
Luxury rentals in Clearwater
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Top-rated luxury holiday rentals in Clearwater
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Downtown Tampa - The Luxe Loft in Channelside
Want the feel of a private hotel without having to deal with the inconveniences? No key fobs or gate codes or confusing directions on how to get to your home away from home! Just pull into your PERSONAL ATTACHED GARAGE to access Tampa’s 1st & only Luxe property! Come stay @ Tampa's Luxe Loft in Channelside, you’ll be steps away from the best dining, nightlife & waterfront experiences. Catch a show at the Amalie Arena, stroll along the Riverwalk, explore the Florida Aquarium, or enjoy nightlife!

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.

10 Bdrm / 14 Bath Mansion - S. Tampa | Pool | Spa
Welcome to THE Estate Tampa - the area's newest & hottest vacation rental. Your chance to book the entire 20,000 sq ft mansion! ✦10 master ensuites ✦14 Bathrooms ✦saltwater pool | HUGE hot tub ✦professional gym | Ai personal trainer ✦chef's kitchen | commercial ice machine ✦lounge/bar areas ✦art gallery ✦billiard room ✦arcade | basketball | guitar hero | racing sims | air hockey | classic games ✦20-person dining table This property is not suitable for children under 12 years of age. Contact

Luxury home! Pool, Bikes, Beach View - Dream State
Dream State by AMI Locals Home in Bradenton Beach, 34217 Welcome to Dream State, an exquisite and luxurious vacation home located right across the stunning Gulf of Mexico! Designed to offer you an unparalleled getaway experience, the property features an impressive rooftop deck that offers breathtaking views of the beach, an outdoor kitchen, and a cozy fire pit to enjoy the starry nights. This home is part of our Exclusive AMI Collection of homes. These luxury properties provide the ultimate

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.

Beach views, Pool and Spa, Golf Cart, Beach Bikes!
West Coast Best Coast by AMI Locals 104 9th Street S, Bradenton Beach, FL 34217 Experience island luxury at West Coast Best Coast, part of our Exclusive Collection. This stunning seven-bedroom, seven and a half bath estate is just two houses from the beautiful Gulf on Anna Maria Island! Featuring a private pool with a sun shelf, in-ground spa, putting green, and a sprawling rooftop deck with panoramic water views, this exquisite home offers exclusive amenities including a golf cart, luxury

New-Waterslide-Spa-Rooftop-Gulf & Bay Views
Vunique Vacations - Distinct vacation homes for the discerning traveler who is seeking a truly unforgettable vacation experience! This luxury Clearwater Beach vacation rental is a short walk or bike ride from the world-famous Clearwater Beach and it's entertainment district for access to all the restaurants, entertainment, shopping, grocers, and more. The location is central to everything! If you want to explore further without driving, you'll find multiple stops nearby for the Jolley ...

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.

The Shady Mermaid by Duncan Real Estate
Welcome to The Shady Mermaid! A luxury ground-level vacation home just a 3-minute walk from the beach! With two bedrooms and two bathrooms, this rental sleeps up to six guests. You and your guests can sit back, relax, watch movies, and connect over effortless conversations in the living area. Top of the range, fully equipped kitchen has ample counter space, gas cook top and oven, extra-large fridge/freezer and wine cooler making meal prep a breeze.

Rooftop Deck, Pool, & Golf Cart at Deckadence
Deckadance by AMI Locals Home in Anna Maria, FL 34216 Experience the ultimate getaway at Deckadance! This brand-new luxury rental features 4 bedrooms and 4.5 bathrooms, making it the perfect choice for families or groups looking to indulge in the beauty of Anna Maria Island. Just across the street, you’ll find pristine bay beaches and the nearby gulf beaches, while local shops and gourmet dining are just a stone's throw away on Pine Ave.
Popular amenities for Clearwater luxury holiday rentals
Other great luxury holiday rentals in Clearwater

Annabella By the Sea

Luxury home with Golf Cart, Bikes, Pool and Spa!

Coming in Hot! Rooftop Views + Pool & Spa!

Beachfront Home with Pool, Golf Cart and Bikes!

The Palace! Rooftop Views, Pool, and Arcade Fun!

Sea Swept- Beachfront Luxury Home! Pool, Golf

Jade House and Onyx House - Steps to the Beach

New Home, Incredible Rooftop Deck - Total Package
Destinations to explore
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- Luxury rentals Pinellas County
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- Anna Maria Island
- John's Pass
- Busch Gardens Tampa Bay
- Raymond James Stadium
- Dunedin Beach
- Weeki Wachee Springs
- Coquina Beach
- Cortez Beach
- Lido Key Beach
- Anna Maria Public Beach
- Vinoy Park
- Amalie Arena
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- Jannus Live
- Gulfport Beach Recreation Area
- ZooTampa at Lowry Park
- North Beach
- River Strand Golf and Country Club
- Adventure Island
- Tampa Palms Golf & Country Club
- Splash Harbour Water Park
- Honeymoon Island Beach
- North Beach At Fort DeSoto Park
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