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Pet Friendly Holiday Rentals in Siesta Key, FL

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    Studio, 1 Bathroom, Sleeps 4 | Quick View
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    Studio, 3 Bathrooms, Sleeps 10 | Quick View
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    Studio, 3 Bathrooms, Sleeps 10 | Quick View
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    Studio, 1 Bathroom, Sleeps 4 | Quick View
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    Casita Sol Welcome to Casita Sol of Sol y Mar. This COMPLETELY RENOVATED, 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... View all property information
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    Siesta Key, Florida
    1 / 32
    Studio, 4 Bathrooms, Sleeps 8 | Quick View
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    Villa Champagne Welcome to “Villa Champagne”, one of the most fabulous vacation homes in Siesta Key. It’s also one of the most popular favorites among our many guest families. The magic begins as you enter the foyer of this beautiful villa and gaze across the expansive living area, then further out... View all property information
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    Siesta Key, Florida
    1 / 39
    Studio, 2 Bathrooms, Sleeps 8 | Quick View
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    Playa y Blanca Welcome to Playa y Blanca. This COMPLETELY RENOVATED, single level and uniquely configured (4 BR/2BA - 2 Master BR/1 Queen each & 2 2nd BR/2 twins each-sleeps 8) vacation home [Casita Blanca and Casita Playa] has 2 kitchens and 2 living areas, the perfect arrangement for families or... View all property information
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    Siesta Key, Florida
    1 / 25
    Studio, 2 Bathrooms, Sleeps 8 | Quick View
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    Sol y Mar Welcome to Sol y Mar. This COMPLETELY RENOVATED, single level and uniquely configured (4 BR/2BA - 2 Master BR/1 Queen each & 2-2nd BR's w/2 twins each-sleeps 8) vacation home [Casita Mar and Casita Sol] has 2 kitchens and 2 living areas, the perfect arrangement for families or groups that... View all property information
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    Siesta Key, Florida
    1 / 24
    5 of 5 bubbles (1) Excellent
    Studio, 2 Bathrooms, Sleeps 6 | Quick View
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    Juicy Mango Cabana 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... View all property information
    Location Information
    Siesta Key, Florida
    5 of 5 bubbles Reviewed 10 February 2017
    We have a duplex house with a heated swimming pool within two blocks of the beach and four blocks of the causeway between Siesta Key and Sarasota where there is also a small mall...
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    1 / 42
    3 of 5 bubbles (2) Average
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    YOUR PRIVATE GETAWAY ON THE KEY ASK ABOUT OUR SUMMER SPECIALS!!!!!!!!! Does not include Weekends or Holidays!!! Looking to relax, Flip Flop Cottages is the place to be for a quaint and private vacation in Siesta Key, Florida. Come and stay at our serene environment and enjoy and visit all the... View all property information
    Location Information
    Siesta Key, Florida 34242
    4 of 5 bubbles Reviewed 22 May 2015
    Nice overall for what we needed-good location for beach hoppers like ourselves. Could get to Lido beach and turn around and go to Venice beach with still many beaches between...
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    1 / 26
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Steps from the islands best restaurants, shops (in the Village area) and a short walk to the #1 beach in the USA! Great home with 2 car and 1 car private garages. Recently renovated including a screened in patio, hot tub and pool. Brand new appliances making this home a great place for monthly... View all property information
    Location Information
    Siesta Key, Florida 34242
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    1 / 17
    4.5 of 5 bubbles (2) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Please also visit siestakey-whitesands with the usual US ending. There you'll find lots of usedul information on the condo and a travel guide.White Sands Village is located on Siesta Key, just few steps from Siesta Beach and directly on the canal across from Philippee Creek.Highlights of White... View all property information
    Location Information
    Siesta Key, Florida 34242
    4 of 5 bubbles Reviewed 1 February 2017
    Enjoyed our stay in this unit , big screen tv was the best. Short walk to the beach, the dog loved it. Everybody in the complex was very friendly and helpful.
    5 of 5 bubbles Reviewed 6 January 2016
    Close to all the excellent facilities of Siesta Key and within a comfortable walking distance of the magnificent Siesta beach, Grand White Sands 303 was the ideal place to 'chill...
