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Dog Friendly Vacation Rentals in Siesta Key - FlipKey

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313 pet friendly beach rentals in Siesta Key

Siesta Key Villa A - Only 150 yards to Crescent Beach and heated pool!

Siesta Key villa

2 bedrooms / 1 bathroom / sleeps 4

“Awesome owners and location” The location is great, only 3 minutes walking to a private beach. The house offers all the essentials you might need. This is our second time stay and we were not dissapointed again. The owners are very responsive and helpful.

Responds fast! avg. 29 minutes

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Price per night from

$189

Siesta Key 2 Bedroom 1 Bath Modern/Contemporary Decor Apartment

Siesta Key apartment

2 bedrooms / 1 bathroom / sleeps 5

“Amazing!” I stayed here with my husband and we had a great time! We were in Orlando visiting family and we decided to arrange some us time. The condo was excellent and very clean! Kathy and her husband were very informative, respond quickly,and available when we needed them. What was great was that we had all beach items available to us and were very useful. We were in close proximity to everything and the beach and restaurants were great! Everyone in the area was very friendly and my husband and I want to definitely come back!

Responds fast! avg. 36 minutes

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Price per night from

$201

Siesta Key Villa B - Only 150 yds. to Crescent Beach and heated pool!

Siesta Key villa

2 bedrooms / 1 bathroom / sleeps 4

“Another great stay!” Location is great and owners are awesome to work with! Clean and fully furnished! Thanks for another great stay Derek and Marina! Look forward to next time!

Responds fast! avg. 29 minutes

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$195

Fido Friendly, Saltwater Pool, Only 1 mile to SK Beach, Close to the Village, Sh

Siesta Key house

3 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 3 minutes

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$164

3 Bedroom/ 2 Bath unit across from Siesta Key Beach Access.- Islamorada

Siesta Key apartment

3 bedrooms / 2 bathrooms / sleeps 8

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$502

Walk to Siesta Beach, Heated Pool, Wifi, Fido Friendly, Renovated Ground Floor U

Siesta Key apartment

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 3 minutes

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$112

The Shells Villa - Next to Beach & Village

Siesta Key house

3 bedrooms / 3 bathrooms / sleeps 10

“Great Experience and Location!” We could not have been happier with our Experience at Shell Villa. Location to the Village was super close as described. Access to the beach was great both through the private walkway or the public access about two block away. The house was well stocked and the floor plan was perfect for our two families. Best place I have rented on SK in 5 years.

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$286

Luxurious 2 BR Condo - Short Walk to Siesta Beach

Siesta Key apartment

2 bedrooms / 2 bathrooms / sleeps 6

“a fine 2 weeks in Siesta” charming property, that was comfortable for four. The unit was very clean and fresh upon arrival. The neighbours were friendly and the overall property well kept. Siesta Key is a quiet community with usual shopping amenities over the causeway. This property was a brief 10 minute walk to the beach. Would we stay again, yes.

Responds fast! avg. 1 hour 50 minutes

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Price per night from

$139

Tiny House Siesta - Tiny Aqua Oasis- Tiny House that sleeps 6 comfortably

Siesta Key hotel apartment

3 bedrooms / 1 bathroom / sleeps 6

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Price per night from

$138

Just Minutes from the White Sandy Siesta Beach

Siesta Key condo

1 bedroom / 1 bathroom / sleeps 4

“It was very cozy and comfortable apartment!” We loved to spend our vacation at this place. Really close to the beach, to different restaurants, and all kind of stores.

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$86

Large Modernized Home a Short Walk to Beach

Siesta Key house

4 bedrooms / 4 bathrooms / sleeps 12

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Price per night from

$373

Cape Aqua

Siesta Key house

3 bedrooms / 3 bathrooms / sleeps 6

“Great place, super location” We thoroughly enjoyed our stay at your home. It was very spacious, clean and inviting. We had everything we needed and the location is wonderful. Thanks and we would definitly recommend your home to others

