Vacation Rentals Property Search | Rent Siesta Key
This is a spacious studio style two bedroom unit furnished with king-size bed and queen sleeper sofa downstairs and queen bed upstairs Accommodating up to 6
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Stay at your own piece of tropical paradise by the beach and centrally located on Anna Maria Island. This island cottage allows you to truly experience living
Gated, 3b/2b Single Family Oasis 1 Block to Siesta Village 3 Beds/2 Baths, Sleeps 8 Welcome to your oasis on Peaceable in the exclusive Treasure Boat community
This three-bedroom two full bath Bradenton vacation rental is nestled within a beautiful community offering resort style amenities such as pool, clubhouse, and
Come enjoy the relaxed vibe of Siesta Key! The beautiful white sand beaches that make Siesta Key the #1 beach in the US are not even a five-minute stroll away.
Come and stay at this newly renovated unit; one of two units available at this superb duplex located just 500 meter from beautiful Holmes Beach on Anna Maria
Spacious and clean, this 2 two story condo at Midnight Cove II has 3 bedrooms and 2.5 baths to accommodate you and your guests. The main living area has large
Siesta Key has grown in popularity over the years as a vacation hot spot. This is due not only to the islands' beautiful beaches but diving into that "island
Vacation in this newly modern stylish three bedroom two full bath condo nestled within a beautiful gated community offering resort style amenities around every
Siesta Key has been named America's #1 beach time and time again. Experience fun in the sun like never before at this two-story townhome style condo located
Stay at your own piece of tropical paradise by the beach and centrally located on Anna Maria Island. This island cottage allows you to truly experience living
Located just a 5 minute drive to Siesta Key and 10 minutes to Downtown Sarasota, this home is perfect for experiencing the wide array of atmospheres Sarasota
Walk the soft sandy shores of Siesta Key beach from this 1 bedroom1 bath vacation rental on Siesta Key. The unit offers an open floor plan with full kitchen,
Siesta Key has grown in popularity over recent years due to its beautiful miles of pure white quartz sand beaches, vibrant nightlife, artistic culture, and
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Location, location, location, this cozy quaint beach house is centrally located on Anna Maria Island and is less than a 2 minute walk from Holmes Beach. The 1
Location, Location, Location! This 3 bedroom modern home with swimming pool is in the perfect location being less than a 5 minute walk from the soft white sands
Enjoy this 2 bedroom 1 bath property located just 1 block from the beach. This unit offers an adequate kitchen with stainless steel appliances and ample living
Location, location. Cute 2b/1b Near Beach and Village. Location, location! We are in easy walking distance to a long stretch of crystal-white sand of Siesta
Immerse yourself in the Florida island life at this beach side vacation rental just steps to Holmes Beach and within walking distance to grocery stores,
Experience the picturesque and beauty of waterfront downtown Sarasota by staying in this peaceful and quaint cottage on the east side of downtown Sarasota. This
This is a one bedroom one bathroom unit furnished with king-size bed in the private bedroom and queen-size sleeper sofa in the living room accommodating up to
Come and stay at this newly renovated unit; one of two units available at this superb duplex located just 500 meter from beautiful Holmes Beach on Anna Maria
Welcome to this exquisite spacious 3 bedroom and 2 bathroom home with a pool in the renowned Gulf Gate Estates community. The open floor plan grants all the
This is a two bedroom two bathroom unit furnished with king-size bed in one private bedroom, two twin-size beds in the other private bedroom, and sleeper sofa
Never miss a beach-scape sunset when you are just a couple hundred meters from Americans #1 beach, Siesta Key Beach. Enjoy this two bedroom two bathroom condo
Siesta Key has come to be known around the world for is top rated beaches. One of the reasons it is continually rated #1 beach in America is of course it's
Never miss a sunset over the Gulf of Mexico from this island retreat. Located just a short walk to the beach, this two story home with private heated pool can
This beachside unit is located just across the street from Siesta Key public beach. Simple and elegant furnishings include a Queen-size bed, comfortable Queen
*** NEW LISTING *** This newly constructed property within a small gated enclave offers resort style pool, club house, and fitness center. The property is
This is a terrific little beach side studio. The unit is furnished with a Queen-size bed, Queen-size sleeper sofa, 32" LED TV w/ HD programming, and kitchen
Come and enjoy the beach life at this three bedroom beach cottage just 150 meters from the sandy shores of Holmes Beach. As you step through the front door you
Location, location, location, this cozy quaint beach house is centrally located on Anna Maria Island and is less than a 2 minute walk from Holmes Beach. The 2
If you are going to visit the #1 beach in the country, then stay on the #1 beach! This two bedroom and two full bathroom beachfront condo is located on Siesta
This single-family home offers three bedrooms and three bathrooms; no need to share here! Two of these are large suites with brand new bathrooms, one with a
