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Vacation Rentals in Oldsmar, FL and nearby

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    All 335 Rentals in the Oldsmar Area
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    From
    $500
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    1 / 7
    4.5 of 5 stars (6) Very good
    Oldsmar
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    traveler have booked this property
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    $100
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    1 / 8
    Oldsmar
    1 Bedroom / 1 Bathroom / Sleeps 2
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    From
    $93
    / Night
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    1 / 6
    Oldsmar
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    $5,180
    / Month
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    1 / 19
    Oldsmar
    2 Bedrooms / 2 Bathrooms / Sleeps 4
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    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Gym
    • Hot Tub
    • Internet Access
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    A stunning selection of color and style all situated against the sparkling backdrop of the Gulf of Mexico. This 2BD/2BA residence is elevated to the 8th level above the white sands of the private Longboat Key beaches. This beach facing unit also offers views of the Longboat Key Islandside golf... View all property information
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    The following rentals are within 10 miles of Oldsmar, Florida.

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    1 / 15
    4.5 of 5 stars (4) Very good
    Palm Harbor
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    traveler have booked this property
    Overview Reviews (4) Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • 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
    PLEASE CONTACT ME TO SEND YOU A SPECIAL OFFER FOR MONTHLY RATES. THERE IS A GLITCH IN THE FLIPKEY RATE CALCULATOR WHEN QUOTING MONTHLY RATES! Our Beautiful Villa is on the beautiful Gulf coast of Florida, located in in a seaside community near Clearwater at the Gulf of Mexico near unspoiled... View all property information
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    4 of 5 stars Reviewed January 25, 2015
    We really enjoyed the quiet, relaxed ambiance of the property, the “Old Florida” feel of the local area and the convenient location, a short drive to a gorgeous, unspoiled beach...
    4 of 5 stars Reviewed January 2, 2015
    We stayed here over Christmas. The condo was clean and the decor is updated and welcoming. Entry and all living space is on second floor so be prepared to carry your suitcases up...
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    $438
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    1 / 14
    Dunedin
    2 Bedrooms / 1 Bathroom / Sleeps 5
    Overview Make Inquiry
    Amenities & Details
    • Balcony
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Ocean Views
    • Safe
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    Get away to a quaint, quiet, well-built bargain of a holiday cottage. You'll likely want to read a book on the “dock” deck overlooking a tranquil pond that hosts a nearly private island. The well-insulated newly-updated air-conditioned cottage accommodations include two comfortable queen size... View all property information
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    $325
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    1 / 16
    4.5 of 5 stars (7) Very good
    Clearwater
    3 Bedrooms / 2 Bathrooms / Sleeps 10
    travelers have booked this property
    Overview Reviews (7) Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dryer
    • Grill
    • Ocean Views
    • Satellite TV
    • Shared Outdoor Pool...
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    This beach house is a 3 bedroom 2 bath beach home that sleeps up to 10 people and the beach is just a 30 seconds walk away. The porch which surrounds the house on the north and west side, gives you an extended view of the beach and the Gulf of Mexico. You will spend many hours enjoying this... View all property information
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    5 of 5 stars Reviewed December 31, 2013
    We enjoyed this wonderful house for a week. Perfect place to stay. Place is well maintained and tastefully decorated. The location is outstanding, close to the beach and downtown...
    5 of 5 stars Reviewed August 19, 2012
    I can't say enough about this beach house and its owners Angel & Linda there the best,and Linda,sorry about all the time i bugged you about for stupid things. The Beach house and...
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    $165
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    1 / 15
    5 of 5 stars (9) Excellent
    Clearwater
    Studio / 1 Bathroom / Sleeps 2
    travelers have booked this property
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    Amenities & Details
    • Air Conditioning
    • Grill
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    • Washer
    • Water Views
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    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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    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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    $178
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    1 / 26
    Clearwater
    2 Bedrooms / 1 Bathroom / Sleeps 6
    traveler have booked this property
    Overview Make Inquiry
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • 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. This condo has a great location. The beach is just down the block, a one minute walk to the sugar... View all property information
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    $165
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    1 / 9
    5 of 5 stars (9) Excellent
    Clearwater
    1 Bedroom / 1 Bathroom / Sleeps 2
    travelers have booked this property
    Overview Reviews (9) 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
    • x
    • x
    • Wheelchair access
    • Elder access
    • ?
