St. Augustine holiday lettings

We found 4,324 holiday rentals — enter your dates for availability

Select from 1429 houses, 955 flats and other holiday rentals to find the perfect place for your stay in St. Augustine. Holiday homes provide the amenities that you need and want for you and your friends, family or even pets, such as parking and a hot tub. No matter what you're looking for, you'll be able to choose a property to rent for everyone's needs, including accessible or non-smoking choices.

Holiday rentals with weekly discounts – St. Augustine

Showing deals for:25 Sept - 2 Oct

Image gallery for Beautiful Heated Pool- Family House

Pool
10 out of 10, Exceptional, (7 reviews)
Exceptional
(7 reviews)

Beautiful Heated Pool- Family House

St. Augustine

7% off
Price is £1,746
for 7 nights, 1 home
£249 per night
includes taxes & fees
Beautiful Heated Pool- Family House

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Why visit St. Augustine

  • Rich History: Discover St. Augustine, the oldest city in the United States, with its fascinating historical landmarks, including the Castillo de San Marcos.
  • Charming Streets: Wander through picturesque cobblestone streets filled with unique shops, cafes, and local culture.
  • Beautiful Beaches: Relax on the pristine sands of St. Augustine Beach, perfect for sunbathing and water activities.
  • Diverse Outdoor Activities: Enjoy scenic state parks and outdoor adventures, ideal for families and nature enthusiasts.
  • Vibrant Arts Scene: Immerse yourself in the local arts scene, featuring galleries, live performances, and cultural events.

Popular types of accommodation in St. Augustine

Welcome to St. Augustine, Florida, the oldest city in the United States, where rich history meets stunning coastal beauty. Explore iconic attractions like the Castillo de San Marcos, stroll along the charming cobblestone streets, and enjoy the vibrant arts scene. For your stay, consider a variety of vacation rentals including private homes, condos, and apartments, all designed to provide comfort and convenience during your unforgettable getaway.

  • Houses: The top choice for visitors in St. Augustine, these homes offer spacious and private accommodations, ideal for families or groups.
  • Condos: A popular option for those seeking modern amenities, condos provide a blend of comfort and convenience, often located near the beach.
  • Apartments: Perfect for couples or solo travellers, apartments offer a cosy and self-contained living space in the heart of the city.
  • Cottages: These quaint and charming abodes offer a delightful retreat, perfect for a peaceful getaway.
  • Villas: Luxurious and spacious, villas provide an upscale experience with beautiful surroundings, ideal for a lavish holiday.**

Top attractions in St. Augustine

St. Augustine, Florida, is the perfect destination for families and outdoor enthusiasts seeking a beach vacation. This charming city boasts a variety of attractions, including beautiful beaches, scenic state parks, and vibrant streets filled with culture. Visitors can enjoy sun-soaked days by the ocean, explore historical sites, and immerse themselves in the local atmosphere, making it an ideal spot for a memorable getaway.

  • St. Augustine Beach: Enjoy the sun and surf at this picturesque beach, known for its soft sands and vibrant atmosphere. It’s perfect for relaxing, swimming, and beachcombing.
  • St. George Street: A charming pedestrian street filled with shops, restaurants, and historic sites, offering a lively city vibe, ideal for leisurely strolls and discovering local culture.
  • Castillo de San Marcos National Monument: Explore this historic fort, the oldest masonry fort in the USA, showcasing fascinating military history and stunning views of the waterfront.

Things to do recommended for couples

Seeking a romantic getaway in St. Augustine? Wander hand-in-hand along the scenic waterfront or explore the enchanting historic district. Enjoy a sunset sail on the Matanzas River, soaking in the charming views and tranquil atmosphere, perfect for couples looking to create lasting memories.

Things to do recommended for families

Experience the charm of St. Augustine with your family by visiting the historic Castillo de San Marcos, exploring the interactive exhibits at the St. Augustine Pirate & Treasure Museum, or enjoying the serene beauty of the St. Augustine Alligator Farm, where kids can marvel at the fascinating wildlife.

