Pet Friendly Vacation Rentals in Siesta Key

(58 rentals)
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Key Amenities

  • Air conditioning
  • Kitchen
  • Pet friendly

About this property

We are happy to present this beautiful renovated nautical decor 2 bedroom 2 bath Casita. Starfish is ONLY a 4 minute walk to the #1 beach in the USA. Spacious bedrooms with a King and en-suite in the Master, 2 XL twins with a jack and jill bathroom in Guest bedroom and a Queen sofa sleeper, all brand ...

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Property Type

Siesta Key Cottage

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4 BR | 4 BA | Sleeps 12 | Quick View

Distance to beach: 2 miles to siesta key

$750

avg/night

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly
  • Private pool
  • Rentals by owner

About this property

LaVida Vacations presents a wooded property is unreal and our 5 star ratings agree! 1 acre on the water for your entire family or group to relax and enjoy. Go swimming in the huge heated private pool or go to the water and enjoy paddle boarding or kayaking to the Gulf of Mexico! After a long day at the ...

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Property Type

Siesta Key House

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1 BR | 1 BA | Sleeps 3 | Quick View

9

Distance to beach: 0.5 miles to Siesta Key Main Beach

$135

avg/night

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly
  • Pool
  • Private pool
  • Rentals by owner

About this property

Sweet Siesta Key Condo, Spacious and Quiet One Bedroom Vacation Rental with 2 Queen beds in bedroom, walking distance to Siesta Key Main Beach. You really don't even need a car on this vacation. There is a free Siesta Key Trolley to take you to the Village and back, and to the many restaurants, shops, ...

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Property Type

Siesta Key Condo

"Snowbirds in Paradise"

Perfect beach condo and pet friendly! Exceptionally clean, spacious, easy walk to the beach, heated pool, quiet location, and stocked with everything you could possibly need - just amazing! Sue is most ...

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly
  • Private pool

About this property

Welcome to Casa Eulimia! This newly constructed 4 bedroom 3 bathroom luxury home features a spacious kitchen and living area, a spacious outdoor patio & private heated outdoor pool with cabana room and HDTV. With modern and coastal decor throughout, you will feel comfortable and cozy in your "home ...

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Property Type

Siesta Key House

"Miramar"

Stay was nice there was a lot of ants in the house love the master room jacuzzi and shower love the night with the pool led lights the scenic view was beautiful

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly
  • Private pool

About this property

Welcome to Crescent Cottage! This charming Siesta Key Vacation home offers all of the amenities you can fathom and at absolutely unbeatable location in the heart of Point of Rocks and close to world famous Siesta Key Beach, voted the # 1 beach in the USA! Crescent Cottage has recently been completely ...

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Property Type

Siesta Key House

"Vacation 2020"

I visited siesta key and loved my stay. Stayed in the village Evey thing was In walking distance.beach was walking distance

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly
  • Private pool

About this property

Welcome to Casa Ohana! This stunning and recently constructed 4 bedroom/3 bathroom home offers all of the amenities for your beach vacation, including a private heated pool and outdoor cabana room! This vacation home offers luxurious accommodations in an unbeatable location in the heart of Siesta Key ...

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Property Type

Siesta Key House

"Great place!"

Nice pool! Beautiful area and nice area. We will Be visiting soon and bringing the family. Smooth time.

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4 BR | 3 BA | Sleeps 14 | Quick View

4.8 rating on other travel sites

Distance to beach: 2 miles to Shell Beach

$539

avg/night

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly
  • Private pool

About this property

Welcome to Casa Coquina! This luxurious and spacious 4 bedroom/3 bathroom home is located just steps from Crescent Village & minutes from Siesta Key Beach, voted the # 1 beach in the USA! When reserved with its sister property Casa Antilles, both units make up The Conch.Cross the drawbridge from ...

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Property Type

Siesta Key House

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3 BR | 3 BA | Sleeps 10 | Quick View

4.6 rating on other travel sites

$342

avg/night

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly
  • Private pool

About this property

Welcome to Casita Morning Star! This newly renovated home has all the amenities for your perfect Siesta Key getaway at an unbeatable location! Casita Morning Star is a short walk to Point of Rocks Beach and centrally located in the heart of Crescent Village.Casita Morning Star is one-half of a single-floor ...

