Guesthouse vacation rentals 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, 595 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 pool area is showcased with a clear blue pool surrounded by a stone patio. Two lounge chairs are positioned on one side, complemented by a thatched umbrella. A covered seating area can be seen in the background, adding to the inviting ambiance of the outdoor space.

4.98 out of 5 average rating, 172 reviews

Historic St. Augustine 2/1 Cottage & Pool

About this space: Welcome to this poolside cottage located in Historic St. Augustine. This cottage is close and within walking distance to all the fun downtown has to offer. It is also a short drive to the beaches! This cottage has 2 bedrooms and 1 full bathroom, living room, kitchen and direct access to the pool. This space: This is a detached cottage located behind the main house Guest access: Keyless code entry Other things to note: Please keep in mind that the pool is a shared space :)

A comfortable seating area is highlighted by a gray sofa and two woven chairs. A colorful area rug anchors the space, with a coffee table placed in the center. Natural light streams through large windows, enhancing the room's relaxed ambiance.

4.91 out of 5 average rating, 338 reviews

10 Minutes to EVERYTHING!! Modern Serene Studio

Serene Studio is just that- a quiet, peaceful, private space to lay your head after exploring St. Augustine. Our 500 sq. foot studio cottage is detached from the main house, where we live. It's set in a residential neighborhood that runs along the Intracoastal Waterway (which makes for gorgeous morning or evening strolls). We're a 10 minute car ride (without traffic!!) to the historic downtown or St. Augustine Beach. Serene Studio is the best of both worlds without the noise, hustle and bustle!

A spacious king-sized bed is dressed in a soft comforter, accented by decorative pillows. Natural light streams in through two windows, revealing a glimpse of the greenery outside. Nightstands with lamps flank the bed, and an air conditioning unit is mounted on the wall.

4.95 out of 5 average rating, 122 reviews

Historic Downtown Studio

Experience the charm and elegance of historic St. Augustine, Fl in our quaint carriage house. Located with in walking distance of many iconic landmarks, such as Flagler College, and the San Sebastián winery. Immerse yourself in the city culture, unique shops and dining scene. Whether you're seeking a romantic getaway or a cozy solo retreat, our carriage house offers a blend of comfort and convenience. Book your stay with us and experience the charm of this historic destination like a local.

A bright living area features a black leather sofa paired with textured cushions, complemented by a low coffee table. A television is positioned on a console, and windows allow natural light to fill the space. Artwork adorns the walls, adding character to the room.

4.99 out of 5 average rating, 111 reviews

Comfortable and Gently Disney.

Take it easy at this unique and tranquil getaway. Whether you're here for a short stay or here to explore.... There's something for the princess at heart and for the adventurer. There's a comfortable hybrid mattress for two plus an extra memory foam mattress for two and a tent with a crib size memory foam pillow. Kitchenette is nicely equipped. A fireplace for ambiance under the TV. The bathroom has all the necessities with a walk-in shower. Relax on the patio under the sun and stars.

The exterior of the casita features a gabled roof with large glass windows, allowing natural light to enter. Two double doors provide access, surrounded by lush green plants and palms. A covered entryway leads to the main entrance, enhancing the inviting appearance.

4.95 out of 5 average rating, 408 reviews

The Garden Casita in St. Augustine Florida

Secluded garden casita tucked away three tenths of a mile from the city gates. Take the private garden pathway to serenity's doorstep, and gain access to WIFI, free parking, and a kitchenette equipped with the basic necessities. The zen garden serves as a wonderful resting space to relax and unwind from your day. The casita features a queen size bed with luxury linens, desk nook and a full bathroom. Come find your peace at the Garden Casita on the grounds of a 100 year old private home.

A tranquil outdoor space features a well-maintained heated pool surrounded by lush greenery and colorful flowers. Seating areas with black Adirondack chairs are positioned around the pool, offering a peaceful setting. A covered patio stands in the background, complementing the inviting atmosphere.

4.95 out of 5 average rating, 182 reviews

Heated Pool Beach Bungalow Steps to the Ocean

Beautiful brand new in 2022 en-suite Bungalow beach side! Perfect for a romantic get a way or just one person, just 600 steps to the beach. Five minutes to the St Augustine pier and 10 minutes to the oldest city in the US, Historic Downtown St Augustine. Not only do you have the most comfortable bed to fall into, a 50" TV, recliners and an amazing heated pool. Beautiful beach sunrises, fishing, hiking, Concerts at the Amphitheater. For your safety you have an electronic keyless entry.

