Island Grand at TradeWinds

Beachfront resort with water park, near Dolphin Landings Charter Boat Center

Choose dates to view prices

Where to?

Dates

November 2025

10

December 2025

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

Located on the white sand beach of Upham Beach, Island Grand at TradeWinds offers an unforgettable getaway. Soak up the sun with a cool drink from the beach bar or poolside bar, indulge in delicious meals at one of two restaurants and enjoy family-friendly activities like volleyball, ecotours and kayaking. With 5 outdoor pools featuring a waterslide and kids' club (for ages who love adventure), this resort is perfect for families looking to unwind.

Good

Popular amenities

Airport transfer
Bar
Connecting rooms available
24/7 front desk
Parking available

Main amenities (12)

Daily housekeeping
On the beach
2 restaurants and 2 poolside bars
4 bars/lounges
5 outdoor pools and 2 hot tubs
Water park
Beach umbrellas
Beach sun loungers
Beach towels
Self parking
Children's pool
Waterslide

Feel at home (6)

Children stay free
Free cribs/infant beds
Children's pool
Children's club (surcharge)
Cookware, dishware, and utensils
Connecting/adjoining rooms available

$244 total

includes taxes & fees

Nov 23 - Nov 24

Room options

Check availability for these dates

Tonight

Nov 10 - Nov 11

Tomorrow

Nov 11 - Nov 12

All rooms

1 bed

2 beds

3+ beds

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

Free cribs/infant beds

Refrigerator

HDTV

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

1 bedroom, pillowtop beds, in-room safe, desk

Tropical View with Balcony 2 Queen Beds

Good

Highlights

Balcony

Air conditioning

Connecting rooms available

Free cribs/infant beds

Refrigerator

HDTV

Blackout drapes/curtains

Separate bedroom

28 sq m
Resort view
Sleeps 4
2 Queen Beds

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

Free cribs/infant beds

Refrigerator

HDTV

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

Tropical View Villa with Balcony 2 Queen Beds

Highlights

Balcony

Separate dining area

Separate sitting area

Air conditioning

Connecting rooms available

Free cribs/infant beds

Refrigerator

HDTV

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

Deluxe 2 Double Beds

Good

Highlights

Air conditioning

Connecting rooms available

Free cribs/infant beds

Refrigerator

HDTV

Blackout drapes/curtains

Separate bedroom

Pillowtop bed

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

Free cribs/infant beds

Refrigerator

HDTV

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

Free cribs/infant beds

Refrigerator

HDTV

Blackout drapes/curtains

Separate bedroom

28 sq m
Resort view
Sleeps 3
1 King Bed

Deluxe 1 King Bed

Wonderful

Highlights

Air conditioning

Connecting rooms available

Free cribs/infant beds

Refrigerator

HDTV

Blackout drapes/curtains

Separate bedroom

Pillowtop bed

28 sq m
Sleeps 3
1 King Bed

Gulf Front View with Balcony 2 Queen Beds

Highlights

Balcony or patio

Air conditioning

Connecting rooms available

Free cribs/infant beds

Refrigerator

HDTV

Blackout drapes/curtains

Separate bedroom

28 sq m
Ocean view
Sleeps 4
2 Queen Beds

Similar properties

Pool
Spa
Airport transfer
Pet friendly

$234 total

includes taxes & fees

Nov 23 - Nov 24

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About the neighborhood

5500 Gulf Blvd, St. Pete Beach, FL, 33706

What's nearby

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 - 5 min drive - 1.1 km
John's Pass Village & Boardwalk - 10 min drive - 8.2 km

Getting around

St. Petersburg, FL (SPG-Albert Whitted) - 15 min drive
St. Petersburg-Clearwater Intl. Airport (PIE) - 25 min drive
Tampa Intl. Airport (TPA) - 34 min drive
Tampa, FL (TPF-Peter O. Knight) - 44 min drive
Sarasota-Bradenton Intl. Airport (SRQ) - 45 min drive
Airport shuttle (surcharge)

