Holiday rentals in St. Augustine

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in St. Augustine

Guests agree: these stays are highly rated for location, cleanliness and more.

%{current} / %{total}1 / 1
Top guest favourite
A well-maintained pool is surrounded by lush greenery and potted plants. Two adults and a child are enjoying the water, while a dog swims nearby. A blue kayak floats on the surface, contributing to a relaxed, family-friendly atmosphere.
Home in Vilano Beach
4.94 out of 5 average rating, 123 reviews

CLUB MED•Family Paradise Retreat-Bring the Dogs

This beautiful home (2000sqft) is just a few blocks from the ocean which has easy beach access,including a play ground for children. Then a street over is the river which has boat ramp! You can also enjoy a local neighborhood restaurant just down the street with a water front view where the sunsets are mesmerizing! The home has been completely remodeled and has a gated back yard with a big pool for you and your family to enjoy. It is also a short drive to the historical down town St.Augustine.

Top guest favourite
A living room area is presented with a comfortable gray sofa, accent pillows, and a wooden coffee table. Light-colored side tables with lamps complement the arrangement. A decorative rug adds warmth to the space, while a serene wall art piece depicts a coastal scene.
Apartment in Crescent Beach
4.99 out of 5 average rating, 108 reviews

Beach Therapy - 2 Bdrm Condo, 3 Min Walk to Beach!

Our freshly renovated two-bedroom, two-bath Oceanside condominium is perfect for your next getaway. Only 50 yards away from direct access to beautiful and peaceful Crescent Beach--go from door to shore in just three minutes! Enjoy your morning coffee (or happy hour cocktail) in the screened patio overlooking the swimming pool. A short 15-minute drive to downtown St. Augustine and all it has to offer. Don’t miss the holiday season “Nights of Lights” which runs from November 18-January 31.

Top guest favourite
A cozy living room is shown, featuring a spacious light-colored sofa and a patterned accent chair. A television is placed on a white media console. Large sliding glass doors open to a view of the exterior landscape, allowing natural light to brighten the space.
Townhouse in Butler Beach
4.97 out of 5 average rating, 122 reviews

Affordable and Ocean View Condo! Steps from Pool!

Creston House 8B is a perfect getaway location, quaint, and well maintained. It is a private apartment, including roomy living room with queen sleeper sofa, and dining room. Fully equipped kitchen is adjacent, and desk area for your computer. The bedroom includes a comfy king size bed, and 32' TV. All linens are provided. The resort is an oceanfront complex with a large pool and private beach access. Enjoy time relaxing on porch area, just steps from the large pool. Just unpack and enjoy!

Top guest favourite
The exterior of a two-story cottage showcases wooden shingle siding and a welcoming front porch. Lush greenery and colorful plants surround the house, with potted flowers placed in the foreground. Sunlight highlights the charming architectural details against a clear blue sky.
Cottage in St. Augustine
4.98 out of 5 average rating, 262 reviews

Charming 2/2 Cottage ~ Walk to Historic Downtown

This St. Augustine home is right in the heart of quaint & historic downtown! The lovely two level cottage has an upstairs full bath and two private bedrooms each with a queen bed. Downstairs is a second full bath, as well as a living room and full kitchen. The space is perfect for 1-4 guests. A short 8-10 minute walk allows visitors to explore the many downtown historic sites, museums & restaurants. One parking spot is available on our lot. Free street parking for additional cars.

Top guest favourite
A hot tub with illuminated blue lights is prominently featured, surrounded by a gently lit outdoor area. In the background, a modern home is visible with large windows, revealing a cozy seating arrangement inside. Trees are present, adding to the serene atmosphere.
Home in St. Augustine
5 out of 5 average rating, 19 reviews

2 Big homes, 6 KingBeds, 2 Hottubs, Mins to St Aug

Bring the whole family and lots of friends to make memories together! These are TWO beautifully decorated homes, right next to each other. Newly constructed, open layout and SPACIOUS with 8 bedrooms, 6 baths, 6 TVs, 2 laundry rooms, etc. Location is very close to downtown St Augustine (5 minute drive)! Ideal for large groups - Wedding groups, bachelorettes, family re-unions! 2 Fire-pits! 2 new hot tubs! 2 kitchens and 2 grills. All of St Augustine's charm and fun less than 2 miles away!

