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

Villa, 2 Double Beds, Balcony (Gulf Front View)
7.0 out of 10
Good
(19 reviews)
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Room, 2 Queen Beds, Balcony (Tropical View)
8.0 out of 10
Very good
(26 reviews)
View all photos for Villa, 2 Bedrooms, Balcony (Tropical View, 2 Queen & 2 Double)

Villa, 2 Bedrooms, Balcony (Tropical View, 2 Queen & 2 Double)
7.2 out of 10
Good
(7 reviews)
View all photos for Villa, 2 Double Beds, Balcony (Tropical View)

Villa, 2 Double Beds, Balcony (Tropical View)
7.0 out of 10
Good
(8 reviews)
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Deluxe Room, 2 Double Beds
7.4 out of 10
Good
(62 reviews)
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Studio Suite, 2 Double Beds (Courtyard)
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Room, 1 King Bed, Balcony (Tropical View)
7.2 out of 10
Good
(19 reviews)
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Deluxe Room, 1 King Bed
8.4 out of 10
Very good
(13 reviews)
View all photos for Room, 2 Queen Beds, Balcony (Gulf Front View)

Room, 2 Queen Beds, Balcony (Gulf Front View)
Villa, Multiple Beds (Tropical View)
About the neighborhood

5500 Gulf Blvd, St. Pete Beach, FL, 33706
What's nearby
St. Petersburg - Clearwater Beaches1 min walk - 0.0 miles
Splash Island Water Park2 min walk - 0.1 miles
Dolphin Landings Charter Boat Center13 min walk - 0.7 miles
Pass-a-Grille Beach14 min walk - 0.8 miles
Upham Beach Park17 min walk - 0.9 miles
Getting around
- Tampa Intl. Airport (TPA)37 min drive
Restaurants
- TradeWinds Lobby & Bar1 min walk
- Crabby Bill's Seafood7 min walk
- Jimmy B's Beach Bar9 min walk
- Dunkin'6 min walk
- Coconut Charlie’s Beach Bar & Grill8 min walk
About this property
Island Grand at TradeWinds
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Property amenities
Room amenities
Policies
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 25.0 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, 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
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
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Reviews
Island Grand at TradeWinds Reviews
7.6
Good
7.8
Cleanliness
8.0
Amenities
8.0
Staff & service
7.0
Property conditions & facilities
Reviews
Verified
Mar 19, 2026
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Stayed 4 nights in Mar 2026
Verified
10/10 Excellent
Vanessa
Mar 26, 2026
Liked: Cleanliness, staff & service, amenities
Vanessa
Stayed 3 nights in Mar 2026
Verified
10/10 Excellent
Matthew
Apr 1, 2026
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Matthew
Stayed 6 nights in Mar 2026
Verified
10/10 Excellent
Elizabeth Anne
Apr 19, 2026
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Elizabeth Anne
Stayed 4 nights in Apr 2026
Verified
10/10 Excellent
Fatos
Apr 5, 2026
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Fatos
Stayed 4 nights in Apr 2026
Verified
10/10 Excellent
WILLIAM
Apr 18, 2026
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
WILLIAM
Stayed 8 nights in Apr 2026
Verified
10/10 Excellent
Louise
Apr 15, 2026
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Louise
Stayed 3 nights in Apr 2026
Verified
8/10 Good
Ben
Apr 7, 2026
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Ben
Stayed 8 nights in Mar 2026
Verified
10/10 Excellent
Heather
Apr 17, 2026
Liked: Cleanliness, staff & service, amenities, property conditions & facilities



Heather
Stayed 7 nights in Mar 2026
Verified
8/10 Good
Lindsay Anne
Apr 16, 2026
Liked: Cleanliness, staff & service, amenities

Lindsay Anne
Stayed 4 nights in Apr 2026
Verified
10/10 Excellent
Maria
Apr 13, 2026
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Maria
Stayed 2 nights in Apr 2026
Verified
10/10 Excellent
Jeremy
Mar 16, 2026
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Jeremy
Stayed 4 nights in Mar 2026
Verified
10/10 Excellent
Doreen
Apr 18, 2026
Liked: Staff & service, amenities, property conditions & facilities
Doreen
Stayed 3 nights in Apr 2026
Verified
10/10 Excellent
Jesus M
Mar 11, 2026
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Jesus M
Stayed 4 nights in Feb 2026
Verified
10/10 Excellent
Charles
Mar 1, 2026
Liked: Cleanliness, amenities, property conditions & facilities
Charles
Stayed 5 nights in Feb 2026
Verified
10/10 Excellent
Dale
Mar 10, 2026
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Dale
Stayed 2 nights in Mar 2026
Verified
10/10 Excellent
Dana
Apr 19, 2026
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Dana
Stayed 6 nights in Apr 2026
Verified
8/10 Good
Geoffrey
Mar 9, 2026
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Geoffrey
Stayed 3 nights in Mar 2026
Verified
4/10 Poor
Brett
Mar 27, 2026
Disliked: Staff & service
Brett
Stayed 1 night in Mar 2026
Verified
8/10 Good
Christine
Mar 26, 2026
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Christine
Stayed 3 nights in Mar 2026
Verified
10/10 Excellent
Julie
Mar 19, 2026
Liked: Cleanliness, staff & service, amenities, property conditions & facilities

Julie
Stayed 4 nights in Mar 2026
Verified
10/10 Excellent
Milena
Mar 5, 2026
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Milena
Stayed 1 night in Feb 2026
Verified
10/10 Excellent
Ben
Mar 11, 2026
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Ben
Stayed 3 nights in Mar 2026
Verified
8/10 Good
Heidi Lynn
Jan 21, 2026
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Heidi Lynn
Stayed 6 nights in Jan 2026
Verified
10/10 Excellent
Andrew
Feb 17, 2026
Liked: Cleanliness, amenities, property conditions & facilities
Andrew
Stayed 2 nights in Feb 2026








