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Rentals for Seniors in Clearwater, FL

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    Travelers to Clearwater are booking March dates now. Secure your vacation rental today, and have the perfect trip.
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    1 / 31
    5 of 5 stars (2) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 4
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    5 of 5 stars (9) Excellent
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    5 of 5 stars (14) Excellent
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    5 of 5 stars (9) Excellent
    Studio / 1 Bathroom / Sleeps 2
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    About this property
    My most popular rental! Excellent view of the beach! Romantic, a great place for a honeymoon. This studio with a great view of the beach is located on the north end of Clearwater Beach Island and just a 30 seconds walk to the white sandy beach of the Gulf of Mexico. An airy studio which is... View all property information
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    Clearwater, Florida 33767
    5 of 5 stars Reviewed November 16, 2014
    I loved this rental. Great location. Listened to the surf at night. The room is full of fun and winsome accents. Very nice bath/shower. It just had that carefree romantic...
    5 of 5 stars Reviewed October 19, 2014
    If you are looking for quiet, a well appointed rental unit, that has everything you will need for your stay and beach front property, this is the place for you. Angel and Linda...
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    1 / 41
    5 of 5 stars (3) Excellent
    1 Bedroom / 1 Bathroom / Sleeps 2
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    About this property
    The AVALON's beautiful resort style property with all the appointed amenities including a heated pool, fitness centre, clubhouse and Wi-Fi Only 7 minutes away from Clearwater Beach which is rated one of the top beaches in the USA. This luxury condo, unit is approximately 750 square feed,... View all property information
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    Clearwater, Florida 33756
    5 of 5 stars Reviewed November 18, 2014
    The pictures sold me on this condo. It is exactly as it shows. Very clean, smells good. Great locations, all stores close on the same road as condo. Close to the beach. Owner kept...
    5 of 5 stars Reviewed July 12, 2014
    We will definitely stay in this condo again. Nicely decorated, close to beaches & shopping. Excellent on site management. Wonderful pool. Quiet & gated community.
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    1 Bedroom / 1 Bathroom / Sleeps 4
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    • x
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    About this property
    I'm happy to offer a nice newly renovated and refurnished Apartment 5 minutes drive to Clearwater Beach. Unlimited WiFi and cable TV with 2 large LCD TVs. Quiet patio, large, stylish swimming pool, gym 24/7. Walking distance to supermarket, bars and restaurants. Long term rentals allowed Only 6... View all property information
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    Clearwater, Florida 33756
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    1 / 28
    4.5 of 5 stars (5) Very good
    Studio / 1 Bathroom / Sleeps 4
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    • Balcony
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    • Safe
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    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
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    About this property
    This Beautiful waterfront studio is set up like a 1 bedroom with a heavy privacy curtain separating the bedroom area from the living room area. The condo is located on the Bay side or intracoastal waters of Clearwater Beach. There are wonderful water views from the living-room and third floor... View all property information
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    Clearwater, Florida 33767
    4 of 5 stars Reviewed January 21, 2015
    The only downside for me was the location. You could walk to the beach but it's a little far for me. I was glad for the trolly! The laundry on site was great too!
    4 of 5 stars Reviewed September 22, 2013
    If I return to Clearwater Beach I will return to this place, nice and clean pool, big balcony, dishwasher, Equipment for the beach with much towels, computer available with a good...
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    4.5 of 5 stars (6) Very good
    Studio / 1 Bathroom / Sleeps 4
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    • Balcony
    • Dryer
    • Grill
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    • Satellite TV
    • Shared Outdoor Pool...
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Elder access
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    About this property
    HOW FAR TO THE BEACH? Clearwater Beach is about a 10 minute walk or 2 minute drive from the condo but there is also beach access the next street over at the Sheppard's Beach Bar. It's about a 2 minute walk. Florida Free Rides will also drive you to the beach or anywhere you like on the beach for... View all property information
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    Location Information
    Clearwater, Florida 33767
    5 of 5 stars Reviewed October 25, 2013
    While attending a conference in Clearwater, my husband and I thought that this small, studio condo would provide a pleasant escape from the busy conference facility at the end of...
    4 of 5 stars Reviewed September 11, 2013
    Excellent location in easy reach of key amenities in lovely Clearwater Beach. Tons of helpful info provided by hosts. Condo was clean, stocked with games, key dishes/pots and...
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    1 Bedroom / 1 Bathroom / Sleeps 4
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    • Satellite TV
    • Shared Outdoor Pool...
