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Holiday Rentals near Point of Rocks

Siesta Key, Florida
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    Travellers to Siesta Key are booking July dates now. Secure your holiday rental today, and have the perfect trip.
    All 100 Rentals in Siesta Key
    8 Steps to the Sand of Siestas Best Beach! - Old Man and the Sea Inn (2)1 / 23
    (1)Excellent
    0.1 kilometres from Point of Rocks
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Beachfront Getaway in Siesta Key1 / 28
    (13)Very good
    0.2 kilometres from Point of Rocks
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    8 Steps to the Sand of Siestas Best Beach! - Old Man and the Sea Inn (1)1 / 29
    (1)Excellent
    0.1 kilometres from Point of Rocks
    2 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    Reserve now!  Beautiful Siesta key Beach1 / 24
    (4)Excellent
    0.4 kilometres from Point of Rocks
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Air Conditioning
    • Housekeeping Included
    • Washer
    • Wi-Fi
    • Waterfront
    • DVD Player
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 15 July 2017
    This is such a beautiful condo! Very comfortable and beautifully decorated. The beach is so nice and close. Wonderful time, highly recommend!!!
    Reviewed 19 June 2017
    Had a wonderful stay. The condo was located right off the beach and lots of restaurants nearby. Nice place
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    About this property
    I have tried to make this apartment as comfortable as your own home only at the beach. This unit has two bedrooms and two baths. It can accommodate six people with a king bed and two double beds. There are plenty of closet and dresser space, a fully-equipped kitchen, color TV's, VCR and/or DVD and...
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    Siesta Key, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    NEW EVERYTHING  Luxury 1 king Bedroom  Villa #4  Siesta Key Pool  JAN SPECIALS1 / 24
    (2)Excellent
    0.2 kilometres from Point of Rocks
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    About this property
    Luxury King 1 bedroom condo King Size - Double pillow top bed Ground floor Air conditioning Daily, Weekly, Monthly rates. Everything new 2017 Kitchen Coffee maker Toaster Microwave Stainless Steel fridge with ice maker Adults only 21 Years and over Heated swimming pool Free parking...
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    Siesta Key, Florida
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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    8 Steps to the Sand of Siestas Best Beach! - Old Man and the Sea Inn (3)1 / 23
    (20)Excellent
    0.1 kilometres from Point of Rocks
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Grill
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    • Balcony
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 9 April 2018
    Great location! Only steps to beach access. Our unit was very clean and had all we needed for 2 people. The owner Daniel, was great to work with. He always replied to any...
    Reviewed 22 November 2017
    The rental was perfect for my husband and I with our 2 dogs. Everything you could possibly need is in the cutely decorated unit. A plethora of towels, dishes, cups and even a...
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    About this property
    1BR (sleeps 4)- Perfect for travelers in search of uncomplicated seclusion. Brought to you by Gertrude Rentals! Located in the most “private” non-private beach neighborhood in Siesta Key, The Old Man and the Sea Inn can accommodate up to 24 guests and is a four unit Key West style home located...
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    Siesta Key, Florida
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    2 MINUTE WALK TO SIESTA BEACH!! (really)  1 MINUTE TO POOL.  GREAT VALUE!!!1 / 16
    (11)Very good
    0.3 kilometres from Point of Rocks
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Grill
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    • DVD Player
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    • Outdoor Dining Area
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    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 8 June 2017
    This jewel gets an A+ for the 4 C's: cleanliness, comfort, charm, and coastline. Quiet and peaceful. Kitchen, linen, & beach supplies all provided. Amazingly comfortable bed...
    Reviewed 15 August 2015
    Ideally situated 2 minutes from the beach, restaurants,shops and 7 eleven. Very clean accommodation has everything that you need but does need a little refurb ie furniture...
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    About this property
    GREAT Value !!! MVPROPERTIES AT SIESTA KEY Renovated and very conveniently located duplex villas at the beautiful Crescent Beach section of Siesta Key beach. We have (2) 2 bedroom 1 bath apartments. Each apartment sleeps up to 5 persons. Rent 1 apartment or both. The units are bright, updated,...
