Skip to main content

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

Choose dates to view prices

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 Wi-Fi
The current price is S$368
includes taxes & fees
20 Apr - 21 Apr

Room options

Available filters for rooms
Showing 10 of 10 rooms

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

Pillow-top beds, in-room safe, desk, blackout curtains

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

7.0 out of 10
Good
(19 reviews)
  • Ocean view
  • 28 sq m
  • 1 bedroom
  • Sleeps 6
  • 2 Double Beds

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

Pillow-top beds, in-room safe, desk, blackout curtains

Room, 2 Queen Beds, Balcony (Tropical View)

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

View all photos for Villa, Multiple Beds, Balcony (Tropical View)

Flat-screen TV

Villa, Multiple Beds, Balcony (Tropical View)

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

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

Flat-screen TV

Villa, 2 Double Beds, Balcony (Tropical View)

  • Resort view
  • 40 sq m
  • 1 bedroom
  • Sleeps 6
  • 2 Double Beds

View all photos for Deluxe Room, 2 Double Beds

Pillow-top beds, in-room safe, desk, blackout curtains

Deluxe Room, 2 Double Beds

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

View all photos for Studio Suite, 2 Double Beds

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

Studio Suite, 2 Double Beds

  • 36 sq m
  • 1 bedroom
  • Sleeps 6
  • 2 Double Beds

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

Pillow-top beds, in-room safe, desk, blackout curtains

Room, 1 King Bed, Balcony (Tropical View)

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 Room, 1 King Bed

Pillow-top beds, in-room safe, desk, blackout curtains

Deluxe Room, 1 King Bed

8.6 out of 10
Excellent
(12 reviews)
  • 28 sq m
  • 1 bedroom
  • Sleeps 2
  • 1 King Bed

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

Pillow-top beds, in-room safe, desk, blackout curtains

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

  • Ocean view
  • 28 sq m
  • 1 bedroom
  • Sleeps 4
  • 2 Queen Beds

Villa, Multiple Beds (Tropical View)

  • Sleeps 8
  • 1 King Bed and 2 Queen Beds

You may also like

Ad
Seasonal outdoor pool

Sirata Beach Resort St Pete Beach

St. Pete Beach
  • Pool
  • Free Wi-Fi
  • Restaurant
  • Air-conditioning
8.0 out of 10, Very good, 259 reviews
The price is S$350
includes taxes & fees
21 Apr - 22 Apr
Sirata Beach Resort St Pete Beach
Mod logo
Sign in to view eligible discounts and perks. More rewards for more adventures!
Sign inSign up, it's free

About the area

Located in St. Pete Beach, Island Grand at TradeWinds is on the beach. Travellers 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 km
  • StPeteBeach_SplashIslandWaterPark_553248621532652657_04
    Splash Island Water Park
    3 min walk - 0.3 km
  • StPeteBeach_DolphinLandingsCharterBoatCenter_6257049_01
    Dolphin Landings Charter Boat Center
    11 min walk - 1.0 km
  • 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 - 1.1 km
  • Upham Beach Park
    Upham Beach Park
    15 min walk - 1.3 km

Getting around

  • Tampa, FL (TPA-Tampa Intl.)
    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 corner/local shop. This resort is a great place to bask in the sun with a beachfront location, beachfront dining and sunloungers. 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 snorkelling, 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 sunloungers
  • Self-parking (surcharge), a round-trip 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/bellboy and water sports equipment
  • Guest reviews speak highly of the family-friendly amenities, beach locale and helpful staff
Room features
All 381 rooms have comforts such as air conditioning, as well as thoughtful touches such as free WiFi and safes. Guest reviews speak positively of the cleanliness rooms at the property.
More conveniences in all rooms include:
  • Pillowtop mattresses, rollaway/extra beds (surcharge) and cots/infant beds (surcharge)
  • Bathrooms with designer toiletries and shower/bath combinations
  • HDTVs with premium channels
  • Fridges, microwaves and cookware/dishes/utensils