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
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    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
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    Clearwater, Florida 33756
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    1 / 40
    5 of 5 stars (5) Excellent
    1 Bedroom / 1 Bathroom / Sleeps 3
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    • Air Conditioning
    • Dishwasher
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    • Gym
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    • Satellite TV
    • Shared Outdoor Pool...
    • Washer
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
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    • Elder access
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    About this property
    Our inviting condo is equipped with all that you would need to enjoy your stay in Clearwater. The community itself, is very well cared for, with manicured grounds, clean resort area and a mature feel. Should you wish to cook, there are facilities to do so, would you like to relax and swim….there... View all property information
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    Clearwater, Florida 33756
    5 of 5 stars Reviewed May 13, 2015
    Just to say huge thanks for use of your fab apartment 24 April - 2 May. John and I had a terrific stay and your apartment had everything to make our stay perfect. You have thought...
    5 of 5 stars Reviewed March 2, 2015
    Had a great time in this condo. It felt like we were at home. Very easy rental with good communications from Pamela. Bed was good and kitchen was stocked with everything you...
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    1 Bedroom / 1 Bathroom / Sleeps 3
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    • Air Conditioning
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    • Gym
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    About this property
    New listing! Enjoy your vacation at this newly furnished, comfortable condo in a resort style gated community. Fully equipped kitchen, bedroom with queen bed and large walk-in closet, living room with vaulted ceilings and queen sleeper sofa. The condo includes a relaxing covered balcony. The... View all property information
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    Clearwater, Florida 33756
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    1 Bedroom / 2 Bathrooms / Sleeps 4
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    • Air Conditioning
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    • Grill
    • Hot Tub
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    • Ocean Views
    • Shared Outdoor Pool...
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
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    About this property
    Welcome to PARADISE located on 3rd floor of magnificent LIGHTHOUSE TOWERS with amazing ocean view from floor to ceiling windows look out to the wide, white sandy beach and sparking blue water of Mexican Gulf. You will be able to enjoy the view of the Mexican Gulf from every room in my unit. This... View all property information
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    Clearwater, Florida 33767
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    1 / 35
    5 of 5 stars (5) Excellent
    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
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    • Satellite TV
    • Shared Outdoor Pool...
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
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    • Elder access
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    About this property
    New on flipkey, we have been on HomeAway (#257642) and VRBO (#320481) since 2010, with many great reviews! Pamper yourself in this quiet, luxury retreat, just a short walk from the beautiful beaches, Pier 60, and the restaurants and nightlife of Clearwater Beach. Sip coffee from the comfort of... View all property information
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    Clearwater, Florida 33767
    5 of 5 stars Reviewed April 24, 2015
    The unit is spacious and clean and the balcony has a wonderful view of the harbor. Watching the sunrise was breathtaking, the boats and the daily dolphin visits brought us all so...
    5 of 5 stars Reviewed April 7, 2015
    Can't say enough good things about this condominium unit. My wife and were in Clearwater with my in-laws and my 18 year old daughter (and her friend), so we had three...
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    4 of 5 stars (1) Very good
    2 Bedrooms / 2 Bathrooms / Sleeps 5
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    • Balcony
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    • Gym
    • Safe
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    We all deserve a great vacation and this condo is perfect for a family with kids or group of friends. Whether you would like to enjoy the beautiful pool or have a short drive to the beach, you can have a great budget vacation in this friendly space! Avalon condominium is located only 6 km from... View all property information
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    Clearwater, Florida 33756
    4 of 5 stars Reviewed October 21, 2014
    War es doch die Insel der Heilung für König Arthur. Nun dieses Avalon liegt an einer Hauptstraße in einem nicht so schönen Bereich von Clearwater, es sind dreistöckige Bauten die...
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    5 of 5 stars (5) Excellent
    3 Bedrooms / 3 Bathrooms / Sleeps 6
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    • Air Conditioning
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    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • x
    • Wheelchair access
    • Elder access
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    About this property
    PHONE CALLS ARE WELCOME: George (717) 512-9053 The PERFECT PLACE for the entire family. Located in Clearwater Beach, this 3 bedroom and 3 bath townhome comes with everything your family needs for a fabulous vacation. The unit includes HDTV in 4 rooms and lightning speed wireless internet. A... View all property information
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    Clearwater, Florida 33767
    5 of 5 stars Reviewed August 9, 2014
    Very well equipped and comfortable townhouse within walking distance of the beach and Clearwater shops and restaurants. Located on the waters edge we were lucky enough to see...
