Island Grand At Tradewinds
Good (500 reviews)
St. Pete Beach
from 194 $ avg/night
View › Top-rated hotels, great locations, and flexible options for every kind of trip.
Discover beautiful beaches, vibrant culture, and countless outdoor adventures in Pinellas County, FL. Immerse yourself in the crystal-clear waters of the Gulf of Mexico, explore charming coastal towns, and indulge in delicious seafood. Unforgettable memories await you in this sunny paradise. Plan your visit and experience the best of Pinellas County today!
Ideal for travelers seeking a true Gulf Coast beach vacation, these resorts combine direct sand access with resort-level amenities across St. Pete Beach, Treasure Island, Clearwater Beach, and North Redington Beach. From multi-pool complexes and full-service spas to private beach areas and waterfront dining, the selection covers the full stretch of Pinellas County's barrier island coast.
Good (500 reviews)
St. Pete Beach
Good (1035 reviews)
St. Pete Beach
Good (1120 reviews)
Clearwater Beach
Fabulous (984 reviews)
Clearwater Beach
Very Good (179 reviews)
Clearwater Beach
Very Good (345 reviews)
St. Pete Beach
Good (700 reviews)
St. Pete Beach
Fabulous (440 reviews)
St. Pete Beach
Superb (614 reviews)
Madeira Beach
Good (1131 reviews)
St. Pete Beach
Families seeking sun, sand, and stress-free stays on Florida's Gulf Coast will find strong options along and near Clearwater Beach. These hotels offer outdoor pools, family rooms, beachfront or beach-adjacent access, complimentary breakfasts, and kid-welcoming amenities across Clearwater Beach and the surrounding Pinellas County coastline.
Fabulous (224 reviews)
Clearwater Beach
Fabulous (518 reviews)
Clearwater Beach
Very Good (603 reviews)
Clearwater Beach
Fabulous (503 reviews)
Clearwater Beach
Superb (243 reviews)
Clearwater Beach
Superb (498 reviews)
Clearwater Beach
Fabulous (150 reviews)
Clearwater Beach
Fabulous (250 reviews)
Clearwater
Superb (739 reviews)
Clearwater Beach
Good (1233 reviews)
Indian Rocks Beach
Couples seeking a Gulf Coast escape will find Pinellas County's beachfront resorts well suited for relaxed, intimate getaways. From Clearwater Beach to St. Pete Beach and Treasure Island, these properties deliver private beach access, spa services, sunset views, and upscale amenities across the region.
Superb (285 reviews)
Clearwater Beach
Superb (795 reviews)
Clearwater Beach
Superb (1012 reviews)
Clearwater Beach
Exceptional (350 reviews)
St. Pete Beach
Good (215 reviews)
St. Pete Beach
Fabulous (228 reviews)
Clearwater Beach
Fabulous (39 reviews)
Dunedin
Perfect for travelers seeking a home-away-from-home feel along Florida's Gulf Coast, these vacation rentals offer flexible space, full kitchens, and direct access to the region's iconic beaches. From beachfront condos in Clearwater Beach to waterfront villas on Treasure Island and Indian Shores, guests enjoy private pools, BBQ facilities, and free parking across the county.
Exceptional (79 reviews)
Clearwater Beach
Superb (39 reviews)
Clearwater Beach
Exceptional (38 reviews)
St. Pete Beach
Exceptional (16 reviews)
Clearwater Beach
Superb (51 reviews)
Clearwater Beach
Superb (3 reviews)
St. Pete Beach
Superb (33 reviews)
St. Pete Beach
Good (10 reviews)
St. Pete Beach
Exceptional (67 reviews)
Clearwater Beach
Exceptional (47 reviews)
St. Pete Beach
Ideal for travelers who want to explore Clearwater Beach and the surrounding Gulf Coast without leaving their pets behind. These hotels across Pinellas County offer outdoor pools, free parking, complimentary breakfast, and welcoming policies that make stays comfortable for both guests and their animals.
Good (452 reviews)
Clearwater
Very Good (181 reviews)
Clearwater Beach
Very Good (686 reviews)
Clearwater Beach
Good (421 reviews)
Clearwater Beach
Fabulous (341 reviews)
Clearwater
Very Good (739 reviews)
Dunedin
Fabulous (220 reviews)
Largo
Good (308 reviews)
Pinellas Park
Very Good (2272 reviews)
Clearwater
Good (55 reviews)
Pinellas Park
Enjoy a relaxed beach vacation with easy access to John's Pass Village & Boardwalk's shops and restaurants.
View optionsIdeal for families and beach lovers seeking a laid-back setting with convenient access to Corey Avenue.
View optionsPerfect for a quiet getaway, offering pristine sands and proximity to local seafood eateries.
View optionsGreat for sunbathers and anglers, featuring wide beaches and the Treasure Island Pier.
View optionsIdeal for travelers seeking genuine relaxation and wellness-focused escapes, these resorts pair full-service spas with standout settings across Pinellas County. From a historic mineral-spring retreat in Safety Harbor to beachfront resort pools in Clearwater and a landmark waterfront property in St. Petersburg, each offers dedicated spa facilities, multiple dining options, and resort-caliber amenities.
