Vacation Rentals in Westerly Heights, FL: Compare 10+ Sites & Save

AirbnbBooking.comVrboExpediaKayakTripadvisorHotels.comAgoda.com
  1. VBOR
  2. Vacation Rentals
  3.  USA

  4.  Florida
  5.  Pensacola
  6.  Westerly Heights

Refine your search

Price per night

Amenity Filter

Rating

822 Best Vacation Rentals in Westerly Heights (Starting from $65)

Beach House
Beach House
House
Pensacola, FL, USA
0.6k from Westerly Heights center

Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Places to stay, Family

2 Bedrooms4 Guests
New to Booking
$255
Average price / night
Check Availability
Cozy 2-bedroom cottage near NAS/Downtown
Cozy 2-bedroom cottage near NAS/Downtown
Cottage
Pensacola, FL, 32507, United States
0.1k from Westerly Heights center

AC, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area, No Smoking

2 Bedrooms4 Guests
New to Booking
$124
Average price / night
Check Availability
Waterfront Retreat with Outdoor Oasis in Pensacola
Waterfront Retreat with Outdoor Oasis in Pensacola
House
Pensacola, FL, USA
1.0k from Westerly Heights center

Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay

4 Bedrooms10 Guests
New to Booking
$1177
Average price / night
Check Availability
Sun & City Gem: The Perfect Hub for Downtown Vibes & Beach Escapes
Sun & City Gem: The Perfect Hub for Downtown Vibes & Beach Escapes
House
Pensacola, FL, 32507, United States
0.4k from Westerly Heights center

AC, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave, No Smoking

3 Bedrooms8 Guests
New to Booking
$254
Average price / night
Check Availability
A Poolside Paradise
A Poolside Paradise
House
Pensacola, FL, USA
1.1k from Westerly Heights center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay

3 Bedrooms8 Guests
New to Booking
$225
Average price / night
Check Availability
Welcome to Beach House!  No Cleaning Fee...
Welcome to Beach House! No Cleaning Fee...
House
Pensacola, FL, 32507, United States
0.6k from Westerly Heights center

AC, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area, Microwave

2 Bedrooms5 Guests
10.0

Exceptional

4 reviews

$162
Average price / night
Check Availability
Pensacola Cozy Studio
Pensacola Cozy Studio
Apartment
Pensacola, FL, USA
1.6k from Westerly Heights center

Apartments, Accommodations, Parking, Pet-friendly, Lodgings, Places to stay

1 Bedroom2 Guests
New to Booking
$65
Average price / night
Check Availability
NAS, Pensacola Beach, Pool House -20mins to both beaches
NAS, Pensacola Beach, Pool House -20mins to both beaches
House
Pensacola, FL, 32504, United States
0.7k from Westerly Heights center

AC, Barbecue, Dryer, Free Parking, Heater, Kitchen, Laundry, Living Area, Microwave

3 Bedrooms8 Guests
9.0

Fabulous

8 reviews

$450
Average price / night
Check Availability
Bright Studio Minutes to Beaches
Bright Studio Minutes to Beaches
House
Pensacola, FL, USA
1.6k from Westerly Heights center

Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

1 Bedroom2 Guests
New to Booking
$111
Average price / night
Check Availability
Whimsical beachy little house near NAS/Dwntn
Whimsical beachy little house near NAS/Dwntn
House
Pensacola, FL, 32507, United States
0.9k from Westerly Heights center

AC, Barbecue, Free Parking, Heater, Hot Tub, Internet, Kitchen, Living Area, Microwave

2 Bedrooms4 Guests
10.0

Exceptional

1 reviews

$198
Average price / night
Check Availability
Minimalist Comfort Pensacola Studio
Minimalist Comfort Pensacola Studio
House
Pensacola, FL, USA
1.6k from Westerly Heights center

Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

1 Bedroom2 Guests
10.0

Exceptional

2 reviews

$84
Average price / night
Check Availability
Cozy 2Bd/1Ba Cottage Minutes to Downtown and NAS!
Cozy 2Bd/1Ba Cottage Minutes to Downtown and NAS!
Cottage
Pensacola, FL, 32507, United States
0.9k from Westerly Heights center

AC, Free Parking, Heater, Internet, Kitchen, Microwave, No Smoking, Outdoor Space, TV

2 Bedrooms6 Guests
New to Booking
$195
Average price / night
Check Availability
Affordable Private Studio
Affordable Private Studio
House
Pensacola, FL, USA
1.6k from Westerly Heights center

Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

1 Bedroom2 Guests
New to Booking
$84
Average price / night
Check Availability
5 mins NAS • 7 Mins Downtown | Birds of Paradise!
5 mins NAS • 7 Mins Downtown | Birds of Paradise!
House
Pensacola, FL, 32507, United States
0.9k from Westerly Heights center

AC, Balcony, Crib, Dryer, Internet, Kitchen, Microwave, No Smoking, Outdoor Space

4 Bedrooms9 Guests
6.8

Good

3 reviews

$198
Average price / night
Check Availability
Chill Studio Pensacola Getaway
Chill Studio Pensacola Getaway
House
Pensacola, FL, USA
1.6k from Westerly Heights center

Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

1 Bedroom4 Guests
New to Booking
$86
Average price / night
Check Availability
Centrally Located Gulf Coast Getaway
Centrally Located Gulf Coast Getaway
House
Pensacola, FL, 32507, United States
1.0k from Westerly Heights center