    5 of 5 stars Reviewed August 3, 2014
    You will not be disappointed. We are only into out second day of a week long stay and felt compelled to write a review so soon as we are so pleased with the location (proximity to...
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    5 of 5 stars (13) Excellent
    1 Bedroom / 1 Bathroom / Sleeps 4
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    • Air Conditioning
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    • Gym
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    • Satellite TV
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    Avalon at Clearwater is a gated development set in Clearwater,FL., close to the Gulf Beaches which are only a 10 minute drive away. The Avalon offers a host of features including a year round heated resort style swimming pool, close by bars and restaurants, internet access, and clubhouse with a... View all property information
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    Clearwater, Florida 33756
    5 of 5 stars Reviewed May 24, 2015
    A beautiful condo with all that you need close at hand. It really was a home from home. A real bonus was the friendliness of other residents or visitors to the complex.
    5 of 5 stars Reviewed April 23, 2015
    What a beautiful, well-equipped condo in Clearwater! It is a large one bedroom condo that is attractively furnished and has everything you may need to enjoy a wonderful stay...
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    5 of 5 stars (17) Excellent
    2 Bedrooms / 1 Bathroom / Sleeps 5
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    • Grill
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    About this property
    Our Banana Breeze vacation home is part of a family friendly self-catering 7 cottage resort located on the quiet Cyprus Avenue behind the Chapel by the Sea Church, on Clearwater Beach Island. These beautiful homes are landscaped together in a tropical garden, with 2 new heated pools, surrounded by... View all property information
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    Location Information
    Clearwater, Florida 33767
    5 of 5 stars Reviewed May 19, 2015
    I don't typically review but I have to share how pleased I was with our stay on Teresa & Max's property. We stayed in Banana Breeze which was immaculate. The unit was complete...
    5 of 5 stars Reviewed May 16, 2015
    There isn't a negative thing I could say about this place. We stayed in the Banana Breeze condo and everything was exactly as discribed. We met some really great people who were...
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    5 of 5 stars (1) Excellent
    1 Bedroom / 1 Bathroom / Sleeps 3
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    • ?
    • ?
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    • x
    About this property
    Adorable and quiet the 'Hideout' sits towards the back of the property and has private patio, large bathroom and separate kitchen. Plenty of onsite parking. 4-1/2 miles to Clearwater Beach and 1 miles to delightful downtown Dunedin. The Space The Hideout is very private and has a great little... View all property information
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    Clearwater, Florida 33755 1410
    5 of 5 stars Reviewed July 18, 2014
    My husband and I decided to stay here for our vacation we love it! It is a home away from home. If you like big box hotels then this is not the room for you. Now if you like to go...
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    5 of 5 stars (4) Excellent
    3 Bedrooms / 3 Bathrooms / Sleeps 6
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    • Air Conditioning
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    • Internet Access
    • Private Indoor Pool
    • Satellite TV
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
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    • Elder access
    • ?
    About this property
    Every year people come from all over the state to Hernando Beach to bag their limit of scallops. Snorkel the crystal clear water of this area of the Nature Coast for some great family fun. Scallop Season starts July 1st.. Just a short boat ride to the scallops before you can dive into the... View all property information
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    Location Information
    Clearwater, Florida 34607
    5 of 5 stars Reviewed April 12, 2015
    Had an awesome time boating. The home is located in Hernando beach. Best kept secret. Not as crowded as Clearwter. Quite street. Pool was beautiful with a great private...
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    2 Bedrooms / 2 Bathrooms / Sleeps 4
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    About this property
    Unable or unwilling to spend another harsh winter here in the North? Well here is your solution!! We have a beautiful, fully furnished condo in Clearwater, Florida available for rent immediately! You will be 20 minutes from Clearwater Beach which was voted Florida's best beach of 2013 and minutes... View all property information
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    Location Information
    Clearwater, Florida 33760
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    1 / 13
    5 of 5 stars (1) Excellent
    2 Bedrooms / 1 Bathroom / Sleeps 4
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    • Pets allowed
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    • x
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    About this property
    The Space You'll love the historic charm of this Spanish/Colonial Revival bungalow! Built in 1925, 'Hacienda On Prospect' has architectural details found only in early Florida homes. Beautiful hardwood floors and custom decorating accent the arched windows and living room with brick fireplace.... View all property information
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    Location Information
    Clearwater, Florida 33756
    5 of 5 stars Reviewed January 10, 2015
    La casa muy cómoda, muy confortable, nos sentíamos como en casa, tenia todo como esta descripta, hermosa la decoración, cerca de la playa , la zona muy linda se puede caminar por...