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    Studio, 1 Bathroom, Sleeps 4 | Quick View
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    Casita Playa Welcome to Casita Playa of Playa y Blanca. This COMPLETELY RENOVATED, 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... View all property information
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    Siesta Key, Florida
    1 / 24
    5 of 5 bubbles (1) Excellent
    Studio, 1 Bathroom, Sleeps 6 | Quick View
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    Casita Bayou Welcome to Casita Bayou! Please Note: Sleeps 6 (K,K,SS) The units [Casita Bayou & Casita Coco] are rented separately. If combined, these units are called: Coconut Bayou Cottage (Sleeps 10) If one unit is not available, please contact us for the availability of another comparable unit!... View all property information
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    Siesta Key, Florida
    1 / 24
    Studio, 1 Bathroom, Sleeps 6 | Quick View
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    Honey Mango Cabana 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... View all property information
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    Siesta Key, Florida
    1 / 39
    Studio, 4 Bathrooms, Sleeps 12 | Quick View
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    The Grand Canal Cottage The Grand Canal Cottage, perhaps one of Siesta Key’s favorite luxury vacation homes, is a highly landscaped canal-front private luxury home featuring a heated pool with sun shelf and a separate 8-person spa. It is situated on Siesta Key on the beach side of the canal system... View all property information
    Location Information
    Siesta Key, Florida
    1 / 25
    4.5 of 5 bubbles (29) Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    Our Top Location, Gertrude's Village House! Brought to you by Gertrude Rentals and named for our grandmother who traveled the world until age of 91 but always insisted this street on Siesta Key was the place she loved best. Leave the car behind. Gertrude's is richly furnished, perfectly nestled... View all property information
    Location Information
    Siesta Key, Florida 34242
    4 of 5 bubbles Reviewed 24 September 2016
    Stayed there, the location is great. Everything in walking distance. The kitchen was supplied with everything you need. The positives beyond location varied, quiet, lots of room...
    5 of 5 bubbles Reviewed 18 July 2016
    We had 10 people in our group and this cute house perfectly fit us all! It was in the prime location for the beach, restaurants, and beach bars. Daniel was amazing to work with...
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    1 / 24
    Studio, 2 Bathrooms, Sleeps 10 | Quick View
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    CocoBayou Cottage Welcome to CocoBayou Cottage! Please Note: Sleeps 10: 3K, 2SS The units [Casita Bayou & Casita Coco] are rented together. When combined, these units are called: Coconut Bayou Cottage (Sleeps 10) If one unit is not available, please contact us for the availability of another... View all property information
    Location Information
    Siesta Key, Florida
    1 / 40
    5 of 5 bubbles (3) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Waterfront
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    About this property
    Hidden behind a contemporary privacy wall, enter into our front yard oasis. The perfect setting for tanning, dining and entertaining alongside the waterfall feature. Extensive renos offering a stunning gourmet kitchen, updated bathrooms, flat screen tv's in bedrooms and the most appealing Lanai... View all property information
    Location Information
    Siesta Key, Florida 34242
    5 of 5 bubbles Reviewed 23 June 2016
    For our first time in Florida we have been looking for the perfect house to rent and we couldn't have made a better choice!! We were 5 in total and the house is just perfect...
    5 of 5 bubbles Reviewed 18 April 2016
    We have been in search of the 'perfect' family holiday since our twin daughters were born 6 years ago, and we can finally say we have found it!! We have just returned from an 11...
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    1 / 24
    Studio, 1 Bathroom, Sleeps 4 | Quick View
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    Casita Blanca Welcome to Casita Playa of Playa y Blanca. This COMPLETELY RENOVATED, 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... View all property information
    Location Information
    Siesta Key, Florida
    1 / 41
    5 of 5 bubbles (58) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    3 Bedroom, 2.5 Bath Beach Villa (Sleeps 8-10) What makes us different than other homes you may be considering: · The Beach - The home is located on the ocean side of Beach Rd., so you just walk out your door and through our private access path. It’s literally 230 feet to Siesta Key Beach.... View all property information
    Location Information
    Siesta Key, Florida 34242
    5 of 5 bubbles Reviewed 12 January 2017
    Look no further for THE perfect vacation property! We rented this property for grandparents/parents/grandchildren and I don't know who had the most fun! The location is ideal...
