Discover Your Perfect Westerly Heights Vacation Homes

Westerly Heights Pet Friendly Vacation Rentals

10.0 (11 Reviews)
House
Charming Home Near NAS
  • Air Conditioner
  • Parking
  • Pet Friendly
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10.0 (1 Review)
House
Deep Sea Dreams
  • Air Conditioner
  • Parking
  • Pet Friendly
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10.0 (1 Review)
House
The Retreat on Wright
  • Air Conditioner
  • Pet Friendly
  • Wheelchair Accessible
View Availability
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Why Choose Rent By Owner for your Westerly Heights Vacation Rental Homes?

What makes our Vacation Rentals 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 Westerly Heights Vacation Rentals

Where are the best neighborhoods to stay in Westerly Heights?

Choosing the right neighborhood in Westerly Heights, Pensacola, Florida, can greatly enhance your vacation experience. Located in a vibrant area of Pensacola, Westerly Heights offers convenient access to local amenities and a welcoming community atmosphere. Staying here provides an ideal base for exploring the nearby attractions or simply relaxing in a comfortable setting. Whether you prefer a peaceful retreat or a lively neighborhood, Westerly Heights ensures a memorable stay with its blend of convenience and charm. Discover the perfect place to unwind while enjoying the best that Pensacola has to offer.

South Pensacola

In this part of town, you’re close to the heart of Pensacola, offering a range of comfortable and convenient vacation rentals that make exploring the region effortless. Staying here provides easy access to local amenities and a welcoming community atmosphere for a relaxing stay.

View 188+ Rentals in South Pensacola

Best Times to Visit Westerly Heights

When should you plan your Vacation Rentals stay?

To make the most of your stay, consider planning your vacation during the region's optimal seasons when the weather is ideal for enjoying everything this destination has to offer.

Peak Season Highlights

spring
Spring (March to May)

During this time, the area comes alive with pleasant weather and blooming scenery, making it ideal for exploring outdoor activities and local events.

Average Temperature Daytime: Highs around 75-80°F - Nighttime: Lows around 55-60°F
summer
Summer (June to August)

Peak summer months attract visitors seeking sunshine and warm ocean breezes, perfect for enjoying the nearby beaches and water activities.

Average Temperature Daytime: Highs around 85-90°F - Nighttime: Lows around 70-75°F

Off-Season Highlights

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Fall (September to November)

In early fall, the region experiences milder weather, offering a quieter atmosphere for those looking to avoid the crowds while still enjoying pleasant temperatures.

Average Temperature Daytime: Highs around 70-75°F - Nighttime: Lows around 50-55°F
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Winter (December to February)

During winter, fewer visitors arrive, providing an excellent opportunity for relaxed exploration of the area's natural beauty without the busy season crowds.

Average Temperature Daytime: Highs around 60-65°F - Nighttime: Lows around 40-45°F

Weekly Weather Forecast for Westerly Heights

How to Book Your Westerly Heights Vacation Rental Home

What's our booking process?

Our platform allows you to browse a curated selection of vacation rentals. 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 Westerly Heights

More Top-Rated Vacation Rentals in Westerly Heights Area

Common Vacation Rentals Amenities

What amenities can you expect?

Our Vacation Rentals 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 space with a spacious patio or deck for relaxing and dining al fresco.
  • Take advantage of a backyard garden or landscaped area perfect for enjoying sunshine and outdoor activities.
  • Make use of a swimming pool, whether shared or private, to cool off during warm days in this coastal region.
  • Utilize outdoor grills or barbecue facilities for preparing meals while taking in the scenic surroundings.
  • Benefit from access to shaded pergolas or covered patios ideal for outdoor gatherings and comfort.
  • Experience outdoor recreational amenities such as tennis courts, volleyball courts, or shuffleboard if available in the area.
  • Relax in a hammock or lounge chairs set up in the yard to soak up the sunny Florida weather here in Pensacola.

Top Attractions Around Westerly Heights

What attractions are nearby?

Within this vibrant destination, you can enjoy a variety of outdoor activities, local dining experiences, and scenic views just moments from your Westerly Heights vacation rental in Pensacola, Florida.