Restaurants

‪Coconut Charlie’s Beach Bar & Grill - ‬8 min walk
‪TradeWinds Lobby & Bar - ‬2 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

At Island Grand at TradeWinds, you can spend time at the beach enjoying beach umbrellas, yoga, and volleyball, plus you'll be within a 10-minute walk of St. Petersburg - Clearwater Beaches. There's plenty of fun with the 5 outdoor pools and water park, and guests can also take advantage of 2 hot tubs. Palm Court Italian, one of 2 restaurants, offers garden views and serves breakfast and dinner. There are 2 poolside bars, a beach bar, and in-room conveniences like refrigerators and microwaves. Fellow travelers love the helpful staff and family-friendly amenities.

At a glance

Hotel size

- 381 units
- Arranged over 7 floors

Arriving/Leaving

- Check-in start time: 4:00 PM; Check-in end time: midnight
- Contactless check-in available
- Express check-out available
- Minimum check-in age: 21
- Check-out time is 11:00 AM
- Contactless check-out available

Special check-in instructions

- Front desk staff will greet guests on arrival at the property

Required at check-in

- Credit card required for incidental charges
- Government-issued photo ID may be required
- Minimum check-in age is 21

Children

- Children (18 years old and younger) stay free when occupying the parent or guardian's room, using existing bedding
- Children's club*

Pets

- Pets allowed (dogs only)*
- Service animals welcome

Internet

- Free WiFi in public areas
- Free WiFi in rooms

Parking

- Onsite self parking (USD 25.00 per night; includes in/out privileges)
- Wheelchair-accessible parking on site
- Onsite parking limited

Transfers

- Airport shuttle*

Other information

- Designated smoking areas

Property amenities

Food and drink

2 restaurants
4 bars/lounges
2 poolside bars
2 coffee shops
Beach bar
Snack bar/deli

Traveling with children

Children stay free (see details)
Children's club (surcharge)
Water park access (surcharge)
Children's pool
Mini golf
Grocery/convenience store
Children's menu
Paddleboard on site

What to do

On the beach
Beach yoga
Fitness classes
Beach volleyball
Ecotours
Mini golf
Kayaking
Parasailing
Boat tours
Personal watercraft (motorized)
Snorkeling
Paddleboard on site
Shopping
Access to nearby outdoor pool
Free use of nearby fitness center
Bicycle rentals nearby
Golfing nearby
Scuba diving nearby

Working away

Meeting rooms
Conference center

Services

24-hour front desk
Concierge services
Tour/ticket assistance
On-site car rental
Dry cleaning/laundry services
Hair salon
Free newspapers in lobby
Wedding services
Multilingual staff
Porter/bellhop
Beach sun loungers
Beach towels
Beach umbrellas
Pool loungers
Water sports equipment
Paddleboard on site

Facilities

ATM/banking
Safe-deposit box at front desk
Terrace
Television in common areas
5 outdoor pools
Water park access (surcharge)
Arcade/game room
2 outdoor pickleball courts
2 hot tubs
Waterslide
Banquet hall
Reception hall

Accessibility

Wheelchair accessible
Braille/raised signage
Elevator
Wheelchair-accessible parking
Wheelchair-accessible registration desk
Wheelchair-accessible pool
Wheelchair-accessible lounge

Room amenities

Be entertained

Flat-screen television
Premium cable channels

Home comfort

Air conditioning (climate-controlled)
Coffee/tea maker
Iron/ironing board

Sleep well

Blackout drapes/curtains
Pillowtop mattress
Free crib/infant bed
Rollaway/extra bed (surcharge)
Bed sheets provided

Freshen up

Private bathroom
Shower/tub combination
Designer toiletries
Hair dryer
Towels

Stay connected

Desk
Free WiFi
Phone

Food and drink

Refrigerator
Microwave
Cookware, dishes, and utensils

More

Daily housekeeping
In-room safe
Connecting/adjoining rooms available
Access via exterior corridors

Special features

Dining

Palm Court Italian - Overlooking the garden, this restaurant serves breakfast and dinner. Guests can enjoy drinks at the bar. A children's menu is available.

