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Island Grand at TradeWinds

4.0 star property
Travelers find the perfect balance of adventure and relaxation at this beachfront resort with five outdoor pools and plenty of water activities

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Photo gallery for Island Grand at TradeWinds

Property grounds - Island Grand at TradeWinds (St. Pete Beach)
Property video
Lobby sitting area - Island Grand at TradeWinds (St. Pete Beach)
5 outdoor pools, sun loungers - Island Grand at TradeWinds (St. Pete Beach)
Gulf Front View with Balcony 2 Queen Beds | Pillowtop beds, in-room safe, desk, blackout drapes - Island Grand at TradeWinds (St. Pete Beach)
Island Grand at TradeWinds on Upham Beach offers beach/poolside bars, two restaurants, volleyball, ecotours, kayaking, five outdoor pools, a waterslide, and a kids' club. Perfect for families seeking excitement and relaxation.

Reviews

7.6 out of 10
Good

Popular amenities

  • Hot tub
  • Spa
  • Pet friendly
  • Free WiFi

Room options

Available filters for rooms
Showing 9 of 9 rooms

View all photos for Gulf Front View Villa with Balcony 2 Double Beds

Gulf Front View Villa with Balcony 2 Double Beds | Pillowtop beds, in-room safe, desk, blackout drapes

Gulf Front View Villa with Balcony 2 Double Beds

7.0 out of 10
Good
(19 reviews)
  • Ocean view
  • 28 sq m
  • 1 bedroom
  • Sleeps 5
  • 2 Double Beds

View all photos for Tropical View with Balcony 2 Queen Beds

Pillowtop beds, in-room safe, desk, blackout drapes

Tropical View with Balcony 2 Queen Beds

8.0 out of 10
Very good
(23 reviews)
  • Resort view
  • 28 sq m
  • 1 bedroom
  • Sleeps 4
  • 2 Queen Beds

View all photos for Tropical View Villa Two Bedroom with Balcony 2 Queen and 2 Double Beds

Flat-screen TV

Tropical View Villa Two Bedroom with Balcony 2 Queen and 2 Double Beds

8.0 out of 10
Very good
(6 reviews)
  • Resort view
  • 76 sq m
  • 1 bedroom
  • Sleeps 10
  • 2 Queen Beds and 2 Double Beds

View all photos for Tropical View Villa with Balcony 2 Queen Beds

Flat-screen TV

Tropical View Villa with Balcony 2 Queen Beds

  • Resort view
  • 40 sq m
  • 1 bedroom
  • Sleeps 5
  • 2 Double Beds

View all photos for Deluxe 2 Double Beds

Deluxe 2 Double Beds | Pillowtop beds, in-room safe, desk, blackout drapes

Deluxe 2 Double Beds

7.6 out of 10
Good
(60 reviews)
  • 28 sq m
  • 1 bedroom
  • Sleeps 4
  • 2 Double Beds

View all photos for Courtyard Studio Suite 2 Double Beds

Fridge, microwave, coffee/tea maker, cookware/dishes/utensils

Courtyard Studio Suite 2 Double Beds

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

View all photos for Tropical View with Balcony 1 King Bed

Tropical View with Balcony 1 King Bed | Pillowtop beds, in-room safe, desk, blackout drapes

Tropical View with Balcony 1 King Bed

7.4 out of 10
Good
(18 reviews)
  • Resort view
  • 28 sq m
  • 1 bedroom
  • Sleeps 2
  • 1 King Bed

View all photos for Deluxe 1 King Bed

Deluxe 1 King Bed | Pillowtop beds, in-room safe, desk, blackout drapes

Deluxe 1 King Bed

9.0 out of 10
Wonderful
(11 reviews)
  • 28 sq m
  • 1 bedroom
  • Sleeps 2
  • 1 King Bed

View all photos for Gulf Front View with Balcony 2 Queen Beds

Gulf Front View with Balcony 2 Queen Beds | Pillowtop beds, in-room safe, desk, blackout drapes

Gulf Front View with Balcony 2 Queen Beds

  • 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. Looking to get your feet wet? Scuba diving and fishing adventures can be found near the property. 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

  • Florida. St Pete Beach FL. Summer vacations. Ocean beach, Hotels and Resorts in US. Blue-turquoise color of salt water. American Coast or shore line in Gulf of Mexico. St Petersburg Clearwater Florida
    St. Petersburg - Clearwater Beaches
    1 min walk - 0.0 miles
  • StPeteBeach_SplashIslandWaterPark_553248621532652657_04
    Splash Island Water Park
    3 min walk - 0.2 miles
  • StPeteBeach_DolphinLandingsCharterBoatCenter_6257049_01
    Dolphin Landings Charter Boat Center
    11 min walk - 0.6 miles
  • St. Pete Beach Florida and Pass-a-Grille Beach park in US St. Petersburg FL. Florida Beaches. Spring break or Summer vacation. Beautiful seascape. Ocean beach, Hotels and Resorts. Gulf of Mexico shore
    Pass-a-Grille Beach
    13 min walk - 0.7 miles
  • Upham Beach
    Upham Beach Park
    15 min walk - 0.8 miles

