet-friendly home rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

A welcoming exterior of a single-story home features a red front door and two red adirondack chairs positioned on a shaded porch. The well-maintained yard includes a concrete driveway and natural greenery surrounding the house, providing a peaceful atmosphere.

4.95 out of 5 average rating, 155 reviews

St Augustine Hideaway! Relax minutes from Old town

4.98 out of 5 average rating, 166 reviews

Uncle Reggie's Beach House

A spacious living area features a brown sofa paired with two green chairs, complemented by a wooden coffee table on a patterned rug. Sunlight filters through large windows, illuminating a dining area with a wooden table and decorative shelving. A ceiling fan adds comfort to the room.

4.99 out of 5 average rating, 124 reviews

The Emerald~Pet Friendly~Downtown~Beach~Boho Chíc

An aerial view captures the vibrant pink A-Frame home against a backdrop of serene ocean waves and a clear sky. The surrounding palm trees and nearby beach create an inviting coastal atmosphere. The beach is easily accessible, with well-defined paths leading to the sandy shoreline.

4.88 out of 5 average rating, 218 reviews

Ocean Front Private Getaway in St. Augustine Beach

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.

4.99 out of 5 average rating, 114 reviews

The Coral Sea Casa- Oceanfront! Tiki bar!

4.96 out of 5 average rating, 281 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

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, 308 reviews

The Meadow House

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, 127 reviews

Driftmark Cabin - RV friendly, Pool + Beach!

Pet-friendly home rentals with a pool

Condo in St. Augustine Beach

A swimming pool is surrounded by lounge chairs, with palm trees providing shade in the background. Blue skies and scattered clouds create a bright atmosphere. The pool area features a smooth surface and a safety railing on one side.

4.84 out of 5 average rating, 267 reviews

Ocean Side Complex w/ Heated Pool B-15

Guesthouse in East Palatka

The rustic boathouse is positioned near a scenic wooden dock extending into the river. Sunlight reflects off the water while a peaceful horse stands nearby, surrounded by lush greenery. The weathered exterior of the boathouse complements the natural setting.

4.94 out of 5 average rating, 113 reviews

Charming Rustic Boathouse

4.91 out of 5 average rating, 354 reviews

The living area is furnished with a comfortable sofa and armchair, providing a relaxed seating space. A media console holds a television, and large sliding doors lead to a private balcony. Natural light fills the room, highlighting a neutral color palette.

Condo in St. Augustine

Oceanside complex M33 1 Bed 1 Bath w/Heated Pool

The outdoor area features a private pool surrounded by palm trees and greenery. Lounge chairs with blue cushions are arranged by the poolside, complemented by striped umbrellas. Potted plants with vibrant flowers add color to the space, creating a tranquil setting for relaxation.

5 out of 5 average rating, 144 reviews

Private oasis, heated pool, exceeds expectations

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.

4.93 out of 5 average rating, 651 reviews

Waterfront suite, Dogs are cool no pet fee

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.

4.91 out of 5 average rating, 116 reviews

Barefoot Bungalow St. Augustine Beach

Apartment in St. Augustine

4.87 out of 5 average rating, 142 reviews

1 Bedroom Condo with Heated Pool

4.95 out of 5 average rating, 113 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

4.88 out of 5 average rating, 33 reviews

Peaceful Private 1BR Whole House Near Downtown

Bungalow in St. Augustine

A charming bungalow is framed by lush palm trees, with a welcoming teal front door at its center. A stone pathway leads through gravel landscaping adorned with greenery, creating an inviting approach to the home.

4.98 out of 5 average rating, 276 reviews

"Flagler Shack"- a funky tropical oasis!

Holiday home in St. Augustine

A private entrance is situated at the front of the property, featuring a white door surrounded by large windows with green shutters. The exterior is complemented by a stone patio area with outdoor seating, enhancing usability for relaxing outside.

4.98 out of 5 average rating, 137 reviews

1st Street Retreat, Dog Friendly Updated Apartment

4.95 out of 5 average rating, 205 reviews

Bungalow in Butler Beach

Crescent Moon: Jan 19 - Feb 25 reduced nitely rate

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, 788 reviews

The St Augustine Tiny House - nights of lights!

4.95 out of 5 average rating, 133 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

The exterior of the beach retreat is shown, featuring a welcoming single-story structure with a metal roof and a spacious concrete driveway. Lush greenery, including palm trees, enhances the outdoor space, which is surrounded by a peaceful neighborhood.

4.85 out of 5 average rating, 75 reviews

2BR retreat walkable to beach