Fabulous (355 reviews)
Safety Harbor
Fabulous (654 reviews)
Clearwater Beach
Very Good (69 reviews)
Palm Harbor
Fabulous (113 reviews)
St. Petersburg
Ideal for cost-conscious travelers exploring the St. Petersburg and greater Pinellas County area without the added expense of parking fees. These properties combine affordable rates with free on-site parking, outdoor pools, free Wi-Fi, and convenient access to beaches, Tropicana Field, and local attractions.
Pleasant (167 reviews)
St. Petersburg
Pleasant (585 reviews)
St. Petersburg
Pleasant (296 reviews)
St. Petersburg
Decent (279 reviews)
St. Petersburg
Pleasant (337 reviews)
St. Petersburg
Pleasant (729 reviews)
St. Petersburg
Pleasant (170 reviews)
Pinellas Park
Good (523 reviews)
St. Petersburg
Superb (859 reviews)
St. Petersburg
Good (604 reviews)
Clearwater
This selection is ideal for couples and solo travelers seeking a relaxed, crowd-free retreat along Florida's Gulf Coast. From beachfront hideaways in St. Pete Beach to waterfront suites near Treasure Island, these resorts offer private pools, hot tubs, and Gulf views without the family-resort bustle.
Superb (7 reviews)
St. Pete Beach
Fabulous (593 reviews)
Treasure Island
Fabulous (224 reviews)
Clearwater Beach
Very Good (40 reviews)
St. Pete Beach
Superb (1 review)
St. Pete Beach
Fabulous (42 reviews)
St. Pete Beach
Exceptional (1 review)
Indian Rocks Beach
Ideal for travelers who want character-driven accommodations with a genuine sense of place in St. Petersburg, Florida. These picks range from a historic downtown boutique with a heated pool and poolside bar to a design-forward beachfront retreat and a charming bed-and-cocktails property steps from Gulfport Beach.
Superb (2448 reviews)
St. Petersburg
Fabulous (485 reviews)
Gulfport
Exceptional (15 reviews)
St. Pete Beach
Exceptional (103 reviews)
Palm Harbor
Good (840 reviews)
Tarpon Springs
Ideal for travelers seeking the comfort and flexibility of a home-away-from-home along Florida's Gulf Coast beaches, this selection covers vacation rentals across Pinellas County. Expect direct beachfront access, private balconies, fully equipped kitchens, outdoor pools, and free WiFi spread across St. Pete Beach, Clearwater Beach, and Indian Rocks Beach.
St. Pete Beach
St. Pete Beach
Exceptional (2 reviews)
St. Pete Beach
Superb (21 reviews)
Clearwater Beach
Superb (11 reviews)
Clearwater Beach
Very Good (14 reviews)
Clearwater Beach
Good (22 reviews)
Clearwater Beach
Superb (38 reviews)
Clearwater Beach
Very Good (46 reviews)
Clearwater Beach
Very Good (19 reviews)
Clearwater Beach
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View hotelsPerfect for families, groups, and sun-seekers who want the comfort of a private or shared pool alongside the flexibility of a fully equipped home. These vacation rentals span Clearwater Beach, St. Pete Beach, Treasure Island, and beyond, offering outdoor pools, BBQ areas, free parking, and beach access within minutes.
Superb (25 reviews)
Clearwater Beach
Exceptional (19 reviews)
St. Pete Beach
Exceptional (27 reviews)
Clearwater Beach
Superb (11 reviews)
Tarpon Springs
Superb (23 reviews)
St. Pete Beach
Fabulous (229 reviews)
Clearwater Beach
Good (27 reviews)
Dunedin
Exceptional (10 reviews)
St. Pete Beach
Exceptional (17 reviews)
Clearwater Beach
Exceptional (16 reviews)
Palm Harbor
Ideal for road-tripping families and budget-conscious travelers who want easy beach access without the hassle of paid parking. These Pinellas County hotels pair free on-site parking with beachfront or near-beach locations, outdoor pools, and free Wi-Fi across Clearwater Beach, St. Pete Beach, and Madeira Beach.
Very Good (1175 reviews)
Clearwater Beach
Pleasant (898 reviews)
Clearwater Beach
Very Good (223 reviews)
Redington Shores
Superb (1095 reviews)
St. Pete Beach
Very Good (1477 reviews)
St. Pete Beach
Very Good (36 reviews)
Treasure Island
Superb (490 reviews)
St. Pete Beach
Exceptional (305 reviews)
St. Pete Beach
Superb (323 reviews)
Dunedin
Very Good (600 reviews)
Clearwater
This selection is ideal for golfers and leisure travelers looking to combine a Florida resort stay with access to the region's courses and coastal amenities. Spanning Clearwater Beach, Indian Shores, St. Pete Beach, and Madeira Beach, these resorts offer pools, on-site dining, free parking, and easy access to the Gulf.
Good (207 reviews)
Clearwater Beach
Very Good (262 reviews)
Clearwater Beach
Very Good (141 reviews)
St. Pete Beach
Superb (1227 reviews)
Clearwater Beach
Fabulous (161 reviews)
St. Pete Beach
Travelers seeking well-reviewed, reliable stays near Dunedin will find strong options spanning the wider Pinellas County area. These hotels stand out for consistent quality, useful amenities like free breakfast and outdoor pools, and convenient access to Gulf Coast beaches and local attractions.
Dunedin
Clearwater
Dunedin
Fabulous (228 reviews)
Clearwater
Very Good (375 reviews)
Pinellas Park
Very Good (464 reviews)
Pinellas Park
Fabulous (592 reviews)
Largo
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