Title: Island Grand at TradeWinds - Latest Resort Reviews, Deals & Photos 2025 - Expedia.ca [See all properties](http://www.expedia.ca/Hotel-Search?regionId=&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) # Island Grand at TradeWinds Family fun on the beach, with 5 outdoor pools, near Dolphin Landings Charter Boat Center ![5 outdoor pools, sun loungers](https://images.trvl-media.com/lodging/1000000/10000/2000/1914/6ca26be4.jpg?impolicy=resizecrop&rw=598&ra=fit) ![View from room](https://images.trvl-media.com/lodging/1000000/10000/2000/1914/593b72c6.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Flat-screen TV](https://images.trvl-media.com/lodging/1000000/10000/2000/1914/da42f76c.jpg?impolicy=resizecrop&rw=297&ra=fit) ![On the beach, white sand, sun loungers, beach umbrellas](https://images.trvl-media.com/lodging/1000000/10000/2000/1914/3e1bad27.jpg?impolicy=resizecrop&rw=297&ra=fit) ![2 restaurants, breakfast served](https://images.trvl-media.com/lodging/1000000/10000/2000/1914/6d79773e.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Rooms - Location - Policies 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. 7.4 Good ## Popular amenities - - Bar - Housekeeping - 24/7 front desk - Parking available - Hot tub ## Room options ### Check availability for these dates Tonight [Nov. 26 - Nov. 27](https://www.expedia.ca/Hotel-Search?startDate=2025-11-26&endDate=2025-11-27&selected=1914&PinnedHotelID=1914&HadPinnedHotel=true®ionId=-1&adults=2) [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-26&endDate=2025-11-27&selected=1914&PinnedHotelID=1914&HadPinnedHotel=true®ionId=-1&adults=2) Tomorrow [Nov. 27 - Nov. 28](https://www.expedia.ca/Hotel-Search?startDate=2025-11-27&endDate=2025-11-28&selected=1914&PinnedHotelID=1914&HadPinnedHotel=true®ionId=-1&adults=2) [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-27&endDate=2025-11-28&selected=1914&PinnedHotelID=1914&HadPinnedHotel=true®ionId=-1&adults=2) This weekend [Nov. 28 - Nov. 30](https://www.expedia.ca/Hotel-Search?startDate=2025-11-28&endDate=2025-11-30&selected=1914&PinnedHotelID=1914&HadPinnedHotel=true®ionId=-1&adults=2) [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-28&endDate=2025-11-30&selected=1914&PinnedHotelID=1914&HadPinnedHotel=true®ionId=-1&adults=2) Next weekend [Dec. 5 - Dec. 7](https://www.expedia.ca/Hotel-Search?startDate=2025-12-05&endDate=2025-12-07&selected=1914&PinnedHotelID=1914&HadPinnedHotel=true®ionId=-1&adults=2) [](https://www.expedia.ca/Hotel-Search?startDate=2025-12-05&endDate=2025-12-07&selected=1914&PinnedHotelID=1914&HadPinnedHotel=true®ionId=-1&adults=2) All rooms 1 bed 2 beds 3+ beds Showing 9 of 9 rooms ![Gulf Front View Villa with Balcony 2 Double Beds | Living area](https://images.trvl-media.com/lodging/1000000/10000/2000/1914/a973f83a.jpg?impolicy=fcrop&w=1200&h=800&quality=medium) ### Gulf Front View Villa with Balcony 2 Double Beds 7.0 Good 19 reviews ### Highlights Balcony Separate dining area Separate sitting area Air conditioning Connecting rooms available Free cribs/infant beds Refrigerator HDTV - 394 sq ft - 1 bedroom - Ocean view - Sleeps 6 - 2 Double Beds and 1 Double Sofa Bed ![1 bedroom, pillowtop beds, in-room safe, desk](https://images.trvl-media.com/lodging/1000000/10000/2000/1914/33025d77.jpg?impolicy=fcrop&w=1200&h=800&quality=medium) ### Tropical View with Balcony 2 Queen Beds 7.8 Good 18 reviews ### Highlights Balcony Air conditioning Connecting rooms available Free cribs/infant beds Refrigerator HDTV Blackout drapes/curtains Separate bedroom - 300 sq ft - Resort view - Sleeps 4 - 2 Queen Beds ![Flat-screen TV](https://images.trvl-media.com/lodging/1000000/10000/2000/1914/e7b96eb5.jpg?impolicy=fcrop&w=1200&h=800&quality=medium) ### Tropical