    5 of 5 bubbles Reviewed 16 November 2016
    Awesome home for our family of 8. There was a major housekeeping problem, but the owner took care of it immediately. We would definitely stay here again!!
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    1 / 34
    Studio, 2 Bathrooms, Sleeps 10 | Quick View
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    Villa Lago Villa Lago is a fantastic waterfront villa with a heated pool located only ½ mile to the Village. It is unquestionably one of our most colorful homes and is now considered by many to be the perfect Florida vacation getaway. It’s an amazing, luxurious home that exudes Florida with lavish,... View all property information
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    Siesta Key, Florida
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    Studio, 2 Bathrooms, Sleeps 12 | Quick View
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    Villa De Paradisio Welcome to the beautiful Villa De Paradisio! This gorgeous waterfront cottage is a very luxurious and large four [4] bedroom canal front heated pool home with two bathrooms in approximately 1,800SF of air conditioned living space with a heated pool overlooking the dock and canal.... View all property information
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    Siesta Key, Florida
    1 / 28
    5 of 5 bubbles (1) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    #1 Happy Hour on the dock #2 Walk to sunset on Shell Beach #3 Enjoy dinner in the Village!! New listing! Offering low rates to get good reviews to get me started on TripAdvisor, HolidayLettings, FlipKey, etc! Wonderful Siesta Key Duplex - Two separate units, upper and lower. Rent one or both.... View all property information
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    Siesta Key, Florida 34242
    1 / 32
    Studio, 3 Bathrooms, Sleeps 8 | Quick View
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    Riverfront Cottage This exquisite 4 Bedroom, 2.5 Bath expansive home, “The Riverfront Cottage” may well have the most fabulous waterfront vista of all off-island homes on Phillippi Creek, here in Sarasota. In an excellent location, only 2 miles or 7 minutes from the actual beach at Siesta Key’s... View all property information
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    Siesta Key, Florida
    1 / 41
    Studio, 2 Bathrooms, Sleeps 10 | Quick View
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    The Palms Cottage Welcome to the recently renovated Palms Cottage, a gorgeous and expansive 4 bedroom, 2 bath home with its own private heated jacuzzi and pool just minutes from our world famous Siesta Key Beach Access. Driving up to the home, you will see a quaint and cheerful buttery yellow home... View all property information
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    Siesta Key, Florida
    1 / 18
    4.5 of 5 bubbles (17) Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    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... View all property information
    Location Information
    Siesta Key, Florida 34242
    5 of 5 bubbles Reviewed 3 December 2016
    Charming key west style 1 bedroom, owner was extremely helpful in creating same day booking w. minimal extra fees.
    5 of 5 bubbles Reviewed 11 July 2016
    We loved staying there. The owner (Daniel) was helpful and very pleasant when we needed him (we ended up staying an additional night.) The room was so cute, the decor was nice...
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    1 / 24
    2 Bedrooms, 1 Bathroom, Sleeps 8 | Quick View
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    Old Man and the Sea Inn - 1 marlin to the sand! 2BR (sleeps 8). Brought to you by Gertrude Rentals! Perfect for travelers in search of uncomplicated seclusion. 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... View all property information
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    Siesta Key, Florida 34242
    1 / 26
    Studio, 1 Bathroom, Sleeps 4 | Quick View
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    Casita Mar Welcome to Casita Mar of Sol y Mar. This COMPLETELY RENOVATED, 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... View all property information
    Location Information
    Siesta Key, Florida
    1 / 14
    5 of 5 bubbles (11) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    Our favorite location on Siesta Key, The Siesta Key Village Studio, brought to you by Gertrude Rentals! An accommodating ground floor one-room efficiency apartment perfectly nestled on a quiet tropical street between the best beaches, shopping and dining on the island. Wander one block to your... View all property information
    Location Information
    Siesta Key, Florida 34242
    5 of 5 bubbles Reviewed 4 days ago
    We enjoyed our 3 day stay. A longer stay would require a larger place but it was perfect for this time. Our host was very helpful and had a nice gift awaiting our arrival :)
    5 of 5 bubbles Reviewed 31 May 2016
    My best friend and I planned a girls getaway after a long stressful school year and we couldn't have picked a better place to stay! It is much more like a home than a hotel. It is...
