
Holiday houses in St. Augustine
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Top-rated holiday rentals in St. Augustine
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Genovar Mansion Rose Garden Suite Private Entrance
The direct view of a gorgeous live oak canopy on Magnoila Avenue and incredible architecture make this historic home a memorable place to stay. This romantic ground floor suite is perfect for couples with a private entrance, queen poster bed, living room, spacious bathroom, individual climate control, heirloom antiques and reserved driveway parking spot. The home is located within the historic district, close to trolley stops and within easy walking distance to downtown. 6 minutes to the beach.

2BR/2B Get Away-Walk to St. Aug
This hidden gem (Unit B) is a 2 BR/2 bath home that is part of a duplex within a few minutes walk of some of the best St. Augustine has to offer and a short drive to St. Augustine Beach. The layout is perfect for a family/friends getaway, with the downstairs being comprised of the living area, kitchen, 1 BR, and 1 bath, and 1 additional BR and bath upstairs. 5-min bike ride to the beach, 5-min walk to all the bars and restaurants on Anastasia Blvd, and a 10-min walk(.6mi)to downtown St. Aug.

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 * Fully fenced backyard, Weber grill, gas fire pit * Fast Wi-Fi and Smart TV * 2 blocks to Fish Camp, Ice Plant, LaNuvelle, trolley stop * 10 minute walk to central downtown

Historic Whitney House •Designer•Steps2Attractions
Off Street Parking for 2 vehicles 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 Retreat in Historic Downtown. Indulge in a charming vacation rental featuring a spacious living room, gourmet kitchen, and luxury baths. 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.

St Augustine Entire Home, King Bed, Pet Friendly
Casita Luxe Retreat Near Historic St. Augustine – Pet-Friendly Haven! Discover this luxurious 3-bedroom, 2-bath retreat! Designed with a modern luxe aesthetic, it features custom wood paneling, a fully equipped kitchen with a chic island, and a king-size plush mattress. Enjoy the large, fenced yard, fire pit, outdoor shower, and fun family games. Pet-friendly, with Wi-Fi, smart TVs, and parking included this home offers comfort and style in an up-and-coming neighborhood. Book now!

The Shire on 1 acre marshfront with dock and Spa
One of a kind 1930s historic home, newly renovated and transformed into a beautiful secluded getaway. new luxury finishes, while holding its traditional charm. No Events allowed. Rooftop deck, sunrise views of the Atlantic ocean, Downtown, and sunsets over the river. The new dock with covered roof hosts a national geographic like eco system. It’s short walk to the beach and 3 miles to downtown St George street. Follow along @carcabaroad for weekly content of the home.

Cozy Garden - Sleeps 4- hottub/outdoor shower!
This is a lovely vacation home in downtown St. Augustine. This charming retreat offers a perfect blend of modern amenities and charm, while providing an unforgettable getaway experience. This two-bedroom, one-bath home is designed for comfort and tranquility. The main bedroom features large French doors that open onto a private deck with modern decor, while the second bedroom also offers access to the private deck with a hot tub, creating an equally inviting space.

*2BR* Luxe Loft Close to Everything | Balcony
This newly renovated 2 bedroom apartment is nestled above small office space and sits in an area being re-juvenated in St. Augustine. Walk to Back 40 Urban Cafe, a favorite with the locals. The interior is professionally designed and is ideal for guests who appreciate fun, funky, eclectic touches. Centrally located in such a way that you easily access numerous activities throughout St Augustine without being stuck in downtown traffic!

St. George Historic Bungalow
Come stay at this St. George Historic 1915 Bungalow featured in the well known book, The Houses of St. Augustine. Enjoy being in one of the city’s most pleasant and distinctive neighborhoods. Be reminded of the history that surrounds you as horse carriages stroll by while you enjoy your coffee or wine on the large front porch. The house borders on the lovely Maria Sanchez Lake that inhabits many birds year round.

Anastasia Grand # 1-Between Downtown and the Beach
Located on beautiful Anastasia Island, this 1920's fully renovated luxury apartment is walking distance to historic St Augustine via the Bridge of Lions and biking distance to St Augustine Beach. In the early Florida boom period of the 1920's, British developer D.P. Davis fell in love with St. Augustine and designed the Davis Shores neighborhood right over the Bridge of Lyons on Anastasia Island.

Lemon Street Studio (Very Walkable + Free Parking)
Located just a few blocks from all that downtown has to offer, the Lemon Street Studio is the perfect way to enjoy your trip to St Augustine. Less than a 10 minute walk to St George Street, the Castillo de San Marcos, the Bayfront, and Flagler College. The one bedroom apartment welcomes you with free off-street parking, a private entrance, and a stylish space to relax after hitting the town.

uptown blue cottage
The past is present in ancient Saint Augustine where you can stay steps away from everything you want to explore. The cottage overlooks the tranquil setting of the Mission Nombre de Dios as Uptown awaits exploration right around the corner with its boutique shops and restaurants. Just a few steps more lies the Castillo de San Marcos and all the action of downtown.
Popular amenities for St. Augustine holiday rentals
Stay near St. Augustine's top sights
St Augustine Amphitheatre
293 locals recommend
Saint Augustine Town Plan Historic District
78 locals recommend
St. Augustine Alligator Farm Zoological Park
864 locals recommend
Castillo de San Marcos National Monument
1,126 locals recommend
Flagler College
272 locals recommend
St Augustine Lighthouse & Museum
633 locals recommend
Other great holiday rentals in St. Augustine

Luxury Oceanfront 2 bed | Hot Tub + Private Deck

Walk to Downtown, 2 Queen Beds, Jacuzzi, Peaceful

The Sea on 10th - Oceanfront

Adult Only Kink * BDSM Themed * RolePlay Rooms*

“The Uptown Nest” Charming St Augustine Cottage

Fullerwood Oaks Cottage

Benedict House; True luxury & high-end decor

Beach Bum Social Club | Neon Vibes+Pool | 10Min DT
When is the best time to visit St. Augustine?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $246 AUD | $256 AUD | $283 AUD | $242 AUD | $235 AUD | $229 AUD | $236 AUD | $214 AUD | $211 AUD | $218 AUD | $257 AUD | $297 AUD |
| 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 |
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 2,310 holiday rentals in St. Augustine

Nightly prices starting at
St. Augustine holiday rentals start at $55 AUD per night before taxes and fees

Verified guest reviews
Over 172,470 verified reviews to help you choose

Family-friendly holiday rentals
1,630 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 1,050 rentals that welcome pets

Holiday rentals with a pool
490 properties feature pools

Rentals with dedicated workspaces
1,210 properties have a dedicated workspace

Wi-Fi availability
2,290 of St. Augustine holiday rentals include Wi-Fi 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 Alligator Farm Zoological Park, St. Augustine Distillery, and Lightner Museum
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- Ocean Center
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- St Augustine Amphitheatre
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- Lightner Museum
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