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Property Type

Siesta Key House

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4 BR | 3 BA | Sleeps 12 | Quick View

4.8 rating on other travel sites

$539

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly
  • Private pool

About this property

Welcome to Casa Tegula, one of Siesta Key's premier 4BR/3BA homes. This vacation home is the definition of Siesta Key living. With coastal décor and brand-new furnishings throughout, you will truly feel like a Siesta Key local! Casa Tegula is ideal for large families and groups.Cross the drawbridge ...

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Property Type

Siesta Key House

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3 BR | 3 BA | Sleeps 10 | Quick View

4.7 rating on other travel sites

Distance to beach: 0.1 miles to Siesta Key Beach - Access # 13

$342

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly
  • Private pool

About this property

Welcome to Casita Sun Star! This luxurious and newly renovated home offers all of the amenities you need for your most memorable Siesta Key getaway at an unbeatable location! Casita Sun Star is just a short walk to Point of Rocks Beach and minutes from Crescent Village.Casita Sun Star is one-half ...

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Property Type

Siesta Key House

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3 BR | 3 BA | Sleeps 10 | Quick View

4.5 rating on other travel sites

$448

avg/night

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly
  • Private pool

About this property

Welcome to Villa Castile! This captivating 3-bedroom/3-bathroom townhome features all the amenities you can think of for your beach vacation and offers an unbeatable location. With beach decor throughout, you will truly be living the "Beach Life." Villa Castile is centrally located in the heart ...

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Property Type

Siesta Key House

Show less

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly

About this property

Welcome to Seahorse Cabana! This wonderful beach cottage has been recently updated with brand new furnishings throughout. When reserved with its sister property Sandy Cabana, both units make up Sandy Seahorse Cottage.The welcoming entryway of Seahorse Cabana opens up with a roomy, screened-in lanai ...

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Property Type

Siesta Key House

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2 BR | 2 BA | Sleeps 6 | Quick View

2

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly
  • Pool
  • Private pool
  • Rentals by owner

About this property

This two bedroom(master King bed), second bedroom double bed/ single bed (with pull out trundle) full kitchen, dining, living room and lanai open into living space. Out back you sit on the bay and across the street is number 1 beach in the U.S. Pool heated year round 80 degrees, grill areas and laundry ...

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Property Type

Siesta Key Condo

"Wonderful Place!"

The entire condo appeared to be newly remodeled. It was beautiful! For any beach goer the location can't be beat. Siesta Key is across the street. This was truly a home away from home. Exceptionally clean ...

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly
  • Private pool

About this property

Welcome to Casa Junonia! This upscale four-bedroom/three-bathroom luxury home features a spacious kitchen and living area, outdoor patios & private heated outdoor pool with cabana room. With modern and coastal decor throughout, you will truly be living “the beach life.”Cross the drawbridge ...

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Property Type

Siesta Key House

"Clean and cozy!"

We had a wonderful time. Close to restaurants and shops. Good customer service, professional and courteous. We will be back!

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly
  • Private pool

About this property

Bay Isle Bliss is a unique single-family 3 bedroom 2 bathroom vacation rental home on Siesta Key's north end. Escaping to the immaculate outdoors is easy thanks to the many access points throughout the home and the spacious outdoor patio area. Equipped with a private heated pool, spa, gas grill, fire ...

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Property Type

Siesta Key House

"FANTASTIC FUN FAMILY FRIENDLY BEACH CONDO"

FROM THE MOMENT I BOOKED THE CONDO UNTIL THE MOMENT I LEFT THE CONDO NOTHING BUT PROFESSIONALISM, CARE, CONCERN AND A UNIQUE TWIST ON MAKING US FEEL SO WELCOME. OUR NAME ON THE WALL OUR NAME ON THE CUPCAKES ...

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4 BR | 3 BA | Sleeps 12 | Quick View

1

Distance to beach: 1 miles to Siesta Key Beach

$539

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly
  • Private pool

About this property

Welcome to Casa Stolida! This gorgeous vacation home is the definition of Siesta Key living. With coastal décor and brand-new furnishings throughout; you will truly feel like a Siesta Key local! Casa Stolida is ideal for large families and groups.Cross the drawbridge from Sarasota to enter ...