Guesthouse in Lincolnville

The exterior of the two-story cottage showcases a combination of stone and stucco walls, framed by wooden shutters. A large tree provides shade in the foreground, and a welcoming pathway leads to the entrance, enhancing the home's charming architectural features.

4.93 out of 5 average rating, 466 reviews

Storybook Cottage-Historic Downtown St. Augustine

Welcome to Storybook Cottage on Lake Maria Sanchez in Historic Lincolnville, a scenic 8-10 minute walk from the heart of Downtown St. Augustine. Enjoy this beautiful two story, 2 BR/ 1.5 BA newly renovated cottage complete w a spacious family room and kitchen. Relax and enjoy your morning coffee or evening cocktails from the comfort of the balcony or the property's cozy courtyard. Perfect for a family trip or a romantic getaway to enjoy all that the Nation's oldest city has to offer.

A compact kitchen area features wooden shelving displaying various ceramic bowls, pots, and decorative items. The full-size stove is positioned under a light fixture, with a dark sink and wooden countertop enhancing functionality. Artwork and plants add touches of decor above the counter.

4.88 out of 5 average rating, 304 reviews

Tiny House three blocks from beach!

The tiny house at the Crescent Beach house is a one bedroom one bath detached guesthouse ! The bedroom includes a queen bed and closet. There is a great kitchen with a full size stove/oven, keurig, and microwave. Wifi and a large TV with Netflix only, no cable. Beach chairs, towels, and umbrella included! Soak in the great Florida beach lifestyle. There’s a board walk beach access at the end of the street ! This tiny house is adjacent to a two story home which is a separate Airbnb!

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.

4.93 out of 5 average rating, 100 reviews

Charming Rustic Boathouse

Come stay at our rustic boathouse along the serene river. Its weathered, wooden, exterior exudes charm, adorned with unique decor. The sunlight reflects the water, casting shimmering light against the boathouse. Surrounding it, is lush greenery and trees that create a picturesque backdrop. Inside, the boathouse is cozy and inviting, with simple furnishings and the gentle scent of wood. It's a haven where one can escape the bustle of everyday life and embrace the countryside.

4.88 out of 5 average rating, 481 reviews

Designer Island Studio • Walk and Bike to Downtown

Off Street Parking 4 Min Drive/ 15 Min Beautiful Walk to Historic Downtown 3 Min Drive to the Beach Guest Passes Fitness Club/Pool/Suana-Steam Rm/Yoga Looking to get away from the hustle & bustle of the city? This cottage surrounded by lush tropical garden is the perfect place to recharge. Downtown & the scenic beaches in Anastasia State Park are just a short drive away. With spacious living & modern amenities, the cottage offers maximum comfort & convenience.

4.94 out of 5 average rating, 109 reviews

Downtown Bungalow

This charming bungalow is the perfect escape from the hustle and bustle of daily life. With a cozy living area, a comfortable bedroom, and access to laundry on-site, you'll have everything you need for a relaxing vacation. Located just minutes from popular attractions and restaurants in the area, you'll have the best of both worlds - a peaceful retreat and convenient access to all the excitement. Book your stay today and experience the ultimate retreat!

Popular amenities for St. Augustine guesthouse rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly guest house rentals

A spacious studio features a large bed with a patterned blanket, complemented by a dark blue headboard. A wooden wardrobe stands against one wall, while a small dining area with a table and chairs is present near the light-filled windows.

The little homestead studio

5 out of 5 average rating, 12 reviews

Madeira Suite-walkable to amphitheater and more

Private room in St. Augustine

The Jungle Room features vibrant hand-painted murals depicting a lush environment. A spacious bed adorned with colorful bedding is complemented by a bedside lamp. A bunk bed stands against the wall, and large curtains partially filter natural light from the windows.

4.93 out of 5 average rating, 30 reviews

King+Bunk bed, Private bath, low clean fee

Guesthouse in Treasure Beach

A vibrant pool area is depicted in the foreground, featuring clear blue water. A stylish guesthouse stands in the background, characterized by large windows and a balcony. An umbrella shades a seating area next to the pool, creating a relaxing outdoor space.

5 out of 5 average rating, 51 reviews

Casita by the Sea - Second Floor - Heated Pool

Old City Bungalow

4.76 out of 5 average rating, 115 reviews

The Coral Shell

Private room in Palm Coast

5 out of 5 average rating, 18 reviews

Bright City Room Near Park

A welcoming entrance to Cinnamon Beach is framed by a large palm tree and lush greenery. The sign is prominently displayed against a backdrop of neatly maintained landscaping, with colorful flowers lining the path leading into the community.

