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Dog Friendly Vacation Rentals in Siesta Key - FlipKey

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243 pet friendly beach rentals in Siesta Key

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. 55 minutes

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$224

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

Siesta Key hotel apartment

3 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 2 hours 55 minutes

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$145

5 Bedroom Beachfront Home on Siesta Beach!! 49 Beach Rd

Siesta Key house

5 bedrooms / 4 bathrooms / sleeps 14

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$1,764

Just Minutes from the White Sandy Siesta Beach

Siesta Key condo

1 bedroom / 1 bathroom / sleeps 4

“Amazing!!!!” Bea’s rental in Sienna Park was an amazing place to stay. The new free form pool is just steps from your door. She has everything you need for a luxurious vacation. Best place we have stayed..... It is also only minutes from Siesta Key beach. I will definitely book with her again.

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$86

Luxurious 2 BR Condo - Short Walk to Siesta Beach, #1 in The USA

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.

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$156

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

The Treehouse

Siesta Key house

4 bedrooms / 4 bathrooms / sleeps 8

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Price per night from

$401

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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$127

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

$999

Tiny House Siesta - Yellow Lifeguard Stand Tiny House

Siesta Key hotel apartment

2 bedrooms / 1 bathroom / sleeps 4

Responds fast! avg. 2 hours 55 minutes

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Price per night from

$145

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

Siesta Key hotel apartment

2 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 2 hours 55 minutes

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$138

A Siesta Tropical Retreat - Island Pool Oasis in Village & 2 blocks to 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

$400

Banana Cabana-Steps to the Beach!! 539 Beach Rd

Siesta Key condo

2 bedrooms / 2 bathrooms / sleeps 4

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Price per night from

$549

Tiny House Siesta - Red Lifeguard Stand

Siesta Key house

2 bedrooms / 1 bathroom / sleeps 4

Responds fast! avg. 2 hours 55 minutes

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Price per night from

$145

Tiny House Siesta - Tiny House Amy

Siesta Key house

1 bedroom / 1 bathroom / sleeps 3

Responds fast! avg. 2 hours 55 minutes

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Price per night from

$149

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

Siesta Key hotel apartment

1 bedroom / 1 bathroom / sleeps 3

Responds fast! avg. 2 hours 55 minutes

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$152

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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$274

"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. 2 hours 18 minutes

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$287

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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$272

Siesta Summer

Siesta Key house

3 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$406

Siesta Key Beach Cottages on Crescent

Siesta Key cottage

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 3 hours 42 minutes

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Price per night from

$304

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

Siesta Key house

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 3 minutes

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Price per night from

$369

Cute Siesta Key Cottage across from beach access!!-543

Siesta Key cottage

2 bedrooms / 1 bathroom / sleeps 4

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Price per night from

$515

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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$221

2 Bedroom/ 2 Bath Flat Across from Public Beach Access!!-541

Siesta Key apartment

2 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$515

Siesta Key Beach - location Location

Siesta Key condo

1 bedroom / 1 bathroom / sleeps 4

“Perfect location” The condo was in a great location short walk to crescent beach which is around the corner. You can take the free trolly from the stop sign to the village or take a 15 mins stroll. Pool is salt water that is heated. There is a grocery store in the village if you have no car and the trolly stops there and will bring you back to where you want to stop at as long as it's in the route.The condo has everything you need and is very clean. I would highly recommend it. If you have a car it is a quick drive to many resturants. Shops and other grocery stores.

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$155

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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$263

Heart of Siesta Key Village, Walk to Gulf/beach, WiFi, Heated Community Pool & T

Siesta Key condo

2 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 3 minutes

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Price per night from

$178

Edgemere

Siesta Key house

4 bedrooms / 3 bathrooms / sleeps 10

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$255

Sandy Shore

Siesta Key house

4 bedrooms / 3 bathrooms / sleeps 8

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Price per night from

$148

Tiny House Siesta - Tiny Blue Oasis – a tiny house with 3 Queen beds

Siesta Key hotel apartment

3 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 2 hours 55 minutes

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Price per night from

$145

Lovely Siesta Key house with heated pool - A block away from Siesta beach!

Siesta Key house

3 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$434

Sarasota-Siesta Key Coastal Five Bedroom with Pool and Spa

Siesta Key house

5 bedrooms / 4 bathrooms / sleeps 13

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Price per night from

$654

2 BR, 2 Bath, Siesta Key Village Condo with Pool

Siesta Key condo

2 bedrooms / 2 bathrooms / sleeps 4

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$199

Three bedroom house directly on beach with gulf vi

Siesta Key house

3 bedrooms / 4 bathrooms / sleeps 7

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Price per night from

$401

10 Minute Walk to Siesta Key Beach's White Quartz Powdery Sand, WifFi, Pool, P

Siesta Key condo

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 3 minutes

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Price per night from

$124

Guaranteed Cleanliness & Hotel linens! 1 Small Dog, Walk to Beach, Heated Pool,

Siesta Key condo

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 3 minutes

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Price per night from

$113

Hidden gem close to everything

Siesta Key house

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 13 minutes

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Price per night from

$172

Viewing 38 of 243
rentals in Siesta Key

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