View Villa Two Bedroom with Balcony 2 Queen and 2 Double Beds 8.0 Very good 6 reviews ### Highlights Balcony Separate dining area Separate sitting area Air conditioning Connecting rooms available Free cribs/infant beds Refrigerator HDTV - 820 sq ft - 2 bedrooms - Resort view - Sleeps 10 - 2 Queen Beds and 2 Double Beds ![Flat-screen TV](https://images.trvl-media.com/lodging/1000000/10000/2000/1914/da42f76c.jpg?impolicy=fcrop&w=1200&h=800&quality=medium) ### 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 - 426 sq ft - Resort view - Sleeps 6 - 2 Queen Beds and 1 Double Sofa Bed ![Deluxe 2 Double Beds](https://images.trvl-media.com/lodging/1000000/10000/2000/1914/32eda041.jpg?impolicy=fcrop&w=1200&h=800&quality=medium) ### Deluxe 2 Double Beds 7.4 Good 51 reviews ### Highlights Air conditioning Connecting rooms available Free cribs/infant beds Refrigerator HDTV Blackout drapes/curtains Separate bedroom Pillowtop bed - 300 sq ft - Sleeps 4 - 2 Double Beds ![Fridge, microwave, coffee/tea maker, cookware/dishes/utensils](https://images.trvl-media.com/lodging/1000000/10000/2000/1914/a01d550d.jpg?impolicy=fcrop&w=1200&h=800&quality=medium) ### 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 - 384 sq ft - Sleeps 6 - 2 Double Beds and 1 Double Sofa Bed ![Tropical View with Balcony 1 King Bed](https://images.trvl-media.com/lodging/1000000/10000/2000/1914/5b39de2b.jpg?impolicy=fcrop&w=1200&h=800&quality=medium) ### Tropical View with Balcony 1 King Bed 7.2 Good 15 reviews ### Highlights Balcony or patio Air conditioning Connecting rooms available Free cribs/infant beds Refrigerator HDTV Blackout drapes/curtains Separate bedroom - 300 sq ft - Resort view - Sleeps 3 - 1 King Bed ![Deluxe 1 King Bed](https://images.trvl-media.com/lodging/1000000/10000/2000/1914/e720eb18.jpg?impolicy=fcrop&w=1200&h=800&quality=medium) ### Deluxe 1 King Bed 9.2 Wonderful 9 reviews ### Highlights Air conditioning Connecting rooms available Free cribs/infant beds Refrigerator HDTV Blackout drapes/curtains Separate bedroom Pillowtop bed - 300 sq ft - Sleeps 3 - 1 King Bed ![Gulf Front View with Balcony 2 Queen Beds](https://images.trvl-media.com/lodging/1000000/10000/2000/1914/bdd25516.jpg?impolicy=fcrop&w=1200&h=800&quality=medium) ### 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 - 300 sq ft - Ocean view - Sleeps 4 - 2 Queen Beds ## You may also like Ad ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/28100/28023/da46d3f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) #### Hilton Clearwater Beach Resort & Spa Clearwater Beach - On private beach - Pool - Spa - Free WiFi 8.0 Very good 2,338 reviews CA $195 CA $277 total includes taxes & fees Dec 3 - Dec 4 [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Hilton-Clearwater-Beach-Resort-Spa.h28023.Hotel-Information?chkin=2025-12-3&chkout=2025-12-4&rm1=a2®ionId=178310&destination=St. Petersburg - Clearwater (and vicinity)&destType=MARKET&latLong=27.773581,-82.638418&searchId=08dbff3c-69fe-4582-aac8-324e5de3e8e4&top_cur=CAD) Ad ![Daily full breakfast for a fee](https://images.trvl-media.com/lodging/113000000/112870000/112869900/112869841/579ed4b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) #### Sirata Beach Resort St Pete Beach St. Pete Beach - 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[Sign in](https://www.expedia.ca/login?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FSt-Petersburg-Clearwater-Hotels-TradeWinds-Island-Grand.h1914.Hotel-Information)[Sign up, it's free](https://www.expedia.ca/signup?enable_registration=true&uurl=e3id%3Dredr%26rurl%3D%2FSt-Petersburg-Clearwater-Hotels-TradeWinds-Island-Grand.h1914.Hotel-Information) ## About the area ![Map](https://maps.googleapis.com/maps/api/staticmap?