Vacation rentals in St. Augustine

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Top-rated vacation rentals in St. Augustine

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Top guest favorite
A charming view of the Italian restaurant Pizzalley's, featuring a decorative balcony adorned with hanging plants. The building’s colorful facade complements the vibrant street lined with trees and vintage-style street lamps, creating a lively atmosphere in the historic district.
Apartment in St. Augustine
4.97 out of 5 average rating, 769 reviews

Balcony apt on USA’s oldest Street (St. George St)

"The Heart of St. Augustine" Voted #1 Airbnb in St Augustine by Trip 101, # 5 Top 10 Airbnb's in St. Augustine" by Territory Supply and in the "Top 15 Best Airbnb's in Florida" by Road Affair. Live music, scrumptious food, craft drinks, and the hustle and bustle of people walking the historic St. George St, all surround you. Relax and people watch from your balcony. Sightseeing, restaurants, trolley stop and nightlife are steps away. This apt is in the center of it all. NYE is a 3 night min

Top guest favorite
A panoramic view of a beach scene at sunset, featuring vibrant clouds in shades of pink, orange, and purple. The sun dips below the horizon, reflecting off the water's surface. Grassy dunes are visible in the foreground, framing the tranquil scene.
Guest suite in St. Augustine
5 out of 5 average rating, 309 reviews

Entire guest suite short walk to beach.

Enjoy exploring beautiful, historical St. Augustine then kick back and take it easy at this private, quiet beach retreat within a short walk to the beach. Separate keyless entry allows for self check-in. Queen size bed, fully furnished, with amenities including a Keurig coffee maker, iron, hair dryer, beach cruiser bicycles, beach chairs, towels, umbrella and gas grill for cooking out. Flat screen TVs in both the living room and bedroom with Netflix and Amazon Prime included and Free WiFi

Top guest favorite
A spacious waterfront deck offers lounge seating with blue cushions, set against a vibrant sunset sky filled with pink and orange hues. A hammock is positioned nearby, with palm trees framing the stunning view of the water and docks in the background.
Home in St. Augustine
5 out of 5 average rating, 130 reviews

Waterfront - Lion’s Bridge & Old Town View

Walk across the Bridge of Lions to downtown St. Augustine with amazing restaurants and attractions. Half a mile to historic downtown! Less than 1 mile to the Castillo de San Marcos fort. Anastasia State Park Beach, the world famous Alligator Farm and Zipline, and the lighthouse are less than two miles away. Several restaurants and bars only a few blocks away. Whether going to the old fort, lighthouse or Flagler College, our home provides a great base for exploring an amazing part of Florida!

Top guest favorite
The outdoor area features a private saltwater pool with a custom spa, surrounded by lush tropical landscaping. A spacious cabana is included, with comfortable seating beneath flowing white drapes. A shaded umbrella is positioned beside the pool, enhancing the relaxation space.
Home in St. Augustine
4.99 out of 5 average rating, 124 reviews

2023 Lux Home 4bd/3.5ba+HotTub+SaltPool+Walk2Beach

* Built in 2023- luxe coastal furnishings & linens * Featured in 2024 Good Housekeeping Mag🌟 * 2 King Suites (1 on each floor) | 2 Queen Bedrooms | 3.5 Baths * Private Saltwater Pool & Spa/Hot Tub * Poolside Cabana | Outdoor Kitchen | Front Porch * Bikes, Beach Toys, Beach Chairs * Lush Tropical Landscaping * 0.2 miles - gorgeous quiet beach * 5.5 miles- historic downtown St Augustine- The oldest city in the United States! * 0.2 miles - Cap's Restaurant for sunset dinner on the water

Guest favorite
A decorative three-tiered fountain is set within a lush tropical courtyard, surrounded by dense greenery and tropical plants. Stone benches are positioned near the fountain, inviting guests to sit and enjoy the serene ambiance of the outdoor space.
Place to stay in St. Augustine
4.89 out of 5 average rating, 1,028 reviews

The Courtyard Studio in the Historic District

You have found your cozy oasis tucked under an Ancient Shady Oak trees in a private, lush tropical courtyard in the Historic District of St. Augustine. It is a minimalist's dream and exemplifies the appeal of tiny living : compact, clean, efficient, and convenient. A short walk to all of the Shops, Restaurants and Attractions. Enjoy and relax in the courtyard cool by day and at night the tree canopy is lit by hundreds of tiny laser lights at night. Solar powered/low carbon footprint.