Similar properties

Property grounds
RumFish Beach at TradeWinds
  • Pool
  • Hot tub
  • Spa
  • Pet-friendly
8.2 out of 10, Very good, 1,738 reviews
The price is S$342
includes taxes & fees
12 Apr - 13 Apr
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 transport

  • Return airport shuttle (surcharge)
  • Parking on site (USD 25 per night; includes in/out privileges)
  • Limited on-site 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 motorised watercraft
  • Shopping
  • Snorkelling
  • 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
  • Cot (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 centre
  • 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
  • Lift
  • 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
  • Cot (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 and check-out are available
Minimum check-in age - 21

Check-out

Check-out before 11:00 AM
Contactless check-out
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 are 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.
Cots (infant beds) are available for USD 25.0 per night

Payment types at the property

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 centre/computer access
  • Concierge service
  • Fitness centre 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 and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that 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.

How much does it cost to stay at Island Grand at TradeWinds?

As of 31 Mar, 2026, prices found for a 1-night stay for 2 adults at Island Grand at TradeWinds on 20 Apr, 2026 start from S$368, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

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 at Island Grand at TradeWinds?

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?

Checkout 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).

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

Yes, this property offers free cancellation on selected 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

7.6

Good

7.8

Cleanliness

7.8

Amenities

8.0

Staff & service

7.0

Property conditions & facilities
Rating 10 - Excellent. 446 out of 1074 reviews
Rating 8 - Good. 218 out of 1074 reviews
Rating 6 - Okay. 193 out of 1074 reviews
Rating 4 - Poor. 115 out of 1074 reviews
Rating 2 - Terrible. 102 out of 1074 reviews

Reviews

Verified

10/10 Excellent

Angie

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
So many activities for all ages and lits of restaurant options right on the property! Great stay!
Stayed 4 nights in Mar 2026
Verified

10/10 Excellent

Vanessa

Liked: Cleanliness, staff & service, amenities
Perfect location and plenty of activities for both adults and kids
Stayed 3 nights in Mar 2026
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

4/10 Poor

Brett

Disliked: Staff & service
Did not have the best experience kept getting locked out of room service was subpar the beach was great though
Stayed 1 night in Mar 2026
Verified

8/10 Good

Christine

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
For the area, the resort has a lot to do which is great for kids. I think their restaurant selection could be better and I think they definitely need options for brunch choices. I think their rates are a bit high.
Stayed 3 nights in Mar 2026
Verified

10/10 Excellent

Julie

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
While the rooms were a little small (2 queen with balcony) they were clean & and the resort had so many amenities that we forgot about the smallish room. We had a resort view but could still see the ocean. We loved that there are so many activities the kids can participate in. We’ll definitely be back!
Stayed 4 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

10/10 Excellent

Andrew

Liked: Cleanliness, amenities, property conditions & facilities
Daniela and Marianne at the front desk were very kind and courteous when we checked in and bombarded them with questions. Our room was very clean. The amenities of the resort were fantastic.
Stayed 2 nights in Feb 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

Becky

Liked: Cleanliness, amenities, property conditions & facilities
Had a great time at the resort! It happened to be record cold temperatures during our stay, but there was still plenty to enjoy. The food especially was very accessible and amazing. We really enjoyed Pilates with Lauren as well! The accommodations were lovely and staff was very responsive to any requests. Would recommend and would stay again!
Stayed 3 nights in Jan 2026
Verified

10/10 Excellent

Rhea

Liked: Cleanliness, staff & service, amenities
Room was clean, staff was helpful and nice, amenities were awesome for kids and adults, food was fantastic!
Stayed 3 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

10/10 Excellent

Meredith

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
There was so much to do! I loved the pool and beach options. Your room comes with beach loungers and umbrellas that are set up for you by fabulous staff! There is a bar called Salty's right off the beach with awesome, fun drinks. There are several restaurants, including a higher end Italian restaurant with live music. There is also a cabana area with acoustic performs, firepits, and super comfy couches. Everything is easy to get to and well-maintained. There is also a lot for kids, including pool games, an arcade, paddle boats, and a giant water slide. Some areas of the property need some love and are under construction.
Stayed 4 nights in Mar 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

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

Ted

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