See all properties

Island Grand at TradeWinds

Property class: 4

Choose dates to view prices

Photo gallery for Island Grand at TradeWinds

A resort with a pool, beach, and palm trees. - Island Grand at TradeWinds (St. Pete Beach)
Property video
A spacious lobby with a high ceiling, palm trees, and a central seating area with sofas and chairs. - Island Grand at TradeWinds (St. Pete Beach)
A beach resort with a swimming pool, lounge chairs, and a clear view of the ocean. - Island Grand at TradeWinds (St. Pete Beach)
A spacious lobby with high ceilings, palm trees, and a blue patterned carpet. - Island Grand at TradeWinds (St. Pete Beach)
Located close to Dolphin Landings Charter Boat Center and Upham Beach, Island Grand at TradeWinds provides 2 poolside bars, a beach bar, and a grocery/convenience store. With a beachfront location, beachfront dining, and beach cabanas, this resort is the perfect place to soak up some sun. For some rest and relaxation, visit the 2 hot tubs. At the 4 on-site restaurants, enjoy breakfast, lunch, dinner, and Mexican cuisine. The 24-hour gym offers yoga classes and fitness classes; other things to do include beach volleyball, beach yoga, and snorkeling. In addition to a terrace and shopping on site, guests can connect to free in-room WiFi.

Reviews

7.8 out of 10
Good

Popular amenities

  • Pool
  • Hot tub
  • Spa
  • Pet friendly
  • Free WiFi

Off-peak, on budget: 30% or more off select hotels in our fall sale

Skip the crowds, keep the savings. AARP members save more after Labor Day. Book by Oct 7, 2026.

Room options

Available filters for rooms
Showing 9 of 9 rooms

View all photos for Villa, 2 Double Beds, Balcony (Gulf Front View)

A hotel room with a sofa, a small table, a chair, a TV, and a balcony with a view of the ocean.

Villa, 2 Double Beds, Balcony (Gulf Front View)

  • Ocean view
  • 28 sq m
  • 1 bedroom
  • Sleeps 5
  • 2 Double Beds

View all photos for Room, 2 Queen Beds, Balcony (Tropical View)

A hotel room with two beds, a TV, a dresser, and a balcony with a city view.

Room, 2 Queen Beds, Balcony (Tropical View)

8.2 out of 10
Very good
(31 reviews)
  • Resort view
  • 28 sq m
  • 1 bedroom
  • Sleeps 5
  • 2 Queen Beds

View all photos for Villa, Multiple Beds, Balcony (Tropical View, 2 Queen & 2 Double)

A hotel room with a dining table, chairs, a sofa, and a balcony with a view.

Villa, Multiple Beds, Balcony (Tropical View, 2 Queen & 2 Double)

7.2 out of 10
Good
(7 reviews)
  • Resort view
  • 76 sq m
  • 1 bedroom
  • Sleeps 9
  • 4 Queen Beds

View all photos for Villa, 2 Double Beds, Balcony (Tropical View)

A hotel room with a large window offering a city view, a sofa with patterned cushions, a dining table with chairs, and a blue textured rug.

Villa, 2 Double Beds, Balcony (Tropical View)

7.2 out of 10
Good
(9 reviews)
  • Resort view
  • 40 sq m
  • 1 bedroom
  • Sleeps 5
  • 2 Double Beds

View all photos for Deluxe Room, 2 Double Beds

A hotel room with two beds, a desk, a chair, a dresser, and a mirror.

Deluxe Room, 2 Double Beds

7.6 out of 10
Good
(74 reviews)
  • 28 sq m
  • 1 bedroom
  • Sleeps 5
  • 2 Double Beds

View all photos for Studio Suite, 2 Double Beds (Courtyard)

A living room with a sofa, a dining table with chairs, a lamp, and a TV mounted on the wall.

Studio Suite, 2 Double Beds (Courtyard)

  • 36 sq m
  • 1 bedroom
  • Sleeps 5
  • 2 Double Beds

View all photos for Room, 1 King Bed, Balcony (Tropical View)

A hotel room with a large bed, a balcony with a view, a seating area, and a desk.

Room, 1 King Bed, Balcony (Tropical View)

7.4 out of 10
Good
(26 reviews)
  • Resort view
  • 28 sq m
  • 1 bedroom
  • Sleeps 4
  • 1 King Bed

View all photos for Deluxe Room, 1 King Bed

A hotel room with a large bed, a desk, a chair, a TV, and a bathroom visible through an open door.