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    4.5 of 5 stars (4) Very good
    1 Bedroom / 1 Bathroom / Sleeps 4
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    • Air Conditioning
    • Dryer
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
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    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Elder access
    • x
    About this property
    Pelican Pointe condominiums directly across the street from powdery white sands and the gulf of mexico waters located in the heart of popular clearwater beach. Just 3 blocks from Pier 60 and walking distance to all local attractions, eateries and beach shops. Fully furnished studio with 1 queen... View all property information
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    Location Information
    Clearwater, Florida 33767
    4 of 5 stars Reviewed April 24, 2015
    My boyfriend and I took a week vacation this April in Clearwater Fl. The room we stayed in was the most convenient location for what we were looking to do. Dozens of restaurants...
    5 of 5 stars Reviewed November 8, 2014
    We stayed here for the first week of November. We came down from Indiana and the environment down here is awesome! The room was perfect for us! The room came with everything one...
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    1 Bedroom / 1 Bathroom / Sleeps 3
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    • Gym
    • Shared Outdoor Pool...
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Elder access
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    About this property
    This is a one bedroom one bath newly renovated luxurious condo with a full kitchen, bathroom, walk-in closet, large bedroom, and large living area. The kitchen is fully equipped with a microwave, toaster, coffee maker, large fridge, full stove, set of silverware, pots and pans, cups, and glasses.... View all property information
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    Clearwater, Florida 33756
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    2 Bedrooms / 2 Bathrooms / Sleeps 4
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    • Balcony
    • Dishwasher
    • Grill
    • Gym
    • Ocean Views
    • Pool Table
    • Satellite TV
    • Shared Outdoor Pool...
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Elder access
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    About this property
    Breath-taking views. Great beachfront location. Proximate to all of the best attractions in Clearwater Beach. 2-bedroom, two bathroom, fully-furnished, tastefully decorated. A home-away-from-home. Private beach, heated pool, barbeque-picnic area, exercise room, sauna. There is a 30-Day... View all property information
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    Location Information
    Clearwater, Florida 33767
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    4.5 of 5 stars (6) Very good
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Private Beach
    • Satellite TV
    • Shared Outdoor Pool...
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Elder access
    About this property
    Directly on Beach. This two bedroom two bath property is located on Sand Key, Clearwater in Florida. It has excellent views of the Gulf of Mexico and the lights of Clearwater at night. This unit has a queen bed in the master bedroom, two twins in the guest bedroom, and a sleeper sofa in the living... View all property information
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    Location Information
    Clearwater, Florida 33767
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    1 / 66
    4.5 of 5 stars (3) Very good
    2 Bedrooms / 1 Bathroom / Sleeps 4
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Gym
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
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    • Elder access
    • ?
    About this property
    Please can you read the whole ad before you E-mail me Thank you...Please note ( MINIMUM 4 MONTHS ).rental for the winter months only..Complex 12 acres with 180 units with club house, laundry facilities, exercise room, heated pool and shuffle board. Walking distance to grocery store, drug store,... View all property information
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    Location Information
    Clearwater, Florida 33755
    5 of 5 stars Reviewed May 14, 2015
    Owners were great, all went well, condo was very nice and would rent again! We stayed a week, there is nice shops and lots of restaurant choices....loved it
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    4 of 5 stars (9) Very good
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    travelers have booked this property
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Internet Access
    • Shared Outdoor Pool...
    • Washer
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    About this property
    This cozy villa has 2 bedrooms and 2 bathrooms. The kitchen is newly renovated, fully-equipped and overlooks the diningroom and livingroom. Having an open concept villa makes it easy to entertain and to talk to family and friends. There is a sunroof in the livingroom and ceiling fans in all the... View all property information
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    Location Information
    Clearwater, Florida 33765
    4 of 5 stars Reviewed March 2, 2015
    This villa was clean, it looked like the pictures. I did feel like we was invading someone elses private space. It is located in a good central spot, few miles from beaches and...
    3 of 5 stars Reviewed February 13, 2015
    This villa is so close to stores, theaters, attractions. We loved going to Clearwater Beach especially Palm Pavillion with great sunsets and wonderful food......only 15-20...
