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Cleawater Vacation Rentals

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605 rentals are available

  • These lofts are the perfect vacation destination with a beautifully decorated floor plan that incorporates sophisticated beach comfort with a blend of an elegant boutique suite.

    The well-appointed kitchens have stainless steel appliances, and fully equipped with the necessities to make your stay easy and enjoyable. The adjoining living and dining areas are light and airy that open to a balcony with both beach and bay views. The beach, restaurants, coffee shops, beach shops and fresco dining are just a stroll away.

    Clearwater
  • These lofts are the perfect vacation destination with a beautifully decorated floor plan that incorporates sophisticated beach comfort with a blend of an elegant boutique suite.

    The well-appointed kitchens have stainless steel appliances, and fully equipped with the necessities to make your stay easy and enjoyable. The adjoining living and dining areas are light and airy that open to a balcony with both beach and bay views. The beach, restaurants, coffee shops, beach shops and fresco dining are just a stroll away.

    Clearwater
  • Our Bruce Cabana and Guesthouse is a quaint and cozy home and bungalow that is ideal for your Clearwater Beach Island getaway filled with a shared tropical yard and a beautiful pool.

    The Bruce rental home is a charming 3 bedroom 1 bath home that will accommodate 8 guests total.

    The Guesthouse bungalow is a 1 bedroom 1 bath that will accommodate 4 guests total. Total these two will accomodate 12 guests.

    This ideally designed floorplan of a single home and a guesthouse offers you and your family an affordable option of renting two separate places as one.

    This set up has all of the comforts of home, each equipped with a dining and living area, fully equipped kitchen and much more.

    This lovely rental is just 2 blocks from the beach.

    The sleeping arrangements in the Cabana include a Queen size bed in the first bedroom, two Queen size beds in the second bedroom and a set of bunk beds in the third bedroom to accommodate 8 guests. The sleeping arrangements in the Bungalow include a Queen size bed and a pull out couch to accommodate 4 guests for a total of 12 between both rentals.

    Each rental property is beautifully decorated inside and out for a cozy, sunny, beachy stay.

    In addition, these vacation rentals have an exceptional location in a peaceful neighborhood setting.

    You won't be disappointed with this beach set up that includes lots of space for pool side relaxation, a large shared paver area, lounge chairs and a shared tropical pool area.

    Please keep in mind that Bruce Cabana and Lantana Cabana make up the Clearwater Beach Cabana which can be rented separately or together. If rented separately the courtyard and pool area is shared.

    Clearwater
  • Stunning vacation rental located in North Clearwater Beach – the most sought area of all travelers!

    This is one of the 31 grandfathered rental properties that can be rented weekly!

    Located just two blocks from the white sand, this spacious vacation house is a perfect escape for you and your family featuring a shared lagoon style pool with a large courtyard.

    This gorgeous open home features 3 bedrooms and 2 bathrooms to comfortably accommodate 12 guests.

    Our beach cabana has a newly remodeled gourmet kitchen, large dining area, living room and a family room which gives a family plenty of space to spread out.

    First bedroom has a queen size bed, second bedroom has a queen size bed and third bedroom has two queen size beds. Living and family areas have a total 2 pull out sofas which gives a total of sleeping arrangements for 12 guests.

    There are two bathrooms, one with a walk in shower and the second one with a shower/tub combination.

    The formal dining room seats 8 people and the kitchen bar seats another 3. Family room has a door that leads to the beautiful courtyard with a magnificent shared pool, plenty of tables and chairs, bbq grill and much more.

    The patio and pool area are embedded in a tropical, secluded back yard that is shared with another 3 bdroom house across from the pool.

    This Clearwater Beach Home is the perfect place for families, couples and snowbirds.

    A short walk brings you to Pier 60, where each and every day you can enjoy the exciting sunset celebration.

    Please keep in mind that Bruce Cabana and Lantana Cabana make up the Clearwater Beach Cabana which can be rented separately or together. If rented separately the courtyard and pool area is shared.

    Cleawater 3.55 miles
  • Beautifully decorated Dockside 605's shared balcony provides access to the unit overlooks the intra-coastal waters and the liveliness of all of the boats, dolphins, birds and such that inhabit it. Classy touches like pocket lighting in the kitchen, granite counter tops, stainless steel appliances, stacked washer and dryer, dark woods, comfortable furniture and Victorian headboards make 605 a vacation rental for the discriminating vacationer. The bedrooms each have TVs and DVD players. Spend your vacation in style, luxury and convenience! The Dockside Condos are located in the heart of the South Clearwater Beach area.

    Clearwater Beach 2.96 miles
  • These lofts are the perfect vacation destination with a beautifully decorated floor plan that incorporates sophisticated beach comfort with a blend of an elegant boutique suite.

    The well-appointed kitchens have stainless steel appliances, and fully equipped with the necessities to make your stay easy and enjoyable. The adjoining living and dining areas are light and airy that open to a balcony with both beach and bay views. The beach, restaurants, coffee shops, beach shops and fresco dining are just a stroll away.