AC, Dryer, Heater, Internet, Laundry, No Smoking, Washer

3 Bedrooms6 Guests
9.6

Exceptional

19 reviews

$177
Average price / night
Check Availability
Cozy Studio Retreat Near Downtown Pensacola
Cozy Studio Retreat Near Downtown Pensacola
House
Pensacola, FL, USA
1.6k from Westerly Heights center

Accommodations, Parking, Country houses, Cottages, Pet-friendly, Lodgings, Places to stay

1 Bedroom2 Guests
8.0

Good

1 reviews

$71
Average price / night
Check Availability
Waterfront Retreat w/ Outdoor Oasis in Pensacola
Waterfront Retreat w/ Outdoor Oasis in Pensacola
House
Pensacola, FL, 32505, United States
1.0k from Westerly Heights center

AC, Dryer, Free Parking, Heater, Kitchen, Laundry, Microwave, No Smoking, Outdoor Space

4 Bedrooms10 Guests
10.0

Exceptional

3 reviews

$1036
Average price / night
Check Availability
Comfortable Studio minutes to Beaches and NAS
Comfortable Studio minutes to Beaches and NAS
House
Pensacola, FL, USA
1.6k from Westerly Heights center

Accommodations, Parking, Country houses, Cottages, Pet-friendly, Lodgings, Places to stay

1 Bedroom2 Guests
New to Booking
$71
Average price / night
Check Availability
A Pensacola Poolside Paradise Minutes From Downtown!
A Pensacola Poolside Paradise Minutes From Downtown!
House
Pensacola, FL, 32505, United States
1.0k from Westerly Heights center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

3 Bedrooms8 Guests
8.8

Fabulous

15 reviews

$340
Average price / night
Check Availability
Charming Private Studio Cottage
Charming Private Studio Cottage
House
Pensacola, FL, USA
1.6k from Westerly Heights center

Accommodations, Parking, Country houses, Cottages, Pet-friendly, Lodgings, Places to stay

1 Bedroom2 Guests
New to Booking
$70
Average price / night
Check Availability
Walk to Corey Station
Walk to Corey Station
House
Pensacola, FL, 32507, United States
1.1k from Westerly Heights center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

3 Bedrooms6 Guests
9.4

Superb

9 reviews

$233
Average price / night
Check Availability
Cozy Cottage Studio in Pensacola
Cozy Cottage Studio in Pensacola
House
Pensacola, FL, USA
1.6k from Westerly Heights center

Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

1 Bedroom2 Guests
New to Booking
$72
Average price / night
Check Availability
A Bungalow at the Bayou
A Bungalow at the Bayou
House
Pensacola, FL, 32505, United States
1.1k from Westerly Heights center

AC, Barbecue, Dryer, Extra Bed, Fireplace, Free Parking, Heater, Internet, Kitchen

3 Bedrooms8 Guests
9.0

Fabulous

7 reviews

$217
Average price / night
Check Availability
Charming Hideaway Cottage Pensacola
Charming Hideaway Cottage Pensacola
House
Pensacola, FL, USA
1.6k from Westerly Heights center

Security/Safety, Parking, Air Conditioner, Pet Friendly, Internet

1 Bedroom4 Guests
New to Booking
$78
Average price / night
Check Availability
* New In-ground pool<br>* Dog Friendly!<br>* 2 miles from NAS, 12 miles to Pensacola Beach<br>* 2 Bedrooms- Both Queen Beds<br>* Astro Turfed & Concrete Yard<br>* Washer & Dryer <br>* Fire Pit<br>* Smart TVs in Living Room & Primary Bedroom<br>* Outd
10.0

Exceptional

1 reviews

$434
Average price / night
Check Availability
Simple Affordable Studio minutes from NAS
Simple Affordable Studio minutes from NAS
House
Pensacola, FL, USA
1.6k from Westerly Heights center

Security/Safety, Parking, Air Conditioner, Pet Friendly, Fireplace/Heating, Internet

1 Bedroom2 Guests
New to Booking
$65
Average price / night
Check Availability

Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Vacation Rentals in Westerly Heights.

Stay Near Westerly Heights's Top Attractions

VacationByOwnerRentals can help you find hotels, resorts, and rentals near many of 's top attractions, neighborhoods, and points of interest.

Westerly Heights Vacation Rentals on the Map

Frequently Asked Questions

You can explore 822 verified vacation rentals in Westerly Heights. Our listings are sourced from a range of trusted providers, giving you access to a wide selection of private homes, apartments, and unique stays—all in one place.

Vacation rental prices in Westerly Heights vary depending on the season, property size, and location. Rates typically start from around $65 per night, with higher prices for larger homes or peak travel periods. Comparing available options can help you find a stay that matches both your budget and travel plans.

Most vacation rentals in Westerly Heights include fully equipped kitchens, making it easy to prepare meals and enjoy a more flexible stay. This is especially useful for families, longer stays, or travelers who prefer a home-like experience.

Yes, many vacation rentals in Westerly Heights welcome pets. Currently, 55 listings allow pets, although specific policies may vary by property. You can filter for pet-friendly options to quickly find suitable accommodations.

For popular travel periods such as holidays or peak seasons, it’s recommended to book your vacation rental 60 to 90 days in advance to secure the best options. During quieter times, you may still find good availability closer to your travel dates.

Vacation rentals in Westerly Heights often include amenities such as Internet, Fireplace/Heating, and Pet Friendly. These features provide added comfort and convenience, making them a popular choice for travelers seeking more space and privacy.

You can use filters to narrow down your search by criteria such as number of bedrooms, guest ratings, or specific amenities like private pools or beachfront access. This makes it easier to find a property that fits your exact needs and preferences.