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    $231
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    2 Bedrooms / 2 Bathrooms / Sleeps 4
    traveler have booked this property
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    • Air Conditioning
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    About this property
    Cozy 2 bedroom, 2 bath, fully furnished condo in Clearwater, Florida. This is a lovely, quiet, 55 and older community, so at least one of the renters must be 55 or older. There is a 3 month minimum rental period per the condo association.. Discounts offered for stays of 6 months or more. Pets... View all property information
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    Location Information
    Clearwater, Florida 33756
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    $60
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    1 / 13
    5 of 5 stars (1) Excellent
    1 Bedroom / 1 Bathroom / Sleeps 2
    traveler have booked this property
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Gym
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • x
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    • Elder access
    • ?
    About this property
    This newly renovated first floor condo is your perfect vacation oasis. This property is very well situated. We are located only 3.5 miles from Clearwater Beach - voted most beautiful beach in the USA in 2013. Several restaurants, a shopping center and a supermarket (Publix) are located within a... View all property information
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    Location Information
    Clearwater, Florida 33756
    5 of 5 stars Reviewed April 26, 2015
    This was our first time renting directly from an owner and we were hesitant, but after talking to Robert and seeing the on line tour we knew it was going to be a great fit. I was...
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    $250
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    1 / 28
    5 of 5 stars (9) Excellent
    3 Bedrooms / 3 Bathrooms / Sleeps 6
    Overview Reviews (9) Make Inquiry
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Grill
    • Internet Access
    • Shared Outdoor Pool...
    • Washer
    • Waterfront
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    About this property
    Luxurious (Former Model Home) Clearwater Beach townhome (sleeps 6 maximum). Located on the intracoastal with a private dock for your enjoyment.... just a short 5 minute walk to the main beach area! This vacation home is approximately 2,400 sq ft., and is beautifully furnished. It offers amazing... View all property information
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    Clearwater, Florida 33767
    4 of 5 stars Reviewed August 10, 2014
    This townhouse was very spacious and well-equipped. It was updated and had modern stainless steel appliances and granite countertops. The master suite was "to die for". It was...
    4 of 5 stars Reviewed December 18, 2012
    A nice, well appointed, clean, quiet townhome in a very practical area of Clearwater Beach. Our November stay had excellent weather and we could really enjoy the rooftop terrace...
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    $400
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    1 / 13
    5 Bedrooms / 3 Bathrooms / Sleeps 10
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    • Pets allowed
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    • Suitable for children
    • x
    • x
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    About this property
    Beautiful Beach House only 34 Steps to the Sand! Private home located on the North End of the Island of Clearwater Beach. This five Bedroom, three bath home sleeps 14 and has beautiful tropical landscaping. Professionally decorated and furnished with all the comforts of home. This home is privately... View all property information
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    Location Information
    Clearwater, Florida 33767
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    $1,795
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    1 / 16
    5 of 5 stars (5) Excellent
    4 Bedrooms / 3 Bathrooms / Sleeps 10
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Hot Tub
    • Internet Access
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    SPRING BREAK IS NEARLY FULL AND SUMMER IS BEGINNING TO GET FILLED UP, SO LOCK IN YOUR DATES WHILE THEY ARE STILL AVAILABLE Phone calls are welcome: George (717) 512-9053 This is the perfect place for the entire family. Located in upscale North Clearwater Beach, this 4 bedroom and 2 1/2 bath... View all property information
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    Location Information
    Clearwater, Florida 33767
    5 of 5 stars Reviewed September 4, 2012
    I stayed with my extended family over this past Labor Day weekend and it was great. The rooftop at night was amazing - gorgeous views of the Gulf and the Intracoastal. The kitchen...
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    $1,200
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    2 Bedrooms / 2 Bathrooms / Sleeps 6
    travelers have booked this property
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • ?