    About this property
    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. A well appointed large size studio with a large walkin shower, kingsize bed, central heat and air, nice new kitchen with ceramic cooktop and a 40' HD LED TV/with cable... View all property information
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    5 of 5 stars Reviewed April 20, 2015
    This compact studio apartment had everything we needed for the first week of our holiday especially the sand and sea on our doorstep. The beach is one of the best we have ever...
    3 of 5 stars Reviewed February 4, 2015
    This rental is one house with three separate quarters. We stayed in bottom floor unit with windows facing the front street and side. The owners live across the street in the high...
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    1 / 24
    4.5 of 5 stars (6) Very good
    Clearwater
    Studio / 1 Bathroom / Sleeps 4
    travelers have booked this property
    Overview Reviews (6) Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    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 Tiki bars behind the hotels (By IHOP). It's about a 2 minute walk. Florida Free Rides will also drive you to the beach or anywhere you like... View all property information
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    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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    $85
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    1 / 28
    4.5 of 5 stars (5) Very good
    Clearwater
    Studio / 1 Bathroom / Sleeps 4
    travelers have booked this property
    Overview Reviews (5) Make Inquiry
    Amenities & Details
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Safe
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • Wheelchair access
    • Elder access
    • x
    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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    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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    $70
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    1 / 18
    5 of 5 stars (1) Excellent
    Clearwater
    1 Bedroom / 1 Bathroom / Sleeps 3
    travelers have booked this property
    Overview Reviews (1) Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Grill
    • Internet Access
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • 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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    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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    $65
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    1 / 20
    4 of 5 stars (6) Very good
    Clearwater
    Studio / 1 Bathroom / Sleeps 3
    travelers have booked this property
    Overview Reviews (6) Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Internet Access
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • Wheelchair access
    • Elder access
    • ?
    About this property
    Cute, studio cottage in a quiet neighborhood. 4.6 miles from Clearwater Beach. Visit downtown Dunedin--Tampa Bay's best kept secret! A short 1-1/2 walk. Get the Jolly Trolley from there to Tarpon Springs and other cool stuff. Full kitchen (stove, fridge, double sink, microwave). The cottage... View all property information
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    3 of 5 stars Reviewed April 18, 2015
    The cottage was exactly as pictured and the owner was very quick to respond to all of our needs in the booking process. Check in was simple and the cottage was clean. My only...
    4 of 5 stars Reviewed September 21, 2014
    Very cute little cottage. Close to the beach.Perfect for one or couple looking to be out of typical hotel scene. Lovely garden and surroundings.Would definitely rebook.
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    $681
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    1 / 16
    Dunedin
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    Overview Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Gym
    • Internet Access
    • Shared Outdoor Pool...
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Spacious, Open Plan, 2 Bed, 2 Bath Cottage Close To Wonderful Downtown Dunedin,Large Roomy. Open Plan House 2 Bed, 2 Full Bathrooms.Everything needed for a great holiday Fully furnished large manufactured home. Wooden floors and modern decor and furniture throughout. 2 large bedrooms, one with... View all property information
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    $4,200
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    1 / 116
    5 of 5 stars (10) Excellent
    Tarpon Springs
    5 Bedrooms / 3 Bathrooms / Sleeps 10
    traveler have booked this property
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    Amenities & Details
    • Dishwasher
    • Grill
    • Hot Tub
    • Internet Access
    • Ping Pong Table
    • Private Outdoor...
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    Vacation Like a Millionaire at this Modern Construction 5 bedroom 3 bath Luxury Waterfront Home with Private Heated Pool, Hot Tub/Spa, and Private Boat Dock in Tarpon Springs. If you are seeking a truly upscale Florida vacation experience....Here are the Top 10 Reasons to Consider this luxury... View all property information
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    5 of 5 stars Reviewed April 6, 2015
    This beautiful home has all you need! Equipped with pool/beach toys, toys for little ones and adults this house caters to all. We stayed in Tarpon Springs from 3/28/15-4/2/15 and...