Guest favourite
A bright, enclosed balcony is depicted with a comfortable chair, a small table, and a decorative area rug. Large glass windows showcase expansive ocean views, while light wood paneling complements the aqua-tiled feature wall. Ocean breezes are welcomed through the open layout.
Apartment in Butler Beach
4.93 out of 5 average rating, 105 reviews

Newly Remodeled Ocean View Condo-Upgrades Galore!!

Welcome to the Newly Renovated Ocean View Antastasia Condo, relax and enjoy this bright and airy 5th floor condo with a gorgeous coastal theme. Wood ceilings, brand new kitchen w/stainless steel appliances & aqua tiled feature wall & more! Ceiling fans & flat screen TV's in every room. Features stunning, breathtaking Ocean views with an enclosed glass balcony that opens to enjoy the ocean breezes and to hear the ocean waves. Wake up to a beautiful sunrise with your morning coffee!

Top guest favourite
An expansive ocean view is framed by a white railing on a sunny day. Lush green grass and tropical plants lead to the sandy beach, while waves gently lap against the shore under a clear blue sky.
Home in Vilano Beach
4.96 out of 5 average rating, 190 reviews

Ponte Vedra Sth/Vilano Oceanfront 3Bed 2bath Pets

Nicely furnished 3 bedroom 2 full bathroom house tucked away in the dunes on Surfside Vilano Beach . 3 miles from downtown St Augustine, a half mile from Publix .The deck wraps around half the house, pretty fantastic ocean views, sunrise and river side sunsets. Each bedroom has a smart tv with Internet and a very comfortable Queen or King size bed. TPC Sawgrass is a 20 minute drive north , Daytona International Speedway 70 minutes south , 2 hours to Orlando and Busch Gardens.

Top guest favourite
A comfortable living area is presented with leather sofas and a patterned ottoman. Natural light flows through sliding glass doors, revealing views of the outdoors. A lamp and a piece of abstract art add subtle elegance to the space, creating a welcoming environment.
Apartment in St. Augustine Beach
5 out of 5 average rating, 27 reviews

Ocean Villas Condo /3 bedroom/2 baths -Oceanfront

- 3 Bedroom | 2 Bath - Huge Beach cart with Balloon tires - Beach chairs & beach towels - Coffee Bar - Ground floor unit steps away from the white sandy beach - 2 gorgeous pool areas to choose from - Huge patio with seating and electric grill - Private in unit washer & dryer - Easy walk to dining - Private gated beach access - 3 night minimum Jan,Feb,Mar,Apr,May,Aug,Sep,Oct, Nov, Dec - Saturday to Saturday Check-In and Check-Out (JUNE & JULY) - Monthly rate please inquire

Top guest favourite
A modern kitchen is highlighted by a large island with three bar stools. White cabinets and countertops create a bright atmosphere, complemented by stylish light fixtures. Stainless steel appliances, including a refrigerator and microwave, are visible against soft blue walls.
Home in Lincolnville
4.97 out of 5 average rating, 124 reviews

Downtown St Augustine, Steps to Ice Plant, Upscale

Save to your wish list, click the heart in the corner! >Prime downtown St. Augustine location! >Minutes walk to Lightner Museum, Flagler College and historic sites! >3 bdms with en-suite full baths >3 off street parking spots >Gorgeous outdoor space >Stunning interior design >Stocked kitchen >Drip Coffee Maker >Keyless entry >Washer + Dryer >BBQ grill >Board games >Family amenities - pack n play, booster seat, fenced in area >3 days of supplies provided - TP, pods, trash bags, etc

