Best Vacation Homes in St. Augustine
10.0
Fireplace/Heating
Ocean View
Balcony/Terrace
View
10.0
Oceanfront
Pool- Ocean View
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Child Friendly
10.0- Fireplace/Heating
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Kitchen
Parking
10.0- Fireplace/Heating
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10.0- Fireplace/Heating
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Pet Friendly- Kitchen
10.0- Fireplace/Heating
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10.0- Fireplace/Heating
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St. Augustine Luxury Rentals
9.0- Fireplace/Heating
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10.0
Private Pool- Fireplace/Heating
- Pool
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- Oceanfront
Hot Tub
Spa- Fireplace/Heating
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- Pool
- Pet Friendly
- Parking
- Oceanfront
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St. Augustine Pet Friendly Vacation Rentals
10.0- Fireplace/Heating
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10.0- Fireplace/Heating
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- Pet Friendly
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10.0- Fireplace/Heating
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Air Conditioner
10.0- Fireplace/Heating
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9.6- Fireplace/Heating
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9.2- Fireplace/Heating
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9.0- Oceanfront
- Ocean View
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- View
St. Augustine Large Vacation Homes
- Oceanfront
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- Ocean View
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10.0- Fireplace/Heating
- View
- Pet Friendly
- Parking
- Fireplace/Heating
- Pool
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- Kitchen
- Oceanfront
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10.0
Private Beach- Oceanfront
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- Private Pool
- Oceanfront
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- Spa
- Private Pool
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- Spa
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Why Choose Rent By Owner for your St. Augustine Vacation Rental Homes?
What makes our Vacation Rentals special?
Popular Areas for St. Augustine Vacation Rentals
Where are the best neighborhoods to stay in St. Augustine?
Choosing the right neighborhood in St. Augustine, Florida, can greatly enhance your vacation experience. Whether you prefer to stay close to historic sites, enjoy charming coastal communities, or relax in a quiet residential area, each neighborhood offers unique charm and convenient access to the city's top attractions. When booking your vacation rentals in St. Augustine, consider the local ambiance and proximity to the things that matter most to you, ensuring a memorable and comfortable stay in this beautiful Floridian city.
St. Augustine Historic District
Staying in the Historic District places you at the heart of this historic city, where charming streets and cultural landmarks create an authentic Floridian experience. It’s the perfect area to explore local history while enjoying convenient access to top attractions and dining options.
View 1379+ Rentals in St. Augustine Historic DistrictCrescent Beach
Crescent Beach offers a relaxing coastal retreat with pristine sands and serene ocean views, ideal for those seeking tranquility by the water. Here, you can unwind while being just a short drive from the area's vibrant historic sites and waterfront activities.
View 727+ Rentals in Crescent BeachVilano Beach
Vilano Beach is known for its laid-back ambiance and scenic shoreline, making it an excellent choice for beach lovers wanting a peaceful escape. Its close proximity to the downtown scene allows easy exploration of the region’s historic and cultural offerings.
View 458+ Rentals in Vilano BeachDowntown Historic District
Opt for accommodations in Downtown Historic District to immerse yourself in the lively atmosphere of this area, surrounded by colonial architecture, boutique shops, and bustling cafes. It’s the ideal hub for experiencing the region's vibrant local culture and history.
View 1831+ Rentals in Downtown Historic DistrictButler Beach
Butler Beach provides a family-friendly environment with wide sandy shores and gentle surf, perfect for a relaxed seaside getaway. It’s conveniently located near key attractions and scenic spots within the region.
View 1426+ Rentals in Butler BeachSaint Augustine Shores
This neighborhood offers a quiet residential setting with easy access to natural parks and local amenities, suited for travelers looking for a peaceful stay away from the busier tourist areas. It provides a comfortable base for exploring the region’s outdoor beauty.
