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Island Grand at TradeWinds

4.0 star property
Beachfront resort with 2 restaurants and 5 outdoor pools

Choose dates to view prices

Photo gallery for Island Grand at TradeWinds

5 outdoor pools, sun loungers
On the beach, white sand, sun loungers, beach umbrellas
Meeting facility
View from room
Flat-screen TV
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

  • Bar
  • Housekeeping
  • 24/7 front desk
  • Parking available
  • Hot Tub
  • Pet friendly

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 | Living area | Flat-screen TV

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
Free cribs/infant beds
Refrigerator
HDTV
  • 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

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

Tropical View with Balcony 2 Queen Beds

7.8 out of 10
Good
(18 reviews)

Highlights

Balcony
Air conditioning
Connecting rooms available
Free cribs/infant beds
Refrigerator
HDTV
Separate bedroom
Blackout drapes/curtains
  • 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
Free cribs/infant beds
Refrigerator
HDTV
  • 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
Free cribs/infant beds
Refrigerator
HDTV
  • 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 | 1 bedroom, pillowtop beds, in-room safe, desk

Deluxe 2 Double Beds

7.4 out of 10
Good
(51 reviews)

Highlights

Air conditioning
Connecting rooms available
Free cribs/infant beds
Refrigerator
HDTV
Separate bedroom
Blackout drapes/curtains
Pillowtop bed
  • 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
Free cribs/infant beds
Refrigerator
HDTV
Blackout drapes/curtains
Sofa bed
  • 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 | 1 bedroom, pillowtop beds, in-room safe, desk

Tropical View with Balcony 1 King Bed

7.6 out of 10
Good
(14 reviews)

Highlights

Balcony or patio
Air conditioning
Connecting rooms available
Free cribs/infant beds
Refrigerator
HDTV
Separate bedroom
Blackout drapes/curtains
  • 28 sq m
  • Resort view
  • Sleeps 3
  • 1 King Bed

View all photos for Deluxe 1 King Bed

Deluxe 1 King Bed | 1 bedroom, pillowtop beds, in-room safe, desk

Deluxe 1 King Bed

9.2 out of 10
Wonderful
(9 reviews)

Highlights

Air conditioning
Connecting rooms available
Free cribs/infant beds
Refrigerator
HDTV
Separate bedroom
Blackout drapes/curtains
Pillowtop bed
  • 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 | 1 bedroom, pillowtop beds, in-room safe, desk

Gulf Front View with Balcony 2 Queen Beds

Highlights

Balcony or patio
Air conditioning
Connecting rooms available
Free cribs/infant beds
Refrigerator
HDTV
Separate bedroom
Blackout drapes/curtains
  • 28 sq m
  • Ocean view
  • Sleeps 4
  • 2 Queen Beds

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About the neighborhood

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

What's nearby

  • Splash Island Water Park - 3 min walk - 0.2 miles
  • Dolphin Landings Charter Boat Center - 11 min walk - 0.6 miles
  • Pass-a-Grille Beach - 13 min walk - 0.7 miles
  • Upham Beach - 5 min drive - 0.7 miles
  • John's Pass Village & Boardwalk - 11 min drive - 5.1 miles

Getting around

  • Tampa Intl. Airport (TPA) - 34 min drive

Restaurants

  • ‪Coconut Charlie’s Beach Bar & Grill - ‬8 min walk
  • ‪Crabby Bill's Seafood - ‬7 min walk
  • ‪TradeWinds Lobby & Bar - ‬2 min walk
  • ‪RumFish Grill - ‬6 min walk
  • ‪Harry's Beach Bar - ‬4 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. At the two on-site restaurants, enjoy breakfast, lunch, dinner, kids' meals, and a poolside location. Enjoy onsite activities like beach volleyball, beach yoga, and snorkeling. 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 porter/bellhop, a paddleboard on site, and beach towels
  • 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 free cribs/infant beds
  • Bathrooms with designer toiletries and shower/tub combinations
  • HDTVs with premium channels
  • Refrigerators, microwaves, and cookware/dishes/utensils

Similar properties

Exterior

RumFish Beach at TradeWinds

  • Pool
  • Hot Tub
  • Spa
  • Pet friendly
8.2 out of 10, Very Good, 1,503 reviews
RumFish Beach at TradeWinds

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 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
  • ShipWreck Trading Co.
  • The Buoy Bar

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
  • Grocery/convenience store
  • In-room crib
  • 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
  • Free newspapers in lobby
  • Gift shop/newsstand
  • Grocery/convenience store
  • Hair salon
  • Laundry facilities
  • Safe at front desk
  • Vending machine

Guest services

  • Concierge 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
  • Free crib
  • 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

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
Children up to the age of 18 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
Free cribs are available on request at the property

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
  • 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.