Top guest favorite
A charming two-story cottage is seen behind an ornate wrought-iron gate, framed by vibrant green grass and well-maintained landscaping. Large windows allow natural light to fill the exterior, and a cheerful yellow door adds a welcoming touch.
Cottage in Lincolnville
5 out of 5 average rating, 228 reviews

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 * Fenced yard, Weber grill, gas fire pit * Fast Wi-Fi and Smart TV * 2 blocks to Fish Camp, Ice Plant and LaNuvelle * 10 minute walk to central downtown St Augustine

Top guest favorite
A light-filled living area is depicted, featuring a spacious couch positioned against a vibrant artwork of a clownfish. Sliding glass doors lead to a serene outdoor space, while colorful paintings adorn the walls, adding artistic charm to the room.
Guest suite in St. Augustine
4.99 out of 5 average rating, 461 reviews

Art Studio Space – Quiet – Walk to Beach

This very private studio apartment is on Anastasia Island, with its own entrance across the street to Anastasia State Park, which includes the St. Augustine Amphitheater in a quiet, friendly beach neighborhood. This ideal location is quite literally "a walk in the park" to a beautiful undeveloped Florida beach; or a 10 minute drive across the famous Bridge of Lions to historic downtown St. Augustine – with quick access to the many local attractions and great restaurants in the area.

Guest favorite
A newly renovated historic home is set against a serene natural backdrop, featuring a large deck accessible via a wooden walkway. The exterior showcases multiple arched windows and a modern roof deck, surrounded by lush vegetation and reflected in the calm waters of the marsh.
Cottage in St. Augustine
4.92 out of 5 average rating, 157 reviews

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.

Top guest favorite
Home in St. Augustine
4.96 out of 5 average rating, 170 reviews

Pool home oasis steps to ocean

Cottage style home with comfortable porches to enjoy sound of ocean waves breaking on the front and back porches. Pool in the back yard (heated by request for $50 per day) cookshed, fenced with lush trees and woods to the east. The inside looks large with high wood ceilings and multiple windows and glass doors to the beautiful pool area. Located on a dead end street in a family neighborhood with 5 star restaurants nearby. Fifteen minute drive to downtown St. Augustine.

Top guest favorite
The open living area features wooden floors and natural light from multiple windows. A compact dining table with folding chairs is set next to a breakfast bar. The kitchen is partially visible in the background, showcasing cabinetry and accessories.
Apartment in St. Augustine
4.93 out of 5 average rating, 400 reviews

Charming "Treehouse" apartment

Let this unique 1 bdrm/1 bath (w/ claw-footed tub) apartment provide the relaxation and comfort you should expect when on vacation. The bedroom has a comfy queen-sized mattress and the black recliner in the living room has the potential to lull you into a dreamy state when you're not out exploring! The treehouse is close enough to attractions/beach/restaurants to walk or ride bikes (We have an assortment of bikes and beach paraphernalia for your use). Three day minimum.