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Property Type

Siesta Key House

"Family Christmas vacation"

We loved the house and close to the beach and trolley stops. The 8 of us enjoyed our time while we were there. The only complaint was the shower pressure in the Jack and Jill bathroom, was not as good ...

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4 BR | 3 BA | Sleeps 12 | Quick View

4.9 rating on other travel sites

Distance to beach: 0.4 miles to Siesta Key Beach - Access # 8

$539

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly
  • Private pool

About this property

Welcome to Casa Antilles! This luxurious and coastal 4 bedroom/3 bathroom home is located just steps from Crescent Village & minutes from Siesta Key Beach, voted the # 1 beach in the USA! When reserved with its sister property Casa Coquina, both units make up The Conch.Cross the drawbridge from ...

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Property Type

Siesta Key House

Show less

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly
  • Private pool

About this property

Welcome to Island Escape, where you're able to escape from reality into the tropical island of Siesta Key! This beautiful 4 bedroom / 2.5 bathroom home features a newly renovated kitchen & master bathroom, private heated saltwater pool, gourmet outdoor kitchen, cabana room, and several other exciting ...

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Property Type

Siesta Key House

"Our vacation was wonderful!!"

Island escape was a great place to stay, 100 percent satisfaction when we needed something, called in the morning and maintenance guy was there by noon and fixed the bathroom door. Lots of space for our ...

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly
  • Private pool

About this property

Enjoy the relaxed atmosphere and top-notch amenities of Casa Leone with a tropical garden view. This property has 4 Bedrooms & 3 full baths and can accommodate up to 10 Guests. Casa Leone is located less than a 5 minute drive to Siesta Key Village and Siesta Key Beach, voted #1 Beach in the USA. Practice ...

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Property Type

Siesta Key House

"Casa Tegula Review..."

We LOVED Casa Tegula!!! The house was very clean and stocked with everything we needed. Location was wonderful, only a short walk to the ocean and shops. Sara at The Cottages on the Key was AMAZING and ...

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4 BR | 3.5 BA | Sleeps 8 | Quick View

4.9 rating on other travel sites

Distance to beach: 5 miles to Siesta Key Beach

$522

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly
  • Private pool

About this property

Welcome to Villa Champagne! This enchanting 4 bedroom/3.5 bathroom cottage is a short walk to Siesta Key Village and just minutes from Siesta Key Beach, voted the # 1 beach in the USA!Walk up the stairs of Villa Champagne, front, porch and step into the multi-story foyer and cozy sitting room. The ...

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Property Type

Siesta Key House

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3 BR | 2 BA | Sleeps 8 | Quick View

4.8 rating on other travel sites

$313

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly
  • Private pool

About this property

Welcome to Baydream Bungalow! This quaint 3 bedroom 2 bathroom vacation rental home located on Siesta Key's north end is perfect the ultimate Florida vacation. Here, you're able to catch up on your latest reads by the private heated screened-in pool, catch some rays at the beach, or grill out with the ...

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Property Type

Siesta Key House

Show less

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly

About this property

Welcome to Sandy Cabana! This wonderful beach cottage has been recently updated with brand new furnishings throughout. When reserved with its sister property Seahorse Cabana, both units make up Sandy Seahorse Cottage. This home is ideal for small families and beachcombers alike!The welcoming entryway ...

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Property Type

Siesta Key House

"Very clean rental in a great location."

Very nice duplex in a quiet location and only couple blocks from the beach. The people that manage the property do an excellent job. Looks small from the road but inside is well decorated and plenty of ...

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4 BR | 3 BA | Sleeps 12 | Quick View

2

Distance to beach: 5 miles to Siesta Key Beach

$674

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly
  • Private pool

About this property

Welcome to Casa Mahalo! This luxurious and recently constructed 4 bedroom/3 bathroom home offers all of the amenities for your vacation, including a private heated pool and outdoor cabana room! This vacation home is centrally located in the heart of Siesta Key Village and just a short walk to world famous ...

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Property Type

Siesta Key House

"Very comfortable and Clean"

Lily Casita is truly a Cozy Sarasota Home . We were greeted to the home with lights on and music playing the home was very clean and equipped with anything you may need. This was our first time in the ...

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly
  • Private pool

About this property

Welcome to Florita's Key! This coastal 5-bedroom/3-bathroom home features all the amenities you can think of for your beach vacation and offers an unbeatable location. Located just minutes from Shell Beach and close to world famous Siesta Key Beach, voted the # 1 beach in the USA, this home is ideal for ...