Things to do recommended for groups

Groups visiting St. Augustine can embark on a historical tour of the Castillo de San Marcos, followed by a delightful ghost tour through the charming cobblestone streets. Enjoy a group meal at a local seafood restaurant, savouring fresh catches from the nearby Atlantic Ocean.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation in St. Augustine

When planning your trip, whether you're travelling with a group, family, bringing along pets, or seeking extended stays, it's important to focus on the right priorities when filtering your options. Here are some helpful booking tips for using Vrbo.

  • Traveling to St. Augustine with a group: Think about how many bedrooms you'll require, along with features like a fully equipped kitchen or outdoor space for group gatherings. Thankfully, you can easily filter for all these options and more on Vrbo.
  • Traveling to St. Augustine with young kids: Travelling with young children can present its challenges. It’s essential to prioritise their comfort and safety, along with suitable amenities, like a private swimming pool. Additionally, it’s wise to think about how close you are to attractions that are family-friendly.
  • Taking your pets with you to St. Augustine: For many, a family holiday isn’t truly complete without their furry companion by their side. If this resonates with you, take a look at Vrbo properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels at home.
  • Planning for a long term stay visiting St. Augustine: If you're searching for holiday rentals with offers for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly locate and save on monthly rentals. Don’t forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay in St. Augustine

St. Augustine, Florida, is a charming city steeped in history, perfect for families and beach lovers alike. Explore the cobblestone streets, where historical landmarks await, or relax on the pristine sands of St. Augustine Beach. The friendly atmosphere and welcoming locals make for an unforgettable experience, while the blend of relaxation and cultural richness ensures there's something for everyone. Embrace the unique vibe of this coastal gem during your holiday.

  • St. Augustine Beach: Nestled along the Atlantic coast, St. Augustine Beach is a picturesque village known for its charming beach environment and laid-back atmosphere. Visitors come here to enjoy the sun, sand, and surf, making it an ideal spot for outdoor adventures. The beach is lined with resorts and recreational areas, providing ample opportunities for relaxation and fun. Golf enthusiasts can explore nearby courses, while families can enjoy the local neighbourhood atmosphere. Don’t miss the stunning sunsets that paint the sky in vibrant hues, creating a perfect backdrop for an evening stroll along the shore.
  • Vilano Beach: Located just north of St. Augustine, Vilano Beach offers a tranquil beach experience and a close-knit community vibe. This neighbourhood is perfect for those seeking outdoor activities, from sunbathing on the sandy shores to engaging in water sports. Vilano Beach features several resorts and golf courses, catering to both relaxation and recreation. The scenic coastline is dotted with family-friendly spots, making it an excellent destination for a day out. Visitors can also indulge in local seafood cuisine at charming eateries lining the beach, providing a taste of the area's culinary delights.
  • Crescent Beach: Crescent Beach is a serene neighbourhood situated to the south of St. Augustine, renowned for its unspoiled beaches and natural beauty. This area appeals to tourists looking for a tranquil escape, where outdoor enthusiasts can enjoy activities such as fishing, kayaking, and sunbathing. With a variety of resorts and recreational areas, it’s an ideal place for families and couples alike. The inviting atmosphere and proximity to the beach ensure that visitors can unwind while soaking in the sun. Don’t forget to explore the local neighbourhood’s charm, filled with quaint shops and dining options.

Best time to go to St. Augustine

If you're planning a trip to St. Augustine, it's a good idea to check both the weather and property rates. The warmest months are July and August. Peak season runs in March and June to July, while off-peak times, like September to November tend to have fewer bookings and better deals.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January58.1°F (14.5°C)Light RainMostly SunnyAverageSlightly Low
February61.0°F (16.1°C)Light RainMostly SunnyAverageSlightly Low
March64.6°F (18.1°C)Light RainMostly SunnyModerately HighAverage
April69.8°F (21.0°C)Light RainMostly SunnyAverageAverage
May75.0°F (23.9°C)Light RainMostly SunnyAverageAverage
June79.9°F (26.6°C)Light RainMostly SunnyModerately HighSlightly High
July81.7°F (27.6°C)Light RainMostly SunnyModerately HighSlightly High
August81.7°F (27.6°C)Light RainMostly SunnyAverageAverage
September79.5°F (26.4°C)Light RainMostly SunnyModerately LowAverage
October73.9°F (23.3°C)Light RainMostly SunnyModerately LowSlightly Low
November66.7°F (19.3°C)Light RainMostly SunnyModerately LowAverage
December62.4°F (16.9°C)Light RainMostly SunnyAverageSlightly High

Booking with Vrbo is a breeze

Looking to make the most of your next holiday? Consider being flexible with your travel dates, as this can often lead to better prices. Additionally, opting for a longer stay frequently results in significant savings. To discover the ideal Vrbo property that fits your budget, utilise our filters to search by price, location, and type of holiday rental.