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?

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

7.4

Good

7.6

Cleanliness

6.6

Location

8.0

Staff & service

7.6

Eco-friendliness

7.0

Property conditions & facilities
Rating 10 - Excellent. 373 out of 1006 reviews
Rating 8 - Good. 211 out of 1006 reviews
Rating 6 - Okay. 193 out of 1006 reviews
Rating 4 - Poor. 124 out of 1006 reviews
Rating 2 - Terrible. 105 out of 1006 reviews

Reviews

10/10 Excellent

Alejandra

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

10/10 Excellent

Kelli

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

8/10 Good

Heriberto

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
One of the best dog friendly resorts I went to. Plus nice activities for the kids.
Stayed 4 nights in Aug 2025

10/10 Excellent

Joy

Excellent customer service and lots of activities included in room rate
Stayed 2 nights in Aug 2025

4/10 Poor

Diane

Liked: Cleanliness, staff & service, property conditions & facilities
We stayed 2 nights. The taxes & fees cost more than a nights stay!!! Never again!
Stayed 2 nights in Oct 2025

6/10 Okay

Nicole

Liked: Staff & service
Disliked: Amenities, property conditions & facilities
Most of the plugs were loose. Room temp was perfect.
Stayed 5 nights in Oct 2025

10/10 Excellent

Philippe

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Pretty nice stay we enjoy our time in this property, we definitely will come back the only We didn't like the restroom on the pool area, totally unacceptable.
Stayed 1 night in Sep 2025

6/10 Okay

Amy

Disliked: Amenities
Beautiful beach, limited staff, couldn't rent the jet ski's due to the trailer being broken. Not enough people in our group for the dolphin boat. Food was very over priced for the quality.
Stayed 4 nights in Sep 2025

10/10 Excellent

deborah

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Beds were so comfy. Slept so good every night
View from room
Relaxing
Stayed 3 nights in Jul 2025

10/10 Excellent

Tonia

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The stay was a lot of fun. The beach was wonderful, the slide was fun. Lots of pools. Rooms were good. Food was OK, what you would expect for resort prices, but not a lot of options. In all, I would come here again.
Stayed 3 nights in Aug 2025

8/10 Good

Eric

Great
Stayed 3 nights in Aug 2025

10/10 Excellent

Patricia

Liked: Cleanliness, amenities, property conditions & facilities
Beautiful beach
Stayed 2 nights in May 2025

8/10 Good

Michelle

Liked: Cleanliness, staff & service, property conditions & facilities
Beach was lovely
Stayed 1 night in May 2025

10/10 Excellent

theron

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Had a beautiful time !!! Resort is incredible !!
Stayed 1 night in May 2025

10/10 Excellent

Robert K

Liked: Staff & service, amenities
We had a great time. The beach was well maintained. They could use some upgrades in the rooms with more up to date furniture, and carpets ( its like my old grandma furniture). Food is rather pricey, this forced us to eat and drink off the property.
Stayed 5 nights in Aug 2025

6/10 Okay

Marizeth

Liked: Cleanliness
Disliked: Staff & service, property conditions & facilities
Restaurants closed construction all over pool and beach area. Night time staff not very helpful or accommodating.
Stayed 2 nights in Aug 2025

10/10 Excellent

Alison

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Great stay for our family of four. The beach is gorgeous and there is a lot to do on the property.
Stayed 4 nights in Apr 2025

10/10 Excellent

Ekaterina

Liked: Cleanliness, staff & service
I love
Stayed 3 nights in Jul 2025

6/10 Okay

lynn

Disliked: Staff & service, amenities
I wish when I had booked this hotel that it explained out of all the restaurants on the property that only one was open. Also the staff at the front desk acted as if I was bothering them.
Stayed 1 night in Aug 2025

8/10 Good

Glenna

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Our mini vacation was amazing. The weather wasnt great but the staff were helpful and nice. We visited the inside bar and our bartender Taylor M was amazing. She was polite and chatty, great conversation!
Stayed 2 nights in Jul 2025

4/10 Poor

Adelkis

Liked: Staff & service
Disliked: Cleanliness, amenities
Late check in
Stayed 2 nights in Aug 2025

8/10 Good

Therese

Liked: Amenities, property conditions & facilities
Biggest issue was Elevator issues in our building. Very slow and malfunctioning. Bed was comfortable. Cleaning staff friendly.
Stayed 5 nights in Aug 2025

10/10 Excellent

Anay

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
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!
Stayed 2 nights in Jul 2025

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