Pet Friendly Vacation Rentals in Siesta Key

(57 rentals)
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Key Amenities

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

About this property

Welcome to Bay Isle Bliss, a luxurious 3 bedroom, 2 bathroom vacation home that offers a serene retreat from the hustle and bustle of everyday life. Located just 0.3 miles from Shell Beach and 1.7 miles from Siesta Key Village, this exquisite property provides the perfect vacation getaway for families, ...

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Property Type

Siesta Key House

"Perfect pet-friendly property"

Great location close to the beach and Sarasota downtown. The property is completely fenced, and located in a very quiet neighborhood. My kids enjoyed the pool and the hot tub...We will visit again.

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Key Amenities

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

About this property

Welcome to Floritas Key, a vibrant yet coastal bungalow located on the northern end of Siesta Key. This delightful retreat offers an unforgettable experience, with its stunning private heated pool and prime location that puts you just moments away from the best attractions and natural beauty this area ...

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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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3 BR | 2 BA | Sleeps 8 | Quick View

4.8 rating on other travel sites

$606

avg/night

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Key Amenities

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

About this property

Escape to Baydream Bungalow, a charming 3 bedroom villa nestled on the northern end of Siesta Key. This quaint home offers a peaceful island retreat, ensuring a memorable stay for you and your loved ones.Situated a short distance of only 0.6 miles, Shell Beach welcomes you to indulge in the serenity ...

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Property Type

Siesta Key House

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Key Amenities

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

About this property

Welcome to Casa Leone, a luxurious home nestled on the northern end of Siesta Key. This exquisite property offers an array of amenities and comforts to ensure a memorable and relaxing stay.As you ascend up the stairs to the main level of the home, you will be greeted by a spacious and elegantly decorated ...

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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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Key Amenities

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

About this property

Welcome to Crescent Cottage, a charming villa nestled on the southern end of Siesta Key. With its luxurious backyard oasis and perfect location, this delightful retreat is the perfect accommodation for your next island getaway.As you step inside Crescent Cottage, you will find 4 bedrooms and 3 full ...

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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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3 BR | 3 BA | Sleeps 10 | Quick View

4.7 rating on other travel sites

$231

avg/night

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Key Amenities

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

About this property

Escape to Casita Morning Star, a magnificent retreat that offers nothing but luxury and relaxation. This coastal villa can be rented separately or as a whole as The Solaster, providing you with the flexibility to choose the perfect accommodation for your vacation. With its prime location just a short ...

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Property Type

Siesta Key House

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4 BR | 3 BA | Sleeps 12 | Quick View

2

Distance to beach: 1 miles to Siesta Key Beach

$348

avg/night

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Key Amenities

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

About this property

Welcome to Casa Stolida, your luxurious tropical oasis on the Southern end of Siesta Key. This stunning beach house offers an unparalleled experience for large groups seeking both privacy and space. With 4 bedrooms and 3 full baths, it is the perfect choice for family reunions, group getaways, or special ...

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Property Type

Siesta Key House

"Bliss"

Home was fantastic! Maintenance was speedy on my TV problem and fixed it while I was out at the beach. I stayed with three couples. Beds were comfortable for all. Unit had everything we needed. Steps from ...

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4 BR | 3 BA | Sleeps 12 | Quick View

2

Distance to beach: 5 miles to Siesta Key Beach

$503

avg/night

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Key Amenities

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

About this property

Welcome to Casa Mahalo, a stunning vacation home that promises to exceed all your expectations. Nestled in the heart of Siesta Key Village, this extraordinary retreat offers an abundance of luxurious amenities and unparalleled convenience for an unforgettable getaway.Located just a two-minute walk ...

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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 Island Escape, a breathtaking haven located within the heart of Siesta Key! This gorgeous 4-bedroom, 2.5-bathroom home has just undergone a stunning renovation, ensuring that every moment of your stay is filled with comfort and luxury.Step inside and be greeted by a beautifully designed ...

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Property Type

Siesta Key House

"Great Vacation Home"

Very nice house with many amenities. Short walk to the beach. Great place for a family vacation!Carla

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1 BR | 1 BA | Sleeps 4 | Quick View

4.8 rating on other travel sites

$177

avg/night

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly

About this property

Welcome to Sea Angel, the perfect destination for small families or couples looking for an intimate yet unforgettable vacation experience. Located within the heart of Siesta Key Village and less than 400 feet to the world-renowned Siesta Key Beach, this property offers the ultimate combination of convenience ...