View 2315+ Rentals in Saint Augustine ShoresOld Town
Old Town captures the historic charm of this destination, featuring cobblestone streets and classic architecture that transports you back in time. Staying here enables you to enjoy the region’s rich history while remaining close to key sightseeing spots.
View 2862+ Rentals in Old TownSt. Augustine South
Situated south of the city center, this area offers a more suburban feel with easy access to beaches and local parks, making it a great choice for travelers seeking a blend of comfort and convenience within the region.
View 42+ Rentals in St. Augustine SouthBest Times to Visit St. Augustine
When should you plan your Vacation Rentals stay?
Choosing the right time to visit here can enhance your experience, as the best seasons balance pleasant weather with fewer crowds in this charming destination.
Peak Season Highlights
Spring (March to May)
During the spring months, you can enjoy warm temperatures and blooming scenery, making it an ideal time to explore this historic destination. Expect lively events and comfortable weather for outdoor activities.
Fall (September to November)
The fall offers mild weather and fewer crowds, providing a relaxed atmosphere for your visit. It's a perfect period to experience local culture and scenic beauty without the peak-season rush.
Off-Season Highlights
Winter (December to February)
In winter, the region experiences cooler temperatures, which can be ideal if you prefer a quieter stay away from the busy season. There’s still plenty to enjoy with fewer visitors and lower rates on vacation rentals.
Summer (June to August)
While summer brings warm weather and longer days, it is also the most popular time to visit. Booking early ensures you find the best vacation rentals and take full advantage of the lively atmosphere here during this busy season.
Weekly Weather Forecast for St. Augustine
How to Book Your St. Augustine Vacation Rental Home
What's our booking process?
Booking Steps
Search Properties
Select a Rental
Book Online
Explore and book the perfect rental in St. Augustine
Common Vacation Rentals Amenities
What amenities can you expect?
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Outdoor Amenities
- Enjoy a private outdoor pool for relaxing dips after a day exploring the area’s historic sites.
- Relax on a spacious patio or deck, perfect for outdoor dining or sunset views over the region.
- Benefit from lush landscaped yards and gardens that enhance your outdoor experience here.
- Make use of outdoor grilling facilities to enjoy a delicious barbecue in the sunshine.
- Take advantage of shaded verandas or porches to unwind in the fresh air and soak up the local ambiance.
- Utilize outdoor fire pits to gather with family and friends during cool evenings.
- Access nearby beaches or waterfront areas for memorable daytime excursions along the coast.
Top Attractions Around St. Augustine
What attractions are nearby?
While staying here, you can explore a variety of nearby activities, including historic sightseeing, charming waterfront strolls, and local cultural experiences that showcase the unique charm of the region.
Family Activities
- Castillo de San Marcos National Monument: Explore the oldest masonry fort in the continental United States, offering engaging history lessons and stunning views for the whole family.
- St. Augustine Alligator Farm Zoological Park: Discover a variety of reptiles and exotic animals while enjoying interactive exhibits and live shows that captivate young visitors in this regional attraction.
- Ponce de Leon's Fountain of Youth Archaeological Park: Visit this historic site to experience the legend firsthand with water fountain trials, nature walks, and educational displays suitable for children and adults alike.
- The Colonial Quarter: Step back in time at this living history museum where you can watch blacksmith demonstrations, participate in craft activities, and learn about early American life in this area’s heritage site.
Adult Activities
- Historic Walking Tours: Discover the rich history of this destination as you explore its well-preserved streets and landmarks with guided or self-guided historic walking tours.
- Relaxing Beaches: Spend your days lounging on pristine sands while enjoying the scenic views and gentle waves that make the coast here a perfect place for relaxation.
- Gourmet Dining Experiences: Indulge in local flavors at renowned restaurants offering fresh seafood and regional cuisine, ideal for a memorable dining experience.
- Art Galleries and Cultural Sites: Immerse yourself in the region's vibrant art scene by visiting galleries and cultural institutions showcasing local artists and historical exhibits.
