Pet-friendly holiday rentals in St. Augustine

Guest house 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, 593 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).

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, 120 reviews

Driftmark Cabin - RV friendly, Pool + Beach!

Experience the ultimate beachside getaway at our fully renovated Airbnb, just steps away from the sun-kissed sands. This luxurious retreat offers modern comfort with a private pool and inviting hot tub, allowing you to unwind in style. The recently upgraded interior boasts premium amenities, ensuring a relaxing stay. Outside, lush turf landscaping surrounds the pool, creating an oasis of comfort. Whether you're lounging by the pool, or enjoying the beach a stone's throw away, Driftmark delivers.

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, 389 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.

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, 106 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

Treehouse in St. Augustine

A three-tiered fountain is situated in a lush tropical garden, surrounded by various palm and fern plants. Water flows gently from the top tier and cascades down to the basin below, creating a peaceful ambiance in this serene outdoor space.

4.93 out of 5 average rating, 558 reviews

courtyardtreehouseinthehistoricdistrict

You have found your cozy oasis tucked in a (Real) Treehouse lodged in Ancient Oak. Set in a lush tropical garden in the historic district. It’s a minimalist’s dream, exemplifying the appeal of tiny living: compact, clean, efficient and 2 1/2 blocks to the historic districts shopping and restaurants. Relax on the Sun Deck, Rain Deck or in the Courtyard’s Tropical Garden The day time peaceful beauty is only eclipsed by the the nighttime display of laser lights projected onto the oaks canopy.

4.99 out of 5 average rating, 109 reviews

HGTV DesignerHome•HeatedPool•Walk/Bike 2 Downtown

Off Street Parking 3 Min Drive/ 15 Min Walk to Historic Downtown 2 Min Drive to the St Augustine Amphitheater 2 Min Drive to Anastasia State Park Beach 1 Min Drive to Anastasia Fitness Club/Suana-Steam Rm/Pool Looking to get away from the hustle & bustle of the city? This designer home with an amazing pool is the perfect place to recharge. Downtown & the scenic beaches in Anastasia State Park are just a minutes away. With spacious living & modern amenities, the Home offers maximum comfort

4.97 out of 5 average rating, 166 reviews

The contemporary two-story home features a modern exterior with a mix of horizontal and vertical siding. A balcony is visible on the second floor, accompanied by a small table and chairs. A fully fenced yard surrounds the property, with palm trees adding to the landscaping.

Home in Lincolnville

LUX Riberia – 311 | 12-min walk to Historic DTN

LUX RIBERIA COLLECTION - Contemporary, architectural magnificence located in the heart of the eclectic Lincolnville neighborhood in Downtown St. Augustine. Effortlessly explore the Oldest City with a quick 12-min walk into the Historical Downtown for all the top sights, hottest bars & restaurants. Two-story, minimalist style home with double heighted ceilings, fits 6 guests spaciously across the 2 BD, 2.5 BA layout with fully fenced backyard. Views of San Sebastian River perfect for Sunsets.

4.96 out of 5 average rating, 271 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

Time to Relax at our St Augustine canal front getaway! Great family destination just 15 min. to Historic Downtown St Augustine. Neighborhood features PRIVATE Beach Access with a less than 10 minute . walk, depending on pace, to the Beach. Boating and Fishing at your Fingertips with private, over-the-water dock and ramp to floating dock where you can tie up your own boat/kayak/jet skis. The perfect end to your beachside dream day will be watching the sunset while on your private dock.

5 out of 5 average rating, 233 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 and LaNuvelle * 10 minute walk to central downtown St Augustine

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, 743 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

Guest suite in St. Augustine

A spacious studio features a king bed with a patterned blanket, complemented by a cozy sofa and armchair. A kitchenette is visible in the background, along with a modern ceiling fan overhead. Large windows allow natural light to fill the room.

4.98 out of 5 average rating, 357 reviews

Cozy studio 15 min to beaches & historic downtown

Outstanding location + amenities, 15 minutes to beaches + historic downtown (Nights of Lights!) Minutes walk to the intercostal w/ piers, boat ramps, perfect for pleasant walks. Close to lots of shopping + dining. Quiet, friendly neighborhood, ample parking-trailers & boats welcome. Kid friendly w/ toys, pack & play + more. Laundry, walk-in shower, private entrance. Private deck w/ cheerful seating. Well equipped kitchenette. Easy drive to theme parks, Daytona + more.

4.98 out of 5 average rating, 240 reviews

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.

Flat in St. Augustine

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).

