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Vacation Rentals near Siesta Key Bike and Kayak

1224 Old Stickney Point Rd, Siesta Key, Florida 34242-3407
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    Travelers to Siesta Key are booking December dates now. Secure your vacation rental today, and have the perfect trip.
    All 100 Rentals in Siesta Key
    Beachfront- Gulf View! 2 BR/BA Crescent Arms 603S, #1 Beach in the US.1 / 24
    (9)Excellent
    0.2 miles from Siesta Key Bike and Kayak
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Siesta Key Condo w/Private Beach Access, Wifi Included,  Heated Pool, Tennis & B1 / 30
    (4)Excellent
    0.2 miles from Siesta Key Bike and Kayak
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Siesta Key Beach Condo, 2Br/2Ba Direct Beach Front1 / 20
    (3)Excellent
    0.2 miles from Siesta Key Bike and Kayak
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    0.2 miles from Siesta Key Bike and Kayak
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    • Grill
    • Patio
    • Air Conditioning
    • Washer
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy your vacation in this beautifully renovated two bedroom 1.5 bath condo that sleeps 6. Step into the unit and immediately notice the warm open feel, the beautifully tiled floors and the sweeping panoramic views of an inlet off of the intracoastal waterway. The view goes on for acres and...
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    Siesta Key, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Ebb Tide#8 1Bdr/2 Bth 2019 Going Fast!1 / 23
    (29)Very good
    0.1 miles from Siesta Key Bike and Kayak
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    • DVD Player
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    • Washer
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 12, 2018
    Condo was nice and clean. Small but lots of storage for all your needs! Bed was comfortable! We as a family have been coming to Siesta Key for over 10 years. We have always had...
    Reviewed August 11, 2018
    This is the third year we have stayed at Melinda's place at Ebb Tide. It is so convenient to the beach, as well as local stores and restaurants. The sand and beach are as...
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    About this property
    2019 Openings! Going Fast! 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...
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    Siesta Key, Florida
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 4
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    Beachfront Getaway in Siesta Key1 / 28
    (16)Excellent
    0.2 miles from Siesta Key Bike and Kayak
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Grill
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    • Private Yard
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed May 27, 2018
    This was our second time staying in this modern, clean, and peaceful condo, just steps from the beach, beautiful blue water and powdery white sand and we loved it again! We are...
    Reviewed May 24, 2018
    Everything about this condo was perfect! It had plenty of space for our family of 5 (baby slept in a pack n play.) It was very nicely updated and decorated; we all loved the...
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    About this property
    This luxurious one story townhouse was newly renovated and has its own private access to the #1 beach in the US merely steps away from the front door. It boasts all the luxury you'd expect from a beach house! Modern kitchen, contemporary bathroom with walk in rain shower, luxurious bedroom and...
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    Siesta Key, Florida
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Crescent Arms 703S, Beachfront Penthouse, Gulf View from Every Room! 2BR-BA1 / 40
    (12)Very good
    0.2 miles from Siesta Key Bike and Kayak
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • DVD Player
    • Patio
    • Wi-Fi
    • Cable/satellite TV
    • Waterfront
    • Air Conditioning
    • Ocean Views
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 4, 2018
    This condo is in a great location, steps from the beach with an amazing view of Point of Rocks. This is our second year renting from the owners who are great to work with. Very...
    Reviewed June 17, 2018
    Pavan and Tracy are very attentive and accommodating. During our stay we needed nothing. the Condo is well appointed, nicely furnished and had everything we needed, including...
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    About this property
    -Accommodations: Condo, 2 Bedrooms + Convertible Bed, 2 Baths (Sleeps 4-6) -Expansive, panoramic gulf view from every room of this 7th (top) floor condo. -Crescent Arms is a quiet, beach front, high rise condominium building that is ideally located for maximum fun and relaxation. -Right on the...