Top guest favourite
The exterior of Casa Coquina is presented, featuring a charming façade with rounded archways. A light blue garage door complements the neutral-colored walls. Lush greenery, including palm trees and decorative plants, enhances the inviting entryway, while a driveway leads to the garage.
Home in St. Augustine
4.99 out of 5 average rating, 122 reviews

Casa Coquina Walk to Downtown Clean Quiet Spacious

Casa Coquina offers a uniquely central location for your visit to the nation's oldest city. Located across from Salt Run Waterway & walking distance to many restaurants & entertainment, this newly renovated home offers 2 bedrooms & 2 full bathrooms, large living room, Florida room & outdoor patio. It is a 2-minute drive to Historic Downtown & 5-minute drive to our beautiful beaches. The huge tree-shaded yard is completely fenced in for child/pet safety & total privacy. Enjoy!

Top guest favourite
A sunlit courtyard is surrounded by cheerful yellow two-story buildings, featuring balconies and inviting entryways. Lush greenery and palm trees enhance the outdoor space, complemented by a manicured lawn and decorative plants. A wrought iron fence outlines the property.
Flat in St. Augustine
4.93 out of 5 average rating, 188 reviews

C4 Close to beaches, downtown, history, parking!

Relax in this cozy and comfortable Upstairs apartment with patio. Don't worry about the struggle of downtown parking, PARKING IS FREE on site (1 designated spot for your apartment). So many nearby attractions just steps (or a trolley ride) from the door including shopping on St. George St, restaurants and sandy beaches where you can rent paddle boards, kayaks, small sailboats and more. We have a drip coffee maker, coffee, decaf, creamers, and sugar. We offer Roku TV.

Top guest favourite
A comfortable living area features light-colored furnishings, including a white sofa with decorative pillows. Framed artwork adorns the wall above, complementing the neutral tones of the space. A glass coffee table is positioned at the center, atop a patterned area rug, with soft natural light filtering through the window.
Flat in St. Augustine
4.97 out of 5 average rating, 229 reviews

Casa de Flora B Relaxed Elegance in St Augustine

Built in 1927 and located in Uptown St Augustine this apartment has heart of pine floors, 9 ' ceilings, private parking in back and a kitchen ready for preparing a snack or meal. It has been completely updated and is within walking distance to most attractions. Soft robes, towels and sheets help you to unwind and relax. Cable TV, WiFi, and a bedside radio/cd player are provided for your entertainment along with a large selection of movies and books.

Popular amenities for St. Augustine holiday rentals

When is the best time to visit St. Augustine?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$220 SGD$224 SGD$245 SGD$224 SGD$217 SGD$212 SGD$219 SGD$198 SGD$196 SGD$202 SGD$238 SGD$275 SGD
Avg. temp13°C15°C17°C20°C24°C27°C28°C28°C26°C22°C17°C14°C

Frequently Asked Questions

  • What are the best places to stay in St. Augustine?

    Many guests choose historic downtown St. Augustine for its walkable streets and access to landmarks, while others enjoy the relaxed beach communities around Anastasia Island or Vilano Beach. Each area has locally rooted dining, shops, and characterful homes.

  • What are the best things to do in St. Augustine with kids?

    Families frequently explore the St. Augustine Alligator Farm Zoological Park, interactive pirate-themed museums, and sandy stretches along Anastasia State Park. Many guests also stop by the local lighthouse to take in views and learn about maritime history.

  • What are some of the best things to do in St. Augustine?

    Explore Castillo de San Marcos National Monument, stroll the historic streets of downtown, and discover local shops and galleries. St. Augustine also has opportunities to experience historic sites, guided tours, and nature spots like Anastasia State Park.

  • How is the weather in St. Augustine?

    St. Augustine has mild winters around 45–65°F (7–18°C) and warm, humid summers reaching up to 91°F (33°C). Rain tends to be heavier from June through September, so a light rain jacket can be useful.

  • What are the best places to visit in St. Augustine?

    Explore Castillo de San Marcos National Monument, stroll through Flagler College’s historic campus, and step inside the Lightner Museum. Local favorites also include the St. Augustine Lighthouse and Maritime Museum and Anastasia State Park.