    About this property
    We are offering a beautiful, newly updated and fully furnished condominium for you to rent in Clearwater, Florida, beginning January 2015! Our location is in Hammock Pines, a gated community just 20 minutes from Clearwater Beach, voted Florida's Best Beach of 2013. Many wonderful shopping, dining... View all property information
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    Location Information
    Clearwater, Florida 33761
    From
    $450
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    1 / 18
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    Overview Make Inquiry
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Grill
    • Hot Tub
    • Internet Access
    • Pool Table
    • Safe
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    About this property
    Royal Pines Condos is quiet and off the main road surrounded by large shady pine trees. It is located conveniently west of Highway 19 on East Bay Drive, it is a very convenient location in central Clearwater. Close to East Bay Golf Club, and to local shopping and AMC theatre. Royal Pines is also... View all property information
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    Location Information
    Clearwater, Florida 33764
    From
    $595
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    1 / 12
    5 of 5 stars (13) Excellent
    1 Bedroom / 1 Bathroom / Sleeps 2
    Overview Reviews (13) Make Inquiry
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    • Air Conditioning
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    • Washer
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    What a great place for a couple. Our tropical Mango Tango, one bedroom, one bathroom vacation rental is part of a 7 Condo resort complex located on the quiet Cyprus Avenue behind the Chapel By The Sea Church. These beautiful homes are landscaped together in a tropical garden, with palm trees and... View all property information
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    Location Information
    Clearwater, Florida 33767
    5 of 5 stars Reviewed May 19, 2015
    We rented the Mango Tango unit. It is small but had everything that we needed. It was like a hotel room with an attached full kitchen. Excellent value for what we paid and we...
    5 of 5 stars Reviewed August 11, 2014
    Mango Tango was perfect for my husband a me. We walked to the beach and shops every day. We rented a car because we needed to do some family visiting but if you are just staying...
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    $3,000
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    1 / 19
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Inquiry
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Hot Tub
    • Internet Access
    • Ocean Views
    • Safe
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    About this property
    Spend a relaxing vacation on beautiful Sand Key Beach!! This condo has unobstructed views of both the Gulf of Mexico and the intercoastal waters of Clearwater. A short walk from the Shoppes of Sand Key across the street. ****We are no longer accepting bookings through Flipkey. Please see our... View all property information
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    Location Information
    Clearwater, Florida 33767
    From
    $725
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    1 / 17
    5 of 5 stars (40) Excellent
    2 Bedrooms / 1 Bathroom / Sleeps 5
    Overview Reviews (40) Make Inquiry
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    • Air Conditioning
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    November specials as low as $695. The Orange Blossom, 2 bedroom, 1 bath vacation rental is part of a 7 cottage resort located on the quiet Cyprus Avenue behind the Chapel By The Sea Church on Clearwater Beach. Email now for best selection. These beautiful homes are landscaped together in a... View all property information
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    Location Information
    Clearwater, Florida 33767
    5 of 5 stars Reviewed April 17, 2015
    We actually stayed in the Coconut Cabana. Our family had an amazing vacation! We walked everywhere! Theresa and Max are great and have thought of everything to make you feel...
    4 of 5 stars Reviewed March 28, 2015
    Stayed here for a week at the end of March. Booking the rental was easy via email and had great communication with Teresa via email and during our stay. Check in and check out...
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    $90
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    1 / 10
    5 of 5 stars (2) Excellent
    2 Bedrooms / 1 Bathroom / Sleeps 6
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    About this property
    Vacation in this spacious (950 square ft) 2 bedroom, 1 + 1/2 half bath condo, just a short 2 1/2 minute walk to the sands of Clearwater Beach. This condo is in a smaller 10 unit building. The living room has 1 queen sleeper sofa. It also has a full kitchen with all appliances and dishes. A... View all property information
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    Location Information
    Clearwater, Florida 33767
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    $150
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    1 / 21
    5 of 5 stars (6) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    Overview Reviews (6) Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dryer
    • Grill
    • Hot Tub
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    Come find Serenity on Sand Key. Enjoy relaxing in your fully equipped, 12th floor condo. With water views from every room, this condo is located directly on the pristine white sands of Clearwater's finest, most private beach. Sand Key Beach is the perfect getaway from the Clearwater Beach crowds!... View all property information
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    Location Information
    Clearwater, Florida 33767
    5 of 5 stars Reviewed November 13, 2014
    Jack and Carrie are easy to contact and helpful. The beach at Sand Key is much deeper than most others. The color of the water is eye catching. The unit is located 1/2 mile south...
    5 of 5 stars Reviewed October 13, 2014
    Serenity on Sand Key was an ideal home for our working vacation. The condo was convenient, beautifully equipped, and pristine. The owners communicated with us before, during...
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    $1,600
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    1 / 13
    5 of 5 stars (5) Excellent
    3 Bedrooms / 3 Bathrooms / Sleeps 6
    Overview Reviews (5) Make Inquiry
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    About this property
    Clearwater Beach Florida 2,000+ sq. ft. upscale 3-bedroom condo for rent between $1,250-2,000 per week (minimum 14 night stay), depending on time of year (monthly rates also available). This spacious and elegantly furnished condo overlooks the water and each of its large bedrooms (king and queen... View all property information
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    Location Information
    Clearwater, Florida 33767
    5 of 5 stars Reviewed June 30, 2013
    This is the 3rd year we have stayed in this condo and love it!!! It is very spacious, clean and has all the essentials and amenities that you need. The location is stunning and...