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Property Type

Siesta Key House

"Fabulous Place"

Excellent Location close to the Crescent Beach and Restaurants. I would stay there again the next time I visit Siesta Key.

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2 BR | 2 BA | Sleeps 4 | Quick View

4

Distance to beach: 0.1 miles to Siesta Beach

$340

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly
  • Pool

About this property

Our new unit are truly a site to see. 2 BR / 2 BATH completely remodeled, newly furnished unit with fully equipped kitchen, cable TV, WiFi, and washer/dryer. Enjoy a Resort Style pool area beautifully landscaped with 2 Tiki Bars and plenty of space to work on your tan! Not to mention a grassed area for ...

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Property Type

Siesta Key Condo

"Paradise"

Our rental was perfect. Clean. Well stocked. The mgmt was awesome w communication and our only issue was a missing hdmi cable for the tv. No big deal but they felt it was and immediately fixed the issue. ...

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly
  • Rentals by owner

About this property

This tropical island get-away offers everything you desire for a magical, effortless vacation. Sunny, spacious second floor condo with easy indoor-outdoor living space including two queen bedrooms, each with an ensuite bathroom. Just steps to private, quiet powder-sand gulf beach and private fishing ...

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Property Type

Siesta Key Condo

"A Perfect Getaway"

Could not have imagined a better place to spend our time in Siesta Key. Convenient to everything Siesta and Sarasota have to offer - great beaches, fabulous restaurants and many wonderful activities. The ...

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5 BR | 4 BA | Sleeps 13 | Quick View

11

Distance to beach: 400 feet to Siesta Beach

$767

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly
  • Private pool

About this property

Excellent location at only 120 Yards To The Cool White Quartz Sand Of Siesta Beach! ?This Home Has Water Frontage on a Navigable Canal to the Bay And Then The Gulf of Mexico , Pool, Hot Tub And BBQ Area Within A Screen Enclosure. There Is A Nice Sized Sunning Patio As Well With Views Down The Waterway. ...

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Property Type

Siesta Key House

"Wonderful home and stay on Siesta Key"

The home was perfect, even nicer than the pictures made it look. Very clean, great layout and integration of the home into the outside pool area. Bathrooms seem recently remodeled and are very clean and ...

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3 BR | 3 BA | Sleeps 0 | Quick View

$445

avg/night

View Details

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool

About this property

This exquisitely remodeled home delivers on design, location and lifestyle. Featuring three bedrooms and three full baths and a one-car garage. Beautiful hardwood floors and huge open kitchen with sleek granite countertops.The oversized and private backyard features a gorgeous heated pool as its centerpiece, ...

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Property Type

Siesta Key House

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3 BR | 2 BA | Sleeps 10 | Quick View

$309

avg/night

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Key Amenities

  • Air conditioning
  • Pet friendly

About this property

PRIVATE 3 BEDROOM / 2 BATH HOME LOCATED IN A BEAUTIFUL RESIDENTIAL NEIGHBORHOOD. 1 MILE FROM THE WORLD FAMOUS SIESTA KEY BEACH. FULLY RENOVATED AND NEWLY FURNISHED FOR YOUR ENJOYMENT WITH AN OPEN FLOOR PLAN WITH LOTS TO OFFER. KITCHEN W/ STAINLESS STEEL APPLIANCES AND LARGE PANTRY. 3 LCD SMART TVS, DVD. ...

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Property Type

Siesta Key House

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2 BR | 1.5 BA | Sleeps 4 | Quick View

3

Distance to beach: 0.3 miles to Siesta Key Beach

$174

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly
  • Rentals by owner

About this property

*Calendar month rentals only*June- November (six-month lease) - $3500 per month plus utilities June- November (three-month lease) - $3900 per month plus utilities December - $6900 per month plus utilities January, February, March, and April - $7900 per month plus utilities May - $3900 per month ...

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Property Type

Siesta Key Bungalow

"Perfect location to enjoy Siesta Key – wonderful hosts – stay here!"

Choose this home for its fantastic location, hosts and amenities - easy walk to the beach or downtown Siesta Key, but feels miles away from the crowds in its tropical setting.The home was perfect for ...