  • What are some hiking trails in St. Augustine?

    Anastasia State Park has nature trails through coastal hammocks and beaches, while the nearby Guana Tolomato Matanzas National Estuarine Research Reserve features boardwalks and wooded paths. Many guests also enjoy shaded walks within neighborhood parks.

  • What are some family activities we can do in St. Augustine?

    Families often explore interactive museums, animal encounters at the St. Augustine Alligator Farm Zoological Park, and kid-friendly tours aboard the local sightseeing trains. Beach outings and visits to the lighthouse provide hands-on learning and fun.

  • What are some of the best day trip ideas from St. Augustine?

    Nearby state parks welcome hikers and wildlife watchers, and small coastal towns invite exploration of galleries, antique shops, and local eateries. Guests often seek out natural springs or join eco tours along the region’s rivers and marshlands.

  • Are there any pet friendly accommodations available in St. Augustine?

    Pet-friendly stays can be found in several neighborhoods, including the historic district and areas near the beach. Many rentals welcome pets and some nearby parks and outdoor patios accommodate companion animals.

  • What are some local tips for visiting St. Augustine?

    Bring comfortable shoes for walking along cobblestone streets and exploring historic sites. Early mornings and late afternoons are often quieter for sightseeing, and local trolleys provide convenient ways to explore larger areas.

  • What is St. Augustine known for?

    St. Augustine is known for its Spanish colonial architecture, centuries-old fortifications, and its role as one of the earliest continually inhabited cities in the United States. The city has cobblestone streets, unique landmarks, and a shoreline setting.

  • What are the best hidden gems to explore in St. Augustine?

    Guests often enjoy tucked-away spots like the Mission Nombre de Dios grounds, local garden sanctuaries, and independent bookstores. Many find historic courtyards and smaller museums enrich the understanding of the city’s diverse history.

  • What are the best foods to try in St. Augustine?

    St. Augustine has locally rooted dishes such as Minorcan seafood chowder, fresh local shrimp, and Cuban-inspired sandwiches. Look for sweet treats featuring datil peppers or regional desserts in local bakeries.

  • What should I bring for a trip to St. Augustine?

    Pack lightweight clothing for warm weather, a hat and sunscreen for outdoor activities, and a light rain jacket, especially for summer months. Comfortable walking shoes are useful for exploring historic streets and parks.

  • What is the nightlife in St. Augustine like?

    Downtown St. Augustine has a mix of live music venues, pubs, and cozy bars often featuring local musicians. Some beach neighborhoods also have casual spots for late-night bites or relaxed gatherings.

  • What are the most popular events or festivals in St. Augustine?

    The Nights of Lights during the winter holiday season draws many guests, as do Spanish heritage festivals and art walks throughout the year. Music events and food celebrations are also frequently suggested, especially in historic downtown.

  • Are there family friendly vacation rentals in St. Augustine?

    Family-friendly vacation rentals are available throughout St. Augustine, with many found in neighborhoods around the historic district and near the beach. Many rentals provide multiple bedrooms, kitchens, and outdoor spaces for group gatherings.

  • When is the best time to visit St. Augustine?

    Spring and fall are often recommended for comfortable temperatures and lower humidity. Guests seeking seasonal festivals and outdoor activities may appreciate the bright, mild weather during these months.

Quick stats about holiday rentals in St. Augustine

  • Total holiday rentals

    Explore 2,130 holiday rentals in St. Augustine

  • Nightly prices starting at

    St. Augustine holiday rentals start at $51 SGD per night before taxes and fees

  • Verified guest reviews

    Over 164,650 verified reviews to help you choose

  • Family-friendly holiday rentals

    1,520 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 900 rentals that welcome pets

  • Holiday rentals with a pool

    510 properties feature pools

  • Rentals with dedicated workspaces

    1,160 properties have a dedicated workspace

  • Wifi availability

    2,100 of St. Augustine holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Self check-in, Beachfront and Gym 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

Destinations to explore