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

7.4 out of 10
Good

Popular amenities

  • Hot tub
  • Pet-friendly
  • Free Wi-Fi
  • Restaurant
  • Air-conditioning
The current price is €259
includes taxes & fees
21 Jan - 22 Jan

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

Gulf Front View Villa with Balcony 2 Double Beds

7.0 out of 10
Good
(19 reviews)

Highlights

Balcony
Separate dining area
Separate sitting area
Air conditioning
Connecting rooms available
Fridge
HDTV
Separate bedroom
  • 37 sq m
  • 1 bedroom
  • Ocean view
  • Sleeps 6
  • 2 Double Beds and 1 Double Sofa Bed

View all photos for Tropical View with Balcony 2 Queen Beds

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

Tropical View with Balcony 2 Queen Beds

7.8 out of 10
Good
(19 reviews)

Highlights

Balcony
Air conditioning
Connecting rooms available
Fridge
HDTV
Pillow-top bed
Blackout curtains
Shower/bath combination
  • 28 sq m
  • Resort view
  • 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)

Highlights

Balcony
Separate dining area
Separate sitting area
Air conditioning
Connecting rooms available
Fridge
HDTV
2 bedrooms
  • 76 sq m
  • 2 bedrooms
  • Resort view
  • 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

Highlights

Balcony
Separate dining area
Separate sitting area
Air conditioning
Connecting rooms available
Fridge
HDTV
Sofa bed - double
  • 40 sq m
  • Resort view
  • Sleeps 6
  • 2 Queen Beds and 1 Double Sofa Bed

View all photos for Deluxe 2 Double Beds

Deluxe 2 Double Beds

Deluxe 2 Double Beds

7.4 out of 10
Good
(52 reviews)

Highlights

Air conditioning
Connecting rooms available
Fridge
HDTV
Pillow-top bed
Blackout curtains
Shower/bath combination
Designer toiletries
  • 28 sq m
  • 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

Highlights

Separate sitting area
Air conditioning
Connecting rooms available
Fridge
HDTV
Sofa bed - double
Pillow-top bed
Blackout curtains
  • 36 sq m
  • Sleeps 6
  • 2 Double Beds and 1 Double Sofa Bed

View all photos for Tropical View with Balcony 1 King Bed

Tropical View with Balcony 1 King Bed

Tropical View with Balcony 1 King Bed

7.2 out of 10
Good
(15 reviews)

Highlights

Balcony or patio
Air conditioning
Connecting rooms available
Fridge
HDTV
Pillow-top bed
Blackout curtains
Shower/bath combination
  • 28 sq m
  • Resort view
  • Sleeps 3
  • 1 King Bed

View all photos for Deluxe 1 King Bed

Deluxe 1 King Bed

Deluxe 1 King Bed

9.0 out of 10
Wonderful
(10 reviews)

Highlights

Air conditioning
Connecting rooms available
Fridge
HDTV
Pillow-top bed
Blackout curtains
Shower/bath combination
Designer toiletries
  • 28 sq m
  • Sleeps 3
  • 1 King Bed

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

Gulf Front View with Balcony 2 Queen Beds

Gulf Front View with Balcony 2 Queen Beds

7.0 out of 10
Good
(11 reviews)

Highlights

Balcony or patio
Air conditioning
Connecting rooms available
Fridge
HDTV
Pillow-top bed
Blackout curtains
Shower/bath combination
  • 28 sq m
  • Ocean view
  • Sleeps 4
  • 2 Queen Beds

You may also like

Outdoor pool

Hilton St. Petersburg Bayfront

Downtown St. Petersburg
  • Pool
  • Restaurant
  • Air-conditioning
  • Gym
7.8 out of 10, Good, 1,002 reviews
The price is €155
includes taxes & fees
1 Feb - 2 Feb
Hilton St. Petersburg Bayfront
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 guideOpens in a new window
View more Resorts in St. Petersburg - ClearwaterOpens in a new window
Map
5500 Gulf Blvd, St. Pete Beach, FL, 33706

What's nearby

  • St. Petersburg - Clearwater Beaches - 1 min walk - 0.0 km
  • Splash Island Water Park - 3 min walk - 0.3 km
  • Dolphin Landings Charter Boat Center - 11 min walk - 1.0 km
  • Pass-a-Grille Beach - 13 min walk - 1.1 km
  • 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
  • ‪Coconut Charlie’s Beach Bar & Grill - ‬8 min walk
  • ‪Crabby Bill's Seafood - ‬7 min walk
  • ‪RumFish Grill - ‬6 min walk
  • ‪Gulfside Grill - ‬9 min walk

About this property

Island Grand at TradeWinds

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. For some rest and relaxation, visit the 2 hot tubs. Make sure that you enjoy lunch, dinner and garden views at the two on-site restaurants. Enjoy on-site activities, such as kayaking, volleyball and parasailing. 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
  • Wedding services, motorised watercraft on-site and a reception hall
  • 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