Other Places to Stay in St. Augustine, FL
St. Augustine Travel Tips
How Can You Make the Most of Your Stay?
- Discover Local Attractions: Explore the area's historic sites and cultural landmarks to fully immerse yourself in this destination’s unique charm and history.
- Plan Your Visit During Off-Peak Seasons: Visiting during less busy times can help you enjoy quieter surroundings and more personalized experiences in this region.
- Book a Strategically Located Property: Choose vacation rentals that are conveniently situated near key attractions and amenities to maximize your time here.
- Embrace the Local Cuisine: Savor regional dishes at nearby eateries or prepare meals in your rental to experience authentic flavors of this destination.
Transportation Options
- Rental Car Services: Local rental agencies provide flexible transportation options to explore the area at your own pace.
- Public Transit – Matanzas River Trolley: This scenic trolley offers a convenient and enjoyable way to see key sights within the region without the hassle of driving.
- Bike Rentals: Biking around the historic district allows you to experience the charm of here’s quaint streets at a leisurely pace.
- Taxis and Rideshare Services: Reliable options like taxis and ridesharing make quick trips around this destination both easy and accessible for visitors.
Local Customs Options
- Greetings and Handshakes: When visiting here, it's common to exchange friendly greetings and offer a firm handshake as a sign of respect and warmth.
- Dining Etiquette: Locals value polite table manners and often enjoy sharing meals together, emphasizing the importance of good conduct during social occasions.
- Historical Respect: Showing appreciation for the area's rich history by observing local customs and listening to guided tours enhances your cultural experience.
- Festive Celebrations: Participating in community events with enthusiasm and respect for traditions helps you connect with the region's vibrant local culture.
Frequently Asked Questions About St. Augustine?
1. What are the top vacation rentals in St. Augustine?
There are a lot of options in St. Augustine. If you plan on staying in the St. Augustine area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in St. Augustine:
- ~Sea Salt Sanctuary~Plush Beach Refuge~Bikes Kayaks SUPs Fire Pit~
- HARBOR ISLAND - A GEM IN THE HISTORIC DISTRICT.
- Tahiti Style 5 STAR OVER-WATER BUNGALOW + Lake House Blue + YouTube Video's PETS
- Downtown Garden Home in the Center of the Historic District with free parking
- MARINA SUNSETS - SAINT AUGUSTINE DOWNTOWN HISTORIC DISTRICT
- Ocean Village Club R17 Exceptionally Clean! On the Beach! OVER 280 "5 STARS"
- St Augustine Crescent Beach Beachfront Ocean View Patio and Heated Pool
- A WOW! Pristine, private oceanfront. Luxury 7 unit boutique bldg. St Aug close
- C1, Perfect location in city center with balcony, near beaches, free parking!
- Oceanfront Luxury Next To St Augustine Center - Quiet Vilano Beach, Dogs Welcome
2. How many vacation rentals have private pools in St. Augustine?
There are 874 vacation rentals with private pools near St. Augustine. Top-rated RBO homes that have access to a swimming pool include:
3. Which vacation homes in St. Augustine are best for families?
If you are looking for a family-friendly vacation home in St. Augustine, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in St. Augustine:
4. How many Rentbyowner vacation rentals are available in St. Augustine?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 9154 in the St. Augustine area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in St. Augustine.
5. What is the cancellation policy for vacation rentals in this area?
6. Are there any additional fees I should be aware of when booking a vacation rental here?
7. How do I confirm availability and secure my booking in this region?
8. Is there an age requirement or other restrictions for renting a property here?
9. What should I do if I encounter issues during my stay at a vacation rental in this destination?
St. Augustine Top Rated Vacation Rentals
10.0- Oceanfront
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10.0- Oceanfront
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10.0- Fireplace/Heating
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10.0- Oceanfront
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10.0- Fireplace/Heating
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10.0- Fireplace/Heating
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10.0- Oceanfront
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10.0- Oceanfront
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