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Vacation Rentals in Oldsmar, FL and nearby

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    The following rentals are within 15 kilometres of Oldsmar, Florida.

    1 / 17
    Clearwater
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    1 / 21
    Clearwater
    Studio, 3 Bathrooms, Sleeps 6 | Quick View
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    1 / 24
    Clearwater
    Studio, 2 Bathrooms, Sleeps 8 | Quick View
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    1 / 30
    Dunedin
    Studio, 1 Bathroom, Sleeps 2 | Quick View
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    • x
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    About this property
    Location is everything. The Waterside Cottage Too is across the street from the Pinellas Trail, walking distance from the quaint downtown district, 2.34 miles from Dunedin Causeway and Honeymoon Island, 5.91 miles from Clearwater Beach, 3.99 miles from Countryside Mall, and 20.33 miles from Tampa... View all property information
    Location Information
    Dunedin, Florida 34698
    1 / 31
    5 of 5 bubbles (3) Excellent
    Clearwater
    Studio, 2 Bathrooms, Sleeps 6 | Quick View
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    • Satellite TV
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    • Pet-friendly
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    • x
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    • x
    About this property
    Professionally Decorated Waterfront Condo in Clearwater Beach - 2 bedroom, 2 bath Florida Vacation Rental Newly renovated and professionally decorated with all new furnishings! This Clearwater Beach is a two bedroom, two bath waterfront condo has all of the amenities! A pool, hot tub, boat slip and... View all property information
    Location Information
    Clearwater, Florida 33767
    1 / 31
    Clearwater
    Studio, 3 Bathrooms, Sleeps 6 | Quick View
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    • x
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    • x
    About this property
    This is a luxury condo with the most stunning views in Clearwater Beach! Set between the Gulf of Mexico and Clearwater Bay, this grand resort overlooking Clearwater Beach should be your next vacation destination. This 2 “Master Suite” bedroom, 2.5 bath luxury condo sits on the front of the... View all property information
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    Clearwater, Florida 33767
    1 / 24
    Clearwater
    Studio, 3 Bathrooms, Sleeps 6 | Quick View
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    • x
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    • x
    About this property
    Balcony Project Estimated Completion End of Feb 2017 This Mandalay Beach Club vacation rental provides all the relaxing ambiance of seaside living with the convenience of an upscale resort. This very exclusive 3 bedroom, 2.5 bath Condo on Clearwater Beach was built in 2002. This is coastal living... View all property information
    Location Information
    Clearwater, Florida 33767
    1 / 11
    4.5 of 5 bubbles (10) Very good
    Clearwater
    Studio, 3 Bathrooms, Sleeps 6 | Quick View
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    • ?
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    • x
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    NARCISSUS BEACH HOUSE Weekly Rental - Pool Home The Narcissus pool Home is a beautiful beach home offering spacious accommodations for that long awaited vacation! This home has been custom-designed and furnished with tropical accents and art. The Narcissus Beach House also offers just another means... View all property information
    Location Information
    Clearwater, Florida 33767 1046
    1 / 12
    Clearwater
    Studio, 2 Bathrooms, Sleeps 6 | Quick View
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    • Terrace
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    • x
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    • x
    About this property
    DOCKSIDE CONDOMINIUMS #205 Weekly Rental (Saturday to Saturday) The white sands and crystal blue waters of Clearwater beach are just a short walk away! Without a doubt this beautiful beach get a way is the perfect place for that long awaited vacation. Beautifully decorated alon with the 9.5 foot... View all property information
    Location Information
    Clearwater, Florida 33767
    1 / 19
    Clearwater
    Studio, 1 Bathroom, Sleeps 4 | Quick View
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    • x
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    About this property
    *New Lower Rates! Pet Friendly! This one bedroom, one bath ground floor condo is located at the Avalon condos near downtown Clearwater, Florida. Quaint patio is a nice place to enjoy your morning coffee. The pool is only a few short steps away from the condo, where you can take a dip or relax in... View all property information
    Location Information
    Clearwater, Florida 33756
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    1 / 24
    5 of 5 bubbles (1) Excellent
    Clearwater
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Satellite TV
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    • Pet-friendly
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    • x
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    • x
    About this property
    Newly renovated and refurnished Condo, 5 minutes drive to Clearwater Beach. Unlimited WiFi and cable TV. Quiet patio, large, stylish swimming pool, gym 24/7. Walking distance to supermarket, bars and restaurants. View all property information