Vrbo Trips: Planning as easy as it gets

Vrbo’s Trip Board provides a dedicated space for you to plan new trips, keep track of your arrangements, or review and organise your bookings. Your saved or reserved properties are conveniently categorised into Potential, Upcoming, or Current Trips. To discover more about Trip Boards, please visit: https://www.vrbo.com/en-gb/trips.

**Based on Vrbo properties bookings.

Head to the historical city of St. Augustine

Take a holiday to St. Augustine and enjoy the area's history, museums and monuments. Renowned for its local tours, beaches and university setting, this city welcomes all visitors. Many rental homes come with outdoor spaces, separate dining areas and full kitchens, perfect if you want to enjoy some home-cooked meals.

Activities and attractions in St. Augustine

Do you want to discover attractions to see during your stay? Venture out of your holiday home and experience everything that makes St. Augustine a fun spot to go on holiday. Here are some of the top attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • San Sebastian Winery (0.4 mi / 0.7 km)
  • St. Augustine Alligator Farm Zoological Park (1.7 mi / 2.7 km)
  • World Golf Village (11.6 mi / 18.6 km)
  • World Golf Village - King & Bear Golf Course (13 mi / 21 km)
  • St. John's Golf and Country Club (16.2 mi / 26 km)
  • Ocean Hammock Golf Club (21.3 mi / 34.3 km)

Exploring the beaches and other natural features in St. Augustine

Whether you're looking for exciting outdoor activities or just want to spend some time taking in the scenery, you'll be sure to find the perfect setting for your holiday in St. Augustine. Here are some of the area’s noteworthy sights, all within 30 miles (48.2 km) of the city centre:

  • St. Augustine Beach (5.5 mi / 8.8 km)
  • Ponce de Leon's Fountain of Youth Archaeological Park (1 mi / 1.6 km)
  • Vilano Beach (2.5 mi / 3.9 km)
  • Butler Beach (6.4 mi / 10.3 km)
  • Butler Beach State Park (7.8 mi / 12.6 km)
  • Guana Tolomato Matanzas National Estuarine Research Reserve (9.1 mi / 14.6 km)

Seasonal weather averages in St. Augustine

If you're planning a holiday around warm-weather activities, July, August, June and September are the hottest months to visit, when temperatures average 27°C.

How to get to and around St. Augustine

The nearest airport is in St. Augustine, FL (UST-Northeast Florida Regional), located 5.2 mi (8.4 km) from the city centre. If you're unable to find a flight that fits your schedule, you can also fly into Jacksonville, FL (CRG-Jacksonville Executive at Craig), which is 32.9 mi (53 km) away.

Frequently asked questions

What is the best area to stay in St Augustine when booking a holiday rental?
In St Augustine, one of the best areas to consider for a holiday rental is the historic district. This charming neighbourhood is rich in history and boasts a unique blend of Spanish historic architecture and vibrant local culture. Here, you can stroll along cobblestone streets and visit iconic attractions such as the Castillo de San Marcos, a well-preserved 17th-century fortress, and the picturesque Lightner Museum, which showcases an impressive collection of art and antiques.

Another excellent option is the beachside area, which provides a more relaxed atmosphere with stunning ocean views. This neighbourhood is great for those who enjoy outdoor activities, with the beautiful St Augustine Beach nearby, ideal for sunbathing and water sports. Additionally, the nearby Anastasia State Park offers opportunities for hiking, birdwatching, and exploring natural coastal landscapes.