Getting around

  • Tampa Intl. Airport (TPA)
    34 min drive

Restaurants

  • TradeWinds Lobby & Bar
    2 min walk
  • Crabby Bill's Seafood
    7 min walk
  • Coconut Charlie’s Beach Bar & Grill
    8 min walk
  • Gulfside Grill
    9 min walk
  • Perks Up! Coffee & Cocktails
    7 min walk

About this property

Island Grand at TradeWinds

Upscale family-friendly resort near Upham Beach
Located close to Dolphin Landings Charter Boat Center, Island Grand at TradeWinds provides 2 poolside bars, a beach bar, and a grocery/convenience store. This resort is a great place to bask in the sun with a beachfront location, beachfront dining, and sun loungers. Treat yourself to a massage or other spa services. 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 snorkeling, parasailing, and volleyball. In addition to a terrace and shopping on site, guests can connect to free in-room WiFi.
Other perks include:
  • 5 outdoor pools and a children's pool, along with a waterslide and sun loungers
  • Self parking (surcharge), a roundtrip airport shuttle (surcharge), and express check-out
  • A water park (surcharge), a children's club (surcharge), and 2 outdoor pickleball courts
  • A paddleboard on site, a porter/bellhop, and water sports equipment
  • Guest reviews speak highly of the family-friendly amenities, beach locale, and helpful staff
Room features
All 381 rooms boast comforts such as air conditioning, as well as thoughtful touches like free WiFi and safes. Guest reviews speak positively of the clean rooms at the property.
Other conveniences in all rooms include:
  • Pillowtop mattresses, rollaway/extra beds (surcharge), and cribs/infant beds (surcharge)
  • Bathrooms with designer toiletries and shower/tub combinations
  • HDTVs with premium channels
  • Refrigerators, microwaves, and cookware/dishes/utensils

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Property amenities

Internet

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

Parking and transportation

  • Roundtrip airport shuttle (surcharge)
  • 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
  • 4 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
  • In-room refrigerator
  • Laundry facilities
  • Mini golf
  • 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

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

Business services

  • Conference center
  • Meeting rooms

Outdoors

  • Beach loungers
  • Beach towels
  • Beach umbrellas
  • On the beach
  • 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
  • Reception hall

Room amenities

Bedroom

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

Bathroom

  • Designer toiletries
  • Hair dryer
  • Private bathroom
  • Shower/bathtub combination
  • Towels provided

Entertainment

  • Flat-screen TV with premium cable channels

Food and drink

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Microwave
  • Refrigerator

More

  • Access via exterior corridors
  • Air conditioning (climate-controlled)
  • Connecting rooms available
  • Desk
  • Iron/ironing board
  • 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

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

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
  • Business center/computer access
  • Concierge service
  • Fitness center access
  • Fitness/yoga classes
  • In-room coffee
  • In-room safe
  • Newspaper
  • 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 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

Property is also known as

TradeWinds Island Grand Hotel St. Pete Beach
TradeWinds Island Grand St. Pete Beach
TradeWinds Island Grand Hotel
TradeWinds Island Grand
Tradewinds Island Grand Beach Hotel Saint Pete Beach
TradeWinds Island Grand Beach Resort St. Pete Beach, Florida
Tradewinds Island Saint Pete Beach
TradeWinds Island Grand Resort St. Pete Beach
TradeWinds Island Grand Resort
TraWinds Island Grand Resort
TradeWinds Island Grand
Grand At Tradewinds St Pete
Island Grand at TradeWinds Resort
Island Grand at TradeWinds St. Pete Beach
Island Grand at TradeWinds Resort St. Pete Beach

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.

Does Island Grand at TradeWinds provide a shuttle to the airport?

Yes, there's an airport shuttle.

Where is Island Grand at TradeWinds located?

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

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Reviews

Island Grand at TradeWinds Reviews

7.6

Good

7.6

Cleanliness

7.8

Amenities

8.0

Staff & service

7.0

Property conditions & facilities
Rating 10 - Excellent. 433 out of 1051 reviews
Rating 8 - Good. 213 out of 1051 reviews
Rating 6 - Okay. 189 out of 1051 reviews
Rating 4 - Poor. 114 out of 1051 reviews
Rating 2 - Terrible. 102 out of 1051 reviews

Reviews

Verified

10/10 Excellent

Jeremy

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Nice place. Clean and very family friendly
Stayed 4 nights in Mar 2026
Verified

10/10 Excellent

Jesus M

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Great place for family fun. Can’t wait to return!
Stayed 4 nights in Feb 2026
Verified

10/10 Excellent

Charles

Liked: Cleanliness, amenities, property conditions & facilities
Impressive property, great amenities, very helpful staff
Stayed 5 nights in Feb 2026
Verified