&size=660x330&map_id=3b266eb50d2997c6&zoom=13&markers=icon:https%3A%2F%2Fa.travel-assets.com%2Ftravel-assets-manager%2Feg-maps%2Fproperty.png%7C27.72985%2C-82.74348&channel=expedia-HotelInformation&maptype=roadmap&scale=1&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=ewYyFFtPzdnbvlZFgncRzoDooas=) 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 - ‪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 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 kayaking, boat tours, and beach yoga. 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 - Meeting rooms, a 24-hour front desk, and a banquet 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 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](https://images.trvl-media.com/lodging/1000000/10000/8600/8544/37eb40ec.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### RumFish Beach at TradeWinds St. Pete Beach - Pool - Hot tub - Spa - Pet-friendly 8.2 Very good 1,525 reviews CA $147 CA $254 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Hotel-Search?startDate=2025-12-15&endDate=2025-12-16&selected=8544&PinnedHotelID=8544&HadPinnedHotel=true®ionId=-1&adults=2) ![On the beach, beach cabanas, beach volleyball, 2 beach bars](https://images.trvl-media.com/lodging/1000000/910000/900100/900047/a5f3bce3.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Sirata St. Pete Beach St. Pete Beach - Pool - Hot tub - Restaurant - 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On private beach - Pool - Free WiFi - Air conditioning 9.0 Wonderful 1,003 reviews CA $185 CA $271 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-30&endDate=2025-12-01&selected=893981&PinnedHotelID=893981&HadPinnedHotel=true®ionId=-1&adults=2) ![Poolside bar](https://images.trvl-media.com/lodging/1000000/490000/486500/486468/0f3c01fe.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Beach House Suites by the Don CeSar Belle Vista - Pool - Hot tub - Kitchen - Washer 8.8 Excellent 1,026 reviews CA $354 CA $464 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-30&endDate=2025-12-01&selected=486468&PinnedHotelID=486468&HadPinnedHotel=true®ionId=-1&adults=2) ![On the beach, white sand, beach towels, beach bar](https://images.trvl-media.com/lodging/1000000/10000/9900/9862/171d2adc.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Bilmar Beach Resort Treasure Island - Pool - Parking included - Free WiFi - Restaurant 8.8 Excellent 1,012 reviews CA $187 CA $267 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-30&endDate=2025-12-01&selected=9862&PinnedHotelID=9862&HadPinnedHotel=true®ionId=-1&adults=2) ![2 outdoor pools, cabanas (surcharge), pool umbrellas](https://images.trvl-media.com/lodging/2000000/1560000/1552400/1552360/af119682.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Barefoot Beach Club Madeira Beach - Pool - Hot tub - Air conditioning - Gym 9.4 Exceptional 1,107 reviews CA $215 CA $290 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-30&endDate=2025-12-01&selected=1552360&PinnedHotelID=1552360&HadPinnedHotel=true®ionId=-1&adults=2) ## 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. ### How much does it cost to stay at Island Grand at TradeWinds? > As of Nov 26, 2025, prices found for a 1-night stay for 2 adults at Island Grand at TradeWinds on Dec 15, 2025 start from CA $156.97, 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](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-TradeWinds-Island-Grand.h1914.Hotel-Information?rfrr=HOT.HIS.question.link.click) 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). ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. 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