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Property Type

Siesta Key House

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly

About this property

Welcome to Sandy Cabana, a beautiful home nestled between the quiet streets of south Siesta Key. This charming duplex offers the perfect retreat for your vacation, featuring a spacious outdoor lanai and a shared heated swimming pool. Whether you choose to rent Sandy Cabana as a standalone retreat or opt ...

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Property Type

Siesta Key House

"Quiet and close to the beach"

Our family had a wonderful spring break staying at Sandy Cabana. Quick walk to the beach and close enough you can walk to local market, shops and restaurants. Condo was clean and well stocked. The neighborhood ...

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Key Amenities

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

About this property

Welcome to Villa Castile, a luxurious retreat located just outside the vibrant Siesta Key Village. This stunning vacation home offers the perfect blend of sophistication and comfort, providing an unforgettable experience for your stay. Whether you're seeking relaxation by the private heated pool, ...

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Property Type

Siesta Key House

"Excellent Property"

Super close to Siesta Village’s shops and restaurants, plus an easy walk to the beach. Very comfortable home, well equipped with everything you need for a great stay.

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4 BR | 3 BA | Sleeps 12 | Quick View

4.9 rating on other travel sites

$348

avg/night

View Details

Key Amenities

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

About this property

Welcome to Casa Tegula, your luxurious tropical oasis on the Southern end of Siesta Key. This stunning beach house offers an unparalleled experience for large groups seeking both privacy and space. With 4 bedrooms and 3 full baths, it is the perfect choice for family reunions, group getaways, or special ...

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Property Type

Siesta Key House

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly

About this property

Welcome to Seahorse Cottage, a beautiful home nestled between the quiet streets of south Siesta Key. This charming duplex offers the perfect retreat for your vacation, featuring a spacious outdoor lanai and a shared heated swimming pool. Whether you choose to rent Seahorse Cabana as a standalone retreat ...

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Property Type

Siesta Key House

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Key Amenities

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

About this property

Welcome to Casa Ohana, a stunning vacation home that promises to exceed all your expectations. Nestled in the heart of Siesta Key Village, this extraordinary retreat offers an abundance of luxurious amenities and unparalleled convenience for an unforgettable getaway.Located just a two-minute walk ...

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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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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

"Just perfect - a beautiful condo in a natural setting"

This is a lovely immaculate condo in a lush green setting. From my window i watched birds, ducks, and turtles on the lake . On the sweet private beach i saw pelicans, dolphins and egrets. It's tempting ...

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3 BR | 3 BA | Sleeps 6 | Quick View

3

$314

avg/night

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Key Amenities

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

About this property

Great house on Siesta key with pool and kanal. You can do fishing on the backside or have a jetski, boat there. Sometime you can see seacows on the kanal. 3 bedroom with 3 bath and a nice heated pool tp play in. Nice and quiet place it is, and so close to the Village and beach. Enjoy the place.

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Property Type

Siesta Key House

"Perfect Location"

Located close to the village and within walking distance of the beach. Plenty of room for families and amenities which included bikes for all ages. The pool is heated and such a great perk!

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3 BR | 2 BA | Sleeps 6 | Quick View

Distance to beach: 400 feet to Siesta Beach

$779

avg/night

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Key Amenities

  • Air conditioning
  • Kitchen
  • Pet friendly
  • Private pool

About this property

Prime location being only two minutes walk to Siesta Beach entrance from this attractive three bedroom, two bath florida ranch! You live around the ground level pool with ;arge patio doors from the two living areas and kitchen. The home has been freshened with a very nice decor and new furnishing. The ...

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Property Type

Siesta Key House

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5 BR | 4 BA | Sleeps 13 | Quick View

11

Distance to beach: 400 feet to Siesta Beach

$901

avg/night

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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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Key Amenities

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

About this property

The lifestyleLive the Siesta Key lifestyle: • Short walk to the beautiful white sand beaches • Linger in the vibrant cafes and shops of The Village • Kayak along the key’s Grand Canal • Spend afternoons relaxing in the pool • Enjoy Siesta’s famous sunsets ...

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Property Type

Siesta Key Cottage

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1 BR | 1 BA | Sleeps 3 | Quick View

10

Distance to beach: 0.5 miles to Siesta Key Main Beach

$181

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 (with 2 Queen beds in bedroom), walking distance to Siesta Key Main Beach, and a nice 0.9 mile sidewalk walk, or bike or free trolley, to Siesta Key Village. You really don't even need a car on this vacation. There is a free Siesta Key Trolley ...

