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Siesta Key Vacation Homes

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    1 / 11
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    2 Bedrooms, 3 Bathrooms, Sleeps 4 | Quick View
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    About this property
    You will have a visit to remember in this elegant three bedroom, two and one half bath vacation condo with a path to the famous Siesta Key white sand beaches just out your door! Two levels with tiles lanais and Gulf views from each level. Enjoy the amazing Gulf Coast sunsets right from your own... View all property information
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    Siesta Key, Florida 34242
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    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
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    Located in a quiet family neighborhood just minutes to #1 Beach in the USA Siesta Key beach, shopping, dining, golf courses. This is a 1000 square foot two bedroom, two bath house. It offers a Queen size bed in each bedroom and sofa/bed in the Living room. The kitchen has everything you would need... View all property information
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    Siesta Key, Florida 34231
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    3 BR. - 2.5 BA -- 6 Person Max. -- Townhouse -- Greenbelt View 1207 is a Bayside Townhouse unit, located approx. 100 Yrads away from the Intercoastal waterway. 3 Bedroom / 2 1/2 Bath unit. Approx. 1400 Sq. Ft. (1500 including the lanai) Bedding: Master Bedroom: King Guest Bedroom: 1... View all property information
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    Siesta Key, Florida 34242
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    5 of 5 bubbles (1) Excellent
    2 Bedrooms, 4 Bathrooms, Sleeps 6 | Quick View
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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... View all property information
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    Siesta Key, Florida 34242
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    WHAT A VIEW! Very updated, tastefully modern, Bay Front Condo with AMAZING views of the water! ALL NEW, absolutely BEAUTIFUL Hardwood floors! Newer, Stainless Steel appliances in the fully equipped kitchen with dishwasher, full-size refrigerator, microwave, oven and stove. GORGEOUS bathrooms,... View all property information
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    Siesta Key, Florida 34242
    1 / 16
    4.5 of 5 bubbles (9) Very good
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    GREAT Value !!! MVPROPERTIES AT SIESTA KEY Recently renovated and very conveniently located duplex villas at beautiful Crescent Beach on Siesta Key. 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, very clean... View all property information
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    Siesta Key, Florida 34242
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    1 / 18
    5 of 5 bubbles (4) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Island House Beach Resort - Crescent Beach, Siesta Key Florida. 2nd Floor unit, 2 bedrooms, 2 baths. This beautifully maintained complex is located on one of the best beaches in Florida. This condo offers a view of palm trees, white sand and the turquoise waters of the Gulf of Mexico. The view is... View all property information
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    Siesta Key, Florida 34242
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    5 of 5 bubbles (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Island House Beach Resort - Siesta Key Florida - Crescent Beach. This beautifully maintained complex is located on the widest part of one of the best beaches in Central Florida. This 2nd floor condo offers views of palm trees, white sand and the turquoise waters of the Gulf of Mexico. The view is... View all property information
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    Siesta Key, Florida 34242
    1 / 31
    5 of 5 bubbles (1) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    Enjoy the comfort and convenience of this spacious, first floor two-bedroom condo with a glass or screen-enclosed lanai and all the comforts of home. It's immaculate, beautifully decorated and offers a great value for your vacation stay. Sleeps 4 +. We are at 1344 Siesta Bayside Drive on beautiful... View all property information
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    Siesta Key, Florida 34242
    1 / 24
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    Spacious 1 bedroom, 1 bathroom, turn key furnished condo at Harbor Towers on Siesta Key. The unit has been totally remodeled, kitchen with granite counter tops, new cabinets, new lighting and stainless steel appliances. Bathroom has new shower and granite counter tops. Ceramic tile flooring... View all property information
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    Siesta Key, Florida 34242
    1 / 36
    3.5 of 5 bubbles (4) Average
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    What a great location! walk to Siesta Key village or relax on your private Gulf Beach or fishing on the pier at Sandy Cove. This 2 bedroom 2 bath unit is a 2nd level condo with pool views from the balcony. Enjoy breakfast after a short walk at one of the villages' quite restaurants before... View all property information
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    Siesta Key, Florida 34242
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    5 of 5 bubbles (2) Excellent
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    Island House Beach Resort - Siesta Key Florida, Crescent Beach - This large 2 bedrooms, 2 bath villa is appox. 1000 sq. ft. It has a large living area, dining area, fully equipped kitchen, all appliances, central ac/heat, covered parking, screened lanai, free wi-fi in unit! The unit is non-carpeted... View all property information
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    Siesta Key, Florida 34242
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    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
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    4.5 of 5 bubbles (2) Very good
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    Crescent Beach on the Gulf of Mexico. This beautifully maintained complex is located on the widest part of one of the best beaches on the west coast of Florida. This condo offers a view of the turquoise waters of the Gulf of Mexico. The view is picturesque and the sunsets are magnificent. The... View all property information
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    Siesta Key, Florida 34242
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    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    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... View all property information
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    Siesta Key, Florida 34242