Deluxe Room, 1 King Bed

8.6 out of 10
Excellent
(17 reviews)
  • 28 sq m
  • 1 bedroom
  • Sleeps 4
  • 1 King Bed

View all photos for Room, 2 Queen Beds, Balcony (Gulf Front View)

A hotel room with two beds, a balcony with a view of the ocean, and a seating area with a table and chairs.

Room, 2 Queen Beds, Balcony (Gulf Front View)

7.6 out of 10
Good
(17 reviews)
  • Ocean view
  • 28 sq m
  • 1 bedroom
  • Sleeps 4
  • 2 Queen Beds

About the neighborhood

Located in St. Pete Beach, Island Grand at TradeWinds is on the beach. Travelers eager for a bit of culture can stop by Salvador Dali Museum, while those wishing to experience the area's natural beauty can explore St. Petersburg - Clearwater Beaches and Tampa Bay. Dolphin Landings Charter Boat Center and Upham Beach are two other places to visit that come recommended. Take an opportunity to explore the area for water adventures such as fishing and other activities like golfing. Visit our St. Pete Beach travel guide
View more Resorts in St. Petersburg - Clearwater
Map
5500 Gulf Blvd, St. Pete Beach, FL, 33706

What's nearby

  • A pink hotel with a beach and ocean in the background.
    St. Petersburg - Clearwater Beaches
    1 min walk - 0.0 miles
  • A water park with a large pool, slides, and inflatable rings.
    Splash Island Water Park
    2 min walk - 0.1 miles
  • A dock with boats and a sign that reads "Boat Rides Dolphin Landings".
    Dolphin Landings Charter Boat Center
    13 min walk - 0.7 miles
  • An aerial view of a coastal resort with a beach, water, and a hotel.
    Pass-a-Grille Beach
    14 min walk - 0.8 miles
  • A wooden boardwalk with benches, surrounded by tall grass and palm trees, leading to a beach with buildings in the background.
    Upham Beach Park
    17 min walk - 0.9 miles

Getting around

  • Tampa Intl. Airport (TPA)
    37 min drive

Restaurants

  • Coconut Charlie’s Beach Bar & Grill
    8 min walk
  • Crabby Bill's Seafood
    7 min walk
  • Jimmy B's Beach Bar
    9 min walk
  • Dunkin'
    6 min walk
  • RumFish Grill
    6 min walk

Similar properties

A beachside hotel with a view of the ocean, outdoor seating, and a mural on the building.
RumFish Beach at TradeWinds
St. Pete Beach
  • Pool
  • Hot tub
  • Spa
  • Pet friendly
8.2 out of 10, Very good, 2,330 reviews
RumFish Beach at TradeWinds
Compare similar properties

Property amenities

Internet

  • Available in all rooms: Free WiFi
  • Available in some public areas: Free WiFi

Parking and transportation

  • Self parking on site (USD 25 per night; includes in/out privileges)
  • Limited onsite self parking
  • Wheelchair-accessible parking available

Food and drink

  • 2 coffee shops/cafes
  • 2 poolside bars
  • 3 bars/lounges
  • 4 restaurants
  • A beach bar
  • Snack bar/deli

Restaurants on site

  • Coastal Pizza
  • Palm Court Italian
  • Pete's Gulf Bistro
  • Playa Taco
  • Salty's Beach Lounge

Things to do

  • 2 hot tubs
  • 2 outdoor pickleball courts
  • 24-hour gym
  • 5 outdoor pools
  • Arcade/game room
  • Beach volleyball
  • Beach yoga
  • Boat tours
  • Children's club
  • Children's pool
  • Ecotours
  • Fitness classes
  • Kayaking
  • Mini golf
  • Outdoor pool (guest access)
  • Paddleboard
  • Parasailing
  • Personal motorized watercraft
  • Shopping
  • Snorkeling
  • TV in common areas
  • Water park
  • Water sports equipment
  • Waterslide

Family friendly

  • 5 outdoor pools
  • Arcade/game room
  • Children's club (surcharge)
  • Children's pool
  • Crib (surcharge)
  • Grocery/convenience store
  • In-room microwave
  • Laundry facilities
  • Mini golf
  • Mini-fridge
  • Rollaway/extra bed (surcharge)
  • Snack bar/deli
  • Water park (surcharge)
  • Waterslide

Conveniences

  • 24-hour front desk
  • ATM
  • Gift shop/newsstand
  • Grocery/convenience store
  • Laundry facilities

Guest services

  • Concierge services
  • Dry cleaning/laundry service
  • Housekeeping (daily)
  • Multilingual staff
  • Porter/bellhop
  • Tour and ticket assistance
  • Wedding services

