Property building in Island Grand at TradeWinds

Island Grand at TradeWinds

Hotel Highlights

Welcome to the Island Grand at TradeWinds, your ultimate sunny escape nestled right on the beautiful Gulf Coast at 5500 Gulf Boulevard in St. Petersburg, Florida! Starting at just $136 a night, this 4-star beachfront resort is the perfect launchpad for all your fun-in-the-sun adventures. Just 4.9mi from the bustling city center, you can enjoy everything the vibrant locale has to offer while having your very own slice of paradise at the end of the day.

Living room in Island Grand at TradeWinds
Property building in Island Grand at TradeWinds

Rooms

Show 8 photos

1 Sofa Bed

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355 sqft

Studio Suite, Courtyard View

Kitchenette

Courtyard Studio Suite 2 Double Beds is 355 square feet and includes 2 double beds 131-150 width.

Suite with Balcony in Island Grand at TradeWinds

Show 6 photos

2 Double Beds

1 Sofa Bed

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540 sqft

Suite, Queen Size

Private Bathroom

Kitchenette

Balcony

Kitchenware

Indulge in our luxurious Queen Suite, a spacious double room spanning 538 sqft, perfect for accommodating up to 5 adults and 5 children. Enjoy the convenience of a private bathroom, fully-equipped kitchenette, and a balcony with stunning views, all while staying connected with complimentary WiFi.

Standard Suite in Island Grand at TradeWinds

Show 5 photos

1 Sofa Bed

2 Double Beds

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390 sqft

Suite

Private Bathroom

Kitchenette

Kitchenware

Wifi

Our Standard Double Room with Two Double Beds offers a spacious and comfortable stay for up to 4 adults and 3 children. With a private bathroom, kitchenware, and a range of convenient amenities including free Wifi, air conditioning, and a TV, you'll have everything you need for a relaxing and enjoyable stay.

Discover More

At TradeWinds, the fun never stops! Take a splash in our expansive outdoor swimming pool or let the kids run wild in our dedicated kids’ pool – the ultimate playground for the little ones! Feeling daring? Dive into our thrilling waterslide or trot over to the beach where you can snorkel or indulge in water sports (extra charges apply!). For those craving a little relaxation, our spa/wellness packages await, ensuring you unwind in style, or grab a drink at the bar while soaking in the sun from your private balcony. With live music performances adding to the evening atmosphere, your stay is bound to be filled with delightful moments.

Property building in Island Grand at TradeWinds
Property building in Island Grand at TradeWinds

Experience the Best

But don't just take our word for it—our guests rave about the trade winds of comfort, fun, and relaxation. With 252 reviews, enjoy beachfront bliss complete with free WiFi and a well-equipped fitness center. Plus, families will appreciate our kids' club and mini golf area, ensuring the little ones have ample ways to play. What are you waiting for? Island Grand at TradeWinds beckons you to dive into adventure and create unforgettable memories!

Bedroom, Bed in Island Grand at TradeWinds
Bedroom, Bed in Island Grand at TradeWinds

Plan Your Stay

When it comes to dining, prepare to tantalize your taste buds at Island Grand at TradeWinds! Our on-site Palm Court Italian Grill serves up mouthwatering dishes that blend Italian, Mediterranean, and seafood delights in a setting that's perfect for families and date nights alike. Picture this: You, indulging in a plate of pasta as the sun sets over the Gulf, it doesn't get much better than that! For a more casual vibe, swing by the Flying Bridge, where delicious American and Caribbean fare awaits every hungry tummy. No matter where you choose to dine, you’re in for a treat that takes you on a culinary journey without ever leaving the resort!

Food and drinks in Island Grand at TradeWinds
Lounge or bar in Island Grand at TradeWinds

Amenities

Restaurant

Beachfront

Outdoor swimming pool

Kids' pool

Business center

Free wifi

Meeting/Banquet facilities

Beach

Restaurant/places to eat in Island Grand at TradeWinds
Restaurant/places to eat in Island Grand at TradeWinds

Pools

Outdoor, Adults only

All season, Heated, Shallow end

Outdoor, Kids only

All season, Heated, Shallow end

Outdoor, Adults only

All season, Heated, Shallow end

Swimming pool in Island Grand at TradeWinds
Swimming pool in Island Grand at TradeWinds