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    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
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    Siesta Key, Florida 34242
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    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    Located steps away from the whitest sand and the # 1 beach in America, known as Crescent Beach, Siesta Key. Our location 200 yards away has an easement for private beach access. We are located on the intercostal waterway of Little Sarasota Bay on the island of Siesta Key. The condominium has two... View all property information
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    Siesta Key, Florida 34242
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    2 BR -- 2 BA -- 4 person Max -- Small Garden -- Greenbelt View 1164 is a small garden unit, located on the Gulfside of Midnight Pass 2 bedroom, 2 bath unit . Approx. 1100 Sq. Ft. (1200 including the lanai). Bedding: Master bedroom: King Guest Bedroom: 2 Twins Electronics: Living... View all property information
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    Siesta Key, Florida 34242
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Newly remodeled! Beautifully and tastefully decorated in a very simple, clean and modern style. Spacious, second floor 3BR/2BA quiet and private corner unit. King bed in master, 2 Twins in the large guest room and a double sized bed in the small guest room. Comfortably accommodates 6 guests. Washer... View all property information
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    Siesta Key, Florida 34242
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    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    This wonderful home will be going though a complete renovation that will include adding an additional 2 bedrooms and 1 bathroom, which will make this home a 4 bedroom 3 bathroom home - with one of the bedrooms functioning as a bunk room. The Exterior covered deck will become interior living space... View all property information
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    Siesta Key, Florida 34242
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    5 of 5 bubbles (59) 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
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    Siesta Key, Florida 34242
    1 / 32
    5 of 5 bubbles (7) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    FREE High Speed Wireless Internet ! - just bring your Laptop. Watch the boats float by! Just steps from the Pool, Club House, and picnic area with gas Weber grills. Across the street from Crescent Beach!! Our three bedroom two story townhouse in Gulf & Bay Club Bayside is in a complex of Key... View all property information
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    Siesta Key, Florida 34242
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    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    This Beautiful 1 Bedroom, 1 Bathroom Condominium is located close to Beautiful Crescent Beach on Siesta Key. This unit has been newly renovated, has all Brand New Stainless Steel Appliances, Granite Counter Top, 55' Flat Screen TV, Wood Style Ceramic Tile Throughout. Heated Pool and a Storage area.... View all property information
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    Siesta Key, Florida 34242
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    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    Owner takes pride in this beautifully decorated 2nd floor unit. 2 bedroom 1 1/2 baths. Newly remodeled! Very cozy and comfortable with amazing tranquility and peacefulness courtesy of the laid back, canal-front setting. The unit features ceramic tile floors and a den-like sitting room off of the... View all property information
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    Siesta Key, Florida 34242
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    4.5 of 5 bubbles (12) Very good
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    Island House Beach Resort! Crescent Beach, Siesta key Florida. This beautifully maintained complex is located on the widest part of one of the best beaches in central florida. This unit is one bedroom and 2 full baths. It is 1300 sq. ft, King, queen sleeper, Central heat/ac. The unit has large... View all property information
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    Siesta Key, Florida 34242
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    Island House Beach Resort - Siesta Key Florida, Crescent Beach - This large 2 bedrooms, 2 bath unit is non-carpeted and 1000 sq. ft. It has a large living area, fully equipped kitchen, all appliances, central heat/ac, High Definition Tv, 3 dvds, free wi-fi in unit, covered parking. The unit has a... View all property information
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    Siesta Key, Florida 34242
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    2 BR. - 2 BA -- 6 Person Max. -- Large Garden -- Partial Beach and Pool View 6052 WPW is a Large Garden unit, located approximately 50 yards away from Crescent Beach 2 Bedroom / 2 Bath unit. Approx. 1250 Sq. Ft. (1375 including the lanai) Bedding: Master Bedroom: King Guest Bedroom: 2... View all property information
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    Siesta Key, Florida 34242
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    Island House Beach Resort! Crescent Beach, Siesta Key Florida. This beautifully maintained complex is located on the widest part of one of the best beaches in Florida. This condos offers a view of the palm trees, white sand and turquoise waters of the Gulf of Mexico. The view is picturesque and the... View all property information
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    Siesta Key, Florida 34242
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    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    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... View all property information
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    Siesta Key, Florida 34242
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    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    You'll feel at home in this clean, cozy condo by the beach. Quiet and peaceful yet close to shopping, dining, the village on Siesta Key. Ceramic tile floors. Tropical decoration. Fully equipped kitchen. Washer & Dryer on site. Ceiling fans. Central air & heat. Gas grill. Towels, umbrella &... View all property information
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    Siesta Key, Florida 34242
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    Island House Beach Resort, Siesta key, Crescent Beach!New improvements in 2014! 60" tv and entertainment center ( netflix reaady), new ac unit, new dishwasher and ceiling fans in bedrooms. Professionally decorated in October 2011. This large 2 bedrooms, 2 bath unit is approx 1000 sq. ft. It has a... View all property information
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    Siesta Key, Florida 34242
