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Vacation Rentals & Beach Rentals in Siesta Key

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10 beach rentals

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

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.

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$164

Sunset Point Siesta Key FL AWESOME RENTAL !!

Siesta Key villa

2 bedrooms / 2 bathrooms / sleeps 4

“Beautiful inside and out. Perfect location” My family and I stayed in this beautiful rental during February 2015. We could not have asked for a more perfect spot. The rental is just steps away from the beach and has a wonderful view of the beautiful sunsets. Siesta Key Village is an easy walk away and has great restaurants and shops. We are hoping to go back as soon as we can!

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$586

Spacious 4bed air-con villa on Siesta Key

Siesta Key villa

4 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 35 minutes

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Price per night from

$498

Great rentals within 20 miles that match your search

Casa Calm: King Room, Yoga, Spa

Sarasota private room

1 bedroom / 1 bathroom / sleeps 2

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Price per night from

$141

Steps to beach and bay on beautiful Anna Maria Island

Bradenton Beach apartment

2 bedrooms / 1 bathroom / sleeps 5

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Price per night from

$67

BEACHFRONT VENICE CONDO: DISCOUNTED LOW RATES, OLYMPIC POOL, FREE Wi-Fi

Venice condo

1 bedroom / 1 bathroom / sleeps 6

“A little hot, but very relaxing.” It was the perfect size for the four of us. The villa is old, but it has been taken care of. It was great to have the pool right outside our door. The beach was not too far from the villa. It furnished the sheets and towels! Where we usually go we have to bring our own. The Lanai was too hot to use during the day and the house air couldn't cool it down (we tried one day), but some evenings it was nice enought to sit out there. July isn't a good month for that. The little town is nice, clean and kind of quiet in the summer. Shopping and restaurants arent too far of a drive either. Some of the people we met have been vacationing in the courtyard villas there for years. Everyone was really nice. We really enjoyed our stay and would go back.

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$132

Beachfront Studio #1 Longboat Key

Longboat Key studio

Studio / 1 bathroom / sleeps 4

“Location! Location! Location!” The listing description and photos were accurate, this rental property is amazing. Studio #1 was tastefully decorated and very clean. We had beautiful views of the ocean from the living area. It was very spacious with plenty of room for three of us to spread out comfortably. It had lots of storage for our belongings, roomy bathroom with an extra open closet area and a wonderful kitchen area. 5 steps and your toes are in the sand and 40 more steps and you're in the water. A beautiful beach to walk, crystal clear water for swimming, the wildlife was awesome and sunsets were spectacular. James unfortunately had to come twice to let us in because we locked ourselves out, but he did so each time with a smile and friendly conversation. Right out front is an amazing wide sidewalk for bike rides to Bradenton Beach , St. Armand's Circle and to wonderful restaurants. Definitely found a great spot to settle in for a few weeks of relaxing fun in the sun. Thank you so much James and Cindy!!

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Price per night from

$161

Shorewalk Condo UD near the Beaches Anna Maria Island, Longboat Key, IMG, Shops

Bradenton apartment

2 bedrooms / 2 bathrooms / sleeps 4

“Winter vacation” Been to Bradenton many times to visit family. First vacation at Shorewalk. Great amenities and location. Will book again for another stay in the future.

Responds fast! avg. 3 hours 14 minutes

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Price per night from

$109

Shorewalk Condo CK near the Beaches Anna Maria Island, Longboat Key, IMG, Shops

Bradenton apartment

2 bedrooms / 2 bathrooms / sleeps 4

“Relaxing Week at Shorewalk Condos!” We had a very calm and enjoyable week renting a 2-bedroom condo. We enjoyed all the amenities that it had to offer especially the hot tub given the unseasonably chillier weather we had during our stay. The closeness to shopping, seafood and other restaurants, the movies, & various beaches/keys is fantastic. Pic was taken early morning of the lagoon in the back.

Responds fast! avg. 3 hours 14 minutes

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Price per night from

$114

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