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3 BR | 3.5 BA | Sleeps 8 | Quick View

$342

avg/night

View Details

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool

About this property

ENJOY THIS 3 BEDROOM, 3 1/2 BATH UNIQUE PRIVATE HOME LOCATED ON TWO CANALS JUST EAST OF SIESTA VILLAGE. THE HOME WAS BUILT IN THE TRUE SARASOTA SCHOOL OF ARCHITECTURE DESIGN TO TAKE ADVANTAGE OF AIR FLOW AND LIGHT BUT ORIENTED SO THAT YOU NEVER HAVE DIRECT SUNLIGHT AT ANY TIME OF THE DAY. OPEN FLOOR PLAN ...

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Property Type

Siesta Key House

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3 BR | 2 BA | Sleeps 7 | Quick View

$443

avg/night

View Details

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool

About this property

ENJOY THIS 3 BEDROOM, 2 BATH PRIVATE HOME LOCATED ON A CANAL IN BEAUTIFUL SIESTA KEY VILLAGE. OPEN FLOOR PLAN WITH LOTS OF SPACE, TILE FLOORS, A PRIVATE POOL ON A CANAL. DESIGNER KITCHEN WITH SOLID WOOD CABINETS, GRANITE COUNTERTOPS AND VIKING APPLIANCES. LAUNDRY ROOM WITH FULL SIZE WASHER / DRYER AND ...

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Property Type

Siesta Key House

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Key Amenities

  • Air conditioning
  • Kitchen
  • Pet friendly
  • Pool

About this property

Google “White Sands Village Siesta Key” and search for unit #105 to view pricing, availability and to book!Newly renovated 1/1 condo with everything you need to relax or work from home! Bedroom offers a king size bed, large closet, dresser, two nightstands with storage, desk equipped with ...

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Property Type

Siesta Key Condo

"We enjoyed your wonderful condo!"

We really enjoyed your beautiful condo and we’re so comfortable there and had a great time. We loved the beach-themed decorating so much And the king sized bed was so cold for table that we want to buy ...

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2 BR | 2 BA | Sleeps 6 | Quick View

6

Distance to beach: 0.4 miles to Beach access 10 of Siesta Beach

$167

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly
  • Rentals by owner

About this property

*Calendar month rentals only*June- November (six-month lease) - $3500 per month plus utilities June- November (three-month lease) - $4500 per month plus utilities December - $6900 per month plus utilities January, February, & March - $8900 per month plus utilities April - $7900 per month plus ...

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Property Type

Siesta Key Bungalow

"A Great Home Away from Home"

I loved my two months at Blue Lagoon. It has a great location, near the beach and the village. Palm Island is a great neighborhood, a secluded enclave within Siesta Key. I got to know a lot of my neighbors ...

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4 BR | 2.5 BA | Sleeps 6 | Quick View

$504

avg/night

View Details

Key Amenities

  • Pet friendly
  • Private pool

About this property

ENJOY THIS 4 BEDROOM, 2.5 BATH PRIVATE HOME LOCATED ON A CANAL IN BEAUTIFUL SIESTA ISLES. OPEN FLOOR PLAN WITH LOTS OF SPACE, HARD WOOD FLOORS, A CAGED PRIVATE POOL WITH OUTDOOR KITCHEN. LAUNDRY ROOM WITH FULL SIZE WASHER / DRYER AND WIRELESS INTERNET ACCESS, (SIESTA 4 RENT IS NOT RESPONSIBLE FOR TECH ...

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Property Type

Siesta Key House

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3 BR | 2.5 BA | Sleeps 8 | Quick View

$614

avg/night

View Details

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool

About this property

WATCH PARROTS FLY OVERHEAD FROM THIS 3 BEDROOM , 2 .5 BATH, HOME WITH POOL, FANTASTIC UNIQUE LOCATION NESTLED JUST A SHORT DISTANCE TO BOTH SIESTA KEY’S ‘VILLAGE’ AND TO THE BEACH! QUIET NEIGHBORHOOD. LARGE DECK SURROUNDS ALMOST ½ OF THE HOUSE: PARKING FOR 2 CARS IN DRIVEWAY. ...