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    beautifull, totally remodeled condo ,fully porcelain tiled, new cherry kitchen cabinets, stainless appliances, granite and lanai overlooks pool with small view of #1 beach in U.S. fully furnished with 3 TV, cable and internet and utilities included. Local area offers fun , swimming , fishing,... View all property information
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    Siesta Key, Florida 34242
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    2 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    Steps to Siesta Beach and a Gorgeous Condo, Bring the Entire Family! *****Still Available for May & June 2017 ***** #1 Beach in the US (2017) : Siesta Key is the United States #1 Beach Boasting Miles of Powder White Sand and a Charming Village loaded Shopping, Dining and Ice Cream :) This 2... View all property information
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    Siesta Key, Florida 34242
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    This beautifully furnished 2 bedroom, 2 bathroom unit provides you with a stunning view of the Sarasota Bay adorned with draping trees that hide multiple varieties of birds. The recently renovated lanai is in a Key West theme with 2 chaise lounges looking out at the water and a bistro set for... View all property information
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    Siesta Key, Florida 34242
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    8 Bedrooms, 6 Bathrooms, Sleeps 22 | Quick View
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    Boater's Dream with a Pool for the entire family that features a Rock Water Slide (installed by May 10, 2017), Swim up bar, Sun Shelf, and Jacuzzi. This is your own waterfront home with Gulf Views, with a mini water park in your back yard, and about 1 block to the #1 Rated Beach in the USA by Trip... View all property information
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    Siesta Key, Florida 34242
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Island House Beach Resort! Crescent Beach, Siesta Key Florida. This attractive 2 bedroom, 2 bath villa is 1000 sq. ft. It has a large living room, dining area, fully equipped kitchen, all appliances, screened lanai. It is 1000 sq. ft. The unit has a king, 2 twins, sleeper sofa. It has 3 tv's, dvd,... View all property information
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    Siesta Key, Florida 34242
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Over 1600 sq. ft. of spacious living space and ceramic tile throughout; beautifully decorated The living area features a large flat screen TV and DVD player, the kitchen is adorned with granite counter tops and stainless steel appliances. The master bedroom features a king bed a flat screen TV;... View all property information
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    Siesta Key, Florida 34242
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    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
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    Siesta Key, Florida 34242
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    2 BR. - 1 BA -- 4 Person Max. -- Small Garden -- Bay Front 6025 EPW is a Small Garden unit, located approximately 35 yards away from the Bay. 2 Bedroom / 1 Bath unit. Approx. 1100 Sq. Ft. (1200 including the lanai) Bedding: Master Bedroom: King Guest Bedroom: Queen Electronics:... View all property information
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    Siesta Key, Florida 34242
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    5 of 5 bubbles (5) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    Island House Beach Resort!! Siesta Key Florida. This 2 bedrooms, 2 bath unit is 1300 sq. ft. and is located on one the finest beaches in Florida. It has a large living area, dining area, 2 lanais, central heat/ac, fully equipped kitchen, ( all appliances) 3 tvs, dvd and is located on the 3rd floor.... View all property information
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    Siesta Key, Florida 34242
    1 / 82
    8 Bedrooms, 8 Bathrooms, Sleeps 24 | Quick View
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    This vacation home will be a bright and sunny 8 bedroom and 8.5 bathroom home located just a short walk away from the white sand beaches of Siesta Key, Florida, Voted the best beach in America. Its also just a short stroll to Siesta Key Village. This home provides a private heated pool, fully... View all property information
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    Siesta Key, Florida 34242
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    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    If you have a boat, bring it along, because this 4 bedroom, two bath pet friendly home has it's own boat dock!! Want to hit the beach? No problem because you're a short walk from access #5 to Siesta Key Beach, voted #1 beach in the USA. Just steps from Siesta Key village where you can dine in one... View all property information
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    Siesta Key, Florida 34242
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    2 BR -- 2 BA -- 6 Person Max -- High Rise -- Greenbelt View 1125 - 706 is a highrise unit, located on the Gulfside of Midnight Pass, approx. 175 yards away from Crescent beach. 2 bedroom, 2 bath unit . Approx. 1200 Sq. Ft. (1480 including the lanai). Bedding: Master bedroom: King... View all property information
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    Siesta Key, Florida 34242
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    4.5 of 5 bubbles (11) Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    We offer a boutique style property with just 4 units. Close enough to the beach without the congestion of larger properties. Enjoy this newly renovated (2014) apartment, located less than a mile from beautiful Siesta Key Beach. We've fully remodeled in the "Beach Chic" style, with a touch of... View all property information
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    Siesta Key, Florida 34242
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    5 of 5 bubbles (2) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Island House Beach Resort! Newly remodeled!! Crescent Beach, Siesta Key Florida! This attractive complex is located on the widest part of one of the best beaches in central florida. This condo is 1300 sq. ft, non-carpeted and is located on the 4th floor. It is 2 bedrooms, 2 baths, King, 2 twins,... View all property information
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    Siesta Key, Florida 34242
    1 / 19
    5 of 5 bubbles (7) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    GULF FRONT - GROUND FLOOR UNIT!! This spectacular 2 bedrooms, 2 baths unit is 1300 sq. ft. as is located on Crescent Beach. This condo offers a view of palm trees, white sand and turquoise waters of the Gulf of Mexico.Fully equipped kitchen, all appliances. The unit has a king size bed and 2 twins.... View all property information
    Location Information
    Siesta Key, Florida 34242