Top guest favorite
A bright and airy bedroom features a spacious bed with a light blue blanket, flanked by matching bedside tables with lamps. A comfortable chair sits in the corner, and decorative art in shades of turquoise adorns the walls. Natural light filters through the window, enhancing the serene ambiance.
Apartment in St. Augustine
4.96 out of 5 average rating, 384 reviews

SeaGlass on Vilano Beach~St. Augustine, FL

Beach & Ocean lovers retreat- Steps to ocean & close to historic area. Walk to grocery/waterfront dining/roof top cocktails Gem w/lots of outdoor living. Bright, spacious cottage-style apartment w/kitchenette (No oven/stove). Fenced/gated garden property. Short 1 min walk to lovely quiet beach! Convenient walkable beach neighborhood. Short Uber ride to historic district. Perfect for couple (baby up to 2 yrs welcome) solo traveler, Flagler College parents.

Top guest favorite
A dining area is featured with a blue table at its center, surrounded by four wooden chairs with woven seats. Natural light filters through bamboo shades on the windows, highlighting a wooden sideboard displaying beach-themed decor.
Home in St. Augustine
4.98 out of 5 average rating, 116 reviews

Perfect One Bedroom Cottage in Lighthouse Park

One bedroom one bath cozy cottage vibe! Perfect couples retreat. This is one half of a duplex. The second half is currently vacant. Excellent location. 5 blocks to the lighthouse. 1 mile to historic downtown. 1.3 miles to the Amphitheater. 0.8 miles to Anastasia State park. 3 miles to the St. Augustine Beach Pier. Walking distance to many great restaurants and bars, mini golf, and boutique shops! Walk or bike to downtown!

Popular amenities for St. Augustine vacation rentals

When is the best time to visit St. Augustine?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceR2,960 ZARR3,011 ZARR3,304 ZARR3,011 ZARR2,925 ZARR2,857 ZARR3,011 ZARR2,771 ZARR2,736 ZARR2,736 ZARR2,977 ZARR3,338 ZAR
Avg. temp13°C15°C17°C20°C24°C27°C28°C28°C26°C22°C17°C14°C

All About St. Augustine

Founded in 1565 by a Spanish admiral, St. Augustine is the oldest continuously inhabited European settlement in the United States. Some historians believe this is the first place the Spanish explorer Ponce de Leon struck ashore after his sail across the Atlantic Ocean. The streets are lined with Spanish colonial-style and Moorish architecture, and the city’s sprawling historical district is home to cobblestone streets and buildings dating back to the 1700s. It’s easy to get lost in the past here, but you’re still in Florida, so when you need a break from wandering the centuries-old streets, you can seek respite at pretty Vilano Beach, a ten-minute drive from downtown.

The best time to stay in a vacation rental in St. Augustine

The summer in St. Augustine is hot and wet. June through September bring highs in the 80 and 90s Fahrenheit and frequent rain showers. If you’re traveling in these months, pack light, breathable clothes and bring an umbrella or waterproof clothing. October through May brings temperatures ranging from the mid-60s to the high 70s. The coldest month is January, with an average high of 66 degrees. The city is also prone to occasional flooding, so bring some waterproof shoes along with your flipflops.

Top things to do in St. Augustine

Castillo de San Marcos

Built in 1695 to fend off marauding pirates and other enemies, the imposing and stately Castillo de San Marcos is the oldest stone fort in the nation. Its walls, which are built from coquina — limestone formed by ancient shells — are 14 feet thick in some places. You can explore the vaulted casements (chambers where food, ship repair materials, and up to 200,000 cannonballs were stored) and climb the stone steps to the gun deck where up to 60 cannons were mounted. Check the website for a schedule of live reenactments, which include cannon firings.

Villa Zorayda Museum

A millionaire hardware merchant from Boston modeled his winter home in St. Augustine on the Alhambra, a 35-acre palace in Spain built over 1,000 years ago. Built in 1883 from a mixture of coquina and concrete, the Moorish-style house is an ornate tribute to what money can buy, with a three-story tower and a two-story interior atrium ringed by horseshoe arches. The house is now a museum that houses eccentric antiques, including the Sacred Cat Rug, which is reportedly 2,400 years old and woven from Egyptian cat hair.