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    Siesta Key, Florida
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    8 Steps to Sand Path of Siesta's Best Beach! - Old Man and the Sea Inn (4)1 / 26
    (34)Very good
    0.1 kilometres from Point of Rocks
    2 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    • Patio
    • Balcony
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    • Waterfront
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    • Grill
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 12 April 2018
    Great location. Steps away from beach, short walk to restaurants, free shuttles to the village. Clean condo.
    Reviewed 12 September 2017
    We stayed for a long weekend and couldn't have been more pleased. Their team has thought of everything- all you need to do is sit back and enjoy the amazing location and town...
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    About this property
    A Gertrude Rentals Property! Rated 'The World's Finest, Whitest Sand' at the Great International Sand Challenge. Perfect for travelers in search of uncomplicated seclusion. Residing in Siesta Keys most 'private' non-private beach neighborhood and just one marlin's length (5 steps) from yard to...
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    Siesta Key, Florida
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 8
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    Sandy Toes Siesta Key Florida  (6796)1 / 40
    (22)Very good
    0.3 kilometres from Point of Rocks
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Internet Access
    • Cable/satellite TV
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    • Air Conditioning
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    • Waterfront
    • Washer
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 9 April 2018
    Everything was great. The condo was updated, clean and spacious. It had what we needed to really enjoy our week. It was a quick walk to the beach, restaurants and shops. We...
    Reviewed 25 March 2018
    We had so much fun. It was so nice that the kids had their own space , own TV, own bathroom. The beach is amazing. The owner provided beach towels, chairs and umbrellas. I...
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    About this property
    A spacious 2 bedroom 2 bath Townhouse, with a 2 car garage and extra guest parking. Stroll down a private road (about 300 yards) to the #1 Beach in the U,S. You are in the Resorts of Sara Sea and just a couple of blocks from restaurants, grocery, sports rentals and ice cream ! The Great room has...
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    Siesta Key, Florida
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Sandy Toes Siesta Key Florida   (6798)1 / 74
    (18)Excellent
    0.3 kilometres from Point of Rocks
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Cable/satellite TV
    • Grill
    • Internet Access
    • Air Conditioning
    • Balcony
    • Washer
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 24 March 2018
    Short walk to the best beach ever! Perfect sunsets. Easy walk to restaurants and bars. Our dog was a happy camper too! It was nice to have our own washer and dryer. Garage...
    Reviewed 17 January 2018
    What a great find Sandy Toes was. Everything we needed is here, including two bikes to ride to breakfast at Mongo's or just to see the Key. Heated pool (84), was a community...
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    About this property
    A short stroll down a private road to the #1 Beach in the US. You will love the location - you are located in the Resorts of the SaraSea community and can walk to everything you might need or want... Grocery, restaurants, ice cream, pizza, sports rentals, drugstore or boat rental. You have your...
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    Siesta Key, Florida
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Sea Shell Condo-Right On Crescent Beach-Siesta Key1 / 48
    (9)Excellent
    0.3 kilometres from Point of Rocks
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Balcony
    • Air Conditioning
    • Terrace
    • Wi-Fi
    • Grill
    • Ocean Views
    • Parking
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 17 April 2018
    Clean, roomy, well-stocked with all kitchen amenities that you could think of. Master bedroom very roomy. Extra space for your bathroom essentials in medicine cabinet...
    Reviewed 24 August 2017
    We stayed in unit 207. The property is very nice. The condo was clean, modern and well equipped with all your kitchen needs and wants. We like to cook and were pleased with the...
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    About this property
    If you are looking for the perfect spot for a family vacation, to escape the cold and snow, or a quiet romantic getaway this is the place for you. Recently updated throughout, this 2 bedroom 2 bath condo sleeps 6 comfortably all in real beds. Just outside your door is Crescent Beach, consistently...
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    Siesta Key, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Ebb Tide #8 1 Bdr/2 Bath  Summer/Fall Specials1 / 46
    (25)Very good
    0.4 kilometres from Point of Rocks
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    • DVD Player
    • Cable/satellite TV
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    • Washer
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 weeks ago
    My mom, two kids and I loved the accommodations this condo had to offer SO MUCH, we decided to book it AGAIN this year!!! Very comfy and clean!! So close to the beach!!! Right...
