Property building, Pool View in TradeWinds Island Grand

TradeWinds Island Grand

Hotel Highlights

Welcome to the TradeWinds Island Grand, your ultimate sunny escape nestled right on the beautiful Gulf Coast at 5500 Gulf Boulevard in St. Petersburg, Florida! Starting at just $153 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.

Activities, Pool View in TradeWinds Island Grand
Property building, Pool View in TradeWinds Island Grand

Rooms

Show 8 photos

2 Double Beds

1 Sofa Bed

/

385 sqft

Studio Suite, Courtyard View

Kitchenette

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

Queen Suite in TradeWinds Island Grand

Show 6 photos

2 Double Beds

1 Sofa Bed

/

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.

Apartment in TradeWinds Island Grand

Show 7 photos

2 Queen Size Beds

2 Double Beds

1 Sofa Bed

/

820 sqft

Apartment

Private Bathroom

Kitchenette

Balcony

Kitchenware

Spacious apartment accommodating 10 adults, with private bathroom, balcony, and fully equipped kitchenette. Enjoy free WiFi, air conditioning, and stunning city views.

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.

Lobby or reception, Lobby/Reception in TradeWinds Island Grand
Activities, Bird's-eye View in TradeWinds Island Grand

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 167 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? TradeWinds Island Grand beckons you to dive into adventure and create unforgettable memories!

Bed in TradeWinds Island Grand
Bed in TradeWinds Island Grand

Plan Your Stay

When it comes to dining, prepare to tantalize your taste buds at TradeWinds Island Grand! 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 close-up, Food in TradeWinds Island Grand
Lounge or bar in TradeWinds Island Grand

Amenities

Spa/Wellness packages

Restaurant

Beachfront

Outdoor swimming pool

Kids' pool

Business center

Free wifi

Fitness center

Fitness centre/facilities, Fitness Center/Facilities in TradeWinds Island Grand
Restaurant/places to eat, Lunch and Dinner in TradeWinds Island Grand

Pools

Outdoor, Adults only

All season, Heated, Shallow end

Outdoor, All ages

All season, Heated, Shallow end

Outdoor, Kids only

All season, Heated, Shallow end

Swimming Pool in TradeWinds Island Grand
Spring, Swimming Pool in TradeWinds Island Grand

Restaurants

Palm Court Italian Grill

Family Friendly, Romantic, Italian, Mediterranean, Seafood

Flying Bridge

Family Friendly, American, Caribbean, Seafood

Food close-up, Food in TradeWinds Island Grand
Restaurant/places to eat in TradeWinds Island Grand
Activities, Pool View in TradeWinds Island Grand
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

the pools were a lot of fun. We spent a lot of our stay in the water. The beach is amazing, all of that part is excellent. I think the sand is the softest I have felt anywhere. The mattresses were lovely, very comfortable. Service was great! Folks that work there seem happy, and glad to help. and they were helpful. My kids loved the water slide, and went down it many many times. The room cleaning staff do a wonderful job. Tom at the front desk was a great resource. and the lady in the deli shop really impressed us with her kindness and great attitude. loved her! The ducks were a lot of fun to feed.

Katherine

We loved all the family friendly activities we could choose to do awhile At the resort. We regularly enjoyed playing in 3 of the 7 pools, my son painted a starfish at the art booth by the beach, and we tried many of the restaurants around and in the property.

Erin

The staff made everything easy and fun. Very good food in all the restaurants. The pools were nice, and we could always find a place to sunbathe.

Roberta

One thing I did enjoy, were the cabanas by the beach. The beach was also very clean and the staff at the adventure center were very kind.

Yiliam

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

the pools were a lot of fun. We spent a lot of our stay in the water. The beach is amazing, all of that part is excellent. I think the sand is the softest I have felt anywhere. The mattresses were lovely, very comfortable. Service was great! Folks that work there seem happy, and glad to help. and they were helpful. My kids loved the water slide, and went down it many many times. The room cleaning staff do a wonderful job. Tom at the front desk was a great resource. and the lady in the deli shop really impressed us with her kindness and great attitude. loved her! The ducks were a lot of fun to feed.

Katherine

We loved all the family friendly activities we could choose to do awhile At the resort. We regularly enjoyed playing in 3 of the 7 pools, my son painted a starfish at the art booth by the beach, and we tried many of the restaurants around and in the property.

Erin

The staff made everything easy and fun. Very good food in all the restaurants. The pools were nice, and we could always find a place to sunbathe.

Roberta

One thing I did enjoy, were the cabanas by the beach. The beach was also very clean and the staff at the adventure center were very kind.

Yiliam

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

the pools were a lot of fun. We spent a lot of our stay in the water. The beach is amazing, all of that part is excellent. I think the sand is the softest I have felt anywhere. The mattresses were lovely, very comfortable. Service was great! Folks that work there seem happy, and glad to help. and they were helpful. My kids loved the water slide, and went down it many many times. The room cleaning staff do a wonderful job. Tom at the front desk was a great resource. and the lady in the deli shop really impressed us with her kindness and great attitude. loved her! The ducks were a lot of fun to feed.

Katherine

We loved all the family friendly activities we could choose to do awhile At the resort. We regularly enjoyed playing in 3 of the 7 pools, my son painted a starfish at the art booth by the beach, and we tried many of the restaurants around and in the property.

Erin

The staff made everything easy and fun. Very good food in all the restaurants. The pools were nice, and we could always find a place to sunbathe.

Roberta

One thing I did enjoy, were the cabanas by the beach. The beach was also very clean and the staff at the adventure center were very kind.

Yiliam

Location

5500 Gulf Boulevard, St Pete Beach, 33706, Florida, United States

TradeWinds Island Grand