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    Siesta Key, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    Luxury Condo Ground Floor Across the Street1 / 18
    (1)Excellent
    0.2 miles from Siesta Key Bike and Kayak
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Smoking allowed
    Reviewed June 9, 2018
    This condo was perfect. It had everything we needed to feel right at home. It was clean and well-maintained and the owner was very responsive. Beaches were within walking...
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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 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
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Direct Beachfront 2 BR/2BA, Sunset View!1 / 30
    (2)Excellent
    0.2 miles from Siesta Key Bike and Kayak
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Grill
    • Cable/satellite TV
    • DVD Player
    • Ocean Views
    • Wi-Fi
    • Air Conditioning
    • Waterfront
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 24, 2018
    Prior to our trip, we received a very helpful/informative packet from the property owner regarding our upcoming stay - had lots of great info and recommendations on what to do...
    Reviewed November 18, 2017
    This condo made our trip the best ever! This unit's oceanfront view is worth every penny. At any time we were able to enjoy the gentle sound of the waves and the amazing...
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    About this property
    *New listing! Amazing direct gulf view from this 4th floor condo. Crescent Arms is a quiet, beach front, high rise condominium building that is ideally located for maximum fun and relaxation. We are right on the beach with lounge chairs provided. As close as you can get to the Gulf without...
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    Siesta Key, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Reserve now!  Beautiful Siesta key Beach1 / 24
    (5)Excellent
    0.1 miles from Siesta Key Bike and Kayak
    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 July 6, 2018
    First impression.....WOW! what a great place to stay..squeeky clean, and very nicely decorated. Plenty of pots, pans, dishes towels etc. newer stainless appliances. Far enough...
    Reviewed July 15, 2017
    This is such a beautiful condo! Very comfortable and beautifully decorated. The beach is so nice and close. Wonderful time, highly recommend!!!
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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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    Sea Shell Condo-Right On Crescent Beach-Siesta Key1 / 24
    (9)Excellent
    0.1 miles from Siesta Key Bike and Kayak
    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 April 17, 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 August 24, 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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    NEW POOL! 3 Bed 2 Bath on Siesta Key  JULY 4TH  AVAILABLE  Walk to beach POOL1 / 18
    (2)Excellent
    0.0 miles from Siesta Key Bike and Kayak
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Private Yard
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed March 22, 2017
    This three bedroom two bath house is located on Siesta Key near the South Bridge. It has great beach access near several fun restaurants. The owners were very supportive and...
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    About this property
    SIESTA SUN VILLAS - BRAND NEW POOL! 3 Bed 2 bath home on Siesta Key in Sarasota, FL Sleeps 6 people in beds. We are on the beautiful Island of Siesta Key. Walking distance to the number 1 beach in the USA. Full kitchen with oven, microwave, fridge, freezer, coffee maker & toaster. Large HDTV in...
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    Siesta Key, Florida
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Beach House Bungalow #21 / 10
    (2)Very good
    0.1 miles from Siesta Key Bike and Kayak
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Patio
    • Air Conditioning
    • Cable/satellite TV
    • Balcony
    • Waterfront
    • Washer
    • Wi-Fi
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 18, 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 September 21, 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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    0.1 miles from Siesta Key Bike and Kayak
    Studio, 1 Bathroom, Sleeps 3 Quick View
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    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Newly remodeled, gorgeous and quiet studio is located few steps from the famous Crescent Beach in Siesta Key. Easy access - no stairs. The luxurious full kitchen and bathroom offer a full-sized fridge, microwave, stove\oven, and all the cooking and serving wares you'll need. The lanai provides a...
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    Siesta Key, Florida
    Condo/Apartment - 1 Bathroom, Sleeps 3
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    2 MINUTE WALK TO SIESTA BEACH!! (really)  1 MINUTE TO POOL.  GREAT VALUE!!!1 / 16
    (12)Very good
    0.1 miles from Siesta Key Bike and Kayak
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Grill
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    • DVD Player
    • Air Conditioning
    • Patio
    • Outdoor Dining Area
    • Wi-Fi
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 30, 2018
    Ideal location, house was perfect for 3 adults and 2 kids. Martin (owner) called before we arrived and said we could check in early if we were in the area. When we arrived found...