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Family Activities

  • Gulf Islands National Seashore: Explore pristine beaches and nature trails that offer family-friendly activities and stunning views along the Gulf Coast.
  • Pensacola Beach Boardwalk: Enjoy a leisurely stroll, indulge in local cuisine, and discover charming shops just minutes from your vacation rental here.
  • Fort Pickens Area: Discover historical forts and scenic picnic spots that provide an educational and relaxing experience for all ages.
  • Naval Air Station Pensacola Museum: Engage with aviation history through interactive exhibits and aircraft displays located nearby, perfect for curious minds.
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Adult Activities

  • Explore Pensacola Beach: Enjoy the pristine sands and turquoise waters just a short drive from your vacation rental, perfect for relaxing or engaging in water sports in this popular destination.
  • Visit the Historic Downtown Pensacola: Discover charming boutiques, local restaurants, and cultural landmarks while strolling through the vibrant downtown area nearby.
  • Experience the Pensacola Naval Aviation Museum: Dive into aviation history with fascinating exhibits and aircraft displays, a must-see attraction close to this scenic region.
  • Relax at Gulf Islands National Seashore: Unwind along protected barrier islands offering scenic views, nature trails, and opportunities for birdwatching and picnicking in this peaceful setting.

Westerly Heights Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Beaches: Take advantage of the region's stunning waterfront by visiting nearby beaches to enjoy sunbathing, swimming, and water sports right at your doorstep.
  • Plan Outdoor Activities: Make the most of the area's scenic parks and outdoor spaces for activities like walking, biking, or picnicking to experience the natural beauty here.
  • Discover Dining Options: Savor fresh seafood and local cuisines at nearby restaurants that showcase the region’s culinary delights and complement your vacation stay.
  • Utilize Local Tips: Connect with hosts or local guides to gain insider knowledge on hidden gems and events to enhance your experience in this destination.

Transportation Options

  • Personal Vehicles: Having your own car offers the most flexibility to explore the area and access nearby beaches and attractions conveniently.
  • Public Transit: Local bus services connect you to key points of interest, making it a budget-friendly transportation option during your stay.
  • Taxi and Rideshare Services: Rideshare apps and taxis provide quick, reliable transportation options for traveling around this part of Pensacola without the hassle of parking.
  • Bicycle Rentals: Cycling is an eco-friendly way to enjoy the quiet streets and scenic areas close to your vacation rental here in Westerly Heights.

Local Customs Options

  • Respect for Local Waterways: Many residents and visitors honor the region’s commitment to preserving its pristine waters by practicing responsible boating and fishing etiquette here.
  • Southern Hospitality:** Warm greetings and polite hospitality are a cherished part of engaging with neighbors in this coastal community.
  • Community Events Participation: Attending local festivals and gatherings is a common custom that helps you connect with the area’s friendly residents.
  • Environmental Conservation: Recycling and eco-friendly practices are ingrained in daily life, reflecting the community’s dedication to maintaining the area's natural beauty.

Frequently Asked Questions About Westerly Heights?

1. What are the top vacation rentals in Westerly Heights?

There are a lot of options in Westerly Heights. If you plan on staying in the Westerly Heights area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Westerly Heights:

2. How many vacation rentals have private pools in Westerly Heights?

There are 13 vacation rentals with private pools near Westerly Heights. Top-rated RBO homes that have access to a swimming pool include:

3. Which vacation homes in Westerly Heights are best for families?

If you are looking for a family-friendly vacation home in Westerly Heights, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Westerly Heights:

4. How many Rentbyowner vacation rentals are available in Westerly Heights?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 831 in the Westerly Heights 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 Westerly Heights. 

5. What is the cancellation policy for vacation rentals in this area?

Cancellation policies vary depending on the specific property listing. It’s important to review the terms outlined on the listing or contact the owner directly to understand the options and potential fees associated with cancellations.

6. How do I ensure my booking is secure when reserving a vacation rental here?

Reservations are secured through a trusted platform that offers secure payment options. For added peace of mind, always verify the host’s reviews and confirm the details directly via the listing before completing your booking.

7. Are there any specific check-in and check-out procedures I should be aware of?

Check-in and check-out times, as well as procedures, are detailed in each property listing. Be sure to read these carefully and contact the property owner if you need any special accommodations or have questions about access.

8. Is it possible to customize my stay or request additional amenities in a vacation rental?

Some hosts may offer customization options or additional amenities upon request. To ensure your needs are met, communicate with the property owner early during the booking process or before arrival.

9. What should I know about local laws and regulations affecting vacation rentals in this destination?

It is advisable to review local laws and regulations related to short-term rentals in the area. The listing or property owner can provide guidance to ensure your stay complies with regional requirements and ordinances.

Westerly Heights Top Rated Vacation Rentals

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