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Vacation Rentals and Bungalows in Siesta Key, FL

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    1 / 17
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    2 Bedrooms, 4 Bathrooms, Sleeps 6 | Quick View
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    4 of 5 bubbles (1) Very good
    Studio, 2 Bathrooms, Sleeps 6 | Quick View
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    Island House Beach Resort - Siesta Key, Crescent Beach, Ground Floor unit! This unit is located at Island House Beach Resort on sunny Siesta Key. It is 2 bedrooms, 2 baths, 1300 squart feet.King, 2 twins, sleeper. It has a large living room, fully equipped kitchen, all appliances, dining area,... View all property information
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    Siesta Key, Florida 34242
    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
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    Siesta Key, Florida
    1 / 21
    5 of 5 bubbles (1) Excellent
    Studio, 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
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    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    Gulf & Bay Club Bayside is a Resort complex of Key West style Town Homes all with one car attached garages. Gulf & Bay Club Bayside offers *two heated pools *clubhouse with exercise/workout center and sauna *two lighted tennis courts *fishing pier *walking paths *picnic areas with Weber gas... View all property information
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    Siesta Key, Florida 34242
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    5 of 5 bubbles (4) Excellent
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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
    1 / 19
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    Studio, 2 Bathrooms, Sleeps 4 | Quick View
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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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    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    A short walk to the softest sand on the planet! Located in quieter South Village, yet within walking distance to everything. Enjoy the pool, beach, restaurants, sunsets, etc. New King bed in master bedroom. Guest bedroom has twin beds. New furniture & linens. Fully equipped kitchen, beach... View all property information
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    Siesta Key, Florida 34242
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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
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    Siesta Key, Florida
    1 / 17
    5 of 5 bubbles (3) Excellent
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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
    1 / 21
    Studio, 2 Bathrooms, Sleeps 5 | Quick View
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    Siesta Villa Laughing Gull Find yourself in the relaxing comforts of Siesta Villa Laughing Gull. A single-story stand-alone villa, located in the beautiful private community of Polynesian Gardens, on the tropical barrier island of Siesta Key, Fl. The peaceful tranquility of Villa Laughing Gull is... 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 5 | Quick View
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    - Expansive, panoramic gulf view from every room of this 6th 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 beach with lounge chairs provided. As close as you can get to the Gulf without... View all property information
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    Siesta Key, Florida 34242
    1 / 15
    5 of 5 bubbles (2) Excellent
    Studio, 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 / 15
    5 of 5 bubbles (1) Excellent
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    Island House Beach Resort - Siesta Key Florida, Crescent Beach. This bright spacious villa is approx. 1000 sq. ft., non-carpeted and has all the comforts and luxuries of home. Enjoy the significant renovations done including a newly renovated, fully-equipped kitchen with granite counter top, brand... View all property information
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    Siesta Key, Florida 34242
    1 / 11
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    Siesta key condo in sarasota Florida West coast of Florida beautiful sunsets and powdered sugar sandy beaches Condo completely tiled thru-out, Elevator, walk to number 1 rated beach, watch boats go by while enjoying your morning coffee Ringing museum, Florida studio theater St armounds Circle Fine... View all property information
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    Siesta Key, Florida 34242
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    Studio, 2 Bathrooms, Sleeps 6 | Quick View
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    Absolutely gorgeous, newly remodeled beachfront 2BR/2BA that sleeps 6! All new everything as of November 2015! Nice white tile throughout, all new furniture, all new kitchen appliances, recently added 2nd full bathroom, recently added washer and dryer...EVERYTHING NEW!!! Living Area features an... View all property information
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    Siesta Key, Florida
    1 / 32
    Studio, 1 Bathroom, Sleeps 4 | Quick View
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    Very nice, spacious first floor 2 bedroom/1.5 bath unit 1000 s.f. with ceramic tile floors in living area and wood laminate floors in bedroom. TV's in living room and both bedrooms. DVD player in living area. DSL internet connection located at kitchen bar. Sofa sleeper and leather loveseats with... 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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    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! 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 between the best beaches, shopping and... View all property information
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    Siesta Key, Florida 34242
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    Studio, 2 Bathrooms, Sleeps 6 | Quick View
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    NEWLY PAINTED AND CARPETED IN MAY '07. Step right out your back door to the soft, white sugary sand of world famous Crescent Beach! You are so close to the Gulf of Mexico in this 2/1.5 unit. Tastefully decorated and you can watch the sunset right from your screened lanai! The living room offers a... View all property information
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    Siesta Key, Florida
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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
    1 / 16
    5 of 5 bubbles (11) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    Protect yourself from fraud no wire transfers accepted! We have a beautiful two story beach house on the best beach in America! The sand is 99% quartz and white like powdered sugar, it's so perfect for sandcastles that every year The Crystal Classic is held with most beautiful sand sculptures.... 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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    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 / 17
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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
    1 / 18
    5 of 5 bubbles (10) Excellent
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    Island House Beach Resort!!Ground Floor, 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 condo offers views of palm trees, white sand and the crystal blue waters of the Gulf of Mexico. The view... View all property information
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    Siesta Key, Florida 34242