    Reviewed 3 weeks ago
    This is a great little condo! The building is older, but quaint. The owner was easy to work with and kept in contact throughout our stay. She even texted me several events...
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    About this property
    Summer/Fall Weekly Special!! 1 Bdr- (2) BATH! PRIVATE 2ND floor END unit! No one walking past door !! QUEEN SEALY in Bedroom, Leather QUEEN SLEEPER in living room, two comfortable leather RECLINERS that lay---- sooooo---flat you will wake up in often!! Plenty...
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    Siesta Key, Florida
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 4
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    NEW EVERYTHING Luxury King Villa #2 on Siesta Key! Walk to the beach Pool1 / 13
    (1)Excellent
    0.2 kilometres from Point of Rocks
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    Everything is new in our 1 bedroom condo. Inside and out King size double pillow top bed Kitchen, Coffee maker, Microwave, Toaster. 55 inch HDtv in lounge 50 inch HDtv in bedroom New heated swimmimng pool Free internet Free parking A short walk to Siesta Key beach 2 night Minimum retals
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    Siesta Key, Florida
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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    Adorable condo steps from the #1 Siesta Key beach1 / 18
    (1)Very good
    0.4 kilometres from Point of Rocks
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Patio
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    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 July 2017
    Booking process was great! Owner was very responsive and helpful. Super comfy king-sized bed, comfortable bathroom, and close to the beach. Great for a couple; a little tight...
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    About this property
    Adorable, quiet, and clean home away from home on the South end of Siesta Key. Only a short five minute walk to beach at access 13, a more secluded area and away from the more crowded beaches. The king sized bed is extra comfortable with a flat screened tv, dressers, nightstands, fan, and walk in...
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    Siesta Key, Florida
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    0.4 kilometres from Point of Rocks
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
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    Pet friendly
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    Smoking allowed
    About this property
    Location! Location! Location! Walk out the door, across the street and onto the # 1 ranked beaches in America! This beautiful condo is on the ground floor, no steps, with a tropical enclosed lanai. It features 3 televisions, Tommy Bahama furnishings, a barbecue grill and high speed internet for...
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    Siesta Key, Florida
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    8 Steps to Sand Path! Best Value on Siesta Key! - The Siesta Key Poor Boy1 / 24
    (1)Very good
    0.2 kilometres from Point of Rocks
    2 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    • Patio
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A Gertrude Rentals Property! Rated 'The World's Finest, Whitest Sand' at the Great International Sand Challenge! Just 8 steps from the yard to the sand of the beach path! The Poor-Boy unit is perfect for travellers in search of all the best the island of Siesta Key has to offer but on a limited...
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    Siesta Key, Florida
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 8
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    Stay on Siesta,Beach Bungalow PET Friendly1 / 16
    (6)Very good
    0.4 kilometres from Point of Rocks
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 November 2016
    Very cozy but good for 1-2 people. Walk to private beach and pool. Only thing - can be quite noisy at night with the bar across the street but otherwise great
    Reviewed 5 July 2016
    Old Florida vibe, love it. Short walk to beach! Perfect size place for my husband and I and our 60 lb lab. The private fenced grassy area in backyard was perfect for our dog...
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    About this property
    PET Friendly! This one bedroom and one bathroom beach bungalow is located 150 yards away from the beach. You can walk to restaurants, shops and a great pool area. Queen bed and a sleeper sofa make it possible to sleep four. Enjoy your morning coffee on your private screened porch or while you walk...
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    Siesta Key, Florida
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    0.4 kilometres from Point of Rocks
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Wi-Fi
    • Balcony
    • Grill
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    • Private Outdoor Pool (Heated)
    • DVD Player
    • Cable/satellite TV
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Come and sink your toes into the cool powdery white sand right outside your door, see the incredible sunsets and enjoy all the amenities this condo has to offer to make your stay fun and relaxing. Welcome to condo 106. This condo has an island view and is newly updated with new windows and patio...
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    Siesta Key, Florida
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    NEW EVERYTHING Luxury 1 Bedroom King Villa 3 Pool Walk to beach JAN SPECIALS1 / 26
    (2)Very good
    0.2 kilometres from Point of Rocks
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    Pet friendly
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    Smoking allowed
    Reviewed 16 January 2018
    It was very nice on a quiet street only a few minute walk from crescent beach. It's an older building, although they have refreshed it with all new interiors and furnishings...