    Clearwater
  • This quaint 1 bedroom has 1 bathroom, offers privacy and is only steps away to the bay areas famous beach - CLEARWATER! This beach getaway will comfortably sleep 2 people!

    Clearwater
  • This charming 2-BR unit offering an area for grilling and chilling! Enjoy the charm of this nicely decorated tropical beach apartment! Nestled in the Tourist District of North Clearwater Beach you are only a few blocks over to the white sands and blue waters of Clearwater Beach as well as the restaurants and beach shops. Get ready folks to relax and unwind.

    Clearwater
  • Infinity Sun Beach House, located on one of Clearwater Beach's newest waterfront communities, introduces a magnificent coastal contemporary townhomes with British Colonial influences constructed to the most current building standards and codes while promoting energy efficiency. Each residence features a 2 car garage, 10' ceilings, crown molding, 16 ft. sliding doors that open up onto expansive private balconies providing stunning unobstructed water views. The stately kitchens with large center islands are designed for easy entertaining equipped with Kitchen Aid stainless steel appliances, custom cabinetry, & silestone quartz counter tops. Community features include a resort style pool and spa, gas grills with outdoor entertaining area, and a beach rinse off station. This beautiful townhome is located alongside the #1 rated beach in the US and is in the center of everything Clearwater Beach has to offer; recreation, shopping, fine dining and nightlife. Two international airports 30-40 minutes away.

    Clearwater
  • Magnificent Waterfront Home will all Amenities in The Exclusive Island Estates Area of Clearwater Beach, Florida. Fully Furnished w/ Pool * Boat Dock

     

    A beautifully decorated beach home on Island Estates in the #1 Rated Beach Area with White Sandy Beaches only moments away. This Home also offers a Beautiful Private Pool and Large Patio & BBQ setting with Gas and Electric Grills made for Entertaining. 2 Master Suites with King Size Beds with views over-looking the water way, and 2 Additional Bedrooms with Queen Size Beds. Private Dock for your Boat, Fishing, Jet Skies.

     

    Your Dream Vacation House Includes all the Special Items and Furnishings you'll need to make your visit a pleasure. These are but a few of the items you'll find: 2 Big Screen T.V.'s, Cable, Internet Service, and Complete Sound System, All bedding and linens, Fully Stocked Kitchen Ware to Cook With, Full Size Washer & Dryer, 2 Car Garage, Large In-Ground Private Pool and Patio in the backyard, and Bring your Boat and use the private dock off the canal. This Home has been completely furnished with New Beds, Dressers, Big Screen T.V.'s, Linens, Table & Cook Ware, Outdoor Patio & Dining Set, Living Room Furniture. Located minutes to Great Restaurants, Shopping, Attractions, and Short Distance by Bike, Walk, or you can take the local Trolley (two dollar) to Beautiful Clearwater Beach.

     

    Make Your Dreams Come True and Let The Dreams of a Lifetime Happen Here at Island Estates Vacation Home!

    Clearwater
  • S909 at the Regatta Beach Club is your host to an unforgetable vacation experience!

     

    This Is What Beach Living Is All About, Just Steps Away From Having Your Toes In The Sand!!

     

    Living at the Regatta Beach Club will make you feel like you are on a permanent vacation! The beach here is beautiful and it feels like a private resort. The beautiful Olympic sized heated pool is right of the beach. It has plenty of seating, and BBQ grills just off the pool area. There are also tables and chairs adjacent to the pool where you can have your dinner or a snack. There is a private pier too where you can sunbathe, or sit and watch the surf.

     

    The main lobby has lots of seating and a full time reception desk and 24 hour concierge services. There is a well equipped fitness center, theater room, billiard table, and there is even foosball and table tennis!

     

    What's Nearby

     

    Popular Pier 60 is just a mile and south off of Mandalay Avenue. It is in the heart of Clearwater Beach with lots of great dining and entertainment choices. Its fun to just walk around, go out on the Pier (there is a small fee), watch the street performers, or catch a Sunset Movie.

     

    Why People Live in Regatta Beach Club Clearwater Beach

     

    Regatta Beach Club residents just love the beautiful uncrowded beach, all the great amenities and easy access to the heart of Clearwater Beach just minutes away!

    Clearwater
  • A luxury townhome offering so much more space than a condo.....a private elevator connects the garage to all levels of this home.

     

    A wonderful Location with spectacular views in ALL Directions....... very spacious with over 2400 square feet and another 1500 square ft in decks and terraces. One of the best features is the Roof Terrace (only available on the end unit)

     

    Private Elevator/Private Parking Garage, Former model with all the amenities!

     

    This beach home is just off of the new Clearwater Beach Boardwalk. It is close to the beach and within an easy walk of shopping restaurants and beach activities!

     

    Great Views!! You can see the gulf and the waterway from the Roof Terrace and Balconies. Enjoy a relaxing day at the beach and then retreat to the roof terrace to watch the sunset.