    Location Information
    Clearwater, Florida 33756
    1 / 12
    Clearwater
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • x
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    • x
    About this property
    Charming 1925 Bungalow located near Downtown Dunedin, Blue Jay's training stadium and beaches. Perfect for seasonal travelers and families. Steps away from Edgewater Drive and the Pinellas County Trail. Updated with Brazilian Walnut floors and quartz countertops plus new landscaping including... View all property information
    Location Information
    Clearwater, Florida 33755
    1 / 30
    4 of 5 bubbles (2) Very good
    Clearwater
    Studio, 2 Bathrooms, Sleeps 4 | Quick View
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    • x
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    About this property
    This lovely Clearwater Beach home boasts 2 Bedrooms and 2 Bathrooms 'new vanity in main bath & newly painted 2nd bathroom', Spacious Family Room, Kitchen has new breakfast nook, freshly decorated and air- conditioned Florida Room, 70 channels of cable TV with 2 digital flat screen televisions. This... View all property information
    Location Information
    Clearwater, Florida 33767
    1 / 31
    5 of 5 bubbles (6) Excellent
    Clearwater
    Studio, 2 Bathrooms, Sleeps 6 | Quick View
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    • x
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    • x
    About this property
    Two bedroom, two bath, Waterfront condo in Clearwater Beach, FL Watch the sun rise over the marina and the dolphins at play in the channel from the waterfront pool! This condo is centrally located within easy walking distance of the beach, Pier 60 and local shops and restaurants. This 2 Bedroom / 2... View all property information
    Location Information
    Clearwater, Florida 33767
    1 / 28
    Clearwater
    Studio, 1 Bathroom, Sleeps 6 | Quick View
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    • Pet-friendly
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    • x
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    • x
    About this property
    Clearwater Beach Suites is the perfect beach vacation setting, located at the north end of the beach resort community. Stroll from your front door onto a very short street that dead ends onto the beach. Your feet will hit the sand after a walk of a minute or less. The beach access here is one of... View all property information
    Location Information
    Clearwater, Florida 33767
    1 / 22
    Clearwater
    5 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
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    • Grill
    • Ocean Views
    • Wi-Fi
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Relax and enjoy your own luxurious 5,200 sq. ft. beach house featuring 5 bedrooms and 4 bathrooms, a Sports Bar with pool table, foosball and Wii gaming system, along with a full kitchen. A spacious balcony with dining seating adjoins the second floor full kitchen. Comfy cushioned seating on the... View all property information
    Location Information
    Clearwater, Florida 33708
    1 / 26
    Clearwater
    Studio, 2 Bathrooms, Sleeps 8 | Quick View
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    • ?
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    • x
    About this property
    DOCKSIDE CONDOMINIUMS #201 Weekly Rental (Saturday to Saturday) The white sands and crystal blue waters of Clearwater beach are just a short walk away! Without a doubt this beautiful beach get a way is the perfect place for that long awaited vacation.Beautifully decorated in Caribbean theme). The... View all property information
    Location Information
    Clearwater, Florida 33767
    1 / 26
    Clearwater
    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
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    • Grill
    • Waterfront
    • Hot Tub
    • Wi-Fi
    • Ocean Views
    • Washer
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Beautiful Condo directly on the beach with amazing Gulf views from every where in the condo! The condo is located in the Sand Key section of Clearwater Beach. Floor to ceiling glass wall overlooking the Gulf of Mexico. Private Balcony from the bedroom and living room. Wake up to the sounds of... View all property information
    Location Information
    Clearwater, Florida 33767 2659
    1 / 27
    Clearwater
    Studio, 2 Bathrooms, Sleeps 6 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    Unwind, relax and watch the colors of the sunset from your balcony on this 12th floor gulf front condo overlooking the Gulf of Mexico and Sand Key. Or opt for poolside on lounge chair and watch the boats navigate the warm gulf waters. Or take a walk on the sugary sands of Clearwater Beach soaking... View all property information
    Location Information
    Clearwater, Florida 33767
    1 / 27
    Clearwater
    Studio, 2 Bathrooms, Sleeps 6 | Quick View
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    • Balcony
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    • Waterfront
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Balcony Project Estimated Completion End of Feb 2017 The kitchen features granite counter-tops in the kitchen, ceramic tile, Berber carpeting and designer style furniture. Enjoy high definition cable television or your own DVDs in the living room on the 46 inch flat panel TV. Ceiling fans... View all property information
    Location Information
    Clearwater, Florida 33767
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    1 / 24
    Clearwater
    Studio, 2 Bathrooms, Sleeps 6 | Quick View
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    • Satellite TV