    5 of 5 stars Reviewed June 10, 2012
    I just returned from a week stay with my husband, parents, and 7 yr old daughter. I am so glad that we rented this condo - it was even better than I imagined! The 3...
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    $855
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    1 / 16
    4.5 of 5 stars (31) Very good
    2 Bedrooms / 2 Bathrooms / Sleeps 5
    Overview Reviews (31) Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    • Washer
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    Our Tangerine Dream vacation rental is part of a family friendly 7 cottage resort located on the quiet Cyprus Avenue behind the Chapel by the Sea Church on the Island of Clearwater Beach. These beautiful homes are landscaped together in a tropical garden, with 2 heated pools, patio, and all... View all property information
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    Location Information
    Clearwater, Florida 33767
    5 of 5 stars Reviewed March 25, 2015
    We had the pleasure to stay at Tangerine Dream in December. The two bedroom and pull out sofa are pefect for a small group. The full kitchen and 2 bathrooms made our stay...
    5 of 5 stars Reviewed November 3, 2014
    This was a clean comfortable home from home with a warm welcome from the owners. Perfect for a beach vacation as you are within a 5-10 minute walk to the white sands of Clearwater...
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    $100
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    1 / 21
    4.5 of 5 stars (67) Very good
    1 Bedroom / 1 Bathroom / Sleeps 4
    Overview Reviews (67) Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Housekeeping...
    • Internet Access
    • Ping Pong Table
    • Safe
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    About this property
    We are proud to announce that our unit was awarded a 2014 Trip Advisor Certificate of Excellence. This prestigious award is based on the quality of reviews and opinions earned from our past guests, many of which return year after year. In addition, we were recently designated as a Clearwater Beach... View all property information
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    Location Information
    Clearwater, Florida 33767
    5 of 5 stars Reviewed May 11, 2015
    I stayed here with 2 of my girlfriends and we loved the location! It's south of Clearwater Beach but still walking distance to everything north. The ladies who cleaned our room...
    5 of 5 stars Reviewed November 19, 2014
    Pelican pointe is a lovely place! Easy to get to....right across from the beach! My family and I enjoyed the surrounding area as well. As for our room...we were more than...
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    $138
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    1 / 18
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Inquiry
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Hot Tub
    • Internet Access
    • Shared Outdoor Pool...
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    This is the vacation spot where everything is just a walk away! Leave your car parked in the reserved spot, and enjoy your walks! Walk to all restaurants and activities in Clearwater Beach! Steps to famous white sandy beaches of Clearwater! Views from this end unit are gorgeous! Both... View all property information
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    Location Information
    Clearwater, Florida 33767
    From
    $159
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    1 / 18
    4.5 of 5 stars (8) Very good
    1 Bedroom / 1 Bathroom / Sleeps 4
    Overview Reviews (8) Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Grill
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    About this property
    Camelot Beach resort under new management won the coveted 'White Glove Award' for cleanliness from the prestigious Superior Small Lodging Association. Congratulations Camelot for also winning the TripAdvisor Service Excellence Award for 'Guest Satisfaction', ' Room amenities' and ' Best Overall... View all property information
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    Location Information
    Clearwater, Florida 33767
    3 of 5 stars Reviewed March 30, 2014
    The staff and the location were great. The pool was surrounded by the rooms so when people smoked there was nowhere for the smoke to go. The room was stocked with the...
    4 of 5 stars Reviewed March 3, 2014
    This was a great spot to stay at. The beach was right across the street, which was perfect. There were a couple of gas stations right near by which was nice to grab snacks...
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    $200
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    1 / 30
    4.5 of 5 stars (11) Very good
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (11) Make Inquiry
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • ?
    About this property
    SPECIAL OFFER!!! ---- $250 OFF! --- THE WEEK OF 3/7/15 --- up to 6 people ---- CALL NOW! This TRANQUIL, SPACIOUS yet COMFORTABLE, 8-ROOM, TROPICAL HAVEN has 3 splendid bedrooms and 2 bathrooms. The strikingly, BEAUTIFUL, fenced, backyard has an inviting 15' x 30' POOL, surrounded by exquisite... View all property information
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    Location Information
    Clearwater, Florida 33765
    3 of 5 stars Reviewed March 10, 2015
    Appreciated the organization and quick responses when booking and arriving. House is nice and simple and was clean upon arrival. We'd never been to Clearwater so didn't know the...