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    About this property
    A Luxury 1 bedroom ground floor condo King size double pillow top bed 55 Inch HDtv in living room 50 Inch HDtv in bedroom Kitchen, Microwave, Coffee maker, Toaster. Stainless Steel fridge with ice maker. Adults only 21 years and up Heated swimming pool. Free internet (high speed WIFI) Free parking...
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    Siesta Key, Florida
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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    Stay on Siesta - Beach House Bungalows 21 / 12
    (2)Very good
    0.3 kilometres from Point of Rocks
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Patio
    • Air Conditioning
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    • Waterfront
    • Washer
    • Wi-Fi
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 18 July 2016
    What a perfect location in Siesta Key! Just a quick walk to gorgeous Crescent beach. Directly across the street from our favorite restaurant Captain Curt's and ice cream spot...
    Reviewed 21 September 2015
    We stayed at the property from 9/11 thru 9/15. The apartment was clean and comfortable and about 5 minute walk to the beach. We fished almost every night from the complex's...
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    About this property
    Tastefully decorated in pastel colors, reflecting the relaxing ambiance of a Florida beach bungalow. As you gaze out the picture window the umbrella tables on the tropically landscaped patio come into view. The back of our bungalow is a private patio great for relaxing and taking in the sun. The...
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    Siesta Key, Florida
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    0.3 kilometres from Point of Rocks
    4 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • Private Outdoor Pool (Heated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to Casa Tegula! Our newly constructed luxury cottage has all the amenities your large group [up to 12!!!] can fathom. Inside you’ll enjoy contemporary porcelain wood style flooring throughout the entire three-story building, an elevator to access each landing from the ground floor, gorgeous...
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    Siesta Key, Florida
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 12
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    0.2 kilometres from Point of Rocks
    4 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    Welcome to Casa Junonia! Our newly constructed luxury cottage has all the amenities your large group [up to 12!!!] can fathom. Inside you’ll enjoy contemporary porcelain wood style flooring throughout the entire three-story building, an elevator to access each landing from the ground floor,...
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    Siesta Key, Florida
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 12
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    Ebb Tide #2  Siesta Key Treasure by the beach!1 / 20
    (2)Very good
    0.4 kilometres from Point of Rocks
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    This first floor 1 bedroom cottage will help you melt away the day-to-day and send you right into vacation mode. With a convenient parking spot right out front, Ebb Tide #2 offers everything you need to enjoy your vacation! We are located on the beach side of Midnight Pass Rd in a small,...
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    Siesta Key, Florida
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    0.4 kilometres from Point of Rocks
    3 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to Casita Morning Star! Our newly renovated luxury cottage (completion date of June 2017) has all the amenities your family [up to 10] can fathom. Inside you’ll enjoy contemporary porcelain wood style flooring throughout gorgeous and decadent bathrooms, new appliances, new washers/dryers,...
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    Siesta Key, Florida
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 10
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    0.3 kilometres from Point of Rocks
    4 Bedrooms, 3 Bathrooms, Sleeps 14 Quick View
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    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to Casa Coquina! Our newest luxury cottage has all the amenities your large group [up to 12!!!] can fathom. Inside you’ll enjoy contemporary porcelain wood style flooring throughout the entire three-story building, an elevator to access each landing from the ground floor, gorgeous and...
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    Siesta Key, Florida
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 14
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    0.3 kilometres from Point of Rocks
    8 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    • Private Outdoor Pool (Heated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to The Conch! Our newest luxury cottage has all the amenities your large group [up to 24!!!] can fathom. Inside you’ll enjoy contemporary porcelain wood style flooring throughout the entire three-story building, an elevator to access each landing from the ground floor, gorgeous and decadent...
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    Location Information
    Siesta Key, Florida
    Holiday Rental House - 8 Bedrooms, 6 Bathrooms, Sleeps 12
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    0.3 kilometres from Point of Rocks
    4 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to Casa Stolida! Our newly constructed luxury cottage (completion date of June 2017) has all the amenities your large group [up to 12!!!] can fathom. Inside you’ll enjoy contemporary porcelain wood style flooring throughout the entire three-story building, an elevator to access each landing...
