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Vacation Rentals & Beach Rentals in Siesta Key

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52 beach rentals

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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$188

Grand accomdation on USA #1 Beach - Siesta Key Fl

Siesta Key apartment

2 bedrooms / 2 bathrooms / sleeps 5

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$117

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

Siesta Key cottage

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 2 hours 53 minutes

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$130

Reserve now! Beautiful Siesta key Beach

Siesta Key apartment

2 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$313

Siesta Key private beach access

Siesta Key villa

3 bedrooms / 3 bathrooms / sleeps 8

“Siesta Key Townhouse” This was a wonderful place to stay! The house was very clean and spacious and had everything we needed for a week at the beach.

Responds fast! avg. 2 hours 25 minutes

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$384

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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$281

Responds fast! avg. 2 hours 53 minutes

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Price per night from

$130

Great rentals within 20 miles that match your search

Oceanfront 3 bedroom Condo on Longboat Key- Available in Summer ONLY

Longboat Key apartment

3 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$177

Welcome to paradise! Live the dream!

Venice house

2 bedrooms / 2 bathrooms / sleeps 4

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Price per night from

$160

Legacy Trail Retreat

Nokomis house

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 1 hour 22 minutes

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$177

BAY VIEW. SUNSETS. CLOSE TO ANNA MARIA ISLAND AND IMG ACADEMY

Bradenton house

3 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$172

Two Story Condo on the Gulf of Mexico

Longboat Key condo

4 bedrooms / 4 bathrooms / sleeps 10

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Price per night from

$641

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

LAKEFRONT,POOL,WALK TO BEACH, FREE KAYAKS,BICYCLES

Nokomis house

3 bedrooms / 2 bathrooms / sleeps 8

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$113

Beautiful Longboat Key Penthouse Unit for Rent - partial Gulf view

Longboat Key penthouse

3 bedrooms / 4 bathrooms / sleeps 10

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Price per night from

$338

BBB on Marbury lane-Beach, boating, BBQ!

Longboat Key house

3 bedrooms / 3 bathrooms / sleeps 8

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Price per night from

$295

TORTUGA BEACH CLUB, SIESTA KEY

Sarasota apartment

2 bedrooms / 2 bathrooms / sleeps 5

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$257

Brand new villa with heated pool for swimmers

Venice house

3 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$148

Gulf Coast Condo Minutes from Golf and Beaches

Bradenton condo

2 bedrooms / 3 bathrooms / sleeps 6

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Price per night from

$148

Cut House- Waterfront, dock, ocean access, beach

Palmetto house

3 bedrooms / 2 bathrooms / sleeps 6

“delightful” Three 60+ hockey players and their wives in search of a house close to the Ellenton Ice arena arrived here in april not knowing what to anticipate. We were delighted to find the accommodations exceptionally charming and clean. The views of the Manatee River were great and the traffic on "the Cut" was continually entertaining. The waterside amenities were superb and next time we'll rent a boat to keep at the dock. The "Naked Beach" next to the patio just off the dock might not have any surf but my tan is Just as even as can be and the proximity to the beer cooler was awesome. We recommend The Riverhouse and Blu Mangrove Grill for dining just ten minutes away. All in all the location, amenities, service, accommodations were top notch. Thanks "Cut House"!

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$295

Sandy Pointe #205

Holmes Beach condo

2 bedrooms / 2 bathrooms / sleeps 4

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$126

Beautiful Braden River Waterfront Retreat!

Bradenton house

4 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 1 hour 3 minutes

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Price per night from

$151

Dream Lover Boat & Breakfast on Anna Maria Island

Bradenton Beach yacht

2 bedrooms / 2 bathrooms / sleeps 4

“Celebrate Birthdays & 24th Anniversary” We had a wonderful time on the Dream Lover this weekend. It was a special way to celebrate our birthdays and 24th Wedding Anniversary. We spent early mornings up on deck. The breakfasts were amazing! Love the area - so easy to walk to many restaurants, stores, and the beach. Kay and Jonathan are a wonderful couple wit such a positive and healthy outlook on life. They are a joy to spend time with. Oh and Skipper too!!! I was a wonderful weekend. Sue & Jim Hughes

Responds fast! avg. 2 hours 3 minutes

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Price per night from

$305

Anna Maria Island Beach Palms 2A

Bradenton Beach apartment

2 bedrooms / 2 bathrooms / sleeps 6

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$139

Anna Maria Island Absolute Anna Maria-Private Beach Access-Heated Pool

Anna Maria Island apartment

2 bedrooms / 2 bathrooms / sleeps 5

“A little gem” Lovely condo, great views and ideally situated for restaurants and shopping (all within walking distance). Would definitely come back again.

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$182

Anna Maria Island Bridge Port Beach Resort

Bradenton Beach condo

2 bedrooms / 2 bathrooms / sleeps 6

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$131

Anna Maria Island Bay Watch Bungalow

Bradenton Beach condo

2 bedrooms / 2 bathrooms / sleeps 5

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Price per night from

$143

Anna Maria Island Beach Palms 7A

Bradenton Beach apartment

2 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$138

Anna Maria Island Beach Breeze

Bradenton Beach apartment

2 bedrooms / 1 bathroom / sleeps 6

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Price per night from

$155

Anna Maria Island Runaway Tropical Escape

Bradenton Beach condo

2 bedrooms / 2 bathrooms / sleeps 6

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$147

Anna Maria Island Beach Paradise 5

Holmes Beach apartment

2 bedrooms / 2 bathrooms / sleeps 6

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$179

Anna Maria Island Beach Paradise 6

Holmes Beach apartment

2 bedrooms / 2 bathrooms / sleeps 6

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$185

Siesta Beach Cottage

Sarasota apartment

2 bedrooms / 1 bathroom / sleeps 6

“Beautiful place!” Enjoyed our stay in Sarasota on this property! We were not there much but when we were it felt like home. Very clean inside and out. The owner Kimberly showed us were everything was when we got there. Had a nice pool but too cold out to use it. Very quiet neighborhood. We would rent this property again!

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$215

Anna Maria Island Beach Sands

Bradenton Beach apartment

2 bedrooms / 2 bathrooms / sleeps 5

“Paradise” We loved this place, felt right at home the minute we walked in the door. Had a view minor problems and the service to deal with them was awesome. Thanks Terry for a great experience, being our first time here on anna Maria Island. If we didn't need the extra bedroom, we would have booked for next yr. Location~~!! wow, close to great restaurants Love the view...can't say enough of the sunsets and of course the dolphins, got chills every time I seen them, almost daily...first class...thanks...

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$201

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Price per night from

$179

Anna Maria Island Beach Palms 2B

Bradenton Beach apartment

2 bedrooms / 2 bathrooms / sleeps 6

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$151

Anna Maria Island Beach Palms 5B

Bradenton Beach apartment

2 bedrooms / 2 bathrooms / sleeps 6

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$151

Anna Maria Island Beach Palace

Bradenton Beach house

4 bedrooms / 3 bathrooms / sleeps 8

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Price per night from

$380

Viewing 38 of 52
rentals in Siesta Key

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