    5 of 5 stars Reviewed April 3, 2015
    My husband and I along with our four children and future daughter-in-law spent a week in this beautiful home. We wanted to spend Christmas with my husband's parents who live in...
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    $114
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    1 / 21
    4.5 of 5 stars (8) Very good
    Clearwater
    Studio / 1 Bathroom / Sleeps 2
    travelers have booked this property
    Overview Reviews (8) Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Fully furnished efficiency in a resort, steps from the water, a block from The Sand Pearl, one of Clearwater Beach's premiere 5 star resorts. Dock your boat at one of our 2 deep water boat slips (depending upon availability) and enjoy the amenities of being on land. Resort amenities include... View all property information
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    5 of 5 stars Reviewed April 11, 2015
    Stayed for a week with my husband. We are early 50s but it is perfect for any age group, as the beach, restaurants, bars etc. are all close by. Coral resort has a lovely cosy...
    5 of 5 stars Reviewed August 8, 2014
    My husband and I stayed in c4. Everything was perfect except for the bed. We are in our 20s and were so sore from the bed and pillows. Everything thing else was perfect. We would...
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    $99
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    1 / 11
    4 of 5 stars (3) Very good
    Clearwater
    Studio / 1 Bathroom / Sleeps 2
    travelers have booked this property
    Overview Reviews (3) Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    • Washer
    • Waterfront
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Fully furnished water view efficiency in a resort in beautiful Clearwater Beach. Unit boasts a Queen size murphy bed, couch, 32' flat screen television, fully equipped kitchen in a resort on the inter coastal complete with BBQ area, patio, heated swimming pool and boat dock. It is completely... View all property information
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    4 of 5 stars Reviewed August 16, 2014
    The manager made herself available and helped us with baggage, settling in our condo upon our late arrival and throughout our stay. The condo was spotlessly clean and well...
    5 of 5 stars Reviewed October 11, 2014
    Wir sind gerade abgereist und würden am Liebsten wieder zurückkehren. Das Apartment und die ganze Anlage ist zwar nicht mehr die Neueste, aber super gepflegt und absolut...
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    $300
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    1 / 40
    5 of 5 stars (5) Excellent
    Clearwater
    4 Bedrooms / 2 Bathrooms / Sleeps 10
    travelers have booked this property
    Overview Reviews (5) Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Private Outdoor...
    • Washer
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    http://www.clearwatervacationhouse.com my website This home has been completely renovated from wall to wall and ceiling to floor and done with extreme quality and craftsmanship!! Features include wood cabinets, granite countertops & SS appliances; dual vessel sinks in master bath with huge walk-in... View all property information
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    5 of 5 stars Reviewed March 29, 2015
    We stayed here as a group of 6 adults and a baby back in October. The villa was safe & very clean (apart from the BBQ which unfortunately we couldn't use). Irina was fantastic...
    5 of 5 stars Reviewed September 18, 2014
    Really liked accomadation,covered all my familys needs,owners were very helpful and so easy to book.Any queries we had got an immediate reply from Irina.Thank you so much if we go...
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    1 / 21
    Palm Harbor
    1 Bedroom / 1 Bathroom / Sleeps 4
    Overview Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Hot Tub
    • Internet Access
    • Safe
    • Satellite TV
    • Shared Outdoor Pool...
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    How do you describe a vacation in a place that offer everything you need? A clean, quiet and with a great location be your home away from home.This is what we have to tell you about this unic unit on Lake Tarpon in Florida............... It is one bedroom with one bath one Florida room and a... View all property information
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    $160
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    1 / 27
    5 of 5 stars (7) Excellent
    Clearwater
    4 Bedrooms / 2 Bathrooms / Sleeps 10
    travelers have booked this property
    Overview Reviews (7) Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Safe
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    http://www.clearwatervacationhouse.com my website Please visit www.vacationhomerentals.com/70982 to read reviews on my property. Clean, bright 4 bedrooms, 2 bathrooms house in downtown Clearwater, about 3 miles from Clearwater Beach. THERE ARE 3 QUEEN SIZE BEDS,1 FULL AND 2 ROLLAWAY TWIN SIZE... View all property information
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    5 of 5 stars Reviewed June 16, 2014
    The house is very nice and very clean. All of the rooms were the right size and the lay out of the home was very convenient. Even though it was about three miles from the beach...
