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Vacation Rentals & Beach Rentals in Siesta Key

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127 beach rentals

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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$189

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

Remodeled 2br 2ba with private patio, beautiful water views, walk to #1 beach

Siesta Key condo

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 14 minutes

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$114

Gorgeous Direct Gulf/Beach Front 2 Bedroom Condo on Siesta Key, Amazing views!

Siesta Key apartment

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 16 minutes

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$196

Best Deals on Siesta Key

Siesta Key apartment

1 bedroom / 1 bathroom / sleeps 4

“Nice and easy to get around” You have a wonderful neighbor. I was able to access all the amenities you described. Navigated through out the area with ease.

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$103

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

Siesta Key Townhouse across from Pristine Sands of Siesta Key 2B/2B sleeps 6

Siesta Key apartment

2 bedrooms / 2 bathrooms / sleeps 6

“Fantastic week in Siesta Key” The townhouse was fantastic and fully equipped with everything we needed for a very comfortable week. The location was outstanding - right across from the beach and the free trolley to the Village stopped right outside. The garage had everything the family needed to take to the beach and we met some lovely people around the pool. Thank you Michelle for your hospitality - we hope to be back soon.

Responds fast! avg. 1 hour 19 minutes

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$178

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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$87

"Safe & Clean" -Honeymoon Suite - Gulf views - next to Siesta Key Beach

Siesta Key apartment

1 bedroom / 2 bathrooms / sleeps 4

Responds fast! avg. 1 hour 10 minutes

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$218

# 1 beach in USA SIESTA KEY Gulf side 2 Bed 2 Bath at Jamaica Royale #104!

Siesta Key condo

2 bedrooms / 2 bathrooms / sleeps 6

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$228

Large Modernized Home a Short Walk to Beach

Siesta Key house

4 bedrooms / 4 bathrooms / sleeps 12

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$373

Crystal Sands Siesta Key

Siesta Key apartment

2 bedrooms / 2 bathrooms / sleeps 4

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$333

Gulfview/Bayfront Condo with Million Dollar Views on Siesta Key

Siesta Key condo

1 bedroom / 1 bathroom / sleeps 6

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$162

Newly discounted rates! Gorgeous one bedroom across from beach, near village!

Siesta Key condo

1 bedroom / 1 bathroom / sleeps 3

“Anniversary Trip” Had a wonderful time at LA Siesta Condominiums for our anniversary vacation. Beautifully furnished and do close to the best beach in the USA

Responds fast! avg. 33 minutes

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$149

"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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$297

Siesta Key beach & sunsets - 2018 Spring & Summer openings!

Siesta Key condo

2 bedrooms / 2 bathrooms / sleeps 4

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$131

GULF FRONT ON #1 Beach! Siesta Dunes (by owner)

Siesta Key apartment

2 bedrooms / 2 bathrooms / sleeps 4

“Perfect, Perfect, Perfect” Nice condo with everything close by! Owners were great to deal with and as stated it would be . We plan on visiting again and would recommend this place to anyone.

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$248

Beach, Village, Dock, Private Heated Pool... Fantastic Location, No Car Needed!

Siesta Key house

2 bedrooms / 3 bathrooms / sleeps 6

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$457

BEAUTY ON THE BEACH! Crescent Arms 601S FULL FRONT VIEW

Siesta Key condo

2 bedrooms / 2 bathrooms / sleeps 6

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$253

EXCLUSIVE! #1 USA Beach Siesta Key Beach _HOUSE

Siesta Key house

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 2 hours 48 minutes

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$201

"Safe & Clean" Royal Palm Suite, Exceptional, Beach Views from all 3 balconies!!

Siesta Key apartment

3 bedrooms / 3 bathrooms / sleeps 6

“Fabulous” Last summer My Wife myself and our three daughters stay in the honeymoon suite and had such a wonderful experience we decide to give the Royal Palm Suite a try, and we were really impressed everything was neat and clean, the pre teen girls 4 of them lived in the pool I enjoyed the new gas grill put it to use everyday of our 5 day 4 night stay Thanks Virginia for such a fabulous time, also thanks to Daniel for his diligence in ensuring we had wifi. WE plan on returning next year,and by the way it is exactly 60 steps to the beach I counted.

Responds fast! avg. 1 hour 10 minutes

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$343

Renovated Beach Front 2BR/2BA Condo, Steps to beach, Gulf of Mexico Views

Siesta Key house

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 14 minutes

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$208

Ideal location Siesta Key

Siesta Key apartment

1 bedroom / 1 bathroom / sleeps 4

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$160

Siesta Key 2/2 Pools, Fitness Center, Tennis Courts, Walk to Beach

Siesta Key condo

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 38 minutes

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$148

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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$152

4 Bedroom with Gulf View Siesta Key FL Beach Fun

Siesta Key apartment

4 bedrooms / 4 bathrooms / sleeps 10

“Fantastic Location and Beautiful Accomodations” Our daughters and their families stayed here in February. The condo was everything we expected and more. It has a breathtaking view of the Gulf from the screened in lani which runs the width of the unit. The four bedrooms were perfect for our group of nine and the kitchen / dining area was well stocked with appliances , pots & pans , dishes , glassware , etc. Condo has easy access to heated pool and ample parking. Owner made the rental process smooth as silk , and we all felt right at home as soon as we had checked in. Right across street from world famous Siesta Beach. Would highly recommend.

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$361

Siesta Beach Place-Starfish Cottage, Steps to the Sand, View of Pool, Access #11

Siesta Key cottage

1 bedroom / 1 bathroom / sleeps 4

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$196

FANTASTIC VACATION! STEPS FROM THE POOL AND BEACH, VERY CLEAN, UPDATED KITCHEN!

Siesta Key condo

2 bedrooms / 2 bathrooms / sleeps 6

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$257

Crescent House

Siesta Key house

3 bedrooms / 3 bathrooms / sleeps 6

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$319

NEW! Resort-Style Siesta Key Condo: Walk to Beach!

Siesta Key condo

4 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 3 hours 29 minutes

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$172

Newly Renovated Condo with Gulf Views and a Private Beach

Siesta Key condo

2 bedrooms / 2 bathrooms / sleeps 5

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Price per night from

$195

Great rentals within 20 miles that match your search

GULF FRONT 2 BR 2 BATHROOM CONDO

Longboat Key condo

2 bedrooms / 2 bathrooms / sleeps 4

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Price per night from

$222

#7 Loft Apartment in Historic District Downtown Sarasota

Sarasota apartment

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 17 minutes

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$142

Amazing Gulf Beech Rental with Fantastic FREE Amenities!!!

Longboat Key condo

2 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$385

March 21-28, 2020 Springbreak 3bdr on the beach Longboat key

Longboat Key cottage

3 bedrooms / 2 bathrooms / sleeps 8

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Price per night from

$797

It's Not Too Late! 2B/2B Condo available for season at the Plantation G & CC

Venice condo

2 bedrooms / 2 bathrooms / sleeps 3

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Price per night from

$133

Your perfect vacation starts here !

Casey Key villa

3 bedrooms / 2 bathrooms / sleeps 6

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$259

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Price per night from

$412

Viewing 38 of 127
rentals in Siesta Key

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