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Holiday rentals in St. Augustine

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Quick stats about holiday rentals in St. Augustine

  • Total holiday rentals

    Explore 2,290 holiday rentals in St. Augustine

  • Verified guest reviews

    Over 178,170 verified reviews to help you choose

  • Family-friendly holiday rentals

    1,640 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 1,060 rentals that welcome pets

  • Holiday rentals with a pool

    540 properties feature pools

  • Rentals with dedicated workspaces

    1,250 properties have a dedicated workspace

  • Wifi availability

    2,270 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 Alligator Farm Zoological Park, Lightner Museum and St. Augustine Distillery

Top-rated holiday rentals in St. Augustine

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

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Top guest favourite
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
5.0 out of 5 average rating, 281 reviews

Walk Historic Downtown! “Blue Heaven”

Stunningly renovated cottage combines modern amenities with vintage charm... * 2 primary 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

ValueLocationLayout

Top guest favourite
A charming coastal bungalow is set amidst lush green grass, surrounded by palm trees and nature. The driveway leads to the front entrance, featuring a single-car garage. The home is framed by a clear blue sky dotted with clouds, highlighting its welcoming facade.
Home in Vilano Beach
4.95 out of 5 average rating, 238 reviews

Surfside House

This special vacation home is close to everything, making it easy to plan your visit. Ideal location across from the beach, just minutes to drive or bike into historic downtown St. Augustine. The 1950's coastal bungalow is set on Vilano Beach's historical Street. The home has been completely remodeled, plenty of parking and is pet friendly. Surfside's pet friendly beach access/parking and North Shore Community Park is 1 block away with tennis/ pickle ball courts, playground and dog park.

FamilyLocationWalkability

Top guest favourite
A serene ocean viewing area features two wicker gliders and a round table, surrounded by expansive windows that showcase a panoramic view of the beach and ocean. Natural light fills the space, creating an inviting atmosphere for relaxation.
Townhouse in Vilano Beach
4.97 out of 5 average rating, 126 reviews

***Direct Beachfront Oceanfront~Incredible Views!

Located on Vilano Beach, St. Augustine, FL, this three-story townhome is waiting to make memories for you and your family. Located directly on the beach-designed to envelope the soul in tranquility, this three-story townhome includes three lovely bedrooms. The main floor boasts a gourmet kitchen, half bath, laundry room, family room, dining area, and ocean viewing area. A laundry room houses a full size washer and dryer. Ultra high speed Internet is provided and reaches to the beach!

ValueLocationRiver

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
4.95 out of 5 average rating, 205 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.

LocationValueCleanliness

Top guest favourite
Home in St. Augustine
4.94 out of 5 average rating, 235 reviews

Downtown • Parking for 2 + Wraparound Porch

Historic Whitney House • Newly renovated 1,700 sq ft designer home Private driveway parking for 2 • Steps to trolley & St. George Street Gourmet kitchen, 2 en-suite bedrooms, 3 luxury baths, Starlink WiFi, wrap-around porch + sunny deck. Fitness club & pool passes included. Modern luxury in the heart of historic downtown St. Augustine. Perfect for couples or small groups seeking modern luxury, easy parking, and a walkable base right in the heart of historic downtown St. Augustine.

LocationFamilyView

Top guest favourite
The living area features a modern design with custom wood paneling on one wall. A leather sofa is positioned in the foreground, while a decorative coffee table and a small workstation with a chair are visible. Soft lighting highlights a piece of scenic artwork above the table.
Home in St. Augustine
4.97 out of 5 average rating, 136 reviews

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!

LocationFamilyHospitality

Guest favourite
A serene outdoor area features a suspended basket chair, surrounded by lush greenery and sun loungers beside a sparkling pool. Umbrella-shaded tables provide shade, while the building's modern architecture stands in the background, enhancing the inviting atmosphere of the space.
Flat in St. Augustine
4.85 out of 5 average rating, 112 reviews

Luxury Retreat in St. Augustine

Escape to Isla Antiguas in St. Augustine, FL, and indulge in luxury at this stunning 2-bed, 2-bath Airbnb. Perfectly designed for comfort and style, this upscale retreat offers a fully equipped kitchen, elegant living spaces, and plush bedrooms. Enjoy top-tier amenities, including a sparkling pool, fitness center, and scenic surroundings. Just minutes from historic downtown and pristine beaches, this getaway is ideal for relaxation and adventure. Book now for an unforgettable stay!

FamilyValueCheck-in

Top guest favourite
Villa in St. Augustine Beach
5.0 out of 5 average rating, 130 reviews

VILLA ONE • 1 Block to the Ocean

One block from the ocean in St. Augustine Beach, this design-forward 2BR/2BA villa is made for easy beach stays. Warm tones, natural finishes and local art create a relaxed, laid-back feel. Outside, enjoy a private tropical backyard with lounge area, outdoor dining and outdoor shower. Walk to the beach, coffee and local favorites, with Historic Downtown just 10 minutes away. One of four individually styled St. Augustine Beach Villas. Not pet friendly. @staugustinebeachvillas

FamilyLocationDecor

Guest favourite
Flat in St. Augustine
4.92 out of 5 average rating, 159 reviews

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.

