Holiday rentals with a fire pit in Historic District, St. Augustine

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, 592 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).

A modern kitchen features sleek gray cabinetry and a striking wood-accented range hood. An island with seating for four complements a large dining table with additional seating for six. Stylish decor and ample lighting create a functional and inviting cooking space.

4.99 out of 5 average rating, 150 reviews

Unmatched Luxury + Just Renovated + Dream Getaway!

💰No nickel & diming—AirBnb & cleaning fees in nightly rate! 🏡Luxurious modern design w/ historic charm 🔥Cozy outdoor fire pit for relaxing evenings 🛏️Best Sleep Guarantee-Mattresses are Westin Heavenly beds 👩‍💻Dedicated workspace & reliable top-speed internet for top productivity ✔️Luxury toiletries,plush linens & household supplies 🐕Bring your whole family, pet-friendly space! 🏖️Complimentary beach gear for fun in the sun 🚴5-minute bike ride to downtown 🍳Fully stocked gourmet kitchen!

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, 174 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, 386 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.

4.93 out of 5 average rating, 429 reviews

The exterior of the two-story home features a wrap-around porch adorned with hanging plants. Lush greenery surrounds the property, providing a serene backdrop. The structure is painted in light colors, with large windows allowing natural light to illuminate the space.

Cottage in St. Augustine

Perfect location- Cottage Retreat in historic area

This charming two story gem with a wrap around front porch is perfect for your stay while visiting historic St. Augustine. Situated within walking distance of the Fountain of Youth and the Old Town Trolley Tours, you can easily explore all the city has to offer! It’s in a perfect location near the city’s downtown area featuring Castillo de San Marcos (1 mile away) and many local shops and restaurants. Check out the featured guidebook which references many nearby points of interest.

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.

4.92 out of 5 average rating, 941 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.

5 out of 5 average rating, 230 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, 215 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 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, 366 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 charming exterior of the house is framed by lush greenery, with a well-maintained front yard and a white picket fence featuring decorative accents. Soft lighting highlights the inviting entrance, enhancing the serene atmosphere of the property.

4.99 out of 5 average rating, 186 reviews

Fun & Artsy 3BR/2BACottage in Downtown St. Aug

Discover serenity in this charming, hidden gem nestled in a quaint downtown neighborhood. A short stroll will lead you to vibrant festivals at Francis Field and St. Augustine's finest dining, bars, tours, and more. Art, music, and local culture are woven into the very fabric of this locale. Whether you're unwinding with a movie, savoring morning coffee in the backyard, or lounging on the front patio, we've curated the perfect escape.

The exterior of La Casita features a welcoming porch with seating for two, surrounded by greenery and flowering plants. The entrance is marked by a decorative clock, while the landscape includes gravel areas and a fire pit, creating an inviting outdoor atmosphere.

4.95 out of 5 average rating, 177 reviews

“La Casita” A Charming Uptown St Augustine Cottage

La Casita is located in the Uptown Shopping District. We have darling coffee shops just at the end of the block. Shopping and a convenience store too. We are just 2 blocks from the trolley shop snd visitors center..and, just a 10 min walk to downtown and the fort! We are just a 2 min walk to Francis Field, where many festivals are held. A 7 minute drive to Vilano beach! We are in a quiet and charming neighborhood.

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, 391 reviews

Short Scenic walk into Historic St Augustine

Stay in Style on Anastasia Island Step into timeless elegance at this fully renovated 1920s apartment. Nestled in the heart of historic Davis Shores, this beautiful retreat blends old Florida charm with modern comfort. 🌴 Perfect Location Walk across the Bridge of Lions to the cobblestone streets, shops, and restaurants of historic St. Augustine. Surrounded by local cafés, parks, and coastal scenery.

Popular amenities for Historic District, St. Augustine Holiday Accommodation with Fire Pit

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Holiday House Rentals with a fire pit

A charming two-story Victorian house is shown, featuring a light green exterior with white trim. The front porch, adorned with potted plants, invites relaxation. A driveway leads to the home, while lush greenery and decorative stones enhance the welcoming ambiance.

4.86 out of 5 average rating, 122 reviews

Liberty Manor Downtown Saint Augustine

A cozy living area features a vibrant mural depicting rolling hills and a sun setting over water. Two blue chairs are positioned beside a small table, which holds a lamp and a decorative item. A neutral sofa and a light-colored rug complete the inviting space.

