Holiday rentals with a fire pit in St. Augustine South

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).

Guest suite in St. Augustine

A living space features a white sofa adorned with a patterned throw, complemented by a rustic wooden coffee table. A large round mirror and star decorations hang on the walls, while a ceiling fan adds functionality. Doorways lead to adjacent rooms, including a bathroom.

4.97 out of 5 average rating, 496 reviews

Winter Hawk Hideout

15 minutes from ol' St Augui. Located in the heart of this typical Florida woods and nested by oaks that saw the Seminole War as we are walking distance from Ft Peyton and 2 miles away from where Osceola was captured. The house sits on half acre of gardens and the decor is ranch, asian and whimsical .The goal is for you to feel transported away for a while. I do have 2 very small, well behaved and quiet dogs and one never seen cat. They do not have access to your quarters or are allowed in.

Guest house in St. Augustine

A private cottage exterior features a deck with outdoor seating under an umbrella. Adjacent lounge chairs provide a place to relax. The structure is surrounded by grass and mature trees, with a small grill visible nearby.

4.88 out of 5 average rating, 160 reviews

Island’s Edge Guest Cottage on Anastasia Island.

Fresh and professionally cleaned marsh front private cottage with amazing views. Walk or pedal from this adorable cottage to any of the local attractions. Nestled between the state park, our famous AMP, great beaches & downtown. Everything is close by. Your deck is perfect for a bbq, bird watching & sunset cocktails. ☹️Sorry no marsh access.☹️ Park trails and beach are close by. Stroll over to the Saturday morning market at “the Amp”. Ask me about our “Concert Package” You’ll love it here.

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, 170 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.

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.

4.98 out of 5 average rating, 158 reviews

Uncle Reggie's Beach House

🏝️ Welcome Nights of Lights guests to your PRIVATE beach house! Walk to the beach, restaurants, arcade, coffee & yoga. 10min drive to historic downtown St. Augustine. Fenced yard, covered deck, grill, fire pit+ luxe outdoor shower. 3 bed/2 bath, sleeps 6. Kid/pet friendly. Modern kitchen. Remote workspace. 65" TV. ORIGINAL NINTENDO & 650+ games. 2 bikes, 2 chairs, + beach cart. Free coffee. Peaceful & quiet street yet close to everything. Always 5-star service hosted by hospitality pros! ✨

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, 1,037 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.

An open living area features a light-colored sofa with accent pillows, positioned near a wooden coffee table. A modern kitchen is visible in the background, showcasing white cabinetry and stainless steel appliances. Warm wooden flooring complements the bright, neutral decor enhanced by natural light.

4.97 out of 5 average rating, 127 reviews

Coastal Haven Mins 2 Town & Beach

💥 New Years & 4th of July fireworks visible from just steps away 😎 Quiet neighborhood ideal for families, walking, & biking ☀️ Stunning sunrise water view 🛏️ Sleeps 8 comfortably 🚗 Short drive 2 beach & historic downtown St Augustine 🍳Fully equipped kitchen for all cooking levels 🔥 Fire pit & Grill ⚽️ Kid friendly space w/ playground and fenced yard 🛜 Fast internet ⚓️Public boat ramp ¼ mile away, bring jet skis, kayaks, & boats 3️⃣➕Days of supplies provided (TP, trash bags, pods…)

Guest suite in St. Augustine

A spacious bedroom is furnished with a king bed, complemented by decorative pillows and a throw blanket. A large area rug with colorful patterns covers the tiled floor. Natural light enters through two windows, framed by light curtains, while a bedside lamp adds soft illumination.

4.95 out of 5 average rating, 722 reviews

Sheepdog Hideway - on Anastasia Island near Amp!

Awesome, private guest suite located on Anastasia Island near the St Augustine Amphitheater! Walking distance to Anastasia State Park! Enjoy staying on the island without all the hustle of a hotel. We have beach cruiser bikes available for use! We are 1.5 miles from the closest public beach access and a 3 mile bike ride to downtown St Augustine! Update for COVID-19 pandemic: We will be spraying all hard surfaces with EPA-approved sanitizer to do our best to make sure surfaces are safe.

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

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, 219 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.

Popular amenities for rentals with a firepit in St. Augustine South

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a firepit

A cozy bedroom is illuminated by natural light through two windows adorned with white blinds. A spacious bed is dressed in a gray quilt, complemented by decorative pillows. A small bedside table holds a lamp, creating a calm and restful ambiance.

4.92 out of 5 average rating, 26 reviews

Private Whole House • Peaceful Stay St. Augustine

A spacious living area features comfortable leather and wicker seating arrangements. A central ottoman provides additional space, while a dining area with a round table is visible in the background. Modern kitchen appliances are neatly integrated into the design, enhancing the cozy atmosphere.

4.91 out of 5 average rating, 70 reviews

Nights of lights special! 11/15 Family Friendly!

