Why Choose Rent By Owner for your St. Augustine Cottage Rentals?
What makes our Cottage Rentals special?
Popular Areas for St. Augustine Cottage Rentals
Where are the best neighborhoods to stay in St. Augustine?
When visiting St. Augustine, Florida, you can choose to stay in neighborhoods that highlight the city's historic charm or its vibrant coastal atmosphere. The downtown area offers a blend of historic sites and lively streets, perfect for exploring local culture. Alternatively, areas near the beach provide a relaxing retreat with scenic views, ideal for enjoying the tranquil seaside vibe of this charming city.
St. Augustine Historic District
Staying in the Historic District places you at the heart of the area's rich history and charming architecture, making it an ideal spot to explore local culture while enjoying a variety of comfortable cottages.
View 1419+ Rentals in St. Augustine Historic DistrictCrescent Beach
Crescent Beach offers a tranquil seaside retreat where you can unwind in cozy beachside cottages with stunning ocean views, perfect for relaxing escapes along the coast.
View 697+ Rentals in Crescent BeachVilano Beach
Vilano Beach features a laid-back atmosphere with convenient access to scenic waterfronts, making it an excellent choice for visitors seeking charming cottages near the water.
View 468+ Rentals in Vilano BeachDowntown Historic District
The Downtown Historic District is the hub of vibrant local life and historic charm, where you can find delightful cottages nestled amidst unique shops and cultural attractions.
View 1852+ Rentals in Downtown Historic DistrictButler Beach
At Butler Beach, you’ll enjoy peaceful coastal surroundings with easy access to pristine sands, ideal for booking cottages that provide both comfort and proximity to outdoor activities.
View 1313+ Rentals in Butler BeachSaint Augustine Shores
Saint Augustine Shores offers a quiet residential setting with waterfront options, perfect for those looking to stay in inviting cottages within a relaxed community environment.
View 25+ Rentals in Saint Augustine ShoresOld Town
Old Town provides a charming ambiance filled with historic sites and quaint streets, where your choice of cottages will put you close to the region’s most captivating sights.
View 2672+ Rentals in Old TownSt. Augustine South
St. Augustine South features a peaceful suburban vibe with scenic views and easy access to nearby beaches, making it an ideal area for booking cozy cottages away from the bustle.
View 47+ Rentals in St. Augustine SouthBest Times to Visit St. Augustine
When should you plan your Cottage Rentals stay?
To make the most of your stay here, consider visiting during the shoulder seasons when the weather is pleasant and crowds are fewer, allowing you to enjoy the natural beauty and serene atmosphere that make this destination a perfect spot for relaxing getaways in the region.
Peak Season Highlights
Spring (March to May)
During spring, you'll experience warm daytime temperatures ideal for exploring the region's scenic beauty and historic charm. This time of year attracts visitors seeking pleasant weather and fewer crowds than summer.
Fall (September to November)
In fall, the area enjoys mild weather and a vibrant atmosphere perfect for outdoor activities. It's a popular shoulder season with optimal conditions for sightseeing and relaxing in your chosen cottages.
Off-Season Highlights
Summer (June to August)
Summer brings hotter days and higher humidity, making it ideal for beach outings and water-based activities. However, expect more visitors during these months as many travel here for vacation.
Winter (December to February)
Winter offers cooler temperatures and a quieter atmosphere, providing a peaceful retreat. While it’s less crowded, the region still maintains comfortable weather for exploring at your own pace.
Weekly Weather Forecast for St. Augustine
How to Book Your St. Augustine Cottage Rentals
What's our booking process?
Booking Steps
Search Properties
Select a Rental
Book Online
Explore and book the perfect rental in St. Augustine
Common Cottage 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 spacious outdoor patios or decks perfect for relaxing and dining al fresco.
- Make the most of private or shared swimming pools to cool off during warm days.
- Relax in beautifully landscaped gardens that showcase the area's natural beauty.
- Take advantage of outdoor grilling areas for family barbecues and social gatherings.
- Benefit from direct access to nearby beaches or waterfronts for seaside activities.
- Utilize shaded hammocks and lounge areas to unwind amidst the surrounding scenery.
- Explore expansive yards suitable for outdoor games and recreational activities.
Top Attractions Around St. Augustine
What attractions are nearby?