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    • Waterfront
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    The Harborview Grande is located on the south end of Clearwater Beach where you will be within walking distance to many restaurants, shopping and activities such as miniature gulf. This unit is on the 6th floor giving superior views of the inner coastal water way. Setting on your balcony that... View all property information
    Location Information
    Clearwater, Florida 33767
    1 / 27
    4.5 of 5 bubbles (5) Very good
    Clearwater
    Studio, 3 Bathrooms, Sleeps 6 | Quick View
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    • Waterfront
    • Satellite TV
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    This beautifully decorated unit affords the luxury of 3 bedrooms and 3 full baths. These Condos were built in 2007 and are located just two blocks from Clearwater Beach and the brand new Beach walk. You are also within walking distance to restaurants, shopping and attractions like miniature golf.... View all property information
    Location Information
    Clearwater, Florida 33767
    1 / 32
    5 of 5 bubbles (1) Excellent
    Clearwater
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Pet-friendly
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    • x
    • x
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    • x
    About this property
    This newly renovated first floor condo is your perfect vacation oasis. This property is very well situated in a gated community. We are located only 3.5 miles from the beach (Clearwater Beach - voted most beautiful beach in the USA in 2013). Several restaurants, a shopping center and a... View all property information
    Location Information
    Clearwater, Florida 33756
    1 / 22
    5 of 5 bubbles (15) Excellent
    Clearwater
    Studio, 2 Bathrooms, Sleeps 8 | Quick View
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    • Pet-friendly
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    • x
    • ?
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    • x
    About this property
    **TeemingVR presents CBC1-14A or Crescent Beach Club I 14A in Sand Key** From your same position in the palatial family room view both breathtaking sunrises & sunsets, letting your spirits rise and cares melt into the sea! Open the double doors of this prized 3BR/2½BA vacation property and float... View all property information
    Location Information
    Clearwater, Florida 33767
    1 / 9
    4 of 5 bubbles (5) Very good
    Clearwater
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Satellite TV
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    • Pet-friendly
    • Child-friendly
    • x
    • x
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    • x
    About this property
    This charming 1-bedroom studio apartment is a comfortable get-away at a great price! Very clean - best value this close to beach - Queen bed - All linens are provided - Comfortable sitting area for 2, with cable TV - 1 bathroom with shower - Fully equipped kitchen with standard cookware and... View all property information
    Location Information
    Clearwater, Florida 33756
    1 / 24
    2 of 5 bubbles (1) Poor
    Clearwater
    Studio, 1 Bathroom, Sleeps 4 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    A TRULY UNIQUE way to stay in Clearwater Beach! This studio unit has all of the amenities a home comfortably provides with the well equipped kitchen and balcony with a slight view of the Bay of Clearwater and the on-site pool. The living area holds a flat screen TV and comfortable sofa met by a... View all property information
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    Clearwater, Florida 33767
    1 / 38
    Clearwater
    3 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • Pet-friendly
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    • x
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    • x
    About this property
    Beautiful 3 bedroom, 3 bathroom 2212 sq ft lake front home. * Wifi, cable, and netflix included. * Newly renovated, including high end appliances * Towels, wash cloths, hand towels, linens, dishes, coffee pot, silverware, cutting boards, blender, cookware and cooking utensils, toilet paper, paper... View all property information
    Location Information
    Clearwater, Florida 33763
    1 / 20
    Clearwater
    Studio, 1 Bathroom, Sleeps 2 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    Studio bedroom, one bath. Kitchette. Swim Spa, wi-fi, cable TV. Parking for one car. Adults only, no children allowed. The Studio Suite is perfect choice for those looking for something affordable, but clean, inviting and quiet. Situated in the Beachouse, an award-winning, adult only, non-smoking... View all property information
    Location Information
    Clearwater, Florida 33767
    1 / 27
    5 of 5 bubbles (1) Excellent
    Safety Harbor
    Studio, 1 Bathroom, Sleeps 4 | Quick View
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    • Satellite TV
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    • Private Indoor Pool
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Safety Harbor Resort and Spa in Historic Safety Harbor located on Tampa Bay This resort spa is at the heart of a small community on the shores of Tampa Bay, with breathtaking views across the water. Enjoy sunrises over the bay and Tampa skyline in the distance, quaint artys shops nearby, fine... View all property information
    Location Information
    Safety Harbor, Florida 34695
    1 / 24
    Clearwater
    Studio, 2 Bathrooms, Sleeps 6 | Quick View
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    • Private Outdoor...
