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Vacation Rentals & Beach Rentals in Siesta Key

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57 beach rentals

WE LIKE BLUE, SIESTA BLUE! 2 BED BAYSIDE CONDO ON SIESTA KEY

Siesta Key apartment

2 bedrooms / 1 bathroom / sleeps 4

“Absolutely Wonderful” We stayed the second week of September at Bay Oaks Condos, and it was absolutely WONDERFUL! We basically had the run of the condo to ourselves, including the swimming pool, which was the only place my toddler wanted to hang out. It's located right in the middle of the island so it was only a short drive to amazing restaurants and the beautiful Siesta Beach. The condo itself was lovely, modernly updated and had everything we needed to make it our home away from home. My toddler constantly asks when we'll go back to our "little house", and I am happy to tell him that we will be back next year!

Responds fast! avg. 2 hours 16 minutes

Match: Pool or snooker table

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Price per night from

$141

Gorgeous Direct gulf Front 2 Bedroom Condo on Siesta Keys... JUST REMODELLED

Siesta Key apartment

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 34 minutes

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Price per night from

$188

WHAT A VIEW !! 2 BED BAYSIDE CONDO ON SIESTA KEY

Siesta Key apartment

2 bedrooms / 2 bathrooms / sleeps 4

“Beautiful and memorable vacation with our son,wife and grandchil” My husband and I rented unit B41,it was beautifull, tastefully decorated stainless steel appliances and new furniture. The owners thought of everything.Very pleased to have a washer and dryer in unit. The layout of this rental was spacious,the bed was very comfortable I slept like a baby which is rare when I'm away from home.The view of the intercostal water way and tropical landscaping were breathtaking whether relaxing in living room or dinning.It was very peaceful ,walking distance to Siesta keys famous beach and close to all amenities. Would recommend Bay Oaks!Thanks Barbara Okin.

Responds fast! avg. 2 hours 24 minutes

Match: Pool or snooker table

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Price per night from

$163

Siesta Key 2 BR, 2 1/2 Bath - *Across From Beach - Pool-view* - Newly Renovated

Siesta Key apartment

2 bedrooms / 3 bathrooms / sleeps 7

Responds fast! avg. 28 minutes

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Price per night from

$227

Gulfview/Bayfront Condo with Million Dollar Views on Siesta Key

Siesta Key condo

1 bedroom / 1 bathroom / sleeps 6

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Price per night from

$164

Siesta Key-House of Sun, 2 bdrm/2 bath-Gulf View

Siesta Key apartment

2 bedrooms / 2 bathrooms / sleeps 6

Match: Pool or snooker table

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Price per night from

$177

CANCELLATION OPENS MARCH 28th ON! HURRY BEFORE IT'S GONE

Siesta Key condo

2 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$148

Newly discounted rates! Maximum safety-smaller community, distancing compliant!

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. 22 minutes

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Price per night from

$151

Siesta Key Public Beach

Siesta Key condo

2 bedrooms / 1 bathroom / sleeps 6

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Price per night from

$166

WALK to Siesta Beach from this vacation paradise!!

Siesta Key house

3 bedrooms / 2 bathrooms / sleeps 7

Responds fast! avg. 2 hours 3 minutes

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Price per night from

$222

Gulf and Bay Club 3bdrm “E” Luxury Penthouse Unit - RIGHT ON BEACH

Siesta Key condo

3 bedrooms / 4 bathrooms / sleeps 8

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Price per night from

$588

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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Price per night from

$350

Beachfront Condo Siesta Key

Siesta Key condo

2 bedrooms / 2 bathrooms / sleeps 6

“Great place” We couldn't have a better time. The condo had everything you could possibly need for cooking, or going to the pool and beach. The condo is a 3 minute walk to the beach, and the weather was perfect. Village is a 5 minute drive and the restaurants were perfect for a family. Definitely coming back!

Responds fast! avg. 1 hour 53 minutes

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Price per night from

$189

Siesta Key Beachfront Condo with Gulf View!

Siesta Key condo

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 2 hours 7 minutes

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Price per night from

$158

Great rentals within 20 miles that match your search

Villa in Resort Style Community

Gulf Gate Branch villa

2 bedrooms / 2 bathrooms / sleeps 4

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Price per night from

$113

3 Bedroom Oasis w/Pool,hot tub, pool table, wetbar, boat parking and more!

Palma Sola house

3 bedrooms / 3 bathrooms / sleeps 8

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Price per night from

$296

Shorewalk Condo, Newly Decorated w/lake view

Bradenton condo

2 bedrooms / 2 bathrooms / sleeps 4

“Very relaxing and clean condo with wonderful amenities and stores close by!!” We had a wonderful time and enjoyed all that the condo had to offer. We found it really clean and decorated in true Florida fashion. Loved the place and will return!!

