What are the top rated Cottage Rentals in Tradewinds?

There are a lot of options in Tradewinds. If you plan on staying in the Tradewinds area, consider making a reservation for a few nights at one of these properties as these have been rated the top Cottage Rentals in Tradewinds: <a href="/property/elegance-charm-27-steps-to-old-christ-church/HA-3212896072" class="class="static-page-link"">Elegance &amp; Charm: 27 Steps to Old Christ Church</a> <a href="/property/cozy-3-bed-2-bath-cottage-0-2-miles-to-boat-ramp-waterfront-trails-dog-friendly/HA-3213636622" class="class="static-page-link"">Cozy 3 bed, 2 bath cottage 0.2 miles to boat ramp/waterfront trails Dog friendly</a> <a href="/property/gem-on-g-st-downtown-pensacola-bring-your-pet-walk-to-restaurants-supposey/HA-3213354149" class="class="static-page-link"">~Gem on G St~Downtown Pensacola~Bring your Pet~Walk to Restaurants &amp; Supposey~</a> <a href="/property/timeless-beauty-historic-mtr-cottage-garden-seville-square-neighborhood/HA-3212981956" class="class="static-page-link"">Timeless Beauty: Historic MTR Cottage Garden, Seville Square Neighborhood</a> <a href="/property/navy-point-cottage-pensacola/HA-3211792539" class="class="static-page-link"">Navy Point Cottage - Pensacola</a> <a href="/property/great-downtown-location-for-couples-families/HA-3212035336" class="class="static-page-link"">Great Downtown Location for Couples &amp; Families</a> <a href="/property/charming-1-bedroom-cottage-with-free-parking/HA-3212475448" class="class="static-page-link"">Charming 1 bedroom cottage with free parking</a> <a href="/property/magnolia-cottage/BC-11190496" class="class="static-page-link"">Magnolia Cottage</a> <a href="/property/charming-downtown-cottage-in-historical-pensacola/HA-3214422563" class="class="static-page-link"">Charming downtown cottage in historical Pensacola!</a> <a href="/property/charming-hideaway-cottage-pensacola/HA-3214878399" class="class="static-page-link"">Charming Hideaway Cottage Pensacola</a>

How much does it cost to rent a cottage in Tradewinds?

The average cost for a cottage rental in Tradewinds is $178 per night. Sunvillas has a wide list of great cottages near Tradewinds that would suit your needs. There are single and multiple rooms for solo trips or family vacations.

Are there any cottages in Tradewinds that allow pets?

Yes, here are the top cottage rentals in Tradewinds that allow you to bring your pet: Fall in love w/downtown Pensacola! Spacious modern cottage for you and your pup! Charming Pensacola Cottage - 4 Mi to Downtown Pet-friendly Pensacola Home w/Patio & Yard! Navy Point Home and game room, near NAS & downtown <a href="/all/usa/florida/pensacola/tradewinds" class="class="static-page-link"">See all pet-friendly vacation rentals in Tradewinds on Sunvillas</a>

Do you have any rental cottages in Tradewinds that are suitable for families?

Most of our listed cottages are suitable for families. Check out the complete list of cottages in Tradewinds to find one that works for you.

Are there quality cottages in Tradewinds that have indoor swimming pools?

As of 2025, the data from Sunvillas shows that there are Over 89 private swimming pools or cottages with indoor pools in the Tradewinds area along with other great amenities.

Tradewinds Cottage Rentals By Owner

Fall in love w/downtown Pensacola! Spacious modern cottage for you and your pup!

From US $249

10.0 (74 Reviews)

Cottage

Fall in love w/downtown Pensacola! Spacious modern cottage for you and your pup!

Air Conditioner
Parking
Pet Friendly

Tradewinds Cottage Rentals & Holiday Homes

Find the best cottages in Tradewinds - We found 89 exact matches

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