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    1 / 27
    5 of 5 bubbles (18) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    Casa Van Lopik (c), our canal facing suite, is a large 3BR. Brought to you by Gertrude Rentals! Perfectly located 1.5 blocks away from the best beaches, shopping, dining and entertainment on the island. It was named for our father who was a ships captain and sailed the world for 30 years but... View all property information
    Location Information
    Siesta Key, Florida 34242
    3 of 5 bubbles Reviewed 3 weeks ago
    Location is the best thing about this condo -- short walk to beach and to Siesta Key Village. Very convenient. Another big "pro" was Daniel. The owner is very responsive...
    5 of 5 bubbles Reviewed 9 November 2016
    We stayed in unit 360. Pro's-Our extended family of seven stayed at Casa VanLopik in the heart of Siesta Village. The house sleeps 10, and has all the amenities of home. Two...
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    1 / 10
    4.5 of 5 bubbles (2) Very good
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    Half Mile to the Beach This recently remodeled Beach house has both inside and outside living spaces. There is a combination Kitchen/dining/living area with windows on every wall allowing in loads of the wonderful Florida natural light. The kitchen is all white with stainless appliances and... View all property information
    Location Information
    Siesta Key, Florida 34242
    4 of 5 bubbles Reviewed 2 February 2017
    It was like home away from home. Glad we were able to take our dog and cottage was fully equipped with everything necessary for our stay.
    5 of 5 bubbles Reviewed 31 May 2016
    The space seems bigger than the pictures lead it on to be which is a plus! We really enjoyed our stay as the master bedroom was very spacious. We visit Siesta Key almost every...
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    1 / 24
    5 of 5 bubbles (1) Excellent
    Studio, 3 Bathrooms, Sleeps 12 | Quick View
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    Mango Manor 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... View all property information
    Location Information
    Siesta Key, Florida
    5 of 5 bubbles Reviewed 30 September 2016
    This was a very nice and well appointed home. We absolutely loved how close this was to the beach. The pool was very large and the patio was confortable for pre dinner drinks. I...
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    Studio, 2 Bathrooms, Sleeps 4 | Quick View
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
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    About this property
    Just cross the street and you are at the entrance to Siesta Key Beach - one of the finest beaches on the Florida Coast and the winner of multiple awards both for its crystal clear waters and its cooling quartz sand. This 2/2 impeccably updated condo is on the first floor and water views overlooking... View all property information
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    Siesta Key, Florida 34242
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    4.5 of 5 bubbles (31) Very good
    2 Bedrooms, 1 Bathroom, Sleeps 8 | Quick View
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    • Grill
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Old Man and the Sea Inn - 1 marlin to the sand! 2BR (sleeps 8). Brought to you by Gertrude Rentals! Perfect for travelers in search of uncomplicated seclusion. 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... View all property information
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    Siesta Key, Florida 34242
    5 of 5 bubbles Reviewed 10 November 2016
    The condo was everything we expected and more. There is a path that leads straight from the condo to the beach and while there isn't a beach view it was still an awesome place to...
    5 of 5 bubbles Reviewed 19 October 2016
    Lovely beach rental just steps away from a gorgeous beach! Very cozy and cute with everything you would need for a beach rental. The pull out bed wasn't very comfortable and there...
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    1 / 23
    Studio, 3 Bathrooms, Sleeps 10 | Quick View
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    • Pet-friendly
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    • Smoking allowed
    • x
    About this property
    Heron House Built in 1955, this spectacular retro gem has recently become updated and modernized in the most breathtaking way. Its sleek and elegant design allows you to become lost in a multidimensional paradise. Rich in cherished history, you can feel the love put in to make it as hospitable as... View all property information
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    Siesta Key, Florida
    1 / 24
    4 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
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    • Children's Pool
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
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    About this property
    Quiet and serene, but close to local attractions, you will love this large 4 bedroom, family friendly home with 2 kitchens, new appliances, modern furnishings, and beach buggy with all the gear! Separate living areas can accommodate one large family or two smaller ones. Each living area has its... View all property information
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    Siesta Key, Florida 34242
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    6 Bedrooms, 5 Bathrooms, Sleeps 14 | Quick View
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    • Private Outdoor...