Guesthouse in Palm Coast

vacation in the lap of luxury

Guest house rentals with a patio

New place to stay

Coral Cottage

4.95 out of 5 average rating, 39 reviews

A charming cottage is framed by lush greenery and tropical plants. A wooden pathway leads to the entrance, which features a small porch with an inviting Adirondack chair. The exterior is painted in soft green, reflecting a serene outdoor setting.

Guesthouse in Palm Coast

Paradise Cottage Ideal location

The image features a charming guest house surrounded by lush greenery and palm trees. A stone bench with light-colored seating circles the base of a palm tree, while steps lead to a welcoming entrance adorned with arching windows and decorative elements. Bright blue sky complements the vibrant setting.

5 out of 5 average rating, 12 reviews

LaCasita, a quick walk downtown

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.

A charming cottage is surrounded by lush greenery and a variety of trees. A pathway of pavers leads to the entrance, with a covered porch inviting guests to explore. Natural light filters through the leaves, creating a peaceful outdoor setting.

4.72 out of 5 average rating, 61 reviews

Vilano Beach Cottage

5 out of 5 average rating, 21 reviews

The exterior of the guest house features a pale green facade accented by a white door with a decorative glass panel. A small garden area with gravel and potted plants is present, surrounded by a wooden fence and lush greenery, creating an inviting entrance.

Guesthouse in Palatka

Palatka Golf Cottage

A well-lit bedroom features a spacious bed dressed in floral-patterned linens. A comfortable chair and desk are positioned beside a large window that opens to an outdoor seating area. A mirrored dresser reflects the bright light, while a small television sits on a cabinet within the room.

5 out of 5 average rating, 3 reviews

Fully equipped studio apartment.

The spacious studio features a kitchenette with light-colored cabinetry, a dining area with a round table and blue chairs, a cozy seating area, and a queen bed adorned with a teal quilt. Ample natural light fills the room through multiple windows.

4.9 out of 5 average rating, 49 reviews

R & R Loft - WGV - Studio Apt with Kitchenette

Guest house rentals with a washer and dryer

The exterior of the two-story cottage is surrounded by lush greenery, featuring tall banana plants and other foliage. A wooden porch leads to a dark green front door, enhancing the inviting entrance. Soft lighting fixtures are mounted on either side of the door.

5 out of 5 average rating, 18 reviews

La Casita in Historic District

Guesthouse in East Palatka

A wooden dock extends over calm waters, leading toward a covered structure. The sky is painted with vibrant hues of orange and purple as the sun sets, creating a serene backdrop. Two hanging lights are mounted on a post, illuminating the scene.

Waterfront 1br guest house, close to everything

A private balcony features wooden decking and a small round table with two chairs, surrounded by lush greenery. A red door leads into the apartment, providing a bright focal point against the natural backdrop.

4.73 out of 5 average rating, 104 reviews

Cozy guesthouse near Nights of Lights w/ bikes

Guesthouse in Butler Beach

The modern coastal apartment presents a bright exterior featuring blue and maroon accents. Lush greenery surrounds the pathway leading to the entrance, with a driveway providing ample parking space. The inviting atmosphere is enhanced by clear blue skies overhead.

4.87 out of 5 average rating, 117 reviews

Blues It Up - Beachside Studio Apartment

Guesthouse in East Palatka

A vibrant sunset paints the sky in hues of pink and orange over the St. John's River, with a dock extending into the water. Inset images show a comfortable living area with a reclining couch and television, alongside an exterior view of the charming yellow guest house surrounded by greenery.

5 out of 5 average rating, 58 reviews

Riverfront Fishing and Sunsets Over the St John's

A charming single-story home is featured, surrounded by lush greenery. A welcoming front porch with steps leads to double doors, while a concrete driveway extends towards manicured shrubs. Sunlight filters through the trees, enhancing the inviting exterior.

4.98 out of 5 average rating, 50 reviews

Irie-Inn

4.97 out of 5 average rating, 31 reviews

Vilano Beach GUEST house/pet/BBQ/RV&Boat prkng

A sunset scene features warm colors of orange and yellow spreading across the sky, reflecting on a calm body of water. Silhouettes of a pier and surrounding foliage create a serene waterfront atmosphere.