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    Siesta Key, Florida
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 12
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    0.4 kilometres from Point of Rocks
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    About this property
    Recently renovated Sea Shell #208 is on floor of the high-rise with a partial view from the lanai of the Gulf of Mexico. The condo is located about 150 feet from private beach, about the distance to our private pool. Sea Shell is a gated, secure community centrally located at the heart of Siesta...
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    Location Information
    Siesta Key, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    0.6 kilometres from Point of Rocks
    6 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    About this property
    Brand New , Gated Residence steps from Siesta Key Beach . Perfect location between the village and crystal sands of Siesta Beach!! Bar's, Restaurants, Shopping, Sport Rentals……..EVERYTHING is within walking distance…..NO CAR NEEDED!!! This brand new 2700 sq ft private residence is simply...
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    Location Information
    Siesta Key, Florida
    Holiday Rental House - 6 Bedrooms, 3 Bathrooms, Sleeps 12
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    Stay on Siesta - Crescent House1 / 9
    (1)Excellent
    0.3 kilometres from Point of Rocks
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Terrace
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 April 2015
    Very nice accommodations. Gulf side of Midnight Pass. Five minute walk to beach. Quiet Crescent Beach.
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    About this property
    Located near the South Village of Siesta Key. This newly updated 2 bedroom duplex has it all. A new dipping pool to cool off the hot summer days, along with a BBQ and fire pit for the winter. Lots of space, all new furnishings throughout the home, the large eat in kitchen has plenty of room for...
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    Location Information
    Siesta Key, Florida
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    0.4 kilometres from Point of Rocks
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    About this property
    Location! Location! Location! Walk out the door, across the street and onto the #1 ranked beaches in America! This beautiful condo sleeps up to 6 people and has been newly remodeled from top to bottom including brand new appliances,granite counters,bedrooms,flooring, as well as a new bathroom. The...
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    Location Information
    Siesta Key, Florida
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    0.2 kilometres from Point of Rocks
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to our Beach Get-away...where we invite you to relax, unwind and enjoy our casual Siesta Key way of life. Resting just yards from the powdery-white sands of Siesta Key's world famous, award-winning Crescent Beach is our Tropical Siesta Key Inn. With no busy streets to cross, it's a...
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    Location Information
    Siesta Key, Florida
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    0.2 kilometres from Point of Rocks
    4 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    • Cable/satellite TV
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    • Private Outdoor Pool (Heated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to The Nautilus! Our newly constructed luxury home is now accepting reservations. Our array of amenities and easy access to Point of Rocks Beach creates an ideal setting for large families or groups with up to 24 people. Inside you’ll enjoy contemporary porcelain wood style flooring...
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    Location Information
    Siesta Key, Florida
    Holiday Rental House - 4 Bedrooms, 6 Bathrooms, Sleeps 12
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    0.3 kilometres from Point of Rocks
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Grill
    • Waterfront
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    • Ocean Views
    • Patio
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    • Balcony
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Lovely private Gulf of Mexico Frontage vintage home... this is a lovingly maintained private home, the home features an all wood tongue and groove interior reminding us of a New England camp. The home has extensive rear oceanfront sun decks leading to a large private gazebo, on a bluff, overlooking...
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    Location Information
    Siesta Key, Florida
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    SEA SHELL - Siesta Key Beachfront Vacation Condo complex on Crescent Beach - 2BR1 / 32
    (17)Very good
    0.3 kilometres from Point of Rocks
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
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    • Private Outdoor Pool (Heated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 weeks ago
    Wonderful place to stay. Condo was very clean. Found beds comfortable. Wonderful beach just steps away!! Several restaurants and a small grocery store just across the street...
    Reviewed 15 March 2017
    My wife and I stayed for two weeks. The location is the best, the unit is just steps from the beach. Unit was clean and furnishings were updated. Loved walking up and down...