FamilyLocationCheckout

Top guest favourite
A spacious screened-in pool area features a large blue swimming pool surrounded by patio tiles. Comfortable seating arrangements with multiple chairs and a table are visible nearby, providing a relaxed space for leisure. Natural light streams in through the screened enclosure.
Home in Vilano Beach
4.93 out of 5 average rating, 201 reviews

Heated Pool, Beach, Patio Lounge, Near Downtown

Add my home to your wishlist, click the <3 in top right corner! *Book 2 nights, get the 3rd night 30% off!* >HUGE screened in pool! Heat pool for $60/day or $350/wk. >500 steps to beach >3 TV's with streaming apps (not cable) >Lots of parking! >.5 miles to Publix grocery store >Short drive to marina, restaurants, boat rentals >Walk to intracoastal >Short drive to DT St. Aug >Washer + Dryer >BBQ Grill >3 days of supplies (TP, trash bags, etc.)

FamilyLocationCheckout

Guest favourite
A spacious bedroom is highlighted by a modern black canopy bed with crisp white bedding. A vibrant flamingo artwork adorns the wall, complemented by an arrangement of framed prints. A flat-screen TV is mounted above a stylish dresser, adding functionality to the inviting space.
Home in St. Augustine
4.96 out of 5 average rating, 104 reviews

Designer Cottage•Gourmet Kitchen•Lux Baths•FirePit

4 min Drive to Historic Downtown 15min Drive to the Beach Looking to get away from the hustle and bustle of the city? This designer cottage is nestled in a lush natural setting, which is the perfect place to recharge. Downtown and the scenic beaches in Anastasia State Park Beach is just a short drive away. With spacious living and modern amenities, the cottage offers maximum comfort and convenience. Learn more below!

FamilyValueCleanliness

Top guest favourite
A welcoming entrance displays a white front door framed by large glass panels. Two black wire chairs are positioned on either side, enhancing the space. A doormat is placed at the threshold, and a small flowerbed with bright blooms adds a touch of color to the entrance.
Villa in St. Augustine
5.0 out of 5 average rating, 217 reviews

Quiet Villa

Nestled just across the Bridge of Lions on Anastasia Island, this peaceful retreat welcomes you in. Newly renovated duplex, the space is fresh, open and natural light pours in providing a tranquil feel. Centrally located, the site is a short walk over the bridge to Historic downtown or stay on the island where nearby restaurants, Lighthouse Park, Alligator Farm and Anastasia State Park await your visit.

LocationValueWalkability

Popular amenities for St. Augustine holiday rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Stay near St. Augustine's top sights

Castillo de San Marcos National Monument

1,143 locals recommend

St. Augustine Alligator Farm Zoological Park

886 locals recommend

Anastasia Island

17 locals recommend

St Augustine Amphitheatre

303 locals recommend

St Augustine Lighthouse & Museum

645 locals recommend

Caps On The Water

433 locals recommend

Other great holiday rentals in St. Augustine

Top guest favourite
The view from open cabana doors reveals a sandy beach with inviting turquoise beach chairs arranged facing the ocean. A colorful umbrella and a thatched cabana roof are visible, framing the serene waters and cloudy sky beyond.
Home in Vilano Beach
4.92 out of 5 average rating, 113 reviews

MARE Florida Direct Beachfront St Augustine/JAXNEW

FamilyLocationIndoor spaces

Top guest favourite
A charming two-story apartment stands above a pool area framed by lush greenery. The balcony offers a view of the pool, while the surrounding landscape features vibrant foliage and mature oak trees. The pool is bordered by textured paving stones and a patio set in the background.
Flat in St. Augustine
4.99 out of 5 average rating, 650 reviews

Villa Tizoc

LocationValueHiking

Superhost
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 Vilano Beach
4.91 out of 5 average rating, 179 reviews

The Shire on 1 acre marshfront with dock and Spa

FamilyLocationOutdoor spaces

Top guest favourite
The cottage exterior features a welcoming white facade with a covered porch and steps leading to the front door. Lush greenery and a stone wall border the pathway, while trees provide shade, creating a serene atmosphere near the entrance.
Cottage in St. Augustine
5.0 out of 5 average rating, 167 reviews

1900s Cottage in Heart of Town-walk everywhere!

ValueFamilyAir conditioning

Top guest favourite
Home in St. Augustine
5.0 out of 5 average rating, 156 reviews

Private oasis, heated pool, exceeds expectations

FamilyValueAccess

Top guest favourite
A charming two-story house features a light-colored exterior with a turquoise door and matching roof. Lush green grass surrounds the home, accented by vibrant pink and green foliage. A welcoming front porch is adorned with hanging lights, inviting guests to relax in the outdoor space.
Home in St. Augustine
4.97 out of 5 average rating, 153 reviews

Wright Downtown

LocationFamilyQuiet

Guest favourite
The exterior of a modern home is showcased, featuring a dark wooden facade and large front windows that allow for natural light. A welcoming entrance is framed by lush greenery and flowering plants, set against a vibrant sunset sky.
Home in Lincolnville
4.95 out of 5 average rating, 58 reviews

Benedict House; True luxury & high-end decor

LocationFamilyWifi

Top guest favourite
A charming two-story structure is presented, featuring a welcoming porch with multiple wooden railing details. Flower pots with greenery are positioned near the entrance. The building's architecture showcases large windows with wooden shutters, set against a bright blue sky.
Flat in St. Augustine
4.95 out of 5 average rating, 80 reviews

Apartment - Above Mojo BBQ

FamilyLocationAmenities

When is the best time to visit St. Augustine?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price₹17,094₹17,766₹19,686₹17,958₹17,286₹17,286₹16,421₹14,885₹14,693₹15,173₹17,862₹20,647
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.

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