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Property Type

Siesta Key Condo

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1 BR | 1 BA | Sleeps 2 | Quick View

4

Distance to beach: 0.5 miles to Siesta Key Beach

$101

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kitchen
  • Pet friendly
  • Rentals by owner

About this property

*Calendar month rentals only*May - November (seven-month lease) - $1995 per month plus utilities May - October (three-month lease) - $2900 per month plus utilities December - $3900 per month plus utilities January, February, and March - $5500 per month plus utilities April - $4500 per month plus ...

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Property Type

Siesta Key Cottage

"Excellent pet-friendly bungalow"

This studio was perfect for our 4 week stay in Siesta Key! The neighborhood is beautiful and quiet-and everyone we met was so friendly-to us and to our dog! Every day we walked into the Village-where ...

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3 BR | 2 BA | Sleeps 8 | Quick View

$344

avg/night

View Details

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool

About this property

CHARMING 3 BEDROOM PRIVATE HOME LOCATED IN THE QUIET SUB-DIVISION OF SIESTA ISLES. RELAX ON VACATION WITH ALL THE AMENITIES OF HOME. PRIVATE POOL, 2 CAR GARAGE, WASHER / DRYER, CHARCOAL GRILL, AND MUCH MORE. HOME OFFERS 2 LIVING ROOMS, ( ONE WITH LEATHER FURNITURE AND 53" T.V.), 6 T.V.'S, 2 VCR'S ...

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Property Type

Siesta Key House

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly
  • Private pool
  • Rentals by owner

About this property

Walk to Siesta Key Beach from this vacation paradise! Our 3 bed/2 bath home has a private screened-in pool and patio and enough space for your whole group!Our home has a living and dining area that will allow your whole group to be together and still have their own space. Hanging is a 58" Roku ...

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Property Type

Siesta Key House

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4 BR | 3 BA | Sleeps 8 | Quick View

$490

avg/night

View Details

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool

About this property

Very nice 4 Bedroom home on a canal just about 5 blocks to Siesta Village. offering: 1 car garage, Duet washer/ dryer, Private pool, decorated with a Island flare. Tile throughout and nice granite and stainless kitchen. Beautiful setting pool and patio overlooking Canal with boat dock. 3 TV's, 1 DVD, ...

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Property Type

Siesta Key House

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Key Amenities

  • Air conditioning
  • Beachfront
  • Kid friendly
  • Kitchen
  • Oceanfront
  • Pet friendly
  • Pool
  • Rentals by owner

About this property

SIESTA KEY.GETAWAY Experience a luxury condo with a view. Located on the world renowned Crescent Beach at Siesta Key. Gulf and Bay Club is a 32 acre resort community with exceptional beach access, top notch amenities and amazing sunsets. Brand new 6 court US Open quality pickle ball facility. 5 hard ...

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Property Type

Siesta Key Condo

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3 BR | 2 BA | Sleeps 6 | Quick View

Distance to beach: 1 miles to Turtle Beach

$350

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kitchen
  • Pet friendly
  • Private pool
  • Rentals by owner

About this property

New Listing on Florida !!100% 5 Star reviews on AirBnB and VRBO, save fees by booking direct here 14-30 day minimumHibiscus Hideaway A Private Tropical Retreat located in one of the nicest neighborhoods on Siesta Key.Enjoy peacefulness and tropical scenery on South Siesta Key. This beautiful ...

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Property Type

Siesta Key House

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3 BR | 3 BA | Sleeps 6 | Quick View

$468

avg/night

View Details

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool

About this property

BEAUTIFUL, PRIVATE 3 BEDROOM / 3 BATH HOME LOCATED IN THE QUIET RESIDENTIAL NEIGHBORHOOD OF SIESTA ISLES. JUST 5 BLOCKS FROM THE WORLD FAMOUS SIESTA KEY BEACH WITH EASY ACCESS. HOME IS FULLY RENOVATED AND NEWLY FURNISHED FOR YOUR ENJOYMENT WITH AN OPEN FLOOR PLAN WITH LOTS TO OFFER. FULLY EQUIPPED KITCHEN ...

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Property Type

Siesta Key House

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3 BR | 2 BA | Sleeps 8 | Quick View

$372

avg/night

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Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool

About this property

CHARMING 3 BEDROOM / 2 BATH PRIVATE HOME LOCATED IN THE QUIET NEIGHBORHOOD OF ISLAND CIRCLE. APPROX. 2 BLOCKS FROM THE WORLD FAMOUS SIESTA BEACH AND APPROX. 1/2 MILE FROM SIESTA VILLAGE. HOME OFFERS A PRIVATE POOL *HEATED ( Nov- April only) , TILE FLOORING, 3 LCD TV’S, IPOD DOCKING STATION, WASHER ...