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Price per night from

$143

Family Reunion Villa on Anna Maria Island, Florida

Bradenton Beach villa

2 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$271

Luxury lakefront Sunshine Shorewalk 2B condo, 1 km. IMG Academy, 10 min to beach

Bradenton villa

2 bedrooms / 2 bathrooms / sleeps 4

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Price per night from

$118

Venice Gem, close to beaches, shopping and entertainment

Venice house

2 bedrooms / 2 bathrooms / sleeps 4

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Price per night from

$59

Conveniently Located Secluded Villa

Gulf Gate Branch villa

2 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$118

Bayside Bliss

Longboat Key condo

1 bedroom / 1 bathroom / sleeps 4

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Price per night from

$118

Immaculate Condo Exceptional Golf/Tennis Community

Bradenton apartment

3 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$77

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

$343

Princess Hana Villa on the Manatee River- 2 Bedroom 2 Bathroom

Ellenton apartment

2 bedrooms / 2 bathrooms / sleeps 4

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Price per night from

$142

River Strand Golf and Country Club Resort

Bradenton condo

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 25 minutes

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Price per night from

$157

Remodeled, Privately Owned Studio Condo at the Sara Cay Club!

Tallevast condo

1 bedroom / 1 bathroom / sleeps 3

Match: Pool or snooker table

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Price per night from

$89

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

Longboat Key cottage

3 bedrooms / 2 bathrooms / sleeps 8

Match: Pool or snooker table

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Price per night from

$709

River Strand -Golf , Tennis, Sunsets and Beaches

Bradenton apartment

3 bedrooms / 2 bathrooms / sleeps 6

Match: Pool or snooker table

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Price per night from

$138

Executive Lakefront 2 Bdrm Condo,Mins to Beach /Anna Maria Island / IMG Academy

Bradenton condo

2 bedrooms / 2 bathrooms / sleeps 4

Match: Pool or snooker table

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Price per night from

$136

A Paradise for Golfers and Tennis players

Bradenton apartment

3 bedrooms / 2 bathrooms / sleeps 6

“River strand condo” Been here 1 week and everything has been great. Owners are very helpful. River Strand has great golf, tennis, pools.

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Price per night from

$143

Ideal Retreat next to USA's #1 Beach—Siesta Key

Sarasota condo

2 bedrooms / 2 bathrooms / sleeps 4

“Siesta Harbor” We stayed at Siesta Harbor for the month of February 2018 and had a great time. Beach is across the street and easy access. Don the owner was outstanding and met us on our first day and gave us a tour of Siesta Key. We have reserved for 2019 and look forward to another great time at Siesta Harbor.

Match: Pool or snooker table

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Price per night from

$101

Escape, Fun, Paradise, Nature, Privacy , Retreats, Reunions, Getaways

Bradenton house

8 bedrooms / 5 bathrooms / sleeps 20

Match: Pool or snooker table

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Price per night from

$1,181

The Waterview Private Pool, Hot Tub, Games Room

Bradenton house

4 bedrooms / 4 bathrooms / sleeps 12

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Price per night from

$167

Luxurious Lakeside Villa -Pool,Spa & Games Room

Bradenton villa

3 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$161

River Strand Luxury Condo-Tennis & Golf Community

Bradenton condo

2 bedrooms / 2 bathrooms / sleeps 5

Responds fast! avg. 1 hour 38 minutes

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Price per night from

$61

Clean comfort in Bradenton book now

Bradenton caravan/mobile home

1 bedroom / 1 bathroom / sleeps 2

“great place to stay we loved it” nice and clean it had everything we needed close to beachs very clean park everyone was so nice and friendly can,t wait to go back thank Doug and Ronda Rogers

Responds fast! avg. 1 hour 22 minutes

Match: Pool or snooker table

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Price per night from

$57

Beautiful Siesta Key Condo Just Steps From Siesta Beach

Sarasota condo

2 bedrooms / 2 bathrooms / sleeps 5

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Price per night from

$151

Viewing 38 of 57
rentals in Siesta Key

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