Flying Bridge Fish Deck - This beachfront family restaurant serves lunch and dinner. Open daily.

Salty's Beach Lounge - This bar is located on the beach. Open daily.

ShipWreck Trading Co. - This coffee shop serves breakfast and light fare. Open daily.

The Buoy Bar - This poolside bar serves light fare only. Open daily.

Fees & policies

Mandatory fees

You'll be asked to pay the following charges by the property at check-in or check-out. Fees may include applicable taxes:

Resort fee: USD 62.15 per accommodation, per night

Resort fee inclusions:

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

Optional extras

Airport shuttle service is offered for an extra charge

Children & extra beds

Rollaway beds are available for USD 25.0 per night
Children's club access is available for an extra charge

Pets

Service animals exempt from fees
Pets are allowed for an extra charge of USD 75 per accommodation, per night

Parking

Self parking costs USD 25.00 per night with in/out privileges

Policies

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.

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.

Guests can rest easy knowing there's a smoke detector on site.

This property accepts credit cards. Cash is not accepted.

Credit cards accepted: Visa, Mastercard, American Express, Discover

Cashless transactions are available.

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 offer free cancellation for a full refund?

Yes, Island Grand at TradeWinds does have fully refundable room rates available to book on our site. If you’ve booked a fully refundable room rate, this can be cancelled up to a few days before check-in depending on the property's cancellation policy. Just make sure to check this property's cancellation policy for the exact terms and conditions.

Is there a pool at Island Grand at TradeWinds?

Yes, there are 5 outdoor pools and a children's pool.

Are pets allowed at Island Grand at TradeWinds?

Yes, dogs are welcome. There's a charge of USD 75 per accommodation, per night. Service animals are exempt from fees.

Is parking offered on site at Island Grand at TradeWinds?

Yes. Self parking costs USD 25.00 per night. Parking spots may be limited.

Is airport shuttle service offered by Island Grand at TradeWinds?

Yes, an airport shuttle is available.

What are the check-in and check-out times at Island Grand at TradeWinds?

Check-in start time: 4:00 PM; Check-in end time: midnight. Check-out time is 11:00 AM. Express check-out and contactless check-in and check-out are available.

Is there an onsite casino at Island Grand at TradeWinds?

No, this resort doesn't have a casino, but Gulfport Casino (11-min drive) is nearby.

What is there to do at Island Grand at TradeWinds and nearby?

Have fun with onsite activities like kayaking, parasailing, and snorkeling. Additional recreation onsite includes fitness classes, ecotours, and volleyball. Enjoy a relaxing soak in one of the 2 hot tubs and an invigorating swim in one of the 5 outdoor swimming pools. Island Grand at TradeWinds also has 2 poolside bars and 4 bars, as well as an arcade and access to a nearby outdoor pool.

Are there restaurants at or near Island Grand at TradeWinds?

Yes, there are 2 onsite restaurants, featuring beachfront dining and garden views.

What's the area around Island Grand at TradeWinds like?

Island Grand at TradeWinds is on St. Petersburg - Clearwater Beaches, a short 14-minute walk from Upham Beach Park and 10 minutes' walk from Upham Beach.

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Island Grand at TradeWinds Reviews

7.4

Good

7.6

Cleanliness

6.6

Location

8.0

Staff & service

7.6

Eco-friendliness

7.0

Property conditions & facilities

Popular mentions

Room

Service staff

Beach

Children

Amenities

Elevator

Recreation

Food

Location

Restaurant

10/10 Exceptional

Oct 21, 2025

Staff was very welcoming and kind, amenities were WONDERFUL to have available. Amazing food, gorgeous views and a quiet family friendly property and beach!

Andrea, 3-night trip

6/10 Good

Oct 22, 2025

Room was clean, no restaurant on site for breakfast.