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Property Type

Siesta Key Condo

"Great place to stay"

Perfect location, situated right in the middle of the village and the south bridge. Restaurants and entertainment either way. It's a 2 min walk to the beach. The condo had everything I needed to make my ...

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2 BR | 2 BA | Sleeps 6 | Quick View

$419

avg/night

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Key Amenities

  • Air conditioning
  • Pet friendly

About this property

2nd Floor, Duplex in Siesta Village. This unit offers 2 Bedrooms and 2 Baths, Shared pool with 303. washer/dryer in unit, screened lanai. Located near quaint shops and restaurants in Siesta Village and about 2 block to the Siesta Beach access. High speed internet- wifi ( Siesta 4 Rent does not offer tech ...

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Property Type

Siesta Key Condo

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3 BR | 2 BA | Sleeps 8 | Quick View

$434

avg/night

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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 ...

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Property Type

Siesta Key House

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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

$250

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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3 BR | 3.5 BA | Sleeps 8 | Quick View

$717

avg/night

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Key Amenities

  • Air conditioning
  • Pet friendly
  • Pool

About this property

BEAUTIFUL BAYSIDE GATED COMPLEX LOCATED JUST 1 BLOCK SOUTH OF THE STICKNEY POINT BRIDGE AND 2 BLOCKS FROM THE BEACH. STEP INTO THE ELEVATOR TO A PRIVATE ENTRY FOYER, MULTIPLE SPACIOUS LANAIS WITH SPECTACULAR VIEWS OF THE BAY AND THE GULF WITH SOUTHERN VIEWS. BUILT IN 2003, COMPLEX OFFERS PRIVATE PARKING ...

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Property Type

Siesta Key Condo

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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

"Perfect Stay for Relaxation and Fun!"

Our family had the pleasure of staying at this Gulf and Bay rental on more than one occasion. The condo is a hidden gem with a spectacular view, and just steps away from the beach. We could not have asked ...

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Key Amenities

  • Air conditioning
  • Kitchen
  • Pet friendly
  • Pool

About this property

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 keyboard, mouse, printer and laptop stand, and large TV with WiFi connection to watch all your favorite apps. There’s ...

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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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3 BR | 2 BA | Sleeps 7 | Quick View

$543

avg/night

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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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1 BR | 1 BA | Sleeps 2 | Quick View

4

Distance to beach: 0.5 miles to Siesta Key Beach

$150

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 - $5900 per month plus utilities April - $4600 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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1 BR | 1 BA | Sleeps 4 | Quick View

$177

avg/night

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Key Amenities

  • Pet friendly

About this property

Quaint 1 bedroom bungalow with Murphy Bed that folds into the wall during the day providing additional living space. Living room w/leather furniture, french doors opening to a private brick patio. 2 TV's with DVD players. Kitchen offers a mini convection oven w/built in rottiserie for up to full ...

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Property Type

Siesta Key Condo

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4 BR | 3 BA | Sleeps 8 | Quick View

$583

avg/night

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Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool

About this property

ENJOY THIS 4 BEDROOM, 3 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 STUNNING VIEWS FROM EVERY ANGLE. LAUNDRY ROOM WITH FULL SIZE WASHER / DRYER AND WIRELESS INTERNET ACCESS, (SIESTA 4 RENT IS NOT RESPONSIBLE ...

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Property Type

Siesta Key House

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2 BR | 2 BA | Sleeps 6 | Quick View

$419

avg/night

View Details

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 | 2.5 BA | Sleeps 8 | Quick View

$604

avg/night

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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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$826

avg/night

View Details

Key Amenities

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

About this property

Create memories with friends and family at this unique, and spacious property only 10 minutes from Siesta Key Beach.. It is perfect for large groups or reunions as this house includes 3 separate living spaces and has a total of 13 beds. Right behind the main house, not only will you find a fun area to ...

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Property Type

Siesta Key Estate

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2 BR | 2 BA | Sleeps 6 | Quick View

$255

avg/night

View Details

Key Amenities

  • Pet friendly
  • Pool

About this property

NOW OFFERING 20% OFF FOR JANUARY- 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, ...