Escape to this beach oasis on Anna Maria Island for your next picturesque vacation! Perfectly located only steps to the soft sand beaches of Anna Maria Island,
Upscale town home with private heated pool in superb location. Find yourself just around the corner from Siesta Key village and a short walk or bike ride to
Say hello to this charming home with solar heated pool in scenic North Port. This home is the perfect gateway located only 15 minutes from Englewood Beach and
Vacation to the perfect spot on Anna Maria Island! The two bathroom and two bathroom condo is only steps away from beach and centrally located on the renown
Come and enjoy this two bedroom two bathroom condo style vacation rental located just a short walk to Siesta Key beach. The main living area has an open concept
Escape to this beach oasis on Anna Maria Island for your next picturesque vacation! Perfectly located only steps to the soft sand beaches of Anna Maria Island,
Want to stay in a prime location and stay within budget? America's #1 rated beach is just a stones through away located directly across the street from the
Relax to the sound of waves crashing with views of the ocean from almost every window in this cozy cottage. This second floor cottage is only steps away from
Come and enjoy a stress free vacation at this island paradise three bedroom two bath private home with heated pool. The property has recently been renovated and
Brand New! Newly remodeled! Escape to this beach bungalow on the beautiful desirable Anna Maria Island. This beach bungalow is nestled away in a quiet
Get away from it all at this quite North Port, Florida home located minutes to many of the areas warm mineral springs. Take a step inside this fully air
Welcome to this cozy beach town home located less than 2 minutes walking distance from beautiful Siesta Beach. This town home is truly the beach getaway you
This is a one bedroom one bathroom unit furnished with king-size bed in the private bedroom and queen-size sleeper sofa in the living room accommodating up to
Come in and enjoy this spacious condo with water views of the intercostal in the quiet and tropical community of Bay Oaks. This 2 bedroom 2 bath unit has
*** NEW *** Looking for that perfect location on Siesta Key? Look no further than this beautifully updated home and enjoy the relaxed vibe of Siesta Key! The
Escape to this beach oasis on Anna Maria Island for your next picturesque vacation! Perfectly located only steps to the soft sand beaches of Anna Maria Island,
Welcome to Big Pass Hideaway! A three bedroom two bath private home with large lap pool located just a short walk to Shell Beach is ready to accommodate you and
Enjoy this 2 bedroom 1 bath property located just 1 block from the beach. This unit offers an adequate kitchen with stainless steel appliances and ample living
If you are not seeking the island lifestyle for your stay and just want some peace and quiet, this is the place for you. This two bedroom two bathroom with
Brand New! Newly remodeled! Escape to this beach bungalow on the beautiful desirable Anna Maria Island. This beach bungalow is nestled away in a quiet
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
An amazing beach house literally on the soft white sands of Holmes Beach on Anna Maria Island. As soon as you step out from this house your toes will sink into
Take a look at this well appointed 1 bedroom 1 bath unit just a couple hundred meters from the #1 beach in America, Siesta Key Beach. This vacation rental unit
Retreat to this very spacious vacation home located on and overlooking the beautiful scenery of Philippi Creek, and only minutes from all the Siesta Key beaches
Get the best of both locations with this beach property. Located across the street with direct access to Siesta Key beach and just a few blocks from Siesta Key
Vacation to the perfect spot on Anna Maria Island! The two bathroom and two bathroom condo is only steps away from beach and centrally located on the renown
Come enjoy the relaxed but vibrant vibe of Sarasota, Florida. The beautiful white sand beaches of Siesta Key, named #1 beach in America, is located just 2.3
Vacation in your own tropical sanctuary on Anna Maria Island. This 2 bedroom and 2 bathroom single family home is located on a quiet cul-de-sac and only steps
This is a three bedroom two bathroom single family home furnished with king-size bed in the private master bedroom with beautiful en-suite bathroom equipped
This is a one bedroom one bathroom unit furnished with king-size bed in the private bedroom and queen-size sleeper sofa in the living room accommodating up to
Enjoy this upscale townhome located within walking distance of Siesta Key Village and Siesta Key beaches. It features a private heated pool decadent finishes in
This 2 bedroom 2 bath unit is located on the intercostal and just 1 mile south of Siesta Key public beach. There are no stairs to worry about here! With this
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*** NEW *** Enjoy this updated townhome within walking distance to Siesta Key's main beach. The property is located within a resort style gated community
Come and stay at this beach side vacation rental on Anna Maria Island. This unit is located on the ground floor of a quaint beach cottage just steps to the
This is a one bedroom one bathroom unit furnished with king-size bed in the private bedroom and queen-size sleeper sofa in the living room accommodating up to