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    This suite has a separate bedroom with 2 Queen sized beds, two separate bathrooms 'one with a standalone shower and double sinks' and a living room area with a pull-out Queen sized sleeper sofa. It also has tables and chairs for dining and can accommodate up to 6 guests. This suite is 902 sq.ft.,... View all property information
    Location Information
    Clearwater, Florida 33767
    1 / 35
    Clearwater
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • x
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    • x
    About this property
    Sensational, fun, and beautiful Clearwater Beach, voted BEST BEACH TOWN IN 2013. It is the ideal place for a romantic getaway, a family vacation, spring break blast, and exiting adventures. <BR><BR>This condo has a great location. The beach is just down the block, a one minute walk to the sugar... View all property information
    Location Information
    Clearwater, Florida 33767
    1 / 34
    Clearwater
    Studio, 4 Bathrooms, Sleeps 8 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    If you appreciate fine living at an executive level, then this Belle Harbor Penthouse is for you. Surrounded by sophisticated representations of fine art, Venetian artisan finished walls and views of golden sunsets will create a lasting vacation memory. Ah, Bellisimo! This first class resort is... View all property information
    Location Information
    Clearwater, Florida 33767
    1 / 25
    Clearwater
    Studio, 1 Bathroom, Sleeps 4 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    This simple, clean and roomy studio unit is located on the south end of Clearwater Beach. The efficiency kitchen comes with a refrigerator, two counter-top burners and a microwave installed in the cabinets. It has a DVD player and also features wireless internet service. Flooring is all tile. This... View all property information
    Location Information
    Clearwater, Florida 33767
    1 / 56
    4 of 5 bubbles (1) Very good
    Clearwater
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    • Porch
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • ?
    About this property
    An awesome front porch with a neat little apartment attached to it. A taste of old Florida-Relax under the front porch while sipping sweet tea and forget all about the snow up north! Sleeps 3. 4 is ok if at least 2 are children under 12. 5 mi to Clearwater Beach and 1 mi to downtown Dunedin.... View all property information
    Location Information
    Clearwater, Florida 33755 1410
    1 / 30
    Clearwater
    Studio, 2 Bathrooms, Sleeps 4 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Beautiful Belle Harbor 2 bedroom 2 bath unit with open floor plan and partial view of the intracoastal and the Gulf of Mexico. Spacious modern decor is inviting. Kitchen has granite countertops and stainless steel appliances. The breakfast bar is the perfect place to enjoy your morning coffee or... View all property information
    Location Information
    Clearwater, Florida 33767
    1 / 27
    Clearwater
    Studio, 4 Bathrooms, Sleeps 8 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Your million dollar condo in exclusive North Clearwater Beach. There is room for the family or two families with 2500 square feet. Walk to restaurants, shops and Pier 60. Enjoy days at the beach and colorful sunsets from your balcony and nights walking the Mandalay Village. Custom touches include... View all property information
    Location Information
    Clearwater, Florida 33767
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    Clearwater
    3 Bedrooms, 3 Bathrooms, Sleeps 7 | Quick View
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    Weekly Rental. Enjoy Clearwater Beach's most Unique Luxury Waterfront Property. Sun West Palms is a luxury condominium located 300 yards from the white sands and blue-green waters of world famous Clearwater Beach. In 2016, voted Best Beach in the United States out of 25 beaches per Tripadvisor.... View all property information
    Location Information
    Clearwater, Florida 33767
    1 / 24
    4.5 of 5 bubbles (4) Very good
    Clearwater
    Studio, 5 Bathrooms, Sleeps 16 | Quick View
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    BEACH RETREAT Weekly Rental - Pool Home WOW! This beautiful 4-BR, 3-BA Beach Cottage plus 2 separate 2BR units is gathered around a beautifully landscaped pool/back yard retreat! This unique Triplex offers wonderful accommodations for that long awaited family vacation! Our Florida Tropics is just... View all property information
    Location Information
    Clearwater, Florida 33767 1037
    1 / 27
    Clearwater
    Studio, 2 Bathrooms, Sleeps 4 | Quick View
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    Enjoy beautiful Florida with this Clearwater condo as your home base. Swim in your Bay front Pool. Enjoy the technicolor Florida sunset. Watch the fish and dolphins swim in the Bay as you look across theBay to Clearwater Beach and the Gulf. The condo is only a few years old and feels like new.... View all property information
    Location Information
    Clearwater, Florida 33755
    1 / 22
    Clearwater
    Studio, 2 Bathrooms, Sleeps 8 | Quick View