     

    Luxury in every detail!!! Waterfront Three bedroom, Three bath townhome (end unit) in lovely Clearwater Beach. Private Roof Top Terrace and Private 2 Car Garage. New furnishings. Granite counters, ten-foot ceilings throughout, HDTV in Great Room

     

    For your entertainment there are TV's in all bedrooms, DVD players, Surround Sound, Wireless Internet available, Intercom, Stereo speakers throughout all rooms, baths and in garage. (enjoy music from the garage to the roof)

     

    Grand master suite with two bay windows, seating area, exquisite master bath with jacuzzi, large closets all with closet maid systems.

     

    Enjoy the convenience, privacy and security of your own two car private garage with two additional parking spaces in the driveway.

     

    Enjoy the views. There is a covered deck off of great room as well as a covered Patio on lower level. Private Elevator accesses all floors of this home. Rooftop Deck (furnished as an outdoor room) with amazing views of gulf, inlet and waterway. Enjoy the convenience of taking the elevator from any level to the Rooftop Terrace.

    Clearwater
  • Nestled within our renowned quaint resort beach town this townhome boasts a luxurious spacious floor plan...Three bedrooms, 2.5 bathrooms community pool, workout center and club house are just a few of the many amenities that will keep you coming back year after year.

     

    The atmosphere in Clearwater Beach is unhurried; the temperatures are warm with refreshing gulf breezes; and the range of leisure activities is as plentiful as the island’s days of sunshine per year.

     

    Clearwater Beach is a small island between the coast of the Gulf of Mexico and the Intracoastal Waterway, one is never far from the water. Naturally, water and beach-based activities abound.

     

    f you like to stroll along the shore, swim, bike, or jog, you’ll feel right at home on Clearwater Beach. The farther north you go, the more fascinating the scenery becomes as you approach Caladesi Island. Caladesi Island is a nature preserve where you will find trails, beautiful live oak trees have been sculpted over the centuries by the sea breezes.

     

    Spend the evenings dining in restaurants that range from family-style seafood houses to upscale establishments. Or, board a large party boat and tour the Coast, while dancing under the stars.

    Clearwater
  • Our East Shore Beach Cottages invite you to experience luxurious boutique coastal cottage accommodations in a quaint renowned resort town known to us locals as Clearwater Beach!

     

    Our East Shore Cottage #482 is nestled in the heart of the tourist district offering modern accommodations designed for the discriminating vacationer. This beautiful beach cottage is within walking distance to the beach, beach shops and restaurants. Experience this unique combination of beach charm, elevated service and sophisticated amenities and get ready to relax and unwind and create memories that will last a lifetime!Our East Shore Beach Cottages invite you to experience luxurious boutique coastal cottage accommodations in a quaint renowned resort town known to us locals as Clearwater Beach!

     

    Our East Shore Cottage #482 is nestled in the heart of the tourist district offering modern accommodations designed for the discriminating vacationer. This beautiful beach cottage is within walking distance to the beach, beach shops and restaurants. Experience this unique combination of beach charm, elevated service and sophisticated amenities and get ready to relax and unwind and create memories that will last a lifetime!

     

    Features

    3 Bedrooms

    2 Bathrooms

    3 - Queen size beds

    Fully equipped kitchen

    Multiple televisions

    Linens

    Bath Towels

    Gas Grill

    Wifi

    Short walk to the beach

    Clearwater
  • Coastal Charm is a luxury beach home nestled in the heart of prestigious north beach neighborhood known as Carlouel...This beach house offers the BEST of both worlds. It’s located on the bay… and the beach is across the street!

    Enjoy starting your day with the most beautiful sunrise, looking out over the bay. A view of the water is seen throughout the house and the dock is one step out the back door. The house faces a group of islands covered with green mangroves that serve as the home for fabulous Florida birds (such as the roseate spoonbill). So bring you binoculars or feel free to use ours.

     

    The house has an open split floor plan that making it perfect for a large family or couples traveling together, for an extended time. Everyone has their own space with 2 bedrooms and 2 baths on one side of the house and 3 bedrooms, 2 baths and a full laundry room on the other side of the house. A large living / dining room is in the center of the house and opens up to a bright sunroom where you feel like you are sitting out on the water. The seawall and dock are a step out the backdoor. Watching the birds and looking for fish is fun and very relaxing.

     

    Drinks on the dock or going across the street to walk the white sandy beach and watch the sunset is a sure favorite. The views are a RARE find and that’s why we say it’s the best of both worlds. Having private access to the quiet north end of Clearwater Beach… is extremely nice. We can walk to Caladesi Island State park and the beach is not full of people. It’s quiet and makes for a perfect relaxing day.

     

    Attractions: Clearwater Marina – for fishing boats (full day and ½ day outings available); Busch Gardens in Tampa; Orlando is about 1 and ½ hours away; Sarasota is about 2 hours south (nice museums and shopping); Ellenton – for outlet shopping 30minutes south

     

    Favorite Restaurants on the beach – Frenchy’s (there are 4 of them and they are all great); The Beachcomber; The Opal Sands (restaurants located inside the hotel).

    Clearwater

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