Women In Travel - Vacation Rentals in Southwind

Beach Bungalow From US $309
         

10.0 (94 Reviews)
House
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  • Pet Friendly
Beach House on the Bay From US $365
         

Tranquil Haven | Pet Friendly From US $759
         

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Relax, Unwind and Enjoy the Sunset From US $322
         

10.0 (19 Reviews)
House
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  • Parking
  • TV
Waterfront Coral by the Sea! Dolphins! Pets Ok! From US $337
         

10.0 (15 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Spacious 3BR Fenced Yard Pet Friendly Johnson Beach NAS From US $393
         

10.0 (14 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly

Luxury Places to Stay in Southwind

Over 235+ Luxury Places to Stay in or Near Southwind
Bella Villa Estate From US $2,139
         

New
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Coastal Bliss: Private Beach & Stunning Views From US $1,085
         

9.8 (15 Reviews)
House
  • Air Conditioner
  • TV
  • Balcony/Terrace

Top-Rated Vacation Rentals with a Pool in Southwind

Over 71+ Top-Rated Vacation Rentals with a Pool in or Near Southwind
Lagoona Villa: a Poolside Paradise From US $599
         

10.0 (3 Reviews)
House
  • Air Conditioner
  • Pet Friendly
  • Pool
Outdoor Oasis: Group Getaway in Pensacola! From US $285
         

10.0 (3 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool

Pet-Friendly Vacation Rentals in Southwind

Over 69+ Pet-Friendly Vacation Rentals in or Near Southwind
Prime Location Perdido Key Paradise From US $402
         

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9.5 (2 Reviews)
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  • Air Conditioner
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  • Pet Friendly
Cozy Home on a Pond - 8 Miles to the Beach! From US $241
         

10.0 (11 Reviews)
House
  • Air Conditioner
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  • Pet Friendly
Cozy cottage with a bohemian flare. Pet friendly! From US $363
         

9.8 (17 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
New Home in Pensacola-Perdido Key. 5 Min. to beach and fenced yard! From US $266
         

3br Home 4 minutes to beach with kayak From US $211
         

8.0 (9 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly

Large Vacation Homes & Villas in Southwind

Over 57+ Large Vacation Homes & Villas in or Near Southwind
Pretty in Perdido Key From US $215
         

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9.8 (5 Reviews)
House
  • Air Conditioner
  • View
  • Wheelchair Accessible
Relaxing Poolside Villa- Minutes to beaches and NAS! From US $178
         

Wheelchair Accessible Vacation Homes in Southwind

Over 30+ Wheelchair Accessible Vacation Homes in or Near Southwind
Blue Angel Oasis From US $182
         

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9.4 (10 Reviews)
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  • Wheelchair Accessible
  • Accessibility
Amazing views! Beautiful 8th floor unit From US $275
         

9.8 (28 Reviews)
Condo
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  • Pool

Southwind Vacation Rentals and Airbnb Places to Stay Under $200

Over 52+ Southwind Vacation Rentals and Airbnb Places to Stay Under $200
Blue Beak Bungalow From US $129
         

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10.0 (2 Reviews)
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  • Air Conditioner
  • Security/Safety
  • Fireplace/Heating
Amazing Views from this waterfront condo. From US $179
         

9.2 (10 Reviews)
Condo
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Amazing private studio with hot tub! Great place to stay! From US $179
         

8.0 (1 Review)
Apartment
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  • Security/Safety
  • Fireplace/Heating
5 MINUTES TO PERDIDO KEY BEACHES! From US $150
         

10.0 (46 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Pet Friendly-Travel Nurses-NAS-Extended Stays 5331 From US $186
         

10.0 (22 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Red Cloud~spacious~quiet~NAS~beaches From US $182
         

10.0 (3 Reviews)
House
  • Air Conditioner
  • Parking
  • TV

Instantly Bookable Vacation Homes in Southwind

Over 105+ Instantly Bookable Vacation Homes in or Near Southwind
Blue Beak Bungalow Su From US $274
         

10.0 (2 Reviews)
House
  • Air Conditioner
  • TV
  • View
Pensacola Home w/Fire Pit, 7 Mi to Beaches! From US $258
         

10.0 (2 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Your Perfect Perdido Key Getaway From US $256
         

9.8 (6 Reviews)
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  • Air Conditioner
  • TV
  • Security/Safety
Escape to Gulf Beach Getaway! (Pet friendly) From US $356
         

9.6 (5 Reviews)
House
  • Air Conditioner
  • Pool
  • Balcony/Terrace
Private Pool + Patio: Pensacola Family Home! From US $344
         

9.2 (15 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
Perdido Key Beach Pad Cozy Stay Near the Coast From US $295
         

About Southwind Vacation Rentals

With more than 244 Southwind vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Womenintravel and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Southwind.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Womenintravel Southwind, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Southwind. Places to stay near Southwind are 1343.15 ft² on average, with prices averaging US $356 a night.

Womenintravel makes it easy and safe to find and compare vacation rentals in Southwind with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Rental Accommodation Types in Southwind

Type Count
Vacation Homes 196
Holiday Apartments 8
Villas 3
Cottages 1

Use these Quick Filters to Find a Vacation Rental in Southwind

Pro Tip: Womenintravel makes it easy to compare the best listings on Womenintravel homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Womenintravel homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Southwind.

Weather in Southwind

View the weather forecast for Southwind before booking your Southwind Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Southwind Vacation Rental Frequently Asked Questions

What are the top vacation rentals in Southwind?
How many vacation rentals are available in Southwind?

Currently, the total number of properties listed in 2026 is over 244 in the Southwind area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Southwind.