Business services

  • Conference center
  • Meeting rooms

Outdoors

  • Beach cabanas (surcharge)
  • Beach loungers
  • Beach towels
  • Beach umbrellas
  • On the beach
  • Outdoor furniture
  • Pool cabanas (surcharge)
  • Pool loungers
  • Terrace

Spa

  • Massage
  • Spa services

Accessibility

  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • Braille/raised signage
  • Elevator
  • Wheelchair accessible (may have limitations)
  • Wheelchair-accessible lounge
  • Wheelchair-accessible parking
  • Wheelchair-accessible pool
  • Wheelchair-accessible registration desk

More

  • 7 floors
  • Ballroom
  • Banquet hall
  • Designated smoking areas
  • Locally-owned and organized tours and activities
  • Reception hall
  • Vegetarian dining options

Room amenities

Bedroom

  • Bedsheets provided
  • Blackout drapes
  • Crib (surcharge)
  • Pillowtop mattress
  • Rollaway/extra bed (surcharge)

Bathroom

  • Designer toiletries
  • Hair dryer
  • Private bathroom
  • Shampoo
  • Shower/bathtub combination
  • Soap
  • Toilet paper
  • Towels provided

Entertainment

  • Flat-screen TV with premium cable channels

Food and drink

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Microwave
  • Mini-fridge
  • Toaster

More

  • Access via exterior corridors
  • Air conditioning (climate-controlled)
  • Bulk dispensers for toiletries
  • Connecting rooms available
  • Iron/ironing board
  • Laptop workspace
  • Phone
  • Safe

Policies

Check-in

Check-in start time: 4:00 PM; Check-in end time: midnight
Contactless check-in available
Minimum check-in age: 21

Check-out

Check-out before 11:00 AM
Contactless check-out available
Express check-out available

Special check-in instructions

Front desk staff will greet guests on arrival at the property
Information provided by the property may be translated using automated translation tools

Access methods

Staffed front desk

Pets

Pets allowed for an extra charge of USD 75 per accommodation, per night
Service animals are welcome, and are exempt from fees
Welcoming dogs only
An off-leash area is available

Children and extra beds

Children are welcome
2 children, up to the age of 17 years, can stay for free if using existing beds when occupying the parent or guardian's room
Rollaway/extra beds are available for USD 25.0 per night
Cribs (infant beds) are available for USD 25.0 per night

Property payment types

  • American Express
  • Discover
  • Mastercard
  • Visa

Important information

Fees

You'll be asked to pay the following charges at the property. Fees may include applicable taxes:

  • Resort fee: USD 62.15 per accommodation, per night
The resort fee includes:
  • Additional inclusions
  • Beach access
  • Beach loungers
  • Beach towels
  • Concierge service
  • Fitness center access
  • Fitness/yoga classes
  • In-room coffee
  • In-room safe
  • Partner property access
  • Partner property pool access
  • Pool access
  • Sporting facilities or equipment

We have included all charges provided to us by the property.

Optional extras

  • Self parking fee: USD 25.00 per night (in/out privileges)
  • Pet fee: USD 75 per accommodation, per night
  • Service animals are exempt from fees
  • Crib (infant bed) fee: USD 25.0 per night
  • Rollaway bed fee: USD 25.0 per night

The above list may not be comprehensive. Fees and deposits may not include tax and are subject to change.

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
This property accepts credit cards; cash is not accepted
Cashless transactions are available
Safety features at this property include a fire extinguisher and a smoke detector
This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room

We should mention

Reservations are required for massage services; reservations can be made by contacting the property prior to arrival, using the contact information on the booking confirmation
The property has connecting/adjoining rooms, which are subject to availability and can be requested by contacting the property using the number on the booking confirmation

Frequently asked questions

Does Island Grand at TradeWinds have a pool?

Yes, this property has 5 outdoor pools and a children's pool.

Is Island Grand at TradeWinds pet-friendly?

Yes, dogs are allowed at this property. There's a fee of USD 75 per accommodation, per night. Service animals are exempt from fees.

How much is parking?

Self parking is available for USD 25.00 per night. Limited spots are available.

What time is check-in at Island Grand at TradeWinds?

Check-in start time: 4:00 PM; Check-in end time: midnight.

What time is check-out at Island Grand at TradeWinds?

Check-out is at 11:00 AM.

Where is Island Grand at TradeWinds located?

Nestled on the beach, this St. Pete Beach resort is within a 15-minute walk of Upham Beach and Dolphin Landings Charter Boat Center. John's Pass Village & Boardwalk and Salvador Dali Museum are also within 12 mi (20 km).

Can I cancel my reservation for free and receive a full refund?