Both areas have a variety of properties available for rental, suiting different preferences and budgets.
How much does it cost to rent a holiday home in St Augustine?
Prices for holiday rentals in St Augustine vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in St Augustine to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for St Augustine holiday house rentals?
You can find great discounts on house rentals in St Augustine on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Where are the best areas for renting a beach house in St Augustine?
For renting a beach house in St Augustine, the area surrounding the historic district offers a unique blend of coastal charm and cultural heritage. The beachfront properties along St Augustine Beach provide easy access to the sandy shores, with many homes featuring amenities such as spacious decks, outdoor grills, and fully equipped kitchens, great for family gatherings or group retreats. These houses often come with stunning ocean views and are just a short stroll from the lively beach promenade, where visitors can find local shops and restaurants.

Another excellent area to consider is Vilano Beach, which offers a more laid-back atmosphere while still being close to the city's attractions. Here, travellers can find beach houses and condos equipped with modern conveniences, including private pools, hot tubs, and direct beach access. Many properties in Vilano Beach also include outdoor seating areas, ideal for enjoying sunsets after a day of exploring.

Additionally, the Anastasia Island area features an array of holiday rentals, from charming cottages to larger family homes, often with amenities such as bike rentals, beach gear, and communal spaces for socialising. This region is particularly appealing for those who enjoy activities like kayaking or paddleboarding, with nearby parks offering access to nature trails and scenic waterways. Find your rental near the beach in St Augustine.
Are there any houseboat rentals in St Augustine?
In St Augustine, there are about 28 houseboat rentals available, providing a unique way to experience this historic city. These houseboats are typically located near the waterfront, allowing guests to enjoy stunning views and easy access to local attractions such as the Castillo de San Marcos and the picturesque St. George Street.

Amenities often include fully equipped kitchens, comfortable living spaces, and outdoor decks for relaxing or dining while taking in the scenery. Many houseboats also feature air conditioning and Wi-Fi, ensuring a comfortable stay.
What is the most popular type of holiday rental accomodation in St Augustine?
In St Augustine, condos are the most popular type of holiday rental, with approximately 8,528 available across the city. These condos are often situated in vibrant neighbourhoods close to the historic district, allowing easy access to landmarks like the Castillo de San Marcos and the charming streets filled with shops and restaurants. Most condos feature modern amenities, including fully equipped kitchens, spacious living areas, and often communal pools or fitness centres.

Holiday houses also have a significant presence, with around 7,564 options available. These properties typically offer multiple bedrooms, private outdoor spaces, and amenities such as BBQ grills, making them ideal for families or larger groups looking to enjoy a more spacious environment.
Are there any family house rentals in St Augustine?
In St Augustine, Florida, there is an impressive selection of family-friendly house rentals—over 3,100 options available throughout the area. The historic district is particularly popular, offering spacious homes with modern amenities such as fully equipped kitchens, comfortable living areas, and sometimes even private pools. Families can enjoy easy access to local attractions like the Castillo de San Marcos and the vibrant shops and restaurants along St George Street.

Additionally, areas near the beach, such as Crescent Beach and Vilano Beach, provide lovely retreats with homes that often feature outdoor spaces superb for barbecues and family gatherings. Visitors can expect amenities like Wi-Fi, laundry facilities, and beach gear for a straightforward stay. The proximity to the sandy shores and the scenic Anastasia State Park makes this destination an excellent choice for those seeking both relaxation and adventure.
Can I rent a holiday home with a pool or hot tub in St Augustine?
In St Augustine, there are plenty of holiday homes available for rent that feature pools and hot tubs, with around 2,747 options to choose from. This historic coastal city offers a range of neighbourhoods where these properties can be found, including the charming Old Town area, known for its cobblestone streets and rich history, and the beachfront areas, which provide stunning ocean views and easy access to the beach.

Travellers can expect various amenities in these rentals, such as private swimming pools, relaxing hot tubs, spacious outdoor areas for dining, and fully equipped kitchens ideal for preparing meals after a day of exploring. Find your rental in St Augustine with a pool or a hot tub.
Can I find long-stay holiday rentals in St Augustine?
A long-stay holiday rental in St Augustine is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there pet-friendly house rentals in St Augustine?
In St Augustine, there are numerous pet-friendly house rentals available, offering a welcoming environment for travellers with pets. Many of these properties feature amenities such as spacious backyards, outdoor patios, and sometimes even dog runs, ensuring that both guests and their furry companions have plenty of room to relax.