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$148

Big Pass Hideaway

Siesta Key house

3 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$279

Renovated 2 bedroom with beach views and pool access!!-Living the Dream, Mermaid

Siesta Key apartment

2 bedrooms / 1 bathroom / sleeps 6

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Price per night from

$606

Beach Place Cottages - Seahorse Cottage - Peak of the Gulf - Beach Access #11

Siesta Key cottage

1 bedroom / 1 bathroom / sleeps 4

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Price per night from

$207

The Treehouse

Siesta Key house

4 bedrooms / 4 bathrooms / sleeps 8

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Price per night from

$401

New 6 Bedroom, Luxury Home in Gated Community

Siesta Key house

6 bedrooms / 5 bathrooms / sleeps 14

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Price per night from

$1,142

Darling 1 Bedroom/ 1 Bath with private patio and 1 block to village!!- VH Island

Siesta Key apartment

1 bedroom / 1 bathroom / sleeps 4

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Price per night from

$389

Tiny House Siesta - Yellow Lifeguard Stand Tiny House

Siesta Key hotel apartment

2 bedrooms / 1 bathroom / sleeps 4

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Price per night from

$138

Tiny House Siesta - Tiny House Amy

Siesta Key house

1 bedroom / 1 bathroom / sleeps 3

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Price per night from

$105

Directly Across from Siesta Beach with Gulf Views & Steps from Village!-LTD Star

Siesta Key apartment

2 bedrooms / 1 bathroom / sleeps 6

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Price per night from

$606

Tiny House Siesta - Red Lifeguard Stand

Siesta Key house

2 bedrooms / 1 bathroom / sleeps 4

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Price per night from

$138

Tiny House Siesta - Sand Dollar – A private master loft and open living space

Siesta Key hotel apartment

2 bedrooms / 1 bathroom / sleeps 6

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Price per night from

$138

A Siesta Tropical Retreat - Island Pool Oasis -super close to Village & #1 beach

Siesta Key house

3 bedrooms / 2 bathrooms / sleeps 9

“Your best choice for location!” We stayed for 10 lovely days in this home and I have to say It was an even better location than I expected. Everything you could want to do is in walking distance or you can walk to the village (maybe a 3 minute walk)and hop in a free taxi . The house is well appointed and beds are very comfortable. We traveled with a 10 yr.old, 11yr. old , and 15 yr. old my 15 yr. old niece slept in the trundle bed and commented on how comfortable the bed was. In the kitchen you will find a drawer full of menus for the many nearby restaurants and information for water activities. I highly recommend parasailing while your there ! Considering how close everything is the street is very quiet and the owners were great to deal with. Thanks Kathi and Grant!

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Price per night from

$430

Tiny House Siesta - Eleanor- our bright & beautiful Tiny House near the beach

Siesta Key hotel apartment

1 bedroom / 1 bathroom / sleeps 3

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Price per night from

$114

Sandy Toes Town Home

Siesta Key townhouse

3 bedrooms / 3 bathrooms / sleeps 6

“Time in Paradise” We recently had the luck to spend two months in paradise. This condo was comfortably appointed, well stock to meet all our needs, and most importantly in the perfect location. The beach was a short walk to the left and stores and restaurants were just a short walk to the right. We had a great time and enjoyed everything Sarasota, Siesta Key, and this Sandy Toes Condo had to offer. Thanks Mark!

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$273

"Safe & Clean" Key West Suite next to Siesta Key Beach

Siesta Key apartment

3 bedrooms / 2 bathrooms / sleeps 6

“Awesome property and location!” Our 3 teenagers loved the beach right across the street and taking the trolley to the Village. Our 5 year old lived in the beautiful pool. The kitchen was fully equipped and the unit was impeccably clean. A bonus was the use of beach toys, chairs and umbrellas. We'll definitely stay at Gumbo Limbo again.

Responds fast! avg. 1 hour 10 minutes

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Price per night from

$298

Siesta Summer

Siesta Key house

3 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$368

Updated Home, Heated Saltwater Pool/Spa, Sits on a small lake, 6 min Bike Ride t

Siesta Key house

3 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 3 minutes

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Price per night from

$172

Walk to Siesta Key Beach, Pool/Spa/Tiki Bar, WiFi, Close to Village Shops, Laund

Siesta Key house

3 bedrooms / 2 bathrooms / sleeps 5

Responds fast! avg. 3 minutes

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Price per night from

$281

Siesta Key Beach Cottages on Crescent

Siesta Key cottage

2 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$264

Best Sand Beach in USA

Siesta Key condo

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 29 minutes

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Price per night from

$368

Surf Side Condo at the Beachfront Suites on Siesta Key

Siesta Key condo

3 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 3 hours 30 minutes

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Price per night from

$373

Stunning 2Bed/1Bath Across the Street from Siesta Key Beach!!-Pink flamingo LTD

Siesta Key apartment

2 bedrooms / 1 bathroom / sleeps 6

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Price per night from

$549

Serenity Beachfront Condo

Siesta Key condo

2 bedrooms / 1 bathroom / sleeps 5

Responds fast! avg. 3 hours 30 minutes

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Price per night from

$315

Oxford House

Siesta Key house

2 bedrooms / 2 bathrooms / sleeps 7

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Price per night from

$147

Quiet & Cozy Sarasota House w/ Yard: Pet Friendly!

Siesta Key house

3 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$131

Windward

Siesta Key house

4 bedrooms / 4 bathrooms / sleeps 8

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Price per night from

$216

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