    Reviewed June 8, 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...
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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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    6 Bedroom 4 Bathroom house   New pool  Siesta Key Florida  Walk to the Beach1 / 32
    (1)Excellent
    0.0 miles from Siesta Key Bike and Kayak
    6 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Parking
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 12, 2017
    Excellent all-around. Owner was very responsive and friendly. House was clean and in great condition upon arrival, and even bigger than expected! To top it all off, it was...
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    About this property
    Siesta Sun Villa Our home is one large house that has a 3 bed 2 bath unit. A 2 bed 1 bath unit and a 1 bed 1 bath unit. All with connecting doors so you can rent the whole house to sleep 12 guests all in beds. It is perfect for large familys, Weddings and reunions. Private back yard, Overlooking a...
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    Siesta Key, Florida
    Rental Home - 6 Bedrooms, 4 Bathrooms, Sleeps 12
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    Midnight Cove #532 in Siesta Key, FL- Sun, Sand & *Save 20% to 35% per Week*1 / 24
    (36)Excellent
    0.1 miles from Siesta Key Bike and Kayak
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Air Conditioning
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    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed September 9, 2018
    Condo very clean. Equipped with washing machine and dryer. Perfect for family of 4 or less. Condo well located in Siesta Key and 5 minutes walking distance from beach. Nice...
    Reviewed June 18, 2018
    Brilliant experience there. No problems at all. Has everything including own balcony to sunbath on overlooking the pool and bay lagoon. Amazing place
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    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 bayside Reservation at Midnight Cove #532, with all...
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    Siesta Key, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Beach Studio Steps From The Ocean1 / 21
    (2)Very good
    0.1 miles from Siesta Key Bike and Kayak
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Secure Parking
    • Private Yard
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 22, 2018
    Wow! What a lucky find! We were wonderfully surprised when we arrived by the awesome renovations that the new owner has made. The sleek, modern style and fun beach and surf...
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    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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    Siesta Key, Florida
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Siesta Breakers #603 in Siesta Key, FL- Sun, Sand & *Save 20% to 35% per Week*1 / 24
    (26)Excellent
    0.0 miles from Siesta Key Bike and Kayak
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
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    • Air Conditioning
    • Porch
    • Ocean Views
    • Wi-Fi
    • Cable/satellite TV
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 7, 2018
    Very nice condominium. Very clean, comfortable and spacious. Great location. I would like to rent there every year. I really love it. I used to visit Sarasota every year for...
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    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 Reservation at Siesta Breakers #603, with all...
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    Siesta Key, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Midnight Cove #714 in Siesta Key, FL- Sun, Sand & *Save 20% to 35% per Week*1 / 24
    (5)Excellent
    0.1 miles from Siesta Key Bike and Kayak
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Air Conditioning
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    • Ocean Views
    • Washer
    • DVD Player
    • Porch
    Suitability
    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 bayside Reservation at Midnight Cove #714, with all...
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    Siesta Key, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    0.2 miles from Siesta Key Bike and Kayak
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    About this property
    Across the street from Beach access - under 7 minute walk to the sand! “USA # 1 Rated Beach” This 2nd floor condo with elevator access is a fully furnished 2 bedrooms, 2 bath unit completely remodeled from top to bottom, including quart counter, stainless steel appliances, jacuzzi tub in master...
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    Siesta Key, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Beach House Bungalow #11 / 9
    (1)Excellent
    0.1 miles from Siesta Key Bike and Kayak
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Terrace
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed April 6, 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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    Siesta Key, Florida
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    0.0 miles from Siesta Key Bike and Kayak
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    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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    Siesta Key, Florida
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
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    0.2 miles from Siesta Key Bike and Kayak
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
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    • Private Outdoor Pool (Heated)
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    About this property
    Gorgeous intra-coastal waterway view from this 4th floor 2 bedroom/2 Full bath unit. Only a five minute walk to our private piece of World Famous Crescent Beach! Light and bright. Living room features a queen size sofa bed, new TV in large wall unit. Large kitchen with plenty of cabinet space and...
