Luxury rentals in Clearwater Beach Island

Island home with Pool and swim-up bar! Best

The Blue Crab by AMI Locals Holmes Beach Vacation Rental VRC-000057 Welcome to The Blue Crab, a stunning island retreat just two blocks from Holmes Beach. This luxurious four-bedroom, four-and-a-half-bath home boasts a tropically landscaped backyard featuring a private pool with a swim-up bar, fire pit, and hot tub. Surrounded by elegant coastal farmhouse decor, the open layout offers plenty of space for family gatherings or friends’ getaways. Perfect for those seeking relaxation, recreation,

Akoya House at The Gemma

Just steps away from the quartz white sand of Clearwater Beach sits a brand new collection of homes, "The Gemma." With spacious layouts, modern amenities & upscale furnishings "The Gemma" vacation homes provide a haven for travelers seeking the ultimate beachfront experience. Whether you're savoring your morning coffee on a private balcony, basking by the pool or spa, or strolling along the powder white sands of Clearwater Beach, "Akoya House" ensures that your vacation dreams become a reality.

Tampa Luxe Waterfront Private Pool, Hot Tub & More

Welcome to the first and only Airbnb Luxe property in Tampa and St. Pete—where every detail is curated for your comfort. This professionally designed waterfront home with direct Tampa Bay access features a private pool, hot tub, dock, chef’s kitchen, fast Wi-Fi, electric scooters, Weber Grill, fishing & beach gear for your adventures & more. Perfect for families or groups seeking relaxation and adventure. Ask us about private chef services and curated local experiences to elevate your stay.

Sunsets & Spa! Walk to Beach from Sundance!

Sundance by Anna Maria Island Accommodations 2412 Avenue C, Bradenton Beach, FL Welcome to Sundance, a stunning 7-bedroom, 6.5-bathroom luxury retreat located just a 2-minute stroll from the white sands of Bradenton Beach. This coastal home offers the perfect blend of elegance, space, and location. Ideal for family vacations, group getaways, or multi-generational travel. Whether you're chasing sunsets on the rooftop or soaking in the spa after a day on the beach, Sundance promises an

Jade House at The Gemma

Just steps away from the quartz white sand of Clearwater Beach sits a brand new collection of homes, "The Gemma." With spacious layouts, modern amenities & upscale furnishings "The Gemma" vacation homes provide a haven for travelers seeking the ultimate beachfront experience. Whether you're savoring your morning coffee on a private balcony, basking by the pool, or strolling along the powder white sands of Clearwater Beach, "Jade House" ensures that your vacation dreams become a reality.

Luxury Home with Pool and Putting Green!

Totally Beachin’ by AMI Locals Bradenton Beach Waterfront Home with Pool, Putting Green, and Trolley Access 2208 Avenue A, Bradenton Beach, FL VPL20-000155 Welcome to Totally Beachin’, a timeless tropical retreat just seconds from Anna Maria Sound and a short walk to Bradenton Beach’s sparkling beaches! This three-bedroom, three-bath home offers a private resort-style pool, a fun in-ground putting green, and plenty of outdoor seating for relaxing or entertaining. Located in a peaceful

Lap of Luxury by Duncan Real Estate

Welcome to Lap of Luxury! This home is new as of 2022 and has been meticulously built and designed to create a space for full relaxation. Lap of Luxury is only 150 steps from the white sand beaches of the Gulf of Mexico with beautiful views from every floor. It features 4 bedrooms and 5 and a half baths and is just a short stroll away from the historic shopping area along Pine Ave and the famous Bean Point beach area. Step through the zen inspired courtyard area to the main entrance.

Seaside Haven by Duncan Real Estate

Seaside Haven is an elegant Island property that promises an unforgettable experience. The 4 bedroom and 3 1/2 bath pool home is located on the Avenues in Holmes Beach and just a short flipflop walk to the Gulf powdery white beaches. This house features tasteful coastal-themed dcor that prioritizes guest comfort. Its gourmet kitchen and open floor plan provide ample space for family gatherings, complemented by a functional and relaxing outdoor living area by the pool with a fire pit.

Luxury home! Pool and Spa, Golf cart, and Bikes

Sweet Caroline by AMI Locals Home in Anna Maria, FL VR23-000009 A modern beach house with a rooftop deck with beach views and an impressive backyard with a private pool, in-ground spa, a putting green, and covered patio. This home is part of our Exclusive AMI Collection of homes. These luxury properties provide the ultimate vacation experience for guests and include exclusive amenities such as a golf cart, four beach bikes, upgraded bed and bath linens.