10/10 Excellent

Dale

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Great room oberlooking the beach
Stayed 2 nights in Mar 2026
Verified

8/10 Good

Geoffrey

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Very kid friendly
Stayed 3 nights in Mar 2026
Verified

10/10 Excellent

Milena

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The hotel is great. I got upgraded to a water front room which was a fabulous way to celebrate my birthday. Such a sweet surprise for sure. Will definitely be staying again! The front desk service was super friendly and everyone else around the property as well.
Stayed 1 night in Feb 2026
Verified

10/10 Excellent

Ben

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Didn’t have hot water. The staff was very good. The resort was clean and smelt great.
Stayed 3 nights in Mar 2026
Verified

8/10 Good

Heidi Lynn

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Staff was wonderful, very clean
Stayed 6 nights in Jan 2026
Verified

10/10 Excellent

John Burger

Liked: Cleanliness, amenities, property conditions & facilities
This is a classic older hotel we found it to be clean and well maintained property beautiful plenty of lounging and pools available along with a wonderful beach plenty of activities if you desire or kick back and chill enjoyed a fabulous massage on the beach plenty of great food surrounds you.
Stayed 5 nights in Jan 2026
Verified

10/10 Excellent

Kevin

Liked: Cleanliness, amenities, property conditions & facilities
Very nice beach location!
Stayed 4 nights in Dec 2025
Verified

10/10 Excellent

Silvie

Liked: Cleanliness, amenities, property conditions & facilities
Clean most of the staff are nice
Stayed 5 nights in Jan 2026
Verified

6/10 Okay

Patricia

Although the staff was impressive, the premises necessitate significant renovations, including updating the antiquated bathrooms, replacing the torn sofa, and fixing the elevator, which consistently broke down, and the water was out of order for maintenance. Additionally, the ice machine was broken; overall, it was adequate.
Stayed 7 nights in Mar 2026
Verified

10/10 Excellent

Ted

Liked: Cleanliness, amenities, property conditions & facilities
Room was clean, neat and updated
Stayed 2 nights in Jan 2026
Verified

8/10 Good

Claudia

Liked: Cleanliness, amenities, property conditions & facilities
Staff was courteous. Enjoyed the property and restaurants.
Stayed 1 night in Dec 2025
Verified

10/10 Excellent

Neriza

Liked: Cleanliness, amenities, property conditions & facilities
Great value ! Clean rooms , nice view , loads of activities and amenities !
Stayed 1 night in Dec 2025
Verified

10/10 Excellent

Tammi

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The hotel was clean and has a lot of entertainment!! The staff was amazing! Cortez, Dylan, Rachel, Joshua and Patrick were attentive and fun!
Stayed 6 nights in Dec 2025
Verified

10/10 Excellent

Jared

Liked: Cleanliness, amenities, property conditions & facilities
Perfect spot for a family with small children. Lots of activities and the grounds were fantastic.
Stayed 2 nights in Nov 2025
Verified

8/10 Good

Stacey

Great view.
Stayed 1 night in Dec 2025
Verified

8/10 Good

Susan

Liked: Cleanliness, amenities, property conditions & facilities
We had a nice stay! The room was cleaned daily however, supplies other than towels were never refilled (no coffee supplies or hand towels for the kitchenette area). The staff was very nice, helpful! The resort, in general, is beautiful! Unfortunately, there were many renovations going on that seemed distracting but overall was very clean!
Stayed 5 nights in Jan 2026
Verified

6/10 Okay

Loretta

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Great place clean well stocked
Stayed 1 night in Nov 2025
Verified

10/10 Excellent

Michelle

Liked: Cleanliness, staff & service
Its was a nice visit, small ant problem by sink area. Did call for service not sure if anyone showed up. Great views great bartender Billy!
Stayed 2 nights in Jan 2026
Verified

8/10 Good

Rebecca

Liked: Cleanliness, amenities, property conditions & facilities
I could see and hear then ocean from my resort view room. Bed was also comfortable. Hammocks and chairs lined the gorgeous beach. Elevator and exterior was dated… hence the not 5 star rating. Would absolutely stay again.
Stayed 3 nights in Dec 2025
Verified

10/10 Excellent

William

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Clean room , great location. We have stayed at this location several times and have always enjoyed this and the sister property Rumfish. The only problem we had this visit was some construction noise (replacing room doors) but staff including Bill from Maintenance were very understanding and took care of the issue for us. Will definitely return.
Stayed 4 nights in Dec 2025
Verified

10/10 Excellent

Jay

Liked: Cleanliness, property conditions & facilities
We had an amazing time at the resort. It was nice that our boys who are 18 and 15 could go do there own thing while my wife and me could enjoy the beach. They played bags and used their skim boards. Staff was really good as well.
Stayed 4 nights in Dec 2025
Verified

10/10 Excellent

Andrea

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Staff was very welcoming and kind, amenities were WONDERFUL to have available. Amazing food, gorgeous views and a quiet family friendly property and beach!
Stayed 3 nights in Oct 2025