    5 of 5 stars Reviewed August 5, 2013
    My family and my sister's family stayed at Irina's house for a long weekend in March. We had not spent time together as families in a while, and wanted to find a fun and relaxing...
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    1 / 20
    5 of 5 stars (15) Excellent
    Clearwater
    2 Bedrooms / 1 Bathroom / Sleeps 5
    Overview Reviews (15) Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    • Washer
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    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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    5 of 5 stars Reviewed April 11, 2015
    This place was perfect for us. It is clean and very well maintained. We had our son and daughter in law and two grandchildren with us. The pool area right out the back door was...
    5 of 5 stars Reviewed March 30, 2015
    The property was clean and well maintained. Theresa and Max checked with us to make sure everything was to our satisfaction. The location to the beach was perfect, less than a...
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    1 / 9
    4 of 5 stars (3) Very good
    Clearwater
    1 Bedroom / 1 Bathroom / Sleeps 2
    travelers have booked this property
    Overview Reviews (3) Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    • 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
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    3 of 5 stars Reviewed February 22, 2015
    We never did see Bruce but he would respond when called. It is cute and clean and the kitchen was well equipped. We had to leave a day early though as my wife had an asthma attack...
    5 of 5 stars Reviewed July 9, 2014
    My 15-year old daughter and I visited Clearwater for 5 nights and thoroughly enjoyed our stay. We rented a car so we could tour the area and the beaches. The apartment was...
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    5 of 5 stars (3) Excellent
    Palm Harbor
    1 Bedroom / 1 Bathroom / Sleeps 4
    travelers have booked this property
    Overview Reviews (3) Make Inquiry
    Amenities & Details
    • Balcony
    • Dishwasher
    • Dryer
    • Hot Tub
    • Safe
    • Satellite TV
    • Shared Outdoor Pool...
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    How do you describe a vacation in a place that offer everything you need? A clean, quiet and with a great location be your home away from home.This is what we have to tell you about this unic condo on Lake Tarpon in Florida............... Only 30 min away from Tampa International Airport, (TIA)... View all property information
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    5 of 5 stars Reviewed February 8, 2015
    The condo was beautiful, comfortable, and filled with so many finishing touches; making it feel like home. The location is central to everything; restaurants and shops are a hop...
    5 of 5 stars Reviewed August 3, 2014
    The property is very well kept. The rental was extremely nice. We have stayed in very nice hotels and rentals and this rental beats all of them. The rental even had lounge...
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    5 of 5 stars (5) Excellent
    Clearwater
    3 Bedrooms / 2 Bathrooms / Sleeps 6
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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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    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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    5 of 5 stars (4) Excellent
    Clearwater
    1 Bedroom / 1 Bathroom / Sleeps 4
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    About this property
    Newly renovated, superb condo at The Avalon complex in Clearwater, Florida. Avalon is a gated community only 5 minutes away from Clearwater Beach on the Gulf of Mexico - voted as the #1 Beach in the US in 2013. It is close to Florida's major attractions - Disney World, Universal Studios, SeaWorld... View all property information
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    5 of 5 stars Reviewed March 23, 2015
    If you’re reading this do yourself a favor and book this condo as soon as possible. You won’t regret your decision. The place it’s just wonderful and to our family it felt like...
    5 of 5 stars Reviewed November 3, 2014
    We were lucky enough to stay at Lavinia and George's condo from Oct 18-Oct 27. The photos do not do this place justice. It was very spacious and clean. The place was spotless when...
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    4.5 of 5 stars (2) Very good
    Clearwater
    3 Bedrooms / 2 Bathrooms / Sleeps 8
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    Tampa Bay Central Clearwater Vacation Home This amazing, newly updated 3 bedroom, 2 bathroom, privacy-fenced pool home is centrally located in Clearwater, Florida, less than 24 miles from Tampa International airport (east) or 11 miles from St. Petersburg Clearwater International Airport (south).... View all property information
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    4 of 5 stars Reviewed May 16, 2014
    I did not rent through flip key I rented through craigslist . I have not received my deposit back after being told it would be refunded a few weeks ago. The house is very nice...
