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78 Properties Returned
2 Bedrooms
2 Baths
Sleeps 5
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Retreat to this quaint two bedroom and two bathroom condo only steps away from beach and centrally located on the renown Anna Maria Island. When you are not at

2 Bedrooms
2 Baths
Sleeps 6
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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

Special
2 Bedrooms
2 Baths
Sleeps 6
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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

2 Bedrooms
2½ Baths
Sleeps 6
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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

New Property
3 Bedrooms
2 Baths
Sleeps 6
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*** NEW LISTING *** This newly constructed property within a small gated enclave offers resort style pool, club house, and fitness center. The property is

2 Bedrooms
2 Baths
Sleeps 6
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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

New Property
2 Bedrooms
1 Bath
Sleeps 4
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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

2 Bedrooms
2 Baths
Sleeps 5
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Retreat to this quaint two bedroom and two bathroom condo only steps away from beach and centrally located on the renown Anna Maria Island. When you are not at

2 Bedrooms
2 Baths
Sleeps 6
Call For Availability and Pricing

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

2 Bedrooms
1 Bath
Sleeps 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

Special
2 Bedrooms
2½ Baths
Sleeps 6
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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

2 Bedrooms
1 Bath
Sleeps 6
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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

New Property
3 Bedrooms
2 Baths
Sleeps 8
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Enjoy beautiful sunsets from the balcony of this waterfront condo minutes from downtown Sarasota. Sarasota has become one of Americas best vacation spots. Not

1 Bedroom
1 Bath
Sleeps 4
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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

3 Bedrooms
2 Baths
Sleeps 8
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This beautiful home has recently been renovated inside and out. Located just a 10 minute drive to Holmes Beach on Anna Maria Island and 15 minutes to Downtown

4 Bedrooms
3½ Baths
Sleeps 8
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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.

3 Bedrooms
2½ Baths
Sleeps 6
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Welcome to Cape Aqua! This single family vacation rental home on Siesta Key has 3 bedrooms 2 1/2 baths and pool. Located on the closest private street to

2 Bedrooms
2 Baths
Sleeps 6
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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

2 Bedrooms
2 Baths
Sleeps 5
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Enjoy quiet sunsets from your private screened balcony at this two bedroom two bathroom third floor condo with preserve views. The large kitchen with breakfast

3 Bedrooms
2½ Baths
Sleeps 6
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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

New Property
2 Bedrooms
2 Baths
Sleeps 6
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Discover Siesta Key at this three bedroom two bathroom vacation rental home located in the heart of Siesta Key tucked away in a quiet neighborhood. Hire one of

New Property
2 Bedrooms
2 Baths
Sleeps 4
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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

2 Bedrooms
2 Baths
Sleeps 6
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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

4 Bedrooms
3 Baths
Sleeps 10
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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

2 Bedrooms
1 Bath
Sleeps 6
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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 2

New Property
3 Bedrooms
2 Baths
Sleeps 6
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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

2 Bedrooms
1 Bath
Sleeps 5
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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

3 Bedrooms
3 Baths
Sleeps 7
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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

Special
3 Bedrooms
2 Baths
Sleeps 8
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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

3 Bedrooms
2 Baths
Sleeps 6
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This three-bedroom two full bath Bradenton vacation rental is nestled within a beautiful community offering resort style amenities such as pool, clubhouse, and

4 Bedrooms
2½ Baths
Sleeps 8
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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

2 Bedrooms
2 Baths
Sleeps 6
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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

2 Bedrooms
1 Bath
Sleeps 5
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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,

1 Bedroom
1 Bath
Sleeps 4
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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,

Special
1 Bedroom
1 Bath
Sleeps 4
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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

2 Bedrooms
3 Baths
Sleeps 7
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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

2 Bedrooms
1 Bath
Sleeps 5
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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,

2 Bedrooms
1 Bath
Sleeps 6
Call For Availability and Pricing

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

3 Bedrooms
2½ Baths
Sleeps 8
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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

Special
3 Bedrooms
2 Baths
Sleeps 6
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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

New Property
2 Bedrooms
1 Bath
Sleeps 4
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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

Studio
1 Bath
Sleeps 4
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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

2 Bedrooms
1 Bath
Sleeps 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

2 Bedrooms
1 Bath
Sleeps 5
Call For Availability and Pricing

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,

2 Bedrooms
2 Baths
Sleeps 6
Call For Availability and Pricing

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

2 Bedrooms
1 Bath
Sleeps 4
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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

Special
2 Bedrooms
2 Baths
Sleeps 6
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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

Special
1 Bedroom
1 Bath
Sleeps 4
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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

2 Bedrooms
2 Baths
Sleeps 6
Call For Availability and Pricing

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

3 Bedrooms
2 Baths
Sleeps 6
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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

2 Bedrooms
1 Bath
Sleeps 6
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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

Special
1 Bedroom
1 Bath
Sleeps 4
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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

1 Bedroom
1 Bath
Sleeps 4
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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

1 Bedroom
1½ Baths
Sleeps 4
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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

2 Bedrooms
2 Baths
Sleeps 6
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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

3 Bedrooms
2 Baths
Sleeps 6
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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

Studio
1 Bath
Sleeps 4
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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

4 Bedrooms
3½ Baths
Sleeps 10
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This luxury Siesta Key vacation rental gives easy access to Siesta Key Beach. With four bedrooms, three full bathrooms, and two half baths this property has

New Property
3 Bedrooms
2 Baths
Sleeps 7
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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

New Property
1 Bedroom
1½ Baths
Sleeps 4
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If you are truly looking for the perfect beach vacation then this is the rental for you. This 1 bedroom and 1.5 bathroom Lido Ambassador Resort Condo with a

2 Bedrooms
2 Baths
Sleeps 5
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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

New Property
3 Bedrooms
2 Baths
Sleeps 8
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Reside at this elegant retreat for your extended stay on beautiful Siesta Key. Enjoy the islands' miles of #1 rated beaches and laidback lifestyle of Siesta Key

2 Bedrooms
2 Baths
Sleeps 4
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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 Property
2 Bedrooms
1 Bath
Sleeps 5
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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

2 Bedrooms
2 Baths
Sleeps 6
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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

Studio
1 Bath
Sleeps 2
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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

3 Bedrooms
1 Bath
Sleeps 7
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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

New Property
4 Bedrooms
2 Baths
Sleeps 8
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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

New Property
3 Bedrooms
2 Baths
Sleeps 6
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Vacation in this newly modern stylish three bedroom two full bath condo nestled within a beautiful gated community offering resort style amenities around every

3 Bedrooms
2 Baths
Sleeps 6
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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

3 Bedrooms
2 Baths
Sleeps 6
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Beautiful property overlooking little Sarasota bay. Tucked away on a very quite street minutes from shopping, restaurants, and beaches. This home has 3 bedrooms

3 Bedrooms
2 Baths
Sleeps 6
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Tropical landscape, fenced in privacy, corner lot on a quiet street yet only 5 minutes to Siesta Key! This updated three bedroom two bath home located on the

Special
1 Bedroom
1 Bath
Sleeps 4
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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

Special
2 Bedrooms
2 Baths
Sleeps 8
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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

2 Bedrooms
1 Bath
Sleeps 4
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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,

New Property
2 Bedrooms
1½ Baths
Sleeps 6
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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

3 Bedrooms
2 Baths
Sleeps 8
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This three bedroom two bath home is centrally located within Sarasota. Placing it just 5 minutes from Siesta Key, 5 minutes to Gulf Gate or South Gate shopping,

2 Bedrooms
2 Baths
Sleeps 6
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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