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Property Type

Siesta Key House

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2 BR | 2 BA | Sleeps 6 | Quick View

$206

avg/night

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Key Amenities

  • Pet friendly
  • Pool

About this property

THE ONLY PET FRIENDLY CONDO****Beautiful pet friendly White Sands 2nd floor unit located just a few blocks of the Siesta Public beach. Unit sleeps 6, 2 TV's, wireless internet ( Siesta 4 Rent is not responsible for tech support), community coin laundry, covered parking, community pool. NO smoking in unit ...

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Property Type

Siesta Key Condo

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2 BR | 2 BA | Sleeps 6 | Quick View

$389

avg/night

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Key Amenities

  • Air conditioning
  • Pet friendly

About this property

1st Floor Duplex in the Siesta Village. This unit offers 2 Bedrooms 2 Baths, tile floors, Leather furniture, screened lanai, washer/dryer in unit, pool shared with the 305 unit. Located in Siesta Village near all the restaurants and shops and about 2 blocks to Siesta Beach access. Unit offers high speed ...

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Property Type

Siesta Key Condo

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3 BR | 2 BA | Sleeps 6 | Quick View

4

Distance to beach: 0.5 miles to Siesta Beach access 7

$166

avg/night

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly
  • Rentals by owner

About this property

*Calendar month rentals only*June - November (six-month lease) - $3500 per month plus utilities June - November (three-month lease) - $4500 per month plus utilities December - $6500 per month plus utilities January, February, & March - $8900 per month plus utilities April - $7900 per month ...

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Property Type

Siesta Key Bungalow

"My stay at the Canal Place in Siesta Bungalows"

I am thoroughly enjoying my stay at Siesta Bungalows!!! My place is clean, quiet, and in a fabulous location!! I am about a 5 minute walk to the village and only a 7 min walk from the breathtaking Siesta ...

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Studio | 1 BA | Sleeps 2 | Quick View

3

Distance to beach: 0.3 miles to Siesta Key Beach access 10

$79

avg/night

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Key Amenities

  • Air conditioning
  • Pet friendly
  • Rentals by owner

About this property

*Calendar month rentals only*May - November (seven-month lease) - $1750 per month plus utilities May - November (three-month lease) - $2000 per month plus utilities December - $3500 per month plus utilities January, February, and March - $5500 per month plus utilities April - $4500 per month plus ...

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Property Type

Siesta Key Studio

"Siesta Dream"

My husband and I stayed at the garden Terrace studio. We loved our ultra clean, cozy & romantic little bungalow. It was perfect for us and our little 6 pound Chihuahua! Rich was so accessible, personable ...

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4 BR | 3 BA | Sleeps 11 | Quick View

1

$677

avg/night

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Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool

About this property

Enjoy a private vacation rental on Siesta Key. Built in the 1940's, this Old Florida art deco style home has been updated over the years and is full of character. The living room offers a large sitting area, stone fireplace and TV. The oversized family room offers 12 foot ceilings, sliding pocket doors ...

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Property Type

Siesta Key House

"522 Canal Rd"

Great vacation rental home with tile floors throughout making it a perfect beach home. The house has four bedrooms three of which have their own private, full bathroom. Siesta-4-Rent Management was great ...

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3 BR | 3 BA | Sleeps 7 | Quick View

6

Distance to beach: 300 feet to Siesta Beach

$675

avg/night

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Key Amenities

  • Air conditioning
  • Beachfront
  • Kid friendly
  • Kitchen
  • Oceanfront
  • Pet friendly
  • Rentals by owner

About this property

This home has private Siesta Key beach frontage on the prime section of beach, there are no streets to cross or homes between you and the beach. Nearly every room has a full view of the beach and Gulf of Mexico. The entire back of this house opens with stacking glass sliding doors to catch the Gulf breezes ...

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Property Type

Siesta Key House

"Beautiful home"

Just as pictured. Clean and comfortable. Beds were great. Nice patio and easy access to beach.owner easy to work with.

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