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Perfectly located, New, 6 bedrooms 4 1/2 bathrooms private home,in a gated community, combines luxury with convenience of location. We offer you a large 6000sf+ home within a short distance to the pristine beaches of Siesta Key and walking to the Village, Restaurants, shops and nightlife. Privacy... View all property information
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    Siesta Key, Florida 34242
    1 / 26
    4.5 of 5 bubbles (17) Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    • Internet Access
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    • Porch
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Casa Van Lopik (jardin), our garden facing suite, is a large 3BR home. Brought to you by Gertrude Rentals! Perfectly located between the best beaches, shopping dining and entertainment on the island. It was named for our father who was a ships captain and sailed the world for 30 years but always... View all property information
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    Siesta Key, Florida 34242
    3 of 5 bubbles Reviewed 12 June 2016
    While ratings and reviews are subject to personal taste, we found this property average at best. The positives included a nice size home, 3BR, 2BA, 2 blocks to the beach and very...
    5 of 5 bubbles Reviewed 4 December 2015
    Our extended family of 7 with 4 adults and 3 children, stayed 4 nights at this property. We were thrilled to see that the grocery store was at the end of the street, as were all...
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    1 / 31
    Studio, 2 Bathrooms, Sleeps 4 | Quick View
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    • Pet-friendly
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    • Smoking allowed
    • x
    About this property
    Totally renovated adorable Siesta Key bungalow nestled on a shaded street just minutes from Siesta Key beach and the village of Siesta Key with a variety of shops, restaurants and nightlife. Drive into the circular driveway and park your car under the covered parking to be away from the 10 minute... View all property information
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    Siesta Key, Florida 34242
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    Studio, 2 Bathrooms, Sleeps 8 | Quick View
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    • Washer
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    • Pet-friendly
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    • Smoking allowed
    About this property
    Sea Mist Welcome to Sea Mist! PLEASE NOTE: Sleeps 6: 2K, 2T (not provided: AM) There is a 14 night minimum stay or 1 rental per 30 day period, per Sarasota, FL ordinance, contact us for more information. This cottage makes you feel as if you are adrift in the warm inviting Gulf Seas, with gorgeous... View all property information
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    Siesta Key, Florida
    1 / 37
    5 of 5 bubbles (11) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • DVD Player
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    • Waterfront
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    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 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 own... View all property information
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    Siesta Key, Florida 34242
    5 of 5 bubbles Reviewed 11 August 2016
    We had a wonderful stay st Sandy Toes last week. The apartment was clean, tidy and had everything you needed for a super beach holiday. Close to a couple of great restaurants...
    5 of 5 bubbles Reviewed 29 June 2016
    This place is as good as the previous reviews say it is. It has everything you need from pool floats to beach chairs to blow dryers to bicycles, dishwashing soap to laundry soap...
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    1 / 7
    4 of 5 bubbles (1) Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Patio
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • ?
    About this property
    Newly remodeled with a tiled Kitchen & Bath and new furnishings. -Two King Beds -Two Full Baths -CATV in All Bedrooms -Granite Countertops -Fully Equipped Kitchen -Stainless Appliances -Two Twin Beds -Private Patio -Pullout Sleeper -Laundry in Unit -VCR/DVD -Gas Grill NOTE: PLEASE... View all property information
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    Siesta Key, Florida 34242
    4 of 5 bubbles Reviewed 30 June 2015
    Very nice property and you would be hard pressed to find a better location. Peace and quiet of the beach and only 1 block away from fun and nightlife of the Village. Loved it !
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    1 / 24
    5 of 5 bubbles (1) Excellent
    Studio, 3 Bathrooms, Sleeps 8 | Quick View
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    • DVD Player
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Stay at this large Key West style Siesta Key vacation rental home minutes to Siesta Key village and beaches. The property offers a private backyard with heated pool and Jacuzzi hot tub. Located on a quite street just 1 mile from Siesta Key village puts it at a perfect distance for a easy bicycle... View all property information
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    Siesta Key, Florida 34242
    5 of 5 bubbles Reviewed 7 May 2015
    This house is the ideal beach home, very spacious and clean home. My entire family and I stayed here for a month and enjoyed every minute of it. I especially liked the backyard...
