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Discover Your Perfect St. Augustine Vacation Rentals with Pools

St. Augustine Vacation Rentals with Pools

More Top-Rated Vacation Rentals with Pools in St. Augustine Area

Why Choose Rent By Owner for your St. Augustine Vacation Rentals with Pools?

What makes our Vacation Rentals with Pools special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Popular Areas for St. Augustine Vacation Rentals with Pools

Where are the best neighborhoods to stay in St. Augustine?

In St. Augustine, Florida, choosing a neighborhood close to the historic district offers easy access to charming streets and local attractions, ideal for exploring on foot. Alternatively, staying in a quieter area near the waterfront provides a peaceful retreat with beautiful views and convenient access to beaches. Both neighborhoods offer excellent options for finding rentals with pools that ensure a relaxing and enjoyable stay in this vibrant coastal city.

St. Augustine Historic District

In the heart of the region, the Historic District offers a rich blend of colonial charm and vibrant local culture, making it an ideal spot for relaxing rentals with pools. Here, you can enjoy easy access to historic sites while indulging in comfort and convenience.

View 1419+ Rentals in St. Augustine Historic District

Crescent Beach

On the southern coast, Crescent Beach provides a tranquil setting with stunning shoreline views, perfect for those seeking peaceful rentals with pools. The area’s serene atmosphere makes it an excellent choice for a restful vacation here.

View 697+ Rentals in Crescent Beach

Vilano Beach

This charming beach community offers visitors a laid-back vibe combined with convenient access to water activities, ideal for selecting rentals with pools nearby. Vilano Beach is a welcoming destination for a relaxed and enjoyable stay.

View 468+ Rentals in Vilano Beach

Downtown Historic District

The bustling downtown area features cobblestone streets and lively shops, making it perfect for those who want to be close to local attractions while enjoying comfortable rentals with pools. It’s a vibrant hub within the city’s historic core.

View 1852+ Rentals in Downtown Historic District

Butler Beach

Situated along the scenic coast, Butler Beach offers family-friendly atmospheres and beautiful vistas, making it suitable for rentals with pools that promise relaxation after days on the sand. This area caters to visitors seeking a classic beach getaway.

View 1313+ Rentals in Butler Beach

Saint Augustine Shores

Located slightly inland, this neighborhood provides a quiet retreat with lush scenery, ideal for selecting rentals with pools that ensure comfort and privacy during your visit. It’s perfect for travelers looking for a peaceful escape.

View 25+ Rentals in Saint Augustine Shores

Old Town

The historic district known as Old Town immerses visitors in the region’s past, offering charming rentals with pools where you can unwind after exploring the area’s iconic landmarks. Its historic charm makes for a memorable stay.

View 2672+ Rentals in Old Town

St. Augustine South

This residential neighborhood offers affordable and comfortable options for vacationers, with rentals with pools providing a convenient base to explore the surrounding beaches and local sights. It’s a practical choice for a relaxed family holiday.

View 47+ Rentals in St. Augustine South

Best Times to Visit St. Augustine

When should you plan your Vacation Rentals with Pools stay?

Timing your visit to this charming area can enhance your experience, as the region offers ideal conditions for enjoying your vacation in rentals with pools during certain seasons when the weather is warm and inviting.

Peak Season Highlights

spring
Spring (March to May)

During the spring months, you can enjoy pleasant temperatures and fewer crowds while exploring the area's historic sites and beaches. The weather is ideal for relaxing by your rental with a pool after a day of sightseeing.

Average Temperature Daytime: 75°F - 85°F - Nighttime: 55°F - 65°F
autumn
Fall (September to November)

The fall offers comfortable weather and vibrant local events, making it a perfect time to unwind in the region's rentals with pools. This season also tends to bring fewer visitors, allowing for a more relaxed experience.

Average Temperature Daytime: 70°F - 80°F - Nighttime: 50°F - 60°F

Off-Season Highlights

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Summer (June to August)

In summer, the region experiences higher temperatures and increased tourism, especially around the beaches. Booking your rental with a pool ensures you stay cool and refreshed during the hottest days here.

Average Temperature Daytime: 85°F - 90°F - Nighttime: 70°F - 75°F
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Winter (December to February)

While cooler, winter offers a quieter retreat for those seeking tranquility and milder weather. Rentals with pools can still provide enjoyable relaxation options during this off-peak time in the area.

Average Temperature Daytime: 60°F - 70°F - Nighttime: 40°F - 50°F

Weekly Weather Forecast for St. Augustine

How to Book Your St. Augustine Vacation Rentals with Pools

What's our booking process?

Our platform allows you to browse a curated selection of vacation rentals with pools. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

Explore and book the perfect rental in St. Augustine

More Top-Rated Vacation Rentals with Pools in St. Augustine Area

Common Vacation Rentals with Pools Amenities

What amenities can you expect?

Our Vacation Rentals with Pools are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:

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 to relax and cool off in the warm Florida sun.
  • Take advantage of spacious patios or decks perfect for outdoor dining and entertainment.
  • Benefit from lush, landscaped gardens that enhance your outdoor living experience.
  • Make use of shaded lounging areas for ultimate relaxation after a day of exploring.
  • Find outdoor showers or rinse stations to keep your gear clean during beach trips or pool days.
  • Utilize barbecue grills or outdoor kitchens for delicious cookouts with family and friends.
  • Access scenic views and tranquil settings that showcase the natural beauty of this area.