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

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

A refreshing pool awaits in a spacious backyard, framed by vibrant greenery. A colorful mural of 'FLORIDA' adds a cheerful touch to the exterior, while comfortable chairs are positioned nearby for relaxation. The pool is surrounded by a paved area, inviting guests to unwind.

4.94 out of 5 average rating, 253 reviews

POOL+Walk to Concerts + 5 mins to Historic & Beach

5 out of 5 average rating, 25 reviews

Walk Downtown •King Bed Cottage •Nights of Lights

A spacious living area features a comfortable brown leather sofa and two accent chairs. The room is enhanced by a decorative fireplace with a herringbone pattern and soft natural light streaming through large windows. Light wood flooring complements the overall airy aesthetic.

5 out of 5 average rating, 70 reviews

Luxury Retreat | St. Augustine | Beach + The Amp

An aerial view captures a newly constructed white home with a metal roof. The front porch features seating, surrounded by green grass and trees. The marshland is visible in the background, with a clear sky above and soft sunlight illuminating the exterior.

4.96 out of 5 average rating, 75 reviews

Double Primary Suites/ Hot Tub/ Walk to Beach

Apartment rentals with a firepit

Flat in St. Augustine Beach

A shaded outdoor area features a hammock with striped fabric, inviting relaxation. Stone pavers lead to a landscaped garden area with green foliage and seating. A patio setting is visible in the background, complete with table and chairs for outdoor dining.

4.88 out of 5 average rating, 279 reviews

Low Tide - Beach Bungalow

A welcoming living area features a light-colored sofa, a coffee table with decorative items, and a ceiling fan. Natural light enters through the windows, while a mounted television displays a tranquil landscape image. Additional seating includes a comfortable armchair and a rustic side table.

4.91 out of 5 average rating, 133 reviews

Island Life Rental, walk to beach!

A spacious living area features a blue sofa complemented by a light-colored rug. Natural light filters through large windows, highlighting a decorative fireplace and a mounted television. A round coffee table and an armchair add to the inviting atmosphere of the room.

4.96 out of 5 average rating, 393 reviews

Short Scenic walk into Historic St Augustine

A serene pool area is surrounded by modern apartment buildings, with vibrant palm trees complementing the inviting atmosphere. Lounge chairs are positioned for relaxation beside the water, and a colorful sunset paints the sky in soft hues, creating a tranquil ambiance.

5 out of 5 average rating, 31 reviews

Resort Style 1B/1B APT, 10 min Beach/Downtown

A small dining area features a round wooden table surrounded by two wooden chairs. A bottle of wine and a decorative plant sit on the table. Natural light filters through sheer curtains, illuminating the space, while a coffee table with a tray and candles is positioned nearby.

4.88 out of 5 average rating, 412 reviews

St. Augustine Studio Oasis In The Middle Of It All

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, 368 reviews

Casa Tranquila Comfy*Stylish*Walk Everywhere*Homey

4.87 out of 5 average rating, 285 reviews

A tall heron stands along the shoreline, its slender legs submerged in gentle waves. The bird's sleek body and long neck are highlighted against the ocean backdrop, embodying the natural tranquility of the beach.

Flat in Flagler Beach

Private Beach 2 min walk No chores! 2 Bd/1 Ba Apt

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, 184 reviews

Beach Life in Oceanview Condo

Other holiday rentals with a firepit

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

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

Bungalow in St. Augustine

A scenic view of the St. Johns River at sunset, framed by lush palm trees. A wooden dock extends into the water, leading to a covered area. A firepit is set nearby on a stone pathway, providing a cozy spot to admire the serene landscape.

5 out of 5 average rating, 45 reviews

NEW-St. Augustine Riverfront Home

Bungalow in St. Augustine

A screened-in porch showcases a relaxing atmosphere with wooden ceilings and large windows. A colorful hammock hangs beside a sofa and a blue coffee table, while natural light fills the space. Outdoor seating complements the inviting decor, surrounded by lush greenery.

5 out of 5 average rating, 97 reviews

“Night of Lights” & Amphitheatre Tropical Bungalow

An aerial view of a spacious apartment complex is presented, showcasing a central pool area surrounded by palm trees. The surrounding landscape features green lawns and ample parking spaces. Multiple floors of the building are visible, characterized by blue and grey exteriors.

4.95 out of 5 average rating, 20 reviews

Funky Coastal Vibes | 2BR 2BA

A contemporary resort-style swimming pool is surrounded by lounge chairs and umbrellas. The building in the background features a modern design with multiple levels, and palm trees are placed throughout the area. The sky displays vibrant hues as the sun sets.

4.98 out of 5 average rating, 43 reviews

St Augustine Luxury Resort Living on the Island!

A resort-style pool is surrounded by lounge chairs, palm trees, and blue umbrellas. The water sparkles under a clear sky. Modern buildings are positioned on either side, enhancing the spacious and inviting pool area.

4.97 out of 5 average rating, 69 reviews

NEW St. Augustine Escape w/Pool, Gym, Games MORE!