4.92 out of 5 average rating, 157 reviews

2BR Cozy Blue Cottage walk DT close to Beach

4.85 out of 5 average rating, 101 reviews

Magnolia Ave Dream,5 minutes 2 beach walk downtown

5 out of 5 average rating, 53 reviews

The May House - Heated Pool - Historic Downtown

A new hot tub with illuminated blue water is showcased in the foreground, surrounded by bubbling jets. The inviting home can be seen in the background, with warm light spilling from the windows, hinting at a cozy interior ambiance.

4.98 out of 5 average rating, 125 reviews

1920s Glam, HotTub, Firepit, Grill, 3 King Beds

A spacious living area features a comfortable sectional sofa adorned with decorative pillows. A large flat-screen TV is mounted on the wall, while a round coffee table sits at the center. Soft lighting is provided by lamps on either side, enhancing the welcoming ambiance.

5 out of 5 average rating, 36 reviews

Steps to Ice Plant Downtown, Fire Pit, Parking!

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, 124 reviews

Coastal Haven Mins 2 Town & Beach

The Victorian home features a blue exterior with white trim and two spacious balconies. Lush greenery surrounds the property, enhancing the inviting entrance. Tall trees provide shade, and the surrounding landscape adds to the charm of the exterior.

4.93 out of 5 average rating, 187 reviews

2200 sqft Downtown Modern Victorian!

Apartment rentals with a fire pit

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, 131 reviews

Island Life Rental, walk to beach!

Apartment 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, 278 reviews

Low Tide - Beach Bungalow

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, 28 reviews

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

A spacious living area features large glass windows providing a panoramic view of the ocean at sunset. Two striped chairs are positioned for comfortable seating, while a light-colored area rug adds warmth to the tile floor. The outdoor deck is visible, leading to the beach beyond.

5 out of 5 average rating, 27 reviews

Last Minute Oceanfront Getaway

Apartment in Lincolnville

A charming duplex is featured with a large porch adorned with decorative garlands. Multiple entrances, framed by well-maintained landscaping, provide access from the front. The exterior exhibits a classic architectural style, complemented by warm sunset hues in the background.

5 out of 5 average rating, 12 reviews

Cedar Street Retreat - Unit A

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 exterior of a two-story garage apartment is visible, featuring wooden siding painted in a warm hue. Large windows with shutters allow natural light to enter. A concrete driveway leads to two garage doors, which are adorned with simple hardware. Green trees provide shade in the background.

4.93 out of 5 average rating, 28 reviews

Cozy St. Aug Apt Walk to Attractions 3 mi to Beach

4.97 out of 5 average rating, 101 reviews

>< Resort Style Retreat ><

Cabin rentals with a fire pit

A serene landscape displays a vibrant sunset reflected on calm waters. Soft pink and orange hues fill the sky, mirrored by the water's surface. Surrounding foliage and low vegetation frame the scene, enhancing the natural beauty of the area.

4.94 out of 5 average rating, 156 reviews

Reality Check / Salt Springs with a view

Superhost

A compact cabin interior showcases a spacious bed covered with a gray comforter, positioned against pink walls adorned with framed artwork. A small wooden table rests next to the bed, while a chair is placed nearby, adding functionality to the cozy space.

Cabin in Jacksonville

4.63 out of 5 average rating, 8 reviews

Bigger cabin in my backyard.

4.94 out of 5 average rating, 36 reviews

A spacious wooden deck is furnished with a hammock and seating area, offering a serene view of the surrounding greenery. A stone path leads to the yard, which is bordered by a fence. A glimpse of a pool can be seen in the background.

Cabin in Jacksonville

Private Cabin cal King & Kitchen

4.87 out of 5 average rating, 167 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

Superhost

A waterside hot tub is shown with gentle water streams flowing outward. Beyond the hot tub, a sunset casts vibrant colors across the lake, with trees and shoreline in the background creating a serene landscape.

5 out of 5 average rating, 4 reviews

Lake Kerr Cabin Nature’s Finest!

A rustic cabin is set in a grassy area surrounded by trees, featuring a porch with seating. A shed stands nearby, while sunlight illuminates the space, highlighting the peacefulness of the outdoor environment.

4.97 out of 5 average rating, 38 reviews

The Olde Salt Springs Camp

A green sofa is positioned in a warmly-lit living area with wooden walls and flooring. A small wooden table sits beside the sofa, topped with a decorative item. A cozy throw and patterned pillows add texture, while light filters in through the partially closed blinds.

5 out of 5 average rating, 11 reviews

Cozy Cabin Salt Springs Resort screened porch WiFi

A charming cabin with a peaked roof is set among trees, featuring a fenced area and a wooden deck with seating. A fire pit is surrounded by white stones, and a canoe is visible nearby on the grass, providing a rustic outdoor experience.