Top Attractions Around St. Augustine

What attractions are nearby?

In this charming area, you can enjoy a variety of nearby activities such as exploring historic landmarks, relaxing on scenic beaches, or discovering local shops and eateries, making it an ideal destination for those seeking comfortable rentals with pools that enhance your stay here.

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Family Activities

  • St. Augustine Pirate & Treasure Museum Dive into interactive exhibits and hands-on activities that captivate the whole family in this historic city known for its maritime history.
  • St. Augustine Alligator Farm Zoological Park Experience up-close encounters with native Florida wildlife and enjoy engaging demonstrations that make learning about animals fun and memorable.
  • Castillo de San Marcos National Monument Explore this historic fortress, where guided tours and living history programs bring the region’s colonial past to life for visitors of all ages.
  • St. Augustine Beach Relax and play on the pristine sands, with plenty of space for swimming, shell collecting, and other family-friendly seaside activities.
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Adult Activities

  • Historic District Tours: Explore the charming historic district to discover well-preserved architecture and learn about the area's storied past, making for an enriching daytime activity.
  • Boat Cruises: Enjoy a scenic boat cruise along the coastline, offering stunning views of the region's natural beauty and historic landmarks from the water.
  • Golfing Experiences: Tee off at one of the area’s premier golf courses to indulge in a relaxing sport surrounded by picturesque landscapes.
  • Wine Tasting Events: Sample local wines at various wine tasting venues, perfect for adults seeking a leisurely and sophisticated outing.

Other Places to Stay in St. Augustine, FL

St. Johns County
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Anastasia Island
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Downtown Historic District
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St. Augustine Historic District
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Butler Beach
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St. Augustine Beach
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Coquina Gables
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Crescent Beach
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Vilano Beach
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Lincolnville
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Putnam County
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Crescent City
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St. Augustine Travel Tips

How Can You Make the Most of Your Stay?

  • Plan Your Visit During Off-Peak Seasons: Visiting during less busy times can help you enjoy a more relaxed experience at your rentals with pools and avoid crowds at popular local spots.
  • Explore Local Dining Options: Take advantage of the area's renowned eateries to savor authentic flavors, making your stay both memorable and delicious.
  • Schedule Excursions Wisely: Incorporate early morning or late afternoon outings to beat the heat and make the most of your time exploring nearby attractions.
  • Utilize the Area's Water Activities: Make full use of your accommodations with pools and explore additional water-related activities for fun and relaxation during your visit here.

Transportation Options

  • Rental Cars: Renting a car provides the flexibility to explore all corners of this historic destination at your own pace, making it easy to access various rentals with pools in the area.
  • Public Transit: The local bus system offers an economical and convenient way to navigate the region without the hassle of parking, ideal for visiting popular attractions and accommodations with pools.
  • Taxis and Rideshares: Convenient and readily available, rideshare services like Uber and Lyft make quick trips around here comfortable, especially when heading to rentals with pools after a day of sightseeing.
  • Biking and Walking: The pedestrian-friendly streets and scenic bike paths allow you to enjoy the charming surroundings while easily reaching nearby rentals with pools within the destination.

Local Customs Options

  • Respect for Historic Sites: When visiting here, it’s important to observe local customs that honor the historic significance of the area’s landmarks and architecture.
  • Traditional Dining Etiquette: Enjoying regional cuisine involves embracing etiquette such as polite table manners and appreciation for local culinary traditions.
  • Celebration of Festivals: Participating in local festivals and events offers a meaningful way to experience the area's unique culture and customs.
  • Environmental Respect: Showing regard for the region’s natural beauty by practicing responsible tourism and conservation efforts is highly valued here.

Frequently Asked Questions About St. Augustine Rentals with Pools

1. What are the top Rentals With Pools 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 Rentals With Pools in St. Augustine:

2. How many Rentals With Pools are available in St. Augustine?

Currently, the total number of properties listed by RBO in 2026 is over 4567 in the St. Augustine area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Rentals With Pools in St. Augustine. 

3. What is the cancellation policy for rentals with pools in this area?

Cancellation policies vary by listing, so it’s best to review the specific terms on the property’s page or contact the owner directly for detailed information.

4. Are there any additional fees associated with booking a pool rental here?

Additional fees, such as cleaning or service charges, are determined by the property owner and can be found in the listing details or by reaching out directly.

5. How do I confirm the availability of a rental with a pool during my travel dates?

Availability is updated regularly on the listing, but if you have specific dates in mind, contacting the owner directly ensures accurate confirmation.

6. Can I get information about the safety features of the pool area before booking?

Safety features are typically described in the listing or provided upon request from the owner; reaching out beforehand helps ensure your expectations are met.

7. What is the check-in and check-out process for these rentals with pools?

The check-in and check-out procedures are specified in each listing; contacting the owner can provide additional instructions or assistance if needed.

More Rentals You May Like Near St. Augustine

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More Top-Rated Vacation Rentals with Pools in St. Augustine Area