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Property Type

Siesta Key Condo

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2 BR | 2 BA | Sleeps 6 | Quick View

$294

avg/night

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Key Amenities

  • Air conditioning
  • Pet friendly

About this property

Mariners Inlet is a small and intimate condominium complex at the south end of Siesta Key. just pass Turtle Beach. There are only 8 units in the quaint community. Next to the property is Turtle Beach, which offers a playground, a volleyball court, and picnic spots. It also features a boat launch and fishing ...

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Property Type

Siesta Key Condo

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2 BR | 1.5 BA | Sleeps 4 | Quick View

3

Distance to beach: 0.3 miles to Siesta Key Beach

$249

avg/night

View Details

Key Amenities

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

About this property

*Calendar month rentals only****SPECIAL*** Now through December 2023 - $3000 per month plus utilitiesJuly- December (six-month lease) - $3000 per month plus utilities July- December (three-month lease) - $3500 per month plus utilities December - $6900 per month plus utilities January, February, ...

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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 BA | Sleeps 6 | Quick View

$565

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 | 3 BA | Sleeps 7 | Quick View

6

Distance to beach: 300 feet to Siesta Beach

$749

avg/night

View Details

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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3 BR | 3 BA | Sleeps 10 | Quick View

$503

avg/night

View Details

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool

About this property

COME RELAX IN THIS BEAUTIFUL 3 BEDROOM / 3 BATH UPDATED POOL HOME LOCATED IN A BEAUTIFUL SIESTA KEY NEIGHBORHOOD. HOME OFFERS NEW FURNISHINGS, GRANITE COUNTERTOPS, STAINLESS STEEL APPLIANCES, HIGH-SPEED INTERNET WITH BOOSTER, (SIESTA 4 RENT IS NOT RESPONSIBLE FOR TECH SUPPORT). ENJOY THE LARGE PRIVATE ...

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Property Type

Siesta Key House

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3 BR | 3.5 BA | Sleeps 8 | Quick View

$503

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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2 BR | 2 BA | Sleeps 4 | Quick View

4

Distance to beach: 0.1 miles to Siesta Beach

$425

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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3 BR | 2 BA | Sleeps 6 | Quick View

Distance to beach: 1 miles to Turtle Beach

$385

avg/night

View Details

Key Amenities

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

About this property

New Listing Siesta Key, Florida !!100% 5 Star reviews on AirBnB and VRBO, save fees by booking direct here 14-30 day minimum. Discounts for multiple monthly stays.Hibiscus Hideaway A Private Tropical Retreat located in one of the nicest neighborhoods on Siesta Key.Enjoy peacefulness ...

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Property Type

Siesta Key House

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3 BR | 2 BA | Sleeps 8 | Quick View

$495

avg/night

View Details

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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4 BR | 3 BA | Sleeps 8 | Quick View

$503

avg/night

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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 ...

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Property Type

Siesta Key House

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3 BR | 2 BA | Sleeps 8 | Quick View

$554

avg/night

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Key Amenities

  • Air conditioning
  • Pet friendly

About this property

Tucked away amid the tropical tranquility of Siesta Keys Grand Canal, this ranch style home delivers on location and lifestyle. Featuring three bedrooms and two baths and a one-car garage, laundry room with washer and dryer. Gorgeous heated pool looks out to the grand canal, boat dock available to launch ...

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Property Type

Siesta Key House

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3 BR | 2 BA | Sleeps 8 | Quick View

1

$559

avg/night

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Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool

About this property

20% OFF DECEMBER 2023!!! WELCOME TO PARADISE! COME RELAX IN THIS BEAUTIFUL 3 BEDROOM / 2 BATH GRAND CANAL HOME LOCATED IN THE QUIET NEIGHBORHOOD OF SIESTA ISLES. THIS FABULOUS REMODELED HOME FEATURES A CUSTOM GOURMET KITCHEN AND OPEN FLOOR PLAN PERFECT FOR ENTERTAINING. HIGH-SPEED INTERNET AVAILABLE, ...

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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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4 BR | 2.5 BA | Sleeps 9 | Quick View

$599

avg/night

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Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool

About this property

Tucked away amid the tropical tranquility of Siesta Keys Grand Canal, this remodeled home delivers on design, location and lifestyle. Featuring four bedrooms, two-and-one-half baths and a one-car garage and washer and dryer. Beautiful hardwood floors, solid wood cabinetry and sleek granite countertops. ...

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Property Type

Siesta Key House

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3 BR | 2 BA | Sleeps 6 | Quick View

4

Distance to beach: 0.5 miles to Siesta Beach access 7

$250

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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4 BR | 2.5 BA | Sleeps 6 | Quick View

$611

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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