The historic district is a popular area for holiday rentals, where visitors can find charming homes that often come equipped with modern kitchens, comfortable living spaces, and easy access to local attractions. St Augustine is known for its beautiful beaches, and many rentals are just a short drive away from pet-friendly spots like Vilano Beach, where dogs can enjoy the sand and surf.

Additionally, the surrounding areas offer parks and scenic trails that are superb for walking pets, including the expansive Anastasia State Park, which allows leashed dogs on designated trails and offers stunning views of the coastline. See all pet-friendly rentals in St Augustine.
Are there any remote work holiday rentals in St Augustine?
In St Augustine, Florida, there is a wide selection of remote work holiday rentals available, with around 17,580 options to choose from. This historic city, known for its Spanish historic architecture and beautiful beaches, offers numerous properties that cater to remote workers. Many of these rentals come equipped with essential amenities such as high-speed Wi-Fi, dedicated workspaces, and comfortable areas for productivity.

Travellers can expect to find a variety of accommodations, from charming cottages in the historic district to modern condos with ocean views. These properties typically include conveniences like fully equipped kitchens, allowing for self-catering during longer stays, and some even have outdoor spaces where one can unwind after a day of work.

In addition to the work-friendly features, St Augustine provides a vibrant backdrop for remote workers, with attractions such as the Castillo de San Marcos and the picturesque waterfront, superb for a break or after-work exploration. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any St Augustine holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in St Augustine with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
What are popular rental amenities in St Augustine?
In St Augustine, popular holiday rental amenities include fully equipped kitchens, which allow guests to prepare their own meals and enjoy a home-like experience. Many rentals also feature coffee and tea makers, great for those who appreciate a warm beverage in the morning. Onsite parking is commonly available, making it convenient for travellers with vehicles. Additionally, most properties boast balconies or decks, providing lovely outdoor spaces to relax and take in the sights of this historic city.
When is the best time to visit St Augustine for a holiday rental?
The peak season for visiting St Augustine is from May to July, with July being particularly popular among holidaymakers. This vibrant period attracts visitors eager to soak up the sun and explore the rich history and culture of the oldest city in the United States. Expect a lively option as tourists flock to the beautiful beaches, historic sites, and various summer festivals.

During these months, the weather is typically warm and inviting, with temperatures ranging from the mid-20s to low 30s Celsius. This climate is great for outdoor activities such as strolling along the historic streets, visiting the Castillo de San Marcos, or enjoying water sports along the Atlantic coast.

For those looking for a more budget-friendly option, October is a wonderful time to visit. The weather remains pleasantly warm, and you can enjoy fewer crowds while taking in the sights at a more leisurely pace. This month also offers a chance to experience St Augustine's charming autumn festivals, adding a unique touch to your visit.

Ultimately, the best time to book a holiday rental in St Augustine depends on your preference for vibrant summer festivities or a quieter, more relaxed experience in the fall.
How early should I book a St Augustine holiday rental?
Book your St Augustine holiday rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your holiday rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in St Augustine?
In St. Augustine, visitors can take part in a rich tapestry of history and culture. The historic district is a must-see, featuring attractions such as the Castillo de San Marcos, a 17th-century fortress that offers stunning views of the waterfront and is surrounded by beautiful gardens. Nearby, the Colonial Quarter provides a glimpse into the city's Spanish historic past with interactive exhibits and old-world architecture.

For those interested in art and history, the Lightner Museum, housed in the former Alcazar Hotel, showcases a diverse collection of 19th-century artwork and artefacts. Strolling along St. George Street, visitors will find charming shops, cafes, and historical sites, making it a superb area for leisurely exploration.

The nearby beaches, particularly St. Augustine Beach and Anastasia State Park, offer opportunities for sunbathing, swimming, and enjoying water sports, while the picturesque Lighthouse at the St. Augustine Lighthouse & Maritime Museum provides panoramic views of the area.
Can I change or cancel my St Augustine home rental booking on Vrbo?
To find St Augustine holiday rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the St Augustine holiday rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.

If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way.

Vrbo also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

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