Restaurants

Palm Court Italian

Family Friendly, Romantic, Italian, Mediterranean, Seafood

Flying Bridge Deck

Family Friendly, American, Caribbean, Seafood

Food close-up in Island Grand at TradeWinds
Lounge or bar in Island Grand at TradeWinds
Property building in Island Grand at TradeWinds
This is my 6-7th time at Tradewinds. I came the first time when I toured it to hold my Management Conference there for 175 people and it was wonderful!!! I love the family atmosphere so I brought my son a few years back and he loves it! The pool activities and music were great for both kids and adults!! Your activity director is awesome and keeps both the kids and adults entertained. I was disappointed that due to weather that this is the 3rd year in a row we missed the Dive in Movie... Wish you would re-schedule it the next day for rain so guests who were counting on it during their stay do not miss out as I know it's offered only Thursday and Saturday nights.

Angelina

Great location and resort. Beach cabanas arebawes9e, they do get taken up quick so reserve early. Tradewinds is walking distance to many restaurants and shops. Loved our time there. There are a decent amount of children at this resort, so keep that in mind depending on what your looking form Main bar by the poll was quick and had delicious food, and the frozen drinks were fantastic.

Bob

Although we had issues, staff and management were very professional. I paid for an upgrade room, however; I do wish I would have been compensated for one night. Hopefully, you can send a comp for 1 night in an email, as a redo would be nice.

Dawn

The Beach was stunning, and we had cabanas and clean beach towels available to us every day. We had three pools to choose from and they were heated which was great for a December trip.

Melanie

We liked everything about our stay. The beachfront all the pools and other things to do. It was a great experience and we loved the Sunday night volleyball game in the dark.

Jennifer

This is my 6-7th time at Tradewinds. I came the first time when I toured it to hold my Management Conference there for 175 people and it was wonderful!!! I love the family atmosphere so I brought my son a few years back and he loves it! The pool activities and music were great for both kids and adults!! Your activity director is awesome and keeps both the kids and adults entertained. I was disappointed that due to weather that this is the 3rd year in a row we missed the Dive in Movie... Wish you would re-schedule it the next day for rain so guests who were counting on it during their stay do not miss out as I know it's offered only Thursday and Saturday nights.

Angelina

Great location and resort. Beach cabanas arebawes9e, they do get taken up quick so reserve early. Tradewinds is walking distance to many restaurants and shops. Loved our time there. There are a decent amount of children at this resort, so keep that in mind depending on what your looking form Main bar by the poll was quick and had delicious food, and the frozen drinks were fantastic.

Bob

Although we had issues, staff and management were very professional. I paid for an upgrade room, however; I do wish I would have been compensated for one night. Hopefully, you can send a comp for 1 night in an email, as a redo would be nice.

Dawn

The Beach was stunning, and we had cabanas and clean beach towels available to us every day. We had three pools to choose from and they were heated which was great for a December trip.

Melanie

We liked everything about our stay. The beachfront all the pools and other things to do. It was a great experience and we loved the Sunday night volleyball game in the dark.

Jennifer

This is my 6-7th time at Tradewinds. I came the first time when I toured it to hold my Management Conference there for 175 people and it was wonderful!!! I love the family atmosphere so I brought my son a few years back and he loves it! The pool activities and music were great for both kids and adults!! Your activity director is awesome and keeps both the kids and adults entertained. I was disappointed that due to weather that this is the 3rd year in a row we missed the Dive in Movie... Wish you would re-schedule it the next day for rain so guests who were counting on it during their stay do not miss out as I know it's offered only Thursday and Saturday nights.

Angelina

Great location and resort. Beach cabanas arebawes9e, they do get taken up quick so reserve early. Tradewinds is walking distance to many restaurants and shops. Loved our time there. There are a decent amount of children at this resort, so keep that in mind depending on what your looking form Main bar by the poll was quick and had delicious food, and the frozen drinks were fantastic.

Bob

Although we had issues, staff and management were very professional. I paid for an upgrade room, however; I do wish I would have been compensated for one night. Hopefully, you can send a comp for 1 night in an email, as a redo would be nice.

Dawn

The Beach was stunning, and we had cabanas and clean beach towels available to us every day. We had three pools to choose from and they were heated which was great for a December trip.

Melanie

We liked everything about our stay. The beachfront all the pools and other things to do. It was a great experience and we loved the Sunday night volleyball game in the dark.

Jennifer

Location

5500 Gulf Boulevard, Saint Petersburg, 33706, Florida, United States

Reservations:

+1-833-728-2041

or
Island Grand at TradeWinds