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    Siesta Key, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    0.0 miles from Siesta Key Bike and Kayak
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    SIESTA SUN VILLAS Sand dollar villa is a 2 Bedroom 1 Bathroom. A short walk to the number 1 beach in the USA. Our villa is fully furnished and ready to start your vacation Full Kitchen with oven, microwave, fridge, freezer, toaster & coffee maker. Large HD TV in living room. Free high speed wifi....
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    Siesta Key, Florida
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Only 150 yards to Crescent Beach and heated pool!1 / 58
    (19)Very good
    0.1 miles from Siesta Key Bike and Kayak
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • DVD Player
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 19, 2018
    This villa is a nice little gem. It was spacious enough for our family of 4. Great location to some stores and restaurants, and not a far walk to the pool or the beach. We would...
    Reviewed July 14, 2018
    If your use to a Keurig Coffe maker u may want to bring it. Otherwise Everything is as Advertised & we enjoyed the Stay very much..
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    About this property
    Newly upgraded ( September 2015 ) with new kitchen, new vanities, newly painted and with the tiles steam cleaned this Siesta Key villa is a gem. It comes with a with a lovely heated community salt water pool and private access to the beautiful white sanded Crescent Beach! Crescent Beach on Siesta...
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    Siesta Key, Florida
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    0.2 miles from Siesta Key Bike and Kayak
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
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    About this property
    Beautifully decorated and updated 1700 sq. ft. 3 bedroom/2 bath ground floor unit on the intra coastal waterway. Enjoy the island breezes from the spacious slider glass enclosed lanai. The living room offers a TV and DVD player; the kitchen has been updated and opens up to the dining and living...
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    Siesta Key, Florida
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Crescent Cottage1 / 19
    (6)Very good
    0.1 miles from Siesta Key Bike and Kayak
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed November 2, 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 July 5, 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
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 4
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    0.1 miles from Siesta Key Bike and Kayak
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Wi-Fi
    • Balcony
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    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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    0.2 miles from Siesta Key Bike and Kayak
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    1st floor condo/ 40 yards from the beach/ go out lanai door directly to the beach. Condo was completely re-furbished just a few years ago/ considered one of the very best siesta key condos/ guest need food that is all/ the condo is fully equipped. Considered the best condo for the price on siesta...
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    Siesta Key, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Ebb Tide #2  Siesta Key Treasure by the beach!1 / 20
    (2)Very good
    0.1 miles from Siesta Key Bike and Kayak
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    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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    Casita Playa- Playful 2BR, Private Beach Access, Communal Heated Pool [Sleeps 4]1 / 22
    (1)Very good
    0.1 miles from Siesta Key Bike and Kayak
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Reviewed May 21, 2018
    Overall went very well, do note that the whole backyard and Landry area are not exclusive to your rental unless you rent the whole home. Not a deal breaker at all, as we will...
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    About this property
    Welcome to Casita Playa of Playa y Blanca. This single level (2 BR/1BA - Master BR/1 Queen & 2nd BR/2 twins -sleeps 4) vacation home features private, gated beach access, a sparkling clean hot tub in a private, lush setting, a communal heated swimming pool with plenty of pool furniture and a...
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    Siesta Key, Florida
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Gorgeous Sunsets, Beautiful views on Crescent Beach, Luxury Condo on Top Floor1 / 26
    (1)Excellent
    0.1 miles from Siesta Key Bike and Kayak
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Air Conditioning
    • Ocean Views
    • Private Outdoor Pool (Heated)
    • Housekeeping Included
    • Wi-Fi
    • DVD Player
    • Cable/satellite TV
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed June 4, 2018
    This location was perfect for our family. We were able to walk across the street to Captain Curt's for dinner, walk to the the grocery store, and other local businesses. Beach...
