A Luxury Rental 30 - Vacation Rentals in Southwind

Beach Bungalow From US $295
         

10.0 (91 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 $325
         

10.0 (19 Reviews)
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  • TV
Relax at our Gulf Beach Retreat From US $294
         

10.0 (18 Reviews)
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  • Pet Friendly
Waterfront Coral by the Sea! Dolphins! Pets Ok! From US $388
         

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

Luxury Places to Stay in Southwind

Over 226+ Luxury Places to Stay in or Near Southwind
Bella Villa Estate From US $2,139
         

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Coastal Bliss: Private Beach & Stunning Views From US $1,042
         

9.8 (15 Reviews)
House
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  • Balcony/Terrace
Pensacola Fla, family vacation destination. 5/3 From US $841
         

9.8 (6 Reviews)
House
  • Air Conditioner
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  • Pet Friendly

Top-Rated Vacation Rentals with a Pool in Southwind

Over 70+ Top-Rated Vacation Rentals with a Pool in or Near Southwind
Spacious, Family Friendly HomenPool~HotTub~Near Beachesn From US $408
         

10.0 (13 Reviews)
House
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  • Pet Friendly
Lagoona Villa: a Poolside Paradise From US $601
         

10.0 (3 Reviews)
House
  • Air Conditioner
  • Pet Friendly
  • Pool
Outdoor Oasis: Group Getaway in Pensacola! From US $312
         

10.0 (2 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool

Pet-Friendly Vacation Rentals in Southwind

Over 68+ Pet-Friendly Vacation Rentals in or Near Southwind
Cozy Home on a Pond - 8 Miles to the Beach! From US $283
         

10.0 (11 Reviews)
House
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  • Pet Friendly
Prime Location Perdido Key Paradise From US $402
         

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9.5 (2 Reviews)
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Cozy cottage with a bohemian flare. Pet friendly! From US $381
         

9.8 (13 Reviews)
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  • Pet Friendly
Perdido Key/Pensacola Pass sleeps 14 From US $731
         

9.6 (106 Reviews)
House
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  • Pet Friendly

Large Vacation Homes & Villas in Southwind

Over 56+ Large Vacation Homes & Villas in or Near Southwind
Pretty in Perdido Key From US $215
         

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9.8 (5 Reviews)
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  • Wheelchair Accessible
Relaxing Poolside Villa- Minutes to beaches and NAS! From US $199
         

Wheelchair Accessible Vacation Homes in Southwind

Over 28+ Wheelchair Accessible Vacation Homes in or Near Southwind
Harbour Pointe 609 From US $272
         

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10.0 (1 Review)
Apartment
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Amazing views! Beautiful 8th floor unit From US $245
         

9.8 (26 Reviews)
Condo
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Beautiful Harbour Pointe Condo From US $354
         

9.8 (7 Reviews)
Condo
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Condos in Paradise- Gorgeous 3 BR 3 BA From US $228
         

10.0 (72 Reviews)
Condo
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Southwind Vacation Rentals and Airbnb Places to Stay Under $200

Over 51+ Southwind Vacation Rentals and Airbnb Places to Stay Under $200
Amazing Views from this waterfront condo. From US $187
         

9.2 (10 Reviews)
Condo
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Red Fish, Blue Fish From US $195
         

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10.0 (1 Review)
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3br Home 4 minutes to beach with kayak From US $148
         

8.4 (8 Reviews)
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  • Pet Friendly
Amazing private studio with hot tub! Great place to stay! From US $184
         

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5 MINUTES TO PERDIDO KEY BEACHES! From US $150
         

10.0 (46 Reviews)
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Pet Friendly-Travel Nurses-NAS-Extended Stays 5331 From US $186
         

10.0 (22 Reviews)
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  • 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 102+ Instantly Bookable Vacation Homes in or Near Southwind
Blue Beak Bungalow Su From US $495
         

10.0 (2 Reviews)
House
  • Air Conditioner
  • TV
  • View
Pensacola Home w/Fire Pit, 7 Mi to Beaches! From US $220
         

10.0 (2 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Perfect Location Cottage 2-bedroom in Pensacola From US $211
         

Escape to Gulf Beach Getaway! (Pet friendly) From US $356
         

9.6 (5 Reviews)
House
  • Air Conditioner
  • Pool
  • Balcony/Terrace
Your Perfect Perdido Key Getaway From US $204
         

9.6 (5 Reviews)
House
  • Air Conditioner
  • TV
  • Security/Safety

About Southwind Vacation Rentals

With more than 235 Southwind vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, 30aluxuryrental 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 30aluxuryrental 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 1341.8 ft² on average, with prices averaging $373 a night.

30aluxuryrental 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 188
Holiday Apartments 8
Villas 3
Cottages 1

Use these Quick Filters to Find a Vacation Rental in Southwind

Pro Tip: 30aluxuryrental makes it easy to compare the best listings on 30aluxuryrental homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between 30aluxuryrental 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 235 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.