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    A home away from home! Come see why this could be your second home without the hassles of ownership. Perfect for you and your family with all of the amenities needed for a relaxing vacation. Upon entering this lovely home, you will find the comfortable living room and dining area. Very spacious... View all property information
    Location Information
    Clearwater, Florida 33767
    1 / 41
    Crystal Beach
    Studio, 4 Bathrooms, Sleeps 12 | Quick View
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    Luxury Florida Villa: Our Luxury Florida Villa is a 4500 sq feet spacious and distinctive five bedroom, four bath home located in Crystal Beach. Our professionally decorated home has a large open floor plan that provides sweeping views and the ultimate in comfort and luxury.This beautiful home... View all property information
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    Crystal Beach, Florida 34681
    1 / 25
    Clearwater
    Studio, 2 Bathrooms, Sleeps 8 | Quick View
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    This three bedroom, 2 bath unit is tastefully decorated and has everything you need for a great vacation experience. The master bedroom has a king bed with separate master bath, featuring a large tub and separate shower, along with twin sink vanity. The second bedroom has a queen bed and the third... View all property information
    Location Information
    Clearwater, Florida 33767
    1 / 25
    Clearwater
    Studio, 2 Bathrooms, Sleeps 6 | Quick View
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    Come enjoy a fun filled vacation on Clearwater Beach, FL at the Harborview Grande Condo. This 5th floor, 3 bedrooms 2 bathrooms’ unit is spacious with a full kitchen and plenty of room for the whole family. This condo has all the conveniences of home including flat screen TV’s. Walk out on to the... View all property information
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    Clearwater, Florida 33767
    1 / 21
    Clearwater
    3 Bedrooms, 3 Bathrooms, Sleeps 11 | Quick View
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    Enjoy your next vacation just steps away from the sugar white sands of Clearwater Beach - the Serendipity house & cottage is located in the north part of the island within easy walking distance to all of the restaurants, bars & shops. Pier 60 is a 10 minute walk either along the streets or beach.... View all property information
    Location Information
    Clearwater, Florida 33767
    1 / 14
    5 of 5 bubbles (3) Excellent
    Clearwater
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    Ahhh! The Clearwater Beach Life. Located on the Intracoastal Waterway in Clearwater Beach, this 2400 sq. foot (3400 sq. foot total) beautifully appointed 3BR/3BA Mediterranean style townhome with private elevator, comes with every amenity your family needs for an amazing vacation. The unit includes... View all property information
    Location Information
    Clearwater, Florida 33767
    1 / 14
    Clearwater
    Studio, 1 Bathroom, Sleeps 4 | Quick View
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    FIVE PALMS SUITE 206 Lure on over to this tropical and delightful pool resort that’s only two blocks away from the beach! Five Palms is the perfect place to unwind and create memories that will last a lifetime! With calming colors and a palm tree themed unit, 206 is a splendid and relaxing condo... View all property information
    Location Information
    Clearwater, Florida 33767
    1 / 24
    Clearwater
    Studio, 3 Bathrooms, Sleeps 8 | Quick View
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    Waterfront 3 Bedroom 3 Bathroom Condo with Breath-taking Water View on Clearwater Beach Come enjoy the spacious 1845 sq ft unit, with plenty of room for the whole family. The kitchen has all the conveniences of home with granite counter tops and stainless steel appliances; dishwasher, refrigerator,... View all property information
    Location Information
    Clearwater, Florida 33767
    1 / 25
    Tarpon Springs
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    What we intend to become our retirement home in a few years, our 1300 sq. ft. home is on the Anclote River between the Greek Sponge docks and the Gulf. With 2 bedrooms, 4 beds, we are set up for a very comfortable relaxed vacation for 4, with a pull-out queen in the living room for the... View all property information
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    Tarpon Springs, Florida 34689
    1 / 26
    Dunedin
    Studio, 3 Bathrooms, Sleeps 4 | Quick View
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    Located in the heart of Dunedin - beauty, tranquility and privacy abound! this charming 3BR/2.5BA/2CG POOL HOME nestled in the quiet community of Fairway Estates! Step onto the flagstone paved porch & enter the leaded glass door and you are instantly gazing throughout the living room to the... View all property information
    Location Information
    Dunedin, Florida 34698
    1 / 28
    Clearwater
    Studio, 3 Bathrooms, Sleeps 4 | Quick View
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    FIVE PALMS SUITE 105 Stroll on over to our newly renovated, two-story unit that has a private deck along the intercostal. With new flooring added to the unit, this condo is filled with tropical accents and soft colors. 105 includes its own washer & dryer, full kitchen with dishwasher, 2 bedrooms... View all property information
    Location Information
    Clearwater, Florida 33767