Island Grand at TradeWinds

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

Where to?

Dates

January 2026

23

February 2026

Property grounds - Island Grand at TradeWinds (St. Pete Beach)

5 outdoor pools, sun loungers - Island Grand at TradeWinds (St. Pete Beach)

Interior - 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)

Lobby sitting area - 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.

Good

Popular amenities

Hot tub
Pet friendly
Free WiFi
Restaurant
Air conditioning

₩399,247 total

includes taxes & fees

Jan 29 - Jan 30

Room options

Check availability for these dates

Tonight

Jan 23 - Jan 24

Tomorrow

Jan 24 - Jan 25

All rooms

3+ beds

2 beds

1 bed

Showing 9 of 9 rooms

Gulf Front View Villa with Balcony 2 Double Beds

Good

Highlights

Balcony

Separate dining area

Separate sitting area

Air conditioning

Connecting rooms available

Refrigerator

HDTV

Separate bedroom

37 sq m
1 bedroom
Sleeps 6
2 Double Beds and 1 Double Sofa Bed
Ocean view

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

Tropical View with Balcony 2 Queen Beds

Good

Highlights

Balcony

Air conditioning

Connecting rooms available

Refrigerator

HDTV

Pillowtop bed

Blackout drapes/curtains

Shower/tub combination

28 sq m
Sleeps 4
2 Queen Beds
Resort view

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

Very good

Highlights

Balcony

Separate dining area

Separate sitting area

Air conditioning

Connecting rooms available

Refrigerator

HDTV

2 bedrooms

76 sq m
2 bedrooms
Sleeps 10
2 Queen Beds and 2 Double Beds
Resort view

Tropical View Villa with Balcony 2 Queen Beds

Highlights

Balcony

Separate dining area

Separate sitting area

Air conditioning

Connecting rooms available

Refrigerator

HDTV

Sofa bed - double

40 sq m
Sleeps 6
2 Queen Beds and 1 Double Sofa Bed
Resort view

Deluxe 2 Double Beds

Good

Highlights

Air conditioning

Connecting rooms available

Refrigerator

HDTV

Pillowtop bed

Blackout drapes/curtains

Shower/tub combination

Designer toiletries

28 sq m
Sleeps 4
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

Refrigerator

HDTV

Sofa bed - double

Pillowtop bed

Blackout drapes/curtains

36 sq m
Sleeps 6
2 Double Beds and 1 Double Sofa Bed

Tropical View with Balcony 1 King Bed

Good

Highlights

Balcony or patio

Air conditioning

Connecting rooms available

Refrigerator

HDTV

Pillowtop bed

Blackout drapes/curtains

Shower/tub combination

28 sq m
Sleeps 3
1 King Bed
Resort view

Deluxe 1 King Bed

Wonderful

Highlights

Air conditioning

Connecting rooms available

Refrigerator

HDTV

Pillowtop bed

Blackout drapes/curtains

Shower/tub combination

Designer toiletries

28 sq m
Sleeps 3
1 King Bed

Gulf Front View with Balcony 2 Queen Beds

Good

Highlights

Balcony or patio

Air conditioning

Connecting rooms available

Refrigerator

HDTV

Pillowtop bed

Blackout drapes/curtains

Shower/tub combination

28 sq m
Sleeps 4
2 Queen Beds
Ocean view

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

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 Intl. Airport (TPA)
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 grocery/convenience store. This resort is a great place to bask in the sun with a beachfront location, beachfront dining, and sun loungers. For some rest and relaxation, visit the 2 hot tubs. Be sure to enjoy lunch, dinner, and garden views at the two on-site restaurants. Enjoy onsite activities like 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 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
Wedding services, motorized 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 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

Similar properties

On the beach, white sand, sun loungers, beach umbrellas

Pool
Hot tub
Spa
Pet friendly

₩371,103 total

includes taxes & fees

Jan 24 - Jan 25

Compare similar properties

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
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 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

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 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 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

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 Jan 23, 2026, prices found for a 1-night stay for 2 adults at Island Grand at TradeWinds on Jan 29, 2026 start from ₩272,733, excluding 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?

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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Island Grand at TradeWinds Reviews

7.4

Good

7.6

Cleanliness

6.6

Location

8.0

Staff & service

7.0

Property conditions & facilities

8/10 Good

Heidi Lynn

Jan 21, 2026

Liked: Cleanliness, staff & service, amenities, property conditions & facilities

Staff was wonderful, very clean

Stayed 6 nights in Jan 2026

10/10 Excellent

Silvie

Jan 22, 2026

Liked: Cleanliness, amenities, property conditions & facilities

Clean most of the staff are nice

Stayed 5 nights in Jan 2026

10/10 Excellent

Kevin

Dec 30, 2025

Liked: Cleanliness, amenities, property conditions & facilities

Very nice beach location!

Stayed 4 nights in Dec 2025

10/10 Excellent

Neriza

Dec 27, 2025

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

Dec 19, 2025

Liked: Cleanliness, amenities, property conditions & facilities

Staff was courteous. Enjoyed the property and restaurants.

Stayed 1 night in Dec 2025

10/10 Excellent

Tammi

Jan 6, 2026

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

Dec 26, 2025

Great view.

Stayed 1 night in Dec 2025

10/10 Excellent

Jared

Dec 3, 2025

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

8/10 Good

Susan

Jan 13, 2026

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

Michelle

Jan 18, 2026

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

10/10 Excellent

William

Jan 5, 2026

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

Jan 1, 2026

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

Dec 29, 2025

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

Jan 1, 2026

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

Andrea

Oct 21, 2025

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

10/10 Excellent

Stacy

Dec 12, 2025

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

8/10 Good

Clyde

Dec 23, 2025

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

10/10 Excellent

LISA

Oct 8, 2025

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

10/10 Excellent

Kelli

Oct 27, 2025

Liked: Cleanliness, staff & service, amenities, property conditions & facilities

Beach was the best

Stayed 3 nights in Oct 2025

10/10 Excellent

Niurka R. Del

Aug 31, 2025

Liked: Cleanliness, amenities, property conditions & facilities

We had a great time, awesome , staff super friendly and helpful,

Stayed 1 night in Aug 2025

6/10 Okay

Sheila

Oct 22, 2025

Liked: Cleanliness, property conditions & facilities, room comfort

Room was clean, no restaurant on site for breakfast.

Stayed 1 night in Oct 2025

8/10 Good

Cynthia

Nov 2, 2025

Liked: Cleanliness, amenities, property conditions & facilities

Room was very clean and staff very nice. Afternoon entertainment at the pool was fun. The Palm served a delicious meal and wine. Only downside - Several outlets in the room did not work and neither did the safe.

Stayed 7 nights in Oct 2025

8/10 Good

Dawn

Oct 8, 2025

Liked: Cleanliness, staff & service, amenities, property conditions & facilities

Room was clean and comfortable. Staff was A+. The pools and beach were amazing! Dining options required a bit of a walk, but the weather was perfect for a stroll.

Stayed 4 nights in Sep 2025