Tradewinds vacation rentals
We found 44 vacation rentals — enter your dates for availability
Find the best place to stay - Tradewinds
Off the Hook Hideaway
Sleeps 31 · 9 bedrooms · 6+ bathrooms
Photo gallery for Wide canal view with heated pool and hot tub, beach close, 4 bikes and SUP board
Wide canal view with heated pool and hot tub, beach close, 4 bikes and SUP board
Sleeps 8 · 3 bedrooms · 2 bathrooms
Photo gallery for Pet Friendly CONDO! In-Unit Laundry, WiFi & Beach Gear; Walk to Restaurants & Shops
Pet Friendly CONDO! In-Unit Laundry, WiFi & Beach Gear; Walk to Restaurants & Shops
Sleeps 6 · 2 bedrooms · 2 bathrooms
Photo gallery for It's all about the view! Beautiful 3 bedroom home with wide water views!
It's all about the view! Beautiful 3 bedroom home with wide water views!
Sleeps 6 · 3 bedrooms · 2 bathrooms
Photo gallery for Magazine-Worthy Waterfront Condo ~Heated Pool & Spa w/Resort Amenities & WiFi; Walk to Shops/Dining
Magazine-Worthy Waterfront Condo ~Heated Pool & Spa w/Resort Amenities & WiFi; Walk to Shops/Dining
Sleeps 4 · 1 bedroom · 1 bathroom
Photo gallery for Beautiful house with private pool, firepit, & outdoor TVs - near several beaches
Beautiful house with private pool, firepit, & outdoor TVs - near several beaches
Sleeps 12 · 5 bedrooms · 3 bathrooms
Find spaces that suit your style
Top rated rentals - Tradewinds
Photo gallery for Directly on the beach of Marco Island!
Lovey spot to vacation!
Photo gallery for Bchfrt Marco Island 30 days minimum bldg
Great location
Photo gallery for Beachfront 2 Bed Condo I Steps Away From the Beach
Our March Marco vacation
Photo gallery for TRADEWINDS PENTHOUSE PARADISE
Tradewinds penthouse
Photo gallery for Spectacular Beach/Sunset Views from Both Bedrooms, Living Room and Kitchen
Wonderful condo
Photo gallery for Amazing Unit with Panoramic Gulf Views
Beautiful updated unit , stunning views
Photo gallery for Newly remodeled condo with beautiful view by the Gulf and private beach access.
Marco on the beach
Photo gallery for Chic One Bedroom Beachfront Condo
Very nice condo with an excellent view!
- Peace of mindOur Book with Confidence guarantee gives you 24/7 support
- All the privacy of homeEnjoy full kitchens, laundry, pools, yards and more
- More for lessMore space, more privacy, more amenities — more value