Vacation Rentals & Beach Rentals in Siesta Key

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393 beach rentals

Unit #218 Sand Cay Beach Resort Gulf Front

Longboat Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Private indoor pool Private outdoor pool (heated)

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Price per night from

$342

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Mango Island

Venice house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 12

1 of 2 match: Private indoor pool, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$516

Coastal Oasis

Nokomis house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Private indoor pool, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$228

Condo wOcean view on Siesta

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 33 minutes

1 of 2 match: Private indoor pool, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$401

Paradise 3 Bedroom Pool Home Close to Siesta Key Beach and IMG Academy

Braden River house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

Responds fast! avg. 9 minutes

1 of 2 match: Private indoor pool, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$373

Paradise 4 Bedroom Pool Home Close to Siesta Key Beach and IMG Academy

North Sarasota house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

Responds fast! avg. 9 minutes

1 of 2 match: Private indoor pool, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$430

1 of 2 match: Private indoor pool, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$573

THE LIDO RESIDENCE

Lido Key house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 12

1 of 2 match: Private indoor pool, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$778

Remodeled 4BR Pool Home / Golf View/Near Beaches

South Bradenton house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 14

1 of 2 match: Private indoor pool, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$516

Hibiscis Hideout Pool/Hot Tub Home

Pinecraft house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Private indoor pool, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$258

Lovely Brandnew Pool Villa w/ Private Beach, WiFi

Venice house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Private indoor pool, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$212

Vacation Home on Coral Sands Ct. Spring Special !

Venice house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

1 of 2 match: Private indoor pool, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$155

Captiva Paradise Home close to IMG Academy & Siesta Key Beach

Bradenton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

Responds fast! avg. 9 minutes

1 of 2 match: Private indoor pool, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$373

Seasonal Rental

Venice house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Private indoor pool, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$292

CKBH (Casey Key Beach House)

Osprey house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 2 match: Private indoor pool, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$654

Siesta Key Beach Cottages on Crescent

Siesta Key cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Private indoor pool, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$224

Venice Pool Home Centrally Located, Just Waiting For You

Venice house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Private indoor pool, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$275

Fishermans Cove FC Unit 310B 2

Gulf Gate Estates condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Private indoor pool, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$311

Beachfront Condo - 3 BR- Heated Pool - Free Boat Docks – Upscale – Siesta Key

Siesta Key apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

“Great location!” The unit was just as described and pictures matched. The view of the ocean and bay were gorgeous. The kitchen was well equipped and there were lots of toys and chairs for the beach.

1 of 2 match: Private indoor pool, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$311

Turtle Beach - Gulf-Front Condo - 2BR - Free Boat Docks - Siesta Key

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Private indoor pool, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$266

Siesta Key - 2BR - Beachfront Condo on Crescent Beach - Heated Pool - Tennis Ct

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Private indoor pool, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$303

Siesta Key - Beachfront Condo - 2 BR – Free Boat Docks - Renovated!

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Great Experience” This condo is well kept, clean and looks directly onto the Gulf of Mexico. We liked it because the furniture is up to date and replaced when it becomes worn. We also love the fact it is within walking distance of a good restaurant. In fact there is nothing about this rental that we don't like and that is why we return there year after year. A great choice for you to start a great experience!

1 of 2 match: Private indoor pool, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$266

Siesta Key - Beachfront Condo - 2 BR – Free Boat Docks - Turtle Beach

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Romantic place. Perfect for young families with small kids” Firshermans Cove is on a shore side. The views are amazing as well as beach which is clean and not crowded at all. Easy check in/out and very quiet place, was ideal in our case, young family with 1,5 old boy. It was nice stay and we hopefully come back again.

1 of 2 match: Private indoor pool, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$266

BEACHFRONT CONDO - THREE BEDROOM - HEATED POOL - FREE BOAT DOCKS - RENOVATED

Siesta Key apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

“Trip to paradise” Renting unit was very easy. Unit was the best layout was great. Amenities within we're well thought, out and for us anything we wanted was there including beach chairs. View of ocean was breath taking along with sunsets. I will come back again.

1 of 2 match: Private indoor pool, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$311

Beachfront Condo - 3 BR- Heated Pool - Free Boat Docks – Upscale – Siesta Key

Siesta Key apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Private indoor pool, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$311

Fishermans Cove FC Unit 205B *

Gulf Gate Estates condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Private indoor pool, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$266

Siesta Key - Gulf-Front Retreat - 2 BR – Free Boat Docks - Upscale

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Excellent location for a great vacation!” This is the fifth time we have had the pleasure of vacationing at El Galeon. We love the location with the beautiful beach access and walking to restaurants. We love the Manasota Key and have been vacationing there for the last seventeen years. El Galeon Gulf Unit 2 is our favorite place to stay with plenty of space and everything we need for a wonderful stay. We have already reserved "our place" for 2015.

1 of 2 match: Private indoor pool, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$266

Hibiscus Hideaway Condo Walk to Historic Bridge St

Bradenton Beach house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Responds fast! avg. 1 hour 40 minutes

1 of 2 match: Private indoor pool, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$298

Anna Maria Island Beach Sands 201

Bradenton Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 20 minutes

1 of 2 match: Private indoor pool, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$287

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...

Responds fast! avg. 3 hours 20 minutes

1 of 2 match: Private indoor pool, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$332

Anna Maria Island Retreat

Bradenton Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 20 minutes

1 of 2 match: Private indoor pool, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$224

Anna Maria Island Beach Palms 2B

Bradenton Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 20 minutes

1 of 2 match: Private indoor pool, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$248

Anna Maria Island Beach Palms 2A

Bradenton Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 20 minutes

1 of 2 match: Private indoor pool, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$188

Anna Maria Island Beach View 207

Bradenton Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 20 minutes

1 of 2 match: Private indoor pool, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$185

Anna Maria Island Beach Palace

Bradenton Beach house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 3 hours 20 minutes

1 of 2 match: Private indoor pool, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$597

Anna Maria Island Beach Palms 7A

Bradenton Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 20 minutes

1 of 2 match: Private indoor pool, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$189

Anna Maria Island Bridge Port Beach Resort

Bradenton Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 20 minutes

1 of 2 match: Private indoor pool, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$176

Bayside Gulf and Bay Club

Siesta Key condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 of 2 match: Private indoor pool, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$172

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rentals in Siesta Key

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