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    SEA SHELL - Siesta Key Beachfront Vacation Condo complex on Crescent Beach (Two Bedroom Unit for Rent)   Located Directly on Crescent Beach on the middle of Siesta Key, Sarasota, FL   Sea Shell Condominium Complex:  Located directly on world famous Crescent Beach this Siesta Key beachfront condo...
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    Location Information
    Siesta Key, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    0.6 kilometres from Point of Rocks
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    SEA HORSE VILLA 1 bedroom, 1 bathroom on Siesta Key Your own private entrance. Outside sitting area with a table and chairs. Perfect for a couple. 1 bedroom and a futon in the living room. Large HDTV & Free WiFi Microwave, Fridge, Coffee maker, & sink in the kitchen. Fully furnished. Daily rentals....
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    Location Information
    Siesta Key, Florida
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Siesta Key - 2BR - Beachfront Condo on Crescent Beach - Heated Pool - Tennis Ct1 / 29
    (1)Excellent
    0.5 kilometres from Point of Rocks
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Internet Access
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    Pet friendly
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    Smoking allowed
    Reviewed 26 July 2015
    Very nicely decorated, and well-stocked, condo right where 72 hits the main north/south street on the key - so a few miles south of the Village. A terrific location! Really good...
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    SIESTA BREAKERS - Siesta Key Beachfront Vacation Rental Condo on Crescent Beach (Two Bedroom Vacation Units for Rent)   Located Directly on Crescent Beach on the middle of Siesta Key, Sarasota, FL   This gorgeous Siesta Key luxury beach view condo is directly on world famous Crescent Beach located...
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    Location Information
    Siesta Key, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    0.4 kilometres from Point of Rocks
    4 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Parking
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    • Private Garden
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Cascada is a uniquely configured private home featuring a heated pool/waterfall, 4 bedrooms, 4 bathrooms that sleeps 12, with 2 living areas and 2 kitchens and an almost unbelievable pool courtyard surrounded by lush gardens and a tall privacy wall enclosing the entire property. Each of the...
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    Location Information
    Siesta Key, Florida
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 12
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    Beach Studio Steps From The Ocean1 / 21
    (1)Average
    0.4 kilometres from Point of Rocks
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This Siesta Key Studio was renovated and refurbished in November 2013 it has all new furnishings throughout and is accompanied by a secluded outside area with table and chairs, BBQ and reclining sun loungers surrounded by tropical plants and foliage. Easy access - no stairs. Fully equipped...
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    Location Information
    Siesta Key, Florida
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    3BR/4BA TOWNHOUSE - POOL VIEW PARADISE - PRIVATE BEACH ACCESS1 / 38
    (1)Excellent
    0.3 kilometres from Point of Rocks
    2 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
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    • Ocean Views
    • Waterfront
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    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 17 September 2016
    My husband and I stayed here in August. Despite the hot and humid Florida weather (which, quite honestly, was the only negative part of the trip), we had a blast! We hosted...
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    WELCOME TO PARADISE! -- BEST LOCATION on SIESTA KEY! MAY-OCT SPECIALS - 4 days min stay. 50-60% discount for longer stay. A very clean, cozy TH with a pool view, a few yards to Crescent beach. THIS IS NOT a typical DAILY RENTAL PLACE. There are TWO BEDROOMS upstairs and one bedroom on the...
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    Location Information
    Siesta Key, Florida
    Holiday Rental House - 2 Bedrooms, 4 Bathrooms, Sleeps 6
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    0.3 kilometres from Point of Rocks
    8 Bedrooms, 6 Bathrooms, Sleeps 24 Quick View
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    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to The Abalone! Our newly constructed luxury cottage has all the amenities your large group [up to 24!!!] can fathom. Inside you’ll enjoy contemporary porcelain wood style flooring throughout the entire three-story building, an elevator to access each landing from the ground floor, gorgeous...
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    Location Information
    Siesta Key, Florida
    Holiday Rental House - 8 Bedrooms, 6 Bathrooms, Sleeps 24
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    0.2 kilometres from Point of Rocks
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    About this property
    Villa 1 is an end villa You can park outside in front Feels private Nice and bright Everything is new after a full property remodel 2017 An open living room withe the kitchen and dinning area 55 inch HDTV Full size stainless steel fridge Microwave,Coffee maker and toaster 2 burner cook top Granite...