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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 / 40
    5 of 5 bubbles (21) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Our condo is on the second floor and is only 3 doors from the lovely pool, jacuzzi and fishing pier. The private Cresant Beach which is deeded just for the Palm Bay Guests and is just across the street from the Bay side. It is raked every a.m. and loung chairs set out and also has a charcole grill... View all property information
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    Siesta Key, Florida 34242
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    Beautifully updated and redecorated unit on the 2nd floor in the mid-rise building on the Gulf Side with Gulf View! 2 bedroom, 2 full bath with washer & dryer in the unit. The Master bedroom has a king bed with a sliding glass door out to the lanai. The master bath has large walk-in shower with... View all property information
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    Siesta Key, Florida
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    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.... View all property information
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    Siesta Key, Florida
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    Crystal Sands Villa #22 has been recently updated with the kitchen opened up into an open floor plan with the living room and dining area, new front door and garage service doors, new pantry cabinets, new baseboard, casing and crown moulding throught, new HVAC system. Washer and dryer within the... View all property information
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    Siesta Key, Florida 34242
    1 / 18
    5 of 5 bubbles (4) Excellent
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    Enjoy the view of the white sand of Crescent Beach and the azure waters of the Gulf of Mexico from this lovely third floor 2 bedrooms, 2 baths gulf view condo at Island House Beach Resort. This beautifully maintained complex is located on the widest part of one of the best beaches in Florida.This... View all property information
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    Siesta Key, Florida 34242
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    Spacious ground level, 2 bedroom 1.5 Bath, Bay Side unit with a nice canal view! Walk out your back door to the heated pool and boat docks! Only about a 5 minute (350yd) walk to your private area of the beautiful white sands of award winning Crescent beach. There are complimentary use and set-up of... View all property information
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    Siesta Key, Florida
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    Enjoy this beautifully remodeled condo and watch the beautiful sunsets from the privacy of your lanai. Wifi internet added. Additional amenities include: 2 twins in guest bedroom, king in master bedroom, tile flooring. View all property information
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    Siesta Key, Florida
    1 / 27
    5 of 5 bubbles (18) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    DEEPLY DISCOUNTED FOR CHRISTMAS, WE HAD A CANCELLATION! Casa Van Lopik (c), our canal facing suite, is a large 3BR home 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... View all property information
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    Siesta Key, Florida 34242
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    *** NEWLY RENOVATED!*** Gorgeous 2 bedroom/1.5 bathroom Bay Side unit. Tile throughout. Extended living room area. King bed in the master bedroom and two twins in the guest bedroom. Walk out your back door to the heated pool and the boat docks. Only about a 5 minute walk to your private beach on... View all property information
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    Siesta Key, Florida 34242
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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
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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 appox. 1000 sq. ft., non-carpeted and has a large living area, dining area, fully equipped kitchen, all appliances, screened lanai, and covered parking, 3 tvs, dvd, free wi-fi in unit! The unit has... 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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    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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    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
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Walk to beach!!~ 5 minutes, Siesta Village- 15 minutes. Walk miles of white sandy beach. 4 Kayaks & Canoe (provided), enjoy a ride down the Grand Canal- Private Dock (rent a boat or jet-skies). Swim in the heated private pool. Relax in the hot Jacuzzi. Beautifully decorated, spacious house with... View all property information
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    Siesta Key, Florida 34242
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    Studio, 2 Bathrooms, Sleeps 4 | Quick View
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    Island House Beach Resort! Siesta Key Florida, Crescent Beach. Ground floor unit. This 2 bedroom, 2 bath condo is 1300 sq. ft. It has a large living area, dining area, fully equipped kitchen, all appliances, lanai. It has a king, 2 twins. Central heat/ac. Free Wi-Fi in unit. This beautifully... 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 lovely unit is approx. 1000 sq. ft. It has 2 bedrooms, 2 baths, large living area, dining area, fully equipped kitchen, all appliances, central ac/heat, 3 tvs, dvd, dedicated, non-shared wi-fi in unit, covered parking, screened... View all property information
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    Siesta Key, Florida 34242
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    Studio, 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
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Turtle beach was just re-nourished in March 2016!! Come enjoy the great new beach at Fisherman's Cove! Leave your worries behind... If you're looking for a relaxing beachfront condo that's been totally remodeled you've come to the right place. (all new photos -just uploaded!) Our ground-level... View all property information
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    Siesta Key, Florida 34242
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    Studio, 2 Bathrooms, Sleeps 6 | Quick View
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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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    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
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    Studio, 2 Bathrooms, Sleeps 4 | Quick View
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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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    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. 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 just one marlin’s length (5 steps) from... View all property information
    Location Information
    Siesta Key, Florida 34242
    Siesta Key Flight and Weather Info
    Airports nearby (1)
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    SRQ
    Bradenton Airport
    8.7 miles from Siesta Key
    Low airfares recently found by TripAdvisor travelers
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    Local Weather
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    72° 54°
    March
    76° 58°
    April
    80° 63°
    May

    Additional Siesta Key Info

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    • Local time: 06:37 AM (EDT)
    • Peak travel: March - April