    4 of 5 stars Reviewed August 19, 2014
    We liked Tropical Haven - a quirky 60s' style house with multiple little rooms, Florida room and most important, the pool!! Linda (our contact) was very good to work with when we...
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    1 / 23
    4.5 of 5 stars (13) Very good
    1 Bedroom / 1 Bathroom / Sleeps 4
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Hot Tub
    • Internet Access
    • Private Fishing...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    About this property
    Your own home away from home with plenty of space and privacy, ideally located on Florida's Gulf Coast just minutes from many of America's best beaches and situated on the shores of beautiful Lake Tarpon, just north of Clearwater. Shared pool and Jacuzzi. Computer with free high-speed Internet... View all property information
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    Location Information
    Clearwater, Florida FL34684
    5 of 5 stars Reviewed May 21, 2015
    Wow thank you both for letting us stay in this lovely well equipt Condo, close to so many wonderful places, already been on bike along pinallis trail, rented a boat on lake...
    5 of 5 stars Reviewed May 8, 2015
    Tarpon Villas is a wonderful place to stay. This was our second trip and it was just amazing. The apartment has everything you could wish for a "home away from home". Very clean...
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    $325
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    1 / 20
    5 of 5 stars (16) Excellent
    3 Bedrooms / 2 Bathrooms / Sleeps 7
    Overview Reviews (16) Make Inquiry
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Hot Tub
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    The Ultimate Florida vacation awaits you at this million $ baby: 'A Piece of Heaven' with 80ft lap pool, jacuzzi and tiki hut. This 5 star private executive residence is located right on the Gulf of Mexico in the secluded Baileys Bluff area. Watch the spectacular sunsets in awe! Be amazed as the... View all property information
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    Location Information
    Clearwater, Florida 34683
    5 of 5 stars Reviewed May 1, 2015
    A large home to relax - plenty of space for a family. The view of the Gulf is amazing. Situated in a quiet neighborhood, you can relax and get away from the city. The owner...
    5 of 5 stars Reviewed March 22, 2015
    We had a wonderful vacation here and we cannot say enough about how much we enjoyed ourselves. It was even better than we had expected! The house has plenty of room(we were a...
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    $96
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    1 / 21
    5 of 5 stars (1) Excellent
    Studio / 1 Bathroom / Sleeps 3
    Overview Reviews (1) Make Inquiry
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    Unique corner studio condo with extra large windows for direct waterfront and marina views. All the comforts of home. A new mini-split Heat Pump AC installed. Very quiet and efficient. No more noisy motel AC units. A quick walk to all the amenities Clearwater Beach has to offer. Watch the... View all property information
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    Location Information
    Clearwater, Florida 33767
    5 of 5 stars Reviewed August 28, 2014
    What a wonderful location. Just down the street from the busy areas of the beach. There is a bike rack that you can use so I recommend that you bring your bike. The apartment...
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    $186
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    1 / 19
    5 of 5 stars (2) Excellent
    2 Bedrooms / 1 Bathroom / Sleeps 4
    Overview Reviews (2) Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Hot Tub
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    The Cabana Spa and Beach House is located directly across the street from the beach. Walk through your own private entrance to the beach and enjoy a beautiful sunset. This allows families who travel together to still have privacy and yet be together at the same time. It's perfect for grand... View all property information
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    Location Information
    Clearwater, Florida 33767
    5 of 5 stars Reviewed April 1, 2012
    This was the first time we have stayed in a vacation rental, so we were not really sure what to expect. The owner was extremely helpful and the website is true to fact. The...
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    From
    $350
    / Night
    View Details
    1 / 13
    3 Bedrooms / 2 Bathrooms / Sleeps 10
    Overview Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Grill
    • Gym
    • Ocean Views
    • Satellite TV
    • Sauna
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • Wheelchair access
    • Elder access
    About this property
    Experience the ease of resort living at Mandalay Beach Club, Clearwater Beach's premier property, located on the powder white sands and calming azure waters of the Gulf of Mexico. Our three-bedroom condo offers any visitor to Clearwater Beach two important advantages: a quiet setting with... View all property information
    Make Inquiry
    Location Information
    Clearwater, Florida 33767