
Guesthouse vacation rentals in St. Augustine
Find and book unique guesthouse rentals on Airbnb
Top-rated guesthouse rentals in St. Augustine
Guests agree: these guesthouse rentals are highly rated for location, cleanliness, and more.

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!

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 large smart tv for own subscriptions, 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!

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.

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.

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.

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.

Captain's Quarters Tiny House
Welcome to our newly spacious, private, renovated bathroom with an 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 of an acre. You will feel the tranquility of this magical property, and it is only 10 minutes to Vilano Beach or the Historic Downtown. The studio is equipped with a sink, toilet, kitchenette, and coffee/tea. Commune with nature in your Private Exotic Outdoor Shower, hot tub.

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.

Blues It Up - Beachside Studio Apartment
Located in Butler Beach this beautiful, modern, coastal efficiency apartment will accomodate 2 guests. Enjoy a short walk to the beach or drive on beach access just down the street. Close to restaurants and shopping. Butler Beach is located on Anastasia Island between Crescent Beach and St. Augustine Beach. Tones of Blue is a 2 bedroom 2 bath cottage on the property next door that is a seperate vacation rental. The garage is not included in the rental. Sorry, no pets or smoking

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 a 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.

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.

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
Family-friendly guest house rentals

Dock House

Casita by the Sea - Second Floor - Heated Pool

The Coral Shell

Cozy Cottage

Fleming Island Hideout
Guest house rentals with a patio

Coral Cottage

Paradise Cottage Ideal location

LaCasita, a quick walk downtown

Palatka Golf Cottage

Vilano Beach Cottage

"Conch Cabana" a retro studio with tropical vibes!

R & R Loft - WGV - Studio Apt with Kitchenette

Private Retreat ~10 Mins from Downtown & Beach
Guest house rentals with a washer and dryer

Palm Coast Guesthouse

Beachy Keen Compound

Waterfront 1BR/1.5BA relaxing private guest house

Park & Walk Dntwn Cozy Romantic Couples Getaway

Riverfront Fishing and Sunsets Over the St John's

Madeira Suite-walkable to amphitheater and more

Irie-Inn

Vilano Beach GUEST house/pet/BBQ/RV&Boat prkng
When is the best time to visit St. Augustine?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$25,514 GYD | G$24,678 GYD | G$26,351 GYD | G$25,305 GYD | G$24,260 GYD | G$24,678 GYD | G$25,514 GYD | G$24,051 GYD | G$24,469 GYD | G$23,005 GYD | G$26,560 GYD | G$31,370 GYD |
| Avg. temp | 13°C | 15°C | 17°C | 20°C | 24°C | 27°C | 28°C | 28°C | 26°C | 22°C | 17°C | 14°C |
Quick stats about guesthouse rentals in St. Augustine

Total vacation rentals
Explore 40 vacation rentals in St. Augustine

Nightly prices starting at
St. Augustine vacation rentals start at G$14,639 GYD per night before taxes and fees

Verified guest reviews
Over 6,690 verified reviews to help you choose

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
40 of St. Augustine vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across St. Augustine rentals

4.9 Average rating
St. Augustine stays are highly rated by guests—averaging 4.9 out of 5!

Nearby attractions
St. Augustine's top spots, include St. Augustine Distillery, St. Augustine Alligator Farm Zoological Park, and Lightner Museum
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- EverBank Stadium
- Daytona Boardwalk Amusements
- Summer Haven st. Augustine FL
- Lightner Museum
- St Augustine Amphitheatre
- Daytona Lagoon
- Kathryn Abbey Hanna Park
- Fountain of Youth Archaeological Park
- VyStar Veterans Memorial Arena
- St Johns Town Center
- Ocean Center
- Adventure Landing Jacksonville Beach
- Saint Augustine Town Plan Historic District
- Ravine Gardens State Park
- TPC Sawgrass
- University of North Florida
- Daytona Beach Bandshell
- St. Augustine Alligator Farm Zoological Park
- Memorial Park
- Ocean Walk Shops
- Anastasia State Park
- Little Talbot
- Vilano Beach Fishing Pier
- Marineland Dolphin Adventure
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- Nature and outdoors St. Augustine
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