During your stay, you'll find a variety of nearby activities to explore, from historic sites and charming dining options to outdoor adventures that showcase the region's unique coastal beauty, all within easy reach of your chosen cottages in this vibrant destination.
Family Activities
- St. Augustine Beach Enjoy a family day building sandcastles and soaking up the sun on this pristine shoreline, perfect for relaxing and seaside adventures.
- The St. Augustine Alligator Farm Zoological Park Discover diverse wildlife exhibits, including alligators and exotic birds, making it an educational and fun experience for children of all ages.
- Historic Downtown St. Augustine Take a stroll through charming streets filled with historic sites, shops, and family-friendly cafes that showcase the area's rich heritage.
- Pirate & Treasure Museum Engage in interactive exhibits and treasure hunts, offering a captivating journey into pirate lore suitable for curious young explorers.
Adult Activities
- Historic District Walking Tour Explore the area's charming streets and learn about its rich history with a guided or self-guided walking tour through the renowned historic district.
- Boat Tours and Cruises Discover scenic waterways on a boat tour or cruise, offering unique views of the coastline and local wildlife in this coastal destination.
- Fine Dining Experiences Savor the region’s culinary delights at acclaimed restaurants that emphasize fresh seafood and local flavors, perfect for a memorable night out.
- Art Galleries and Cultural Visits Immerse yourself in the local art scene by visiting numerous galleries showcasing regional artists and cultural exhibits throughout the area.
Other Places to Stay in St. Augustine, FL
St. Augustine Travel Tips
How Can You Make the Most of Your Stay?
- Plan Your Visit During Off-Peak Seasons: To enjoy a more relaxed experience and better access to local attractions, consider visiting during the quieter months when the area is less crowded.
- Explore Local Dining and Shopping: Take advantage of nearby eateries and boutiques to immerse yourself in the regional culture and enhance your stay in this charming destination.
- Book Your Cottages Early: Securing your accommodation well in advance ensures prime options and availability for your preferred dates, especially during busy travel periods.
- Take Advantage of Guided Tours and Activities: Engage with local guides or organized activities to uncover hidden gems and deepen your appreciation of the area's history and natural beauty.
Transportation Options
- Rental Cars: Renting a vehicle gives you the flexibility to explore the region at your own pace, from historic districts to scenic coastal drives.
- Public Transit: The local bus system offers an affordable and convenient way to get around, connecting key attractions and neighborhoods in this destination.
- Taxi and Rideshare Services: Taxis and popular rideshare apps provide quick, reliable transportation for shorter trips within the area without the hassle of parking.
- Bicycle Rentals: Biking is a great eco-friendly option to enjoy the charming streets and nearby beaches while discovering the region's hidden gems.
Local Customs Options
- Politeness and Greetings: Visitors often notice the warm, friendly greetings exchanged, reflecting the region’s Southern hospitality that you can experience during your stay in this charming destination.
- Respect for Historic Sites: When exploring here, it is customary to show reverence for the area's rich history by maintaining respectful behavior around historic landmarks and preservation efforts.
- Local Celebrations and Events: Participating in community-led festivals and parades is a common way to engage with local traditions and enjoy the authentic culture of this region.
- Food Etiquette: Enjoying local cuisine involves appreciating traditional flavors with courteous manners, especially at family-owned restaurants and food markets found throughout the area.
St. Augustine Cottage Rentals Frequently Asked Questions
1. What are the top Cottages 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 Cottages in St. Augustine:
- “Wicked Easy” walk downtown - 16 Carrera St - Enjoy one house living
- Adorable cottage central to everything
- Charming 3BR/2BA Artisan Cottage, Heart of St. Augustine
- Delightful Cottage in Historic Downtown St. Augustine Florida
- Cozy Home in Vilano Beach.
- Coastal Charm
- Riverfront St Augustine Retreat, Near Boat Launch!
- Magical courtyard private cottage by beach
- Splendor on the Lake, 1928 Cottage-Walk Everywhere
- Charming 2BR Uptown Cottage - Artsy & Vibrant!
2. How many Cottages are available in St. Augustine?
Currently, the total number of properties listed by RBO in 2026 is over 266 in the St. Augustine area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Cottages in St. Augustine.


























