
Guesthouse vacation rentals in St. Augustine
Find and book unique guesthouse rentals on Airbnb
Quick stats about guesthouse rentals in St. Augustine

Total vacation rentals
Explore 30 vacation rentals in St. Augustine

Nightly prices starting at
St. Augustine vacation rentals start at ﺩ.ﺇ 294 per night before taxes and fees

Verified guest reviews
Over 6,520 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
30 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 Alligator Farm Zoological Park, Lightner Museum, and St. Augustine Distillery
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!
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Island’s Edge Guest Cottage on Anastasia Island.
Professionally cleaned marsh front private cottage with amazing views. Nestled between the state park, our famous AMP, great beaches & downtown. Your deck is perfect for a bbq, bird watching & sunset cocktails. ☹️Sorry no marsh access.☹️ Please Note: this is a space where the main house is visible from the cottage. We do have a small dog that will be contained for the entirety of stay. Park trails and beach are close by. Stroll over to the Saturday morning market at “the Amp”. You’ll love it.
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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!
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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.
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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.
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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.
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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.
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Designer studio · walk/bike downtown
Off Street Parking with Private Entrance 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.
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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.
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The Boathouse Studio on Anastasia Island
Welcome to The Boathouse, a stylish studio space surrounded by a tropical garden on Anastasia Island. The studio is a raised detached guest house with private parking, outdoor lanai space and alley entrance. Newly renovated space as of September 2023. The interior is perfect for couples or singles wanting a quiet and stylish stay close to everything St. Augustine has to offer.
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Sunset Casita
This is a duplex located off A1A in beautiful St. Augustine Beach. There is an oceanfront boardwalk to the beach nearby. Beach access by car is 2 blocks away. Publix, Winn Dixie and Starbucks are within walking distance as are many wonderful restaurants and shops. We are located five minutes from St. Augustine Amphitheater and 10 minutes to historic St. Augustine.
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Palm Coast Guesthouse
Newly renovated beach-themed pool-front Guesthouse behind the main house seperated by an open breezeway. king memory foam bed one bedroom guesthouse with high ceilings, ceiling fans, full kitchen, screened in non-heated pool. Living room couch is a queen sleeper sofa with a memory foam mattress. Ultra quiet neighborhood with woods behind the property.
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Popular amenities for St. Augustine guesthouse rentals
Family-friendly guest house rentals

Tranquil Casita in gated community.
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Serenity Cottage
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Honey’s-An Adults only peaceful couples retreat
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Attached Updated In-Law-Suite
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Dock House - Fish or Work Remotely Waterfront
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Creekside Studio Guesthouse
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The “Guest house” on Saragossa
Sleep qualityComfortParking

The little homestead studio
HospitalityDecorCleanliness
Guest house rentals with a patio

Studio PALM COAST/ Hammock Beach
LocationFamilyWalkability

LaCasita, a quick walk downtown
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Casita by the Sea - Ground Level - Heated Pool
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Private Retreat ~10 Mins from Downtown & Beach
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Coral Cottage
ValueLocationSleep quality

Stay at The Turtle Nest in America’s oldest city!
LocationSleep qualityCleanliness

Paradise Cottage Ideal location
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Perfect for 2 with Kitchenette | King Bed | WGV
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Guest house rentals with a washer and dryer

Downtown cottage in perfect spot
ValueFamilyQuiet

Blues It Up - Beachside Studio Apartment
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Madeira Suite-walkable to amphitheater and more
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Vilano Beach GUEST house/pet/BBQ/10 min 2 dwntwn
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Irie-Inn
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Riverfront Fishing and Sunsets Over the St John's
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Moss & Oak Kottage • Near Downtown • Boat Parking
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Sea & Serenity
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When is the best time to visit St. Augustine?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ 463 | ﺩ.ﺇ 455 | ﺩ.ﺇ 488 | ﺩ.ﺇ 492 | ﺩ.ﺇ 444 | ﺩ.ﺇ 433 | ﺩ.ﺇ 448 | ﺩ.ﺇ 422 | ﺩ.ﺇ 430 | ﺩ.ﺇ 404 | ﺩ.ﺇ 466 | ﺩ.ﺇ 551 |
| 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 |
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- EverBank Stadium
- St Augustine Amphitheatre
- University of North Florida
- Ocean Center
- Saint Augustine Town Plan Historic District
- VyStar Veterans Memorial Arena
- Daytona Boardwalk Amusements
- St Johns Town Center
- Kathryn Abbey Hanna Park
- Lightner Museum
- Daytona Lagoon
- TPC Sawgrass
- Vilano Beach Fishing Pier
- Fountain of Youth Archaeological Park
- Summer Haven st. Augustine FL
- Adventure Landing Jacksonville Beach
- Daytona Beach International Airport
- Huguenot Memorial Park
- Daytona Beach Bandshell
- Flagler College
- Crescent Beach
- Little Talbot
- Memorial Park
- Silver Glen Springs Recreation Area
- Things to do St. Augustine
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