Yes, this property offers free cancellation on select room rates, because flexibility matters! Please refer to the property cancellation policy on our site for more details about any exclusions or requirements.

Have a question?

AI iconBeta

Get instant answers with AI powered search of property information and reviews.

Reviews

Island Grand at TradeWinds Reviews

7.8

Good

8.0

Cleanliness

8.0

Amenities

8.2

Staff & service

7.4

Property conditions & facilities
Rating 10 - Excellent. 628 out of 1393 reviews
Rating 8 - Good. 285 out of 1393 reviews
Rating 6 - Okay. 237 out of 1393 reviews
Rating 4 - Poor. 131 out of 1393 reviews
Rating 2 - Terrible. 112 out of 1393 reviews

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Amazing pet friendly hotel next to the beach!
Stayed 2 nights in Sep 2026
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Best place for family vacation with kids.
Stayed 1 night in Sep 2026
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Lots to do, always had beach chairs and umbrellas available, great food n drink
Stayed 4 nights in Sep 2026
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Staff was super friendly and helpful
Stayed 2 nights in Sep 2026
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Great place to relax
Stayed 2 nights in Sep 2026
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Clean room, the food was delicious and the beach view was wonderful
Stayed 6 nights in Aug 2026
Verified review

8/10 Good

Liked: Cleanliness, staff & service, amenities
great for families with kids!
Stayed 4 nights in Aug 2026
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
It's been several years since we were at Tradewinds. It was so refreshing to experience the level of customer service from every level of staff, from maintenance workers to the bellman who greeted us upon arrival.
Stayed 3 nights in Sep 2026
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Great resort with attention to details and great amenities. Staff very friendly and helpful! Activities well organized and timely.
Stayed 1 night in Aug 2026
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
This resort was beautiful and clean. The beach area was amazingly clean with lots of beach lounges available. Would definitely come back.
Stayed 5 nights in Aug 2026
Verified review

6/10 Okay

Liked: Staff & service, amenities
Disliked: Cleanliness
Very fun amenities
Stayed 2 nights in Aug 2026
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
tradewinds at Island Grand was a great place for a staycation! the staff was friendly and helpful and there's lots to do! The only thing is the main entrance should have automatic doors to make walking inside easy! Otherwise, it's always a great time!
Stayed 1 night in Aug 2026
Verified review

8/10 Good

Liked: Cleanliness, staff & service, property conditions & facilities
Property was well suited for beach access with food and beverage located nicely along the beach access points. Amenity fees were a bit Excessive at $55 per day, given they were limited to beach chairs and umbrellas. Up charge for beach view was higher than expected given the hotel was not full during our stay.
Stayed 4 nights in Sep 2026
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Family friendly
Stayed 3 nights in Jul 2026
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
We have stayed at the TradeWinds a couple of times over the last three years, and it never disappoints. It is absolutely wonderful! It is the perfect place to unwind and enjoy a staycation. Everything about our stay was amazing. We love coming here and will definitely be back again!
Stayed 1 night in Aug 2026
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Clean rooms with fridge and microwave, excellent beach location, fun things to do for the whole family. We're talking about going back!
Stayed 4 nights in Aug 2026
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
I know the resort is a few years old but you would not know by the facilities. Staff is very friendly, and does a great job with activities on the resort.
Stayed 5 nights in Aug 2026
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The staff was very warm and helpful. The rooms were clean with good amenities. The location was great with the beautiful St. Pete right behind the hotel. It was close to restaurants and shopping.
Stayed 1 night in Jul 2026
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Family friendly! Clean property amazing views! Definitely coming back.
Stayed 3 nights in Jul 2026
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
This hotel was great. Great location. The staff was cordial and friendly. Helpful staff. I love the water and the activities at the hotel. I recommend this resort 💯 percent.
Stayed 3 nights in Jul 2026
Verified review

8/10 Good

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Very beautiful, it an up and coming resort, you can see that the resort are doing lots of positive changes, look out for the $55 amenities fee per day, and it’s not an all inclusive resort need to pay for all your food, they do have free activities that are wonderful.
Stayed 5 nights in Aug 2026
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Very family friendly. Everyone one is super accommodating and helpful Would definitely stay here again
Stayed 3 nights in Jul 2026
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities
Excellent service
Stayed 2 nights in Jul 2026
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Staff and location are great. Poolside bar and restaurant is amazing. Close to restaurants, shopping, and pier 60.
Stayed 3 nights in Jun 2026
Verified review

6/10 Okay

Liked: Staff & service
Beach was beautiful and staff there were very kind and helpful and its very family friendly
Stayed 3 nights in May 2026