On the beach, white sand, sun-loungers, beach umbrellas
RumFish Beach at TradeWinds
  • Pool
  • Hot tub
  • Spa
  • Pet-friendly
8.2 out of 10, Very good, 1,597 reviews
The price is €234
includes taxes & fees
20 Jan - 21 Jan
RumFish Beach at TradeWinds

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
  • 2 restaurants
  • 4 bars/lounges
  • A beach bar
  • Snack bar/deli

Restaurants on site

  • Flying Bridge Fish Deck
  • Palm Court Italian
  • Salty's Beach Lounge

Things to do

  • 2 hot tubs
  • 2 outdoor pickleball courts
  • 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

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 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 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

This property is managed by a professional host. The provision of housing is linked to their trade, business or profession.
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
If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with EU regulations about consumer rights, property booking services are not subject to the right of withdrawal.

We should mention

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 15 Jan 2026, prices found for a 1-night stay for 2 adults at Island Grand at TradeWinds on 21 Jan 2026 start from €205.39, 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).

Have a question?

AI iconBeta

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

Reviews

Island Grand at TradeWinds Reviews

7.4

Good

7.6

Cleanliness

6.6

Location

8.0

Staff & service

7.0

Property conditions & facilities
Rating 10 - Excellent. 393 out of 1003 reviews
Rating 8 - Good. 204 out of 1003 reviews
Rating 6 - Okay. 188 out of 1003 reviews
Rating 4 - Poor. 116 out of 1003 reviews
Rating 2 - Terrible. 102 out of 1003 reviews

Reviews

10/10 Excellent

Kevin

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

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

8/10 Good

Claudia

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

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

8/10 Good

Stacey

Great view.
Stayed 1 night in Dec 2025

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

10/10 Excellent

Bryan

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Great place to stay
Stayed 1 night in Oct 2025

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

6/10 Okay

Meredith

Liked: Amenities
Courteous staff, clean room. Property is dated and needs upgrading
Stayed 4 nights in Dec 2025

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

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

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

10/10 Excellent

april

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
We really enjoy Trade winds Island grand, it was our second time visiting! Everyone is super friendly and the location is very convenient! We have a large family with ages 11-24 and everyone had something to do!! We did have an issue in the room and housekeeping/engineering promptly came and fixed it!!
Stayed 3 nights in Dec 2025

10/10 Excellent

William

Liked: Cleanliness, amenities, property conditions & facilities
The room was perfect. Great resort!
Stayed 3 nights in Oct 2025

10/10 Excellent

Victor

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Great place I can’t wait for coming back
Stayed 1 night in Oct 2025

10/10 Excellent

Alejandra

Liked: Cleanliness, staff & service, amenities
Great location
Stayed 1 night in Oct 2025

6/10 Okay

Andrea

Liked: Amenities
Disliked: Property conditions & facilities
The rooms are very dated as well as the common areas.. it looks like the hotel is going to begin a major renovation, and wondering if they will close down or renovate while guests are still there. However, housekeeping is quick with any requests made on the app and there’s lots of activities and things to do that are included.
Stayed 5 nights in Dec 2025

10/10 Excellent

Stacy

Liked: Cleanliness, property conditions & facilities
Everything was fabulous, clean and the staff could not have been more helpful. My friend ending up being very sick and they moved me to another room at a discounted rate.
Stayed 3 nights in Dec 2025

10/10 Excellent

constantin

Liked: Cleanliness, amenities, property conditions & facilities
Great service
Stayed 2 nights in Nov 2025

8/10 Good

Clyde

Liked: Cleanliness, amenities
We had a great time. I loved that the hotel was not busy. All the activities were super fun. The kids enjoy duck feeding. Room was cleaned daily. Staff was good. Our room was the perfect size. But Hotel is out dated. We found a roach in the kitchen and bathroom. Only one elevator for working took forever.
Stayed 4 nights in Dec 2025

2/10 Terrible

Ryan

Disliked: Cleanliness, amenities, property conditions & facilities
Not enough restrooms around the beach. To much construction, elevator, pool area etc. to expensive of resort fees for what is offered. Cost of New Year’s party was way over priced. I’ll never come back
Stayed 4 nights in Dec 2025

10/10 Excellent

Kelli

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Beach was the best
Stayed 3 nights in Oct 2025

10/10 Excellent

LISA

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Grounds were very well kept, the staff was extremely friendly and helpful!
Stayed 4 nights in Oct 2025

8/10 Good

Cory

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Great time!
Stayed 6 nights in Oct 2025

10/10 Excellent

karen

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The staff was extremely friendly. Our room was very nice, and access to the beach was very convenient.
Stayed 3 nights in Sep 2025