Resort holiday rentals in Hillsborough County

Best of Beso Suite Water View ADA 2Balcony/1BR/2BA

Stay in the heart of it all at this one-of-a-kind, unique double unit condo, which boasts views from 2 balconies, has 2 full bathrooms & a private bedroom suite. This upscale, tropical oasis is located right off the Gulf of Mexico’s St. Joseph Sound! RELAX & ENJOY the jacuzzi, dolphin watching & barbecuing, from Beso Del Sol Resort’s Waterfront Guest Pool Deck. Bask in the splendor of Delightful Dunedin’s Premier Resort’s Spectacular Sunset with a complimentary shot from Marker 8 Tiki Bar!

Little Harbor Hideout

Welcome to Little Harbor Hideout! Enjoy the beach, 2 heated pools, Hot Tub or Kayaking on Cabbage Creek. We also have 2 great restaurants on property so no need to get in the car. *New Pickleball courts & Cornhole Our unit has a New King Bed, a couch, full size refrigerator so no bending down to some tiny refrigerator. 50in Sony Smart TV w/cable + New A/C in Jan. 2025 This is a 2nd FL unit w/large Balcony. New Washer & dryer in common area New Game room for kids w/air hockey etc

Beachfront Traditional

Located in the Shells building. Enjoy breathtaking sunset views from your large picture window which overlooks Treasure Island’s wide sandy beaches along the Gulf of Mexico. This 297 Sq. Ft. beachfront guest room features (2) Queen Pillow Top Beds. Other features include: * 55” LCD Flat Panel TV * Mini Refrigerator * Microwave * Coffee Maker * Toaster * AM/FM Clock Radio * Hairdryer * Iron, Ironing Board * Electronic Safe * Ceiling Fan * Beach Towels

Treasure Island Beachfront Resort with pool

Amazing beach views from your vacation condo unit and from your private balcony. Newly refreshed privately owned condo at the Island Inn Beach Resort in Treasure Island Florida. Treasure Island is next to St. Pete Beach, south of John's Pass, Madeira Beach, Indian Rocks and Clearwater beaches. Pool bar, heated pool on beach, kitchen with two burner hot plate, pots, pans, coffee maker, microwave and more.

Suite 5

2 Guests - Bed : Queen Dining Bar and Leather Seating Area Marble Bathroom and Shower Fully Stocked Efficiency Kitchenette Keurig K-Cup, Refrigerator, Micro/Conv Oven Toaster, Complimentary Coffee/Condiments Hair Dryer, Complimentary Toiletries Beach Towels, Spa Robes 1-TV, Secure WIFI, and Cable Rm Temp Control, Fan, Dual Dark/Light Shades

Suite 1 - Rod and Reel Resort

2 Guests - Queen Bed; Marble European Oversized Shower, Dual Wardrobe and Built-in TV, Keurig Coffee Maker, Hairdryer, Outdoor Refrigerator for Drinks, Complimentary Toiletries, Complimentary Coffee and Condiments, Beach Towels, Spa Robes Secure WI-FI, and Cable Rm Temp Control, Fan, Dual Dark/Light Shades, and Complimentary Bicycles.

Clearwater Beach Resort - 1 Bedroom Deluxe

Whether you're here for a beach getaway, a family vacation or a business meeting, this resort offers a refreshing blend of warm Southern hospitality, high-tech capabilities and an inviting ambiance. Overlooking a pristine stretch of sand, the resort offers a stunning view of Florida’s coast.

Tradewinds - Studio Boulevard View

Bluegreen at TradeWinds is a beachfront resort on St. Pete Beach, Florida, offering access to multiple heated pools, hot tubs, a private beach, and a water park with slides and floating obstacles. Guests enjoy on-site dining, beach volleyball, paddleboarding, and parasailing

Tradewinds - Gulf Front Studio

Bluegreen at TradeWinds is a beachfront resort on St. Pete Beach, Florida, offering access to multiple heated pools, hot tubs, a private beach, and a water park with slides and floating obstacles. Guests enjoy on-site dining, beach volleyball, paddleboarding, and parasailing