Beach Home Rentals in Tradewinds, FL: Compare 10+ Sites & Save

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  6.  Tradewinds

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75 Beach Home Rentals in Tradewinds (Starting from $149)

Pet-Friendly Pensacola Home about 2 Mi to Bruce Beach!
Pet-Friendly Pensacola Home about 2 Mi to Bruce Beach!
House
Pensacola, FL, USA
0.7k from Tradewinds center

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

1 Bedroom2 Guests
New to Booking
$190
Average price / night
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Bring the pup!  Historic 2 bed, 2.5 bath waterfront town-home.
Bring the pup! Historic 2 bed, 2.5 bath waterfront town-home.
House
Pensacola, FL, 32507, United States
0.5k from Tradewinds center

AC, Dryer, Free Parking, Heater, Internet, Laundry, Microwave, TV, Washer

2 Bedrooms4 Guests
New to Booking
$327
Average price / night
Check Availability
1 Mi to Dtwn Pet-Friendly Pensacola Getaway!
1 Mi to Dtwn Pet-Friendly Pensacola Getaway!
House
Pensacola, FL, USA
1.9k from Tradewinds center

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

3 Bedrooms8 Guests
10.0

Exceptional

1 reviews

$232
Average price / night
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Pet-Friendly Pensacola Home ~ 2 Mi to Bruce Beach!
Pet-Friendly Pensacola Home ~ 2 Mi to Bruce Beach!
House
Pensacola, FL, 32507, United States
0.7k from Tradewinds center

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

1 Bedroom2 Guests
New to Booking
$196
Average price / night
Check Availability
Pensacola Vacation Rental with Community Pool!
Pensacola Vacation Rental with Community Pool!
House
Pensacola, FL, USA
2.1k from Tradewinds center

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

3 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$285
Average price / night
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Coastal Getaway near Pensacola beach, Downtown & NAS + walk to bayou & marinas
Coastal Getaway near Pensacola beach, Downtown & NAS + walk to bayou & marinas
House
Pensacola, FL, 32507, United States
0.9k from Tradewinds center

AC, Dryer, Extra Bed, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

4 Bedrooms8 Guests
10.0

Exceptional

16 reviews

$228
Average price / night
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Pensacola Paradise Downtown
Pensacola Paradise Downtown
House
Pensacola, FL, USA
2.2k from Tradewinds center

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

3 Bedrooms8 Guests
New to Booking
$398
Average price / night
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Perfect Centralized Location!!
Perfect Centralized Location!!
House
Pensacola, FL, 32502, United States
1.0k from Tradewinds center

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

2 Bedrooms5 Guests
10.0

Exceptional

9 reviews

$189
Average price / night
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A Poolside Paradise
A Poolside Paradise
House
Pensacola, FL, USA
2.3k from Tradewinds center

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

3 Bedrooms8 Guests
New to Booking
$225
Average price / night
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Cozy Cottage Near the Sea!
Cozy Cottage Near the Sea!
House
Pensacola, FL, 32507, United States
1.0k from Tradewinds center

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

1 Bedroom4 Guests
New to Booking
$149
Average price / night
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Beach House
Beach House
House
Pensacola, FL, USA
2.5k from Tradewinds center

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

2 Bedrooms4 Guests
New to Booking
$255
Average price / night
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Back to home
Back to home
House
Pensacola, FL, 32507, United States
1.0k from Tradewinds center

AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry

5 Bedrooms11 Guests
7.6

Good

5 reviews

$175
Average price / night
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Pet-Friendly Pensacola Home with Patio and Yard!
Pet-Friendly Pensacola Home with Patio and Yard!
House
Pensacola, FL, USA
2.8k from Tradewinds center

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

2 Bedrooms6 Guests
New to Booking
$177
Average price / night
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BAY HOUSE - Steps to its own Private Beach - Amazing Sunsets on the Water
BAY HOUSE - Steps to its own Private Beach - Amazing Sunsets on the Water
House
Pensacola, FL, 32502, United States
1.3k from Tradewinds center

AC, Barbecue, Crib, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry

3 Bedrooms6 Guests
10.0

Exceptional

73 reviews

$471
Average price / night
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Walk Downtown, Private Parking, Short Drive to Beach & NAS
Walk Downtown, Private Parking, Short Drive to Beach & NAS
House
Pensacola, FL, USA
2.8k from Tradewinds center

Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay, Self-catering

3 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$248
Average price / night
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\"Pensacola Pearl\" cottage near downtown, NAS & the beach!
\"Pensacola Pearl\" cottage near downtown, NAS & the beach!
House
Pensacola, FL, 32507, United States
1.3k from Tradewinds center

AC, Barbecue, Crib, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry

3 Bedrooms6 Guests
10.0

Exceptional

2 reviews

$175
Average price / night
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1 Mi to Dtwn Home with Furnished Patio in Pensacola
1 Mi to Dtwn Home with Furnished Patio in Pensacola
House
Pensacola, FL, USA
2.8k from Tradewinds center