Popular amenities for St. Augustine pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

A bright living space features plush sofas facing a wall-mounted smart TV. A decorative fireplace with a tiled surround is centered beneath the TV, flanked by windows allowing natural light. An accent table with a blue hue and a woven basket complements the warm wood finishes.

4.97 out of 5 average rating, 119 reviews

Flagler Cottage l 1 Block to Historic District

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

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, 426 reviews

Your Home Away From Home

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.

4.83 out of 5 average rating, 124 reviews

Cute, Comfortable Bungalow

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, 116 reviews

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

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, 142 reviews

Private oasis, heated pool, exceeds expectations

An inviting pool area features lounge chairs and a vibrant mural, while an outdoor dining space with a large table is prepared for gatherings. Inside, a serene bedroom showcases soft colors and modern furnishings. A playful bunk room is also designed for fun and relaxation.

5 out of 5 average rating, 115 reviews

Walk 2 Beach | Game Room | Firepit |Heat/Salt Pool

The open living area features large glass doors that provide an unobstructed view of the ocean. A comfortable couch and two armchairs are arranged around a circular coffee table, with a wall-mounted TV for entertainment. Soft lighting and a neutral palette create a serene ambiance.

4.88 out of 5 average rating, 158 reviews

"Swan Ocean" Beach House on Vilano Beach

Pet-friendly home rentals with a pool

Guest house 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.

4.93 out of 5 average rating, 99 reviews

Charming Rustic Boathouse

Apartment in St. Augustine

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.

4.92 out of 5 average rating, 344 reviews

Oceanside complex M33 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

An outdoor pool area is framed by palm trees, showcasing a large heated pool surrounded by a spacious patio. Colorful Adirondack chairs are arranged invitingly along the edge, offering a perfect spot for relaxation. The atmosphere is bright and sunny, with clear blue skies overhead.

4.89 out of 5 average rating, 157 reviews

Cozy Fall Retreat | Heated Pool, Steps from Beach

A spacious entryway leads into an open concept living area with natural light highlighting the wood flooring. The inviting space includes a modern kitchen visible in the background, a comfortable seating arrangement, and access to a staircase.

5 out of 5 average rating, 152 reviews

Southern Charmer w/Pool - Walk to Everything!

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, 630 reviews

Waterfront suite, Dogs are cool no pet fee

4.86 out of 5 average rating, 136 reviews

Flat in St. Augustine

1 Bedroom Condo with Heated Pool

Apartment in St. Augustine

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.

4.94 out of 5 average rating, 107 reviews

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, 90 reviews

Palo Haus 1918 Cottage in Downtown St. Augustine

4.87 out of 5 average rating, 171 reviews

A spacious wooden deck is illuminated by string lights, featuring a seating area with wicker furniture and a designated space for dancing. The tranquil river view and the sunset create a serene backdrop, with Spanish moss hanging from nearby oak trees.

Cabin in St. Augustine

ROMANTIC RIVERFRONT CABIN~ BRING BOAT ~ SLEEPS 2

4.93 out of 5 average rating, 197 reviews

A decorated white Christmas tree is placed in the corner of the cozy living room, adorned with blue and white ornaments and soft lights. Nearby, a lamp illuminates a comfortable armchair and a bookshelf filled with coastal decor.

Cottage in St. Augustine

Coastal Cottage -firepit, pet fence, kayaks, bikes

4.87 out of 5 average rating, 188 reviews

A well-lit bedroom features a spacious bed adorned with decorative linens. A mirror and wooden table add functional charm. Natural light filters through the window, which leads to a small deck area. A painting on the wall complements the room’s calming atmosphere.

Flat in St. Augustine

Old Town "Gem"

4.94 out of 5 average rating, 197 reviews

A decorative pillow with blue lettering that reads 'The beach fixes everything' is displayed against a backdrop of a turquoise chair. Starfish are placed on the surface nearby, adding a coastal touch to the scene.

Bungalow in Butler Beach

Crescent Moon: soft sand beach, pets welcome

A charming coastal house is depicted with a traditional exterior, featuring dark shingles and a welcoming porch. A staircase leads to the entrance. The background is graced with a colorful sunset, casting soft light over the surrounding greenery and homes.

4.91 out of 5 average rating, 78 reviews

Oceanfront Rustic Cottage by the Sea

4.97 out of 5 average rating, 175 reviews

A private courtyard is softly illuminated by string lights, creating a warm ambiance at night. Lush greenery, including large tropical plants, surrounds a rustic wooden dining table set on a patterned stone surface, inviting outdoor gatherings.

Cottage in St. Augustine

Enchanting courtyard, quiet cottage by beach