ACCORD Freedom Trail

One of St. Augustine’s most historically significant neighborhoods is known for its role in the Civil Rights movement. Lincolnville, founded by freedmen after the Civil War, was a nexus for activism in the 1960s, when Black residents risked their lives to desegregate local businesses, staged sit-ins and protests, and played a vital role in the passage of the Civil Rights Act of 1964. Rev. Dr. Martin Luther King Jr. visited St. Augustine several times, and was arrested here when participating in a protest at a segregated restaurant. Visit the ACCORD Freedom Trail website to find a self-guided tour and detailed descriptions of 31 historical sites marked with interpretive plaques.

Frequently Asked Questions

  • How is the weather in St. Augustine?

    St. Augustine typically has a humid subtropical climate. The summer months can get rather hot, averaging around 90°F (32°C), while winter temperatures fluctuate between 45°F (7°C) and 65°F (18°C). The city enjoys plenty of sunshine throughout the year, except for the rainy season from June to September.

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

    Visitors to St. Augustine can explore the St. Augustine Lighthouse & Maritime Museum, take a stroll through the historic district, or visit the Castillo de San Marcos. For beach lovers, Anastasia State Park is a great place to relax and soak up the sun.

  • What is the best time of year to visit St. Augustine?

    The most frequented time to visit St. Augustine is from March to May, when the weather is mild and the city hosts a variety of events like the Lions Seafood Festival and the Flower & Garden Expo. The Nights of Lights event, held from November to January, also draws a lot of visitors.

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

    St. Augustine has several neighborhoods that visitors often enjoy. The Historic District is known for its rich history, while St. Augustine Beach offers proximity to the sea. Vilano Beach and Anastasia Island are also loved for their peaceful residential vibes and stunning beachfront views.

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

    Visitors to St. Augustine often enjoy exploring the historic Castillo de San Marcos, visiting the Lightner Museum, and strolling around the Spanish colonial architecture in the city's historic district. The St. Augustine Lighthouse & Maritime Museum is also a popular destination.

  • What are some hiking trails in St. Augustine?

    For those who love to explore nature, Anastasia State Park and Guana Tolomato Matanzas National Estuarine Research Reserve have several trails. Trail enthusiasts might also enjoy the St. Augustine Seawall Walk, which provides scenic views of the city and the sea.

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

    Families visiting St. Augustine can enjoy a fun day at the Pirate & Treasure Museum, explore the animals at the St. Augustine Alligator Farm, or take a trolley tour of the city. The St. Augustine Lighthouse & Maritime Museum is also a favorite destination for families.

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

    For those looking to explore beyond St. Augustine, Jacksonville and Daytona Beach are within an hour's drive. You could also visit the Timucuan Ecological and Historic Preserve or go bird watching at the Alligator Farm Zoological Park.

  • What types of vacation rentals are available in St. Augustine?

    Uncover the perfect home-away-from-home with our diverse selection of vacation rentals in St. Augustine. From over 170 condo rentals to over 1,080 house rentals, we've got you covered.

  • Are there vacation rentals with a dedicated workspace in St. Augustine?

    Yes! Work meets play with ease at over 1,140 vacation rentals in St. Augustine featuring dedicated workspaces. Stay connected and productive in your home away from home.

Quick stats about vacation rentals in St. Augustine

  • Total vacation rentals

    Explore 2,030 vacation rentals in St. Augustine

  • Nightly prices starting at

    St. Augustine vacation rentals start at R172 ZAR per night before taxes and fees

  • Verified guest reviews

    Over 158,230 verified reviews to help you choose

  • Family-friendly vacation rentals

    1,450 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 860 rentals that welcome pets

  • Vacation rentals with a pool

    480 properties feature pools

  • Rentals with dedicated workspaces

    1,090 properties have a dedicated workspace

  • Wi-Fi availability

    1,990 of St. Augustine vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Self check-in, Monthly stays, and Beachfront 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

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