    5 of 5 stars Reviewed April 23, 2014
    The apartment was nice and clean. Close to the beach and good for families with kids. We even found thebbeach chairs and an umbrella in the closet. It was nice.
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    5 of 5 stars (3) Excellent
    Clearwater
    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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    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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    5 of 5 stars (1) Excellent
    Clearwater
    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    The Space You'll love the historic charm of this 2-story Foursquare Bungalow home! Built in 1925, 'Dew Drop Inn' has architectural details found only in early Florida homes. Beautiful hardwood floors and custom decorating accent the living room with brick fireplace. This home has been completely... View all property information
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    5 of 5 stars Reviewed April 7, 2015
    We have just returned to the UK after staying at the Dew Drop Inn for three weeks and we would highly recommend this house to anyone wanting to holiday in Clearwater. The owners...
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    Clearwater
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    About this property
    Get ready for your best beach vacation ever! This luxury Mandalay Beach Club vacation home is located directly on Clearwater Beach…take in breathtaking sunsets right from your balcony. The Gulfside pool and spa will be your favorite place to relax and enjoy the picture-perfect white sands and... View all property information
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    5 of 5 stars (1) Excellent
    Clearwater
    2 Bedrooms / 1 Bathroom / Sleeps 4
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    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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    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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    5 of 5 stars (2) Excellent
    Clearwater
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    About this property
    Your looking for a beachfront property on the Gulf of Mexico that will suit you, family and/or friends. Don't look any further, you found it. My beach condo will satisfy any and all who are seeking to be where sand and water is all you see, the tropical beach and the waters of the Gulf of Mexico.... View all property information
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    5 of 5 stars Reviewed November 8, 2014
    I had an exceptional experience staying at this pristine condo located on the beautiful white sands of Clearwater Beach! Firstly the owner was great. Angel was very...
    5 of 5 stars Reviewed July 22, 2014
    Our stay at Seaside was wonderful, just what the doctor ordered! The condo was clean, well appointed with everything we needed. Beds were clean and comfy, kitchen had everything...
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    5 of 5 stars (6) Excellent
    Dunedin
    2 Bedrooms / 1 Bathroom / Sleeps 4
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    • Air Conditioning
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    • Pets allowed
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    • x
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    About this property
    Honeymoon Island Beach House - your waterfront home away from home! Come enjoy one of Florida's best kept secrets; go barefoot in your fully furnished waterfront villa complete with marble or bamboo floors, verandah or balcony, private dock, and out-door kitchen. Just outside your door are... View all property information
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    5 of 5 stars Reviewed August 2, 2014
    Dear Sharon, Thank you for taking so good care of us during our stay in your beautiful appartment! We enjoyed every minute. You are such a warm person and made us feel really...
    5 of 5 stars Reviewed July 23, 2014
    We stayed for the 4th of July with our family. The rooms are decorated beautifully and very clean. They have given you everything you could ever need in the kitchen and living...