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

3 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$177
Average price / night
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Quaint Bay Cottage close to Downtown and NAS!
Quaint Bay Cottage close to Downtown and NAS!
House
Pensacola, FL, 32502, United States
1.4k from Tradewinds center

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

4 Bedrooms10 Guests
8.6

Fabulous

24 reviews

$256
Average price / night
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Seabird Shack: Dog Friendly, Downtown Pensacola!
Seabird Shack: Dog Friendly, Downtown Pensacola!
House
Pensacola, FL, 32502, United States
1.6k from Tradewinds center

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

3 Bedrooms6 Guests
9.4

Superb

85 reviews

$151
Average price / night
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Luna Bungalow - Downtown Pensacola
Luna Bungalow - Downtown Pensacola
Cottage
Pensacola, FL, 32502, United States
1.8k from Tradewinds center

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

3 Bedrooms6 Guests
9.8

Exceptional

22 reviews

$186
Average price / night
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Cozy 2Bd/1Ba Cottage Minutes to Downtown and NAS!
Cozy 2Bd/1Ba Cottage Minutes to Downtown and NAS!
Cottage
Pensacola, FL, 32507, United States
1.8k from Tradewinds 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
Fantastic new building! Pensacola center !!
Fantastic new building! Pensacola center !!
House
Pensacola, FL, 32502, United States
1.9k from Tradewinds center

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

3 Bedrooms6 Guests
9.6

Exceptional

9 reviews

$493
Average price / night
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Blue Angels Views from the Porch! Modern Downtown Home where Dogs are Welcome!
Blue Angels Views from the Porch! Modern Downtown Home where Dogs are Welcome!
Cottage
Pensacola, FL, 32502, United States
1.9k from Tradewinds center

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

3 Bedrooms6 Guests
10.0

Exceptional

80 reviews

$375
Average price / night
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Luxury Heated Pool Home 3 King Beds 15min To Beach
Luxury Heated Pool Home 3 King Beds 15min To Beach
House
Pensacola, FL, 32502, United States
2.0k from Tradewinds center

AC, Balcony, Barbecue, Crib, Dryer, Free Parking, Internet, Kitchen, Laundry

4 Bedrooms13 Guests
9.2

Superb

5 reviews

$773
Average price / night
Check Availability
Family, friends, downtown, hot tub, spabath, beach
Family, friends, downtown, hot tub, spabath, beach
House
Pensacola, FL, 32502, United States
2.0k from Tradewinds center

AC, Balcony, Barbecue, Dryer, Free Parking, Heater, Hot Tub, Internet, Kitchen

3 Bedrooms9 Guests
10.0

Exceptional

2 reviews

$421
Average price / night
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New Listing- The Jazzy Junction- Downtown and Bruce Beach just Minutes Away!
New Listing- The Jazzy Junction- Downtown and Bruce Beach just Minutes Away!
House
Pensacola, FL, 32502, United States
2.0k from Tradewinds center

Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Living Area, Microwave, No Smoking

3 Bedrooms8 Guests
New to Booking
$530
Average price / night
Check Availability
Great Downtown Location for Couples & Families
Great Downtown Location for Couples & Families
Cottage
Pensacola, FL, 32502, United States
2.0k from Tradewinds center

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

2 Bedrooms5 Guests
9.6

Exceptional

8 reviews

$238
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 Beach Rentals in Tradewinds.

Stay Near Tradewinds's Top Attractions

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

Tradewinds Beach Rentals on the Map

Frequently Asked Questions

You can explore 75 verified beach rentals in Tradewinds. Our listings are sourced from trusted booking providers, giving you access to a wide selection of oceanfront homes, seaside condos, and coastal stays—all in one place.

Beach rental prices in Tradewinds vary depending on the season, property size, and distance from the shoreline. Rates typically start from around $149 per night, with beachfront properties and peak summer dates often priced higher. Comparing available options can help you find the best fit for your budget.

Many beach rentals in Tradewinds offer direct access to the sand or are located within a short walking distance of the shoreline. You can use filters to find properties with beachfront locations, private walkways, or unobstructed ocean views.

Yes, many beach rentals in Tradewinds welcome pets. Currently, 25 listings allow pets, although policies may vary by property. It’s also a good idea to check local beach regulations for any restrictions on pets during your stay.

For peak travel periods such as summer holidays or spring break, it’s recommended to book your beach rental 90 to 120 days in advance to secure the best options. During off-peak seasons, you may find more flexibility and availability closer to your travel dates.

Beach rentals in Tradewinds often include amenities designed for coastal living, such as Ocean View, View, and Fireplace/Heating. These features help enhance comfort and make it easier to enjoy time by the water.

Some beach rentals provide extras like chairs, umbrellas, or beach gear, but this can vary by property. It’s best to review the amenities section of each listing to confirm what is included and plan accordingly.