Sheila, 1-night trip

10/10 Exceptional

Aug 6, 2025

Excelente

Alejandro, 2-night trip

10/10 Exceptional

Jun 14, 2025

Beautiful beach

Patricia, 2-night trip

6/10 Good

Nov 9, 2025

The staff was courteous and attempted to help. The maintenance may need some help. Our room had a slow flushing toilet that took several chats and a trip to the front desk to get it fix. The young lady at the front desk was doing her best but the maintenance worker left the room without making in an attempt to correct the issue. You should have plunged both toilets if he was t sure which one. Communication seems to be a problem and critical thinking and problem solving. Over all the stay was good. Thanks you. fix the the room was spacious. problem. Because

Magda, 2-night trip

10/10 Exceptional

May 28, 2025

Had a beautiful time !!! Resort is incredible !!

theron, 1-night trip

10/10 Exceptional

Apr 28, 2025

Great stay for our family of four. The beach is gorgeous and there is a lot to do on the property.

Alison, 4-night trip

4/10 Fair

Aug 10, 2025

Very expensive for what you get - kids had a decent time, parents did not.

Charity, 6-night trip

10/10 Exceptional

Jul 24, 2025

I love

Ekaterina, 3-night trip

10/10 Exceptional

Aug 3, 2025

RECENT CONFERENCE STAY

COMING HERE FOR 2 DECADES PLUS. ALWAYS CONSISTENTLY GREAT, BEST LOCATION, SERVICES AND STAFF. ESP TOM FRONT MANAGER.

3-night trip

10/10 Exceptional

May 2, 2025

Very wonderful hotel , definitely would stay here again, only complaint is better pillows quality and quantity.

David, 1-night trip

8/10 Very good

Aug 8, 2025

Biggest issue was Elevator issues in our building. Very slow and malfunctioning. Bed was comfortable. Cleaning staff friendly.

Therese, 5-night trip

10/10 Exceptional

Jul 21, 2025

I had a great time! There are a lot amenities in the property such as food trucks, restaurants, bars etc. The beach was absolutely gorgeous. My kids enjoyed a lot the jumping at the beach. There are always available chairs and umbrellas on the sand. The rooms need an upgrade but in general I really enjoyed staying there. A lot activities at the pool and beach. Kids will love it!

Anay, 2-night trip

8/10 Very good

Jul 4, 2025

It was great! A lot was closed because of the hurricane but not really their fault.

Allouri, 7-night trip

10/10 Exceptional

Apr 16, 2025

Great for kids.

Sarah, 1-night trip

10/10 Exceptional

May 4, 2025

Beautiful beach scenery! Gorgeous view from our ocean front room!

Schelly, 3-night trip

2/10 Poor

Aug 8, 2025

This is the biggest lie

Juan, 2-night trip

6/10 Good

Jul 13, 2025

I was surprised at the $25 per day parking fee on top of a $55 per day amenity fee. The hotel is looking tired and pools need repair. We have been coming here for 39 years.

Billy, 2-night trip

6/10 Good

Aug 23, 2025

Overpriced and Outdated

I stayed at Islands Grand TradeWinds recently, and honestly, the place feels pretty outdated. The rooms really need some renovations. On top of that, after already paying a lot for the room, having to pay extra for amenities and parking felt a bit over the top. For the price, I expected a fresher, more updated experience.

Xiomara, 1-night trip

10/10 Exceptional

Aug 10, 2025

All good.

RAMNATH, 1-night trip

10/10 Exceptional

Sep 7, 2025

Love my beach

Beachside restaurant closed. Lobby shop closed. Not sure why. Would have used both but no big deal. Would have liked to know before I arrived so I could plan ahead. If I was informed of closures I would still likely have stayed but I would have planned days and evenings differently. Please inform the clients. It is the ethical thing to do.

Joseph, 3-night trip

6/10 Good

Aug 11, 2025

I have previously stayed there and was really pleased with the location. This time the refrig wasn't working properly. the closest doors wouldn't open so I could not use the safe. The pools were not clean at all, my nieces would not go into the pool. The staff throughout the facility were very friendly and helpful in getting around.

donna, 2-night trip