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    1 / 25
    5 of 5 bubbles (5) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Satellite TV
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    2 apartments to choose from: Key West Suite A relaxed beach experience. This cozy two bedrooms & den apartment, full 2 baths (1 King bed + 2 Twins + 1 Queen) 1,200 sq/ft. suite on second level with two private balconies and partial Gulf view from the den. This apartment is fully furnished and... View all property information
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    Siesta Key, Florida 34242
    5 of 5 bubbles Reviewed 20 May 2016
    Spacious enough for 3 little ones and 2 adults. My wifeet and I stayed in the makeshift room next to family room. Very clean and well kept. We were spoiled and had the property to...
    5 of 5 bubbles Reviewed 27 June 2015
    The suite 5610 was on the ground level, perfect for kids. The suite and outside areas were very clean and offered a lot of amenities. The pool was very clean and just the right...
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    1 / 18
    5 of 5 bubbles (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Sauna
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • ?
    About this property
    White Sands Village is located on Siesta Key, just few steps from Siesta Beach and directly on the canal across from Philippee Creek. Highlights of White Sands Unit 303: Free high-speed WiFi Ground floor unit More than 200 channel cable TV DVR to watch your favorite show when you want to 50 inch... View all property information
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    Siesta Key, Florida 34242
    1 / 30
    Studio, 2 Bathrooms, Sleeps 5 | Quick View
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    • Pet-friendly
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    • Smoking allowed
    • x
    About this property
    Enjoy all that Siesta Key has to offer without the astronomical prices and cramped quarters of a beach condo. Take your pets and have the grandkids visit without worry because this family friendly, home will allow you to host with comfort and with confidence. Located on a private street in a... View all property information
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    Siesta Key, Florida 34242
    1 / 24
    5 of 5 bubbles (1) Excellent
    Studio, 3 Bathrooms, Sleeps 10 | Quick View
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    • Waterfront
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    • DVD Player
    • Hot Tub
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    • Private Outdoor...
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Take a look at this spacious canal front home on Siesta Key with heated pool. This home is great for a large family or even two families with its open floor plan. Enter the home through the double French doors and down the foyer into the heart of the home; the open family room, living room w/... View all property information
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    Siesta Key, Florida 34242
    1 / 18
    5 of 5 bubbles (1) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Satellite TV
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    • Balcony
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    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    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... View all property information
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    Siesta Key, Florida 34242
    5 of 5 bubbles Reviewed 19 February 2017
    What a wonderful stay! To start, Daniel is a very down-to-earth guy....ALWAYS responded promptly to phone calls and emails, and always was always courteous and complete in...
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    5 of 5 bubbles (34) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    • Air Conditioning
    • DVD Player
    • Private Outdoor...
    • Hot Tub
    • Waterfront
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    • Patio
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    PERFECTLY LOCATED POOL OASIS VACATION HOME, TWO MINUTE WALK TO THE VILLAGE AND A QUICK SCENIC WALK TO THE BEACH!! This 2 bedroom/2 bathroom single family canal front home has the best location in the heart of Siesta Key, only a short walk to the Siesta Key Village restaurants and shops, and a... View all property information
    Location Information
    Siesta Key, Florida 34242
    5 of 5 bubbles Reviewed 3 weeks ago
    Just came back from beautiful Siesta few days ago. Location, location, location! Everything is just a few steps away restaurants, grocery store, beach....The house was well...
    5 of 5 bubbles Reviewed 3 weeks ago
    My husband and I stayed in this wonderful home for 3 weeks in late January through February, 2017. It is a delightful, sunny and wonderful home. The kitchen is well stocked, it is...
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    1 / 34
    4.5 of 5 bubbles (13) Very good
    4 Bedrooms, 4 Bathrooms, Sleeps 14 | Quick View
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    • Waterfront
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    • Patio
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Prominently featured in the 2013 and 2014 in NYJL House Tour Magazine and winner Spring of 2014 Top Auction Item. Brought to you by Gertrude Rentals! This Spanish revival home is located on Palm Island, the heart shaped island within the island of Siesta Key, just steps from the beach and one... View all property information
    Location Information
    Siesta Key, Florida 34242
    5 of 5 bubbles Reviewed 4 December 2015
    We loved this home! We had a large group and it never felt crowded. The house is lovely and very convenient to everything! Highly recommend this rental!
    5 of 5 bubbles Reviewed 3 December 2015
    Just want to say thank you for creating the perfect venue to celebrate my Mom's 90th Birthday! Seven siblings convened from across the globe to share a very special time together...
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