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    About this property
      Located directly on Crescent Beach this luxury 2 bedroom 2 bath condo on the top floor has gorgeous views of the gulf and the beach. Relax on your private lani and watch the most spectacular sunsets. You can even watch the sunset while in the kitchen! It is located in Siesta Breakers, a high...
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    Siesta Key, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    0.2 miles from Siesta Key Bike and Kayak
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    About this property
    So close to the beach, but no gulf-front pricing! Short walk to beach, south village (shops, restaurants, etc.) Your perfect home away from home. Over 1250 s.f. to spread out in. New TVs throughout. Drive into town and see the festivities on Sunday evenings at the Drum Circle on the Public...
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    Location Information
    Siesta Key, Florida
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    0.2 miles from Siesta Key Bike and Kayak
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    About this property
    Chic and sophisticated--but casual-- best describe this ground-floor two-bedroom two-bath condo in the Midnight Cove II complex. Totally renovated in 2016, this condo has handsome ceramic tile flooring throughout, with tiles that resemble hardwood flooring. Its open-design kitchen, with new...
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    Siesta Key, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    0.2 miles from Siesta Key Bike and Kayak
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Balcony
    • Terrace
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    * Watch spectacular Gulf sunsets from the balcony! * 4-minute walk to World-renowned Siesta Key beach * 4-minute walk to restaurants, bars, ice cream, bike and kayak rentals, etc. * Take free trolleys to north end of Siesta Key for extensive dining and nightlife * Condo complex has heated pool,...
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    Location Information
    Siesta Key, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    0.1 miles from Siesta Key Bike and Kayak
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Centrally Located in Building 4 on the 3rd floor with a very nice Gulf View. Elevator. Living room has new leather sofa sleeper 11/09 TV, with new Sony DVD player. Screened in Lanai. Master bedroom has king size bed with TV. Master bath has step up to large tub with shower head & shower curtain....
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    Location Information
    Siesta Key, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    0.1 miles from Siesta Key Bike and Kayak
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    ENJOY YOUR BEACH VACATION in this fabulous first floor 1400+ s.f. unit. Step out from the spacious screened lanai to the beautiful tropical grounds, pool and world famous white sugary sands of Crescent Beach! Ceramic tile spread throughout living areas and Island style decor. Living room offers a...
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    Siesta Key, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    0.2 miles from Siesta Key Bike and Kayak
    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
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Siesta Key - 2BR - Beachfront Condo on Crescent Beach - Heated Pool - Tennis Ct1 / 29
    (1)Excellent
    0.1 miles from Siesta Key Bike and Kayak
    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 July 25, 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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    About this property
    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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    0.1 miles from Siesta Key Bike and Kayak
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    About this property
    Bay side of the road, canal-front, ground-level 2BR/1.5BA unit. New to the rental program! Spacious living and dining area, (living room extended out so no patio/lanai.) Rear entrance looks out onto a little inlet/canal with boat docks and nearby pool. King bed in master bedroom, tub/shower in the...
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    Siesta Key, Florida
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    0.1 miles from Siesta Key Bike and Kayak
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
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    • Private Outdoor Pool (Heated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    BEAUTIFUL & NEWLY RE-DECORATED 2 BED/2BATH; over 1400 s.f. located on the first floor. Ceramic tile floors in living areas. Dine al fresco or sip a margarita on the spacious screened lanai at the table or high top bar overlooking the lush tropical grounds, crystal white sands of the beach and aqua...
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    Siesta Key, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    0.2 miles from Siesta Key Bike and Kayak
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Private Outdoor Pool (Heated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    New to the Rental Program! Condo has 2 bedrooms/2 full baths. It is on the (top) 5th floor with an elevator in the building. Breathtaking Views over looking the Intracoastal Waterway/Little Sarasota Bay. Phone, wi-fi, cable all included as well a washer and dryer inside. ALL NEW Tile throughout...