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    Clearwater
    1 Bedroom / 2 Bathrooms / Sleeps 4
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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
    1 Bedroom / 1 Bathroom / Sleeps 4
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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
    3 Bedrooms / 3 Bathrooms / Sleeps 12
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    About this property
    Three-bedroom house convertible to four-bedrooms! The interior of this home offers a bright open floor plan with the following: spacious open living & dining space, master bedroom w/private bath, 2 guest bedrooms, updated hallway bathroom, updated kitchen w/dining nook, bright enclosed Florida... View all property information
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    Clearwater
    1 Bedroom / 1 Bathroom / Sleeps 4
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    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. 5 mi to Clearwater Beach and 1 mi to downtown Dunedin. Great front porch with a Key West style tin... View all property information
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    Tarpon Springs
    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    About this property
    Just minutes to the Gulf! Solitude at it's best! Peaceful, Tropical surroundings with gorgeous sunsets...This luxurious sanctuary is located just steps from the beautiful 'Sunset Beach' which connects to the warm waters of the Gulf of Mexico. Located within minutes to Fred Howard Park, Sunset... View all property information
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    Clearwater
    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    About this property
    The Space This home is in the Magnolia Park neighborhood which had many homes built in the 1920’s. It’s location is close to downtown Clearwater and has quick easy access to Clearwater Beach by car, bike trail, or trolley bus. Clearwater Beach was voted Best Beach Town in Florida, 2013, by USA... View all property information
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    Tarpon Springs
    1 Bedroom / 2 Bathrooms / Sleeps 2
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    About this property
    Gated Gulf Front Community Large one bedroom condo (approx 1,000 sq. ft.) on 1st floor, with a tropical Gulf view, in lovely Mariner Village. There are tennis courts, an inviting community pool and a clubhouse with a fitness room, in this beautifully maintained, gated community. Nearby beaches,... View all property information
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    Clearwater
    5 Bedrooms / 5 Bathrooms / Sleeps 15
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    About this property
    Big and beautiful 6000 SF home on direct waterfront on Clearwater Beach. WE can accommodate party's of 10 to 16 people . Large patio overlooking the water. Fishing, biking, boating, paddelboards, we have it it all. Large dock area with seating for large groups. Check out the pics we have posted and... View all property information
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    Clearwater
    2 Bedrooms / 1 Bathroom / Sleeps 5
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    About this property
    Beautifully appointed 2 bedroom villas direct waterfront with full kitchens and dining rooms. Enjoy the spectacular views of sunrise from your bedroom , living room or veranda !! Direct waterfront property with docks and large deck for outside dining, fishing, paddelboarding etc. Two bedroom... View all property information
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    Tarpon Springs
    4 Bedrooms / 3 Bathrooms / Sleeps 13
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    About this property
    2300 square foot home just remodeled in February 2015, including replacement of all furniture, appliances, and home furnishings. Georgeous pool with lounge chairs, BBQ grill and pit, bikes and kayaks included. Anclote River Park directly across with street with kids' playground, nature walking... View all property information
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    Clearwater
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    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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    Clearwater
    1 Bedroom / 1 Bathroom / Sleeps 3
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    About this property
    Newly furnished, modern, second floor condo in a gated community conveniently located close to shopping, dining, and entertainment. The famous Clearwater beach is only 4 miles away. The condo features an inviting living room with vaulted ceilings, a comfortable sofa sleeper and 51’ flat screen TV;... View all property information
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    1 / 9
    Dunedin
    2 Bedrooms / 2 Bathrooms / Sleeps 4
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    About this property
    Fully furnished large manufactured home. Wooden floors and modern decor and furniture throughout. 2 large bedrooms, one with ensuite bath/shower, separate family bathroom with walk in shower. Also has a Florida room/lanai with comfortable sofa. Outside is a covered car port and seating area and... View all property information
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    Palm Harbor
    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    About this property
    This is the best location in Pinellas County with over 30 acres of private community park including paved walking trails, 4 lighted tennis courts, basketball hoops, and playgrounds. Take a look at the map, your options are AWESOME. Google “Honeymoon Island State Park” an unspoiled natural... View all property information
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    1 / 11
    Clearwater
    1 Bedroom / 2 Bathrooms / Sleeps 4
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    About this property
    The Space This charming cottage is a comfortable get-away at a great price! Very clean - best value this close to beach - Queen bed in cottage - All linens are provided - Living room, dining room, new kitchen and full bath - Fully equipped kitchen with standard cookware and service for 4.... View all property information
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    5 of 5 stars (4) Excellent
    Clearwater
    1 Bedroom / 1 Bathroom / Sleeps 3
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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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    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...
    5 of 5 stars Reviewed February 9, 2015
    Hassle free stay great facilities. Overall clean but marked down cleanliness as the bathroom floor was a little dirty and when we pulled the blinds the sills were very dirty...
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    Clearwater
    1 Bedroom / 1 Bathroom / Sleeps 3
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    • Shared Outdoor Pool...
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    • x
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    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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