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    Location Information
    Siesta Key, Florida
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 3
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    SEA SHELL - Siesta Key Beach View Vacation Condo - 2 BR - on Crescent Beach1 / 32
    (12)Excellent
    0.4 kilometres from Point of Rocks
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Internet Access
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    Pet friendly
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    Smoking allowed
    Reviewed 3 weeks ago
    Incredible week spent at Siesta Key. The unit was very clean and well kept. Very up to date kitchen. Many excellent restaurants in walking distance from the unit. The beach was...
    Reviewed 6 December 2017
    The unit was great just as described and very comfortable. It was conveniently located to grocery, shopping, and restaurants. The best part was that we were just steps away from...
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    SEA SHELL - Siesta Key Beach View Vacation Condo on Crescent Beach (Two Bedroom Unit for Rent)   Located Directly on Crescent Beach on the middle of Siesta Key, Sarasota, FL   Sea Shell Condominium Complex:  Located directly on world famous Crescent Beach this Siesta Key beachfront condo is right...
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    Location Information
    Siesta Key, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    0.4 kilometres from Point of Rocks
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to Casita Sun Star! Our newly renovated luxury cottage (completion date of June 2017) has all the amenities your family [up to 8] can fathom. Inside you’ll enjoy contemporary porcelain wood style flooring throughout gorgeous and decadent bathrooms, new appliances, new washers/dryers, quartz...
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    Location Information
    Siesta Key, Florida
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Siesta Breakers #603 in Siesta Key, FL- Sun, Sand & *Save 20% to 35% per Week*1 / 24
    (25)Excellent
    0.5 kilometres from Point of Rocks
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
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    • Porch
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    • Balcony
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    'Stop clicking around the web, and endless window shopping for your next Siesta Key Vacation Property Rental, and take advantage of the super accommodation cost savings offered in “Every-Day Deals” and “Sell-Off Deals”, with a Direct-with-Owner gulfside condo Reservation at Siesta Breakers #603,...
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    Location Information
    Siesta Key, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    0.5 kilometres from Point of Rocks
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Smoking allowed
    About this property
    Welcome to the Juicy Mango Cabana! This beautiful and vibrant 2 bedroom, 2 bathroom vacation home accommodates up to 6 people. This property is very unique as it is one half of 'Mango Manor,' which is comprised of the two separate cabanas, Juicy and Honey Mango. This provides a fantastic and unique...
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    Location Information
    Siesta Key, Florida
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    0.3 kilometres from Point of Rocks
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Smoking allowed
    About this property
    The Coral Reef and Star Fish Casitas are two separate units which can be uniquely configured to create Villa Dom Bisa, features its own brand new, private heated pool with “sun shelf” and a three minute walk to the Nation’s finest beach [no major streets to cross]. Please Note: These units [Coral...
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    Location Information
    Siesta Key, Florida
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    0.3 kilometres from Point of Rocks
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    About this property
    The Sea Wave and Sea Shell are two separate units which can be uniquely configured to create Villa Brisa Marina, an absolutely beautiful and stunning private pool home. Please Note: These units [Sea Wave & Sea Shell] can be rented separately. Combined, these units are called: Villa Brisa Marina...
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    Location Information
    Siesta Key, Florida
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    0.4 kilometres from Point of Rocks
    4 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • Private Outdoor Pool (Heated)
    • Patio
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    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to the Mango Manor! This beautiful and vibrant 4 bedroom, 3 bathroom vacation home accommodates up to 12 people, with a fantastic and unique configuration that allows for large families traveling together to enjoy some well deserved togetherness as well as a little self-indulgence when the...
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    Location Information
    Siesta Key, Florida
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 12
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    Honey Mango Cabana – 2/1, Shared Heated Pool, Near Beach Access1 / 24
    (1)Excellent
    0.3 kilometres from Point of Rocks
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to the Honey Mango Cabana! This beautiful and vibrant 2 bedroom, 1 bathroom vacation home accommodates up to 6 people. This property is very unique as it is one half of 'Mango Manor,' which is comprised of the two separate cabanas, Honey and Juicy Mango. This provides a fantastic and unique...
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    Location Information
    Siesta Key, Florida
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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