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    Location Information
    Siesta Key, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    0.1 miles from Siesta Key Bike and Kayak
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Private Outdoor Pool (Heated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautifully redecorated and updated fifth floor 2 bed/2 bath unit with spectacular view of the Gulf of Mexico and Crescent Beach! Spacious lanai is slider-glassed enclosed and includes a sleeper sofa. Living room offers a TV/VCR/DVD player. Master bedroom features a king bed with TV and master...
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    Siesta Key, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    0.1 miles from Siesta Key Bike and Kayak
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Smoking allowed
    About this property
    Welcome to Casita Mar of Sol y Mar. This single level (2 Bedroom / 1 Bathroom - Master BR/1 Queen & 2nd BR/2 twins -sleeps 4) vacation home features private, gated beach access, a sparkling clean hot tub in a private, lush setting, a communal heated swimming pool with plenty of pool furniture and a...
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    Location Information
    Siesta Key, Florida
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    0.1 miles from Siesta Key Bike and Kayak
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Kid friendly
    Smoking allowed
    About this property
    Very cute and cozy, ground-level 2 Bedroom/1 and a half Bathroom Gulf Side unit just steps from the Pool and Beach! This unit just joined our rental program and has been recently appointed with all new tile, some brand new furniture and 3 Brand New Flat Screen TV's (1 in the living room and 1 in...
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    Location Information
    Siesta Key, Florida
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    0.0 miles from Siesta Key Bike and Kayak
    6 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • Private Yard
    • Secure Parking
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    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This 6 BED , 3 BATH Home is a Gorgeous Gated Residence ! Just steps from World Famous Siesta Key Beach . Perfect location between the Village and a main entrance to Siesta Key Beach!! Bar's, Restaurants, Shopping, Sport Rentals……..EVERYTHING is within walking distance…..NO CAR NEEDED!!! This new...
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    Location Information
    Siesta Key, Florida
    Rental Home - 6 Bedrooms, 3 Bathrooms, Sleeps 12
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    0.2 miles from Siesta Key Bike and Kayak
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautiful and newly remodeled three bedroom/two bath unit with ceramic tile in living areas and wood laminate in master bedroom and 2nd bedroom. Spacious with over 1800 sq. ft., fourth floor overlooking the intracoastal waterway. Large glassed in lanai makes additional space as a family room with a...
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    Location Information
    Siesta Key, Florida
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Cathy's Crescent Condos-Siesta Key,  FL GULF FRONT1 / 26
    (17)Very good
    0.2 miles from Siesta Key Bike and Kayak
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Waterfront
    • Grill
    • Balcony
    • DVD Player
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    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed September 8, 2018
    There’s just no place quite like Siesta Key and this condo allows you to appreciate it completely. The beach is really like no other. White fine sand, and no sign of Red Tide...
    Reviewed May 1, 2018
    We stayed in this fabulous condo the week of April 22, 2018. Three rooms open to a huge screened-in lanai overlooking the beach and the gulf. The view from every room in this...
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    About this property
    GULF FRONT---FALL DISCOUNTS- Beautiful turn key condominium located on the pristine beaches of Siesta Key. Voted the finest sand in the world. It doesn't get any better than this! The condominium is Full Gulf Front. You can view the water/beach while lying in bed from both bedrooms as well as...
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    Location Information
    Siesta Key, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    0.1 miles from Siesta Key Bike and Kayak
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Private Outdoor Pool (Heated)
    • Parking
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Fabulous totally remodeled 3 bedroom 2 full bath full gulf view unit! The unit is on the 4th floor in a 7 story building. Approximately 1600 Sq. ft. of living space. Master bedroom features King 'Sleep Number' bed, large walk-in closet, with view of beach and glass sliders out to the screened...
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    Location Information
    Siesta Key, Florida
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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