Vacation Rentals & Beach Rentals in Anna Maria Island

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173 beach rentals

Beach OASIS

St. Pete Beach house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 16 minutes

Match: Cot available Private outdoor pool (unheated)

All filters match

Price per night from

$172

Beautiful house for rent at siesta key beach with pool, theater and game room

Siesta Key house

  • 7 bedrooms
  • 3 bathrooms
  • sleeps 15

Responds fast! avg. 1 hour 59 minutes

Match: Cot available Private outdoor pool (unheated)

All filters match

Price per night from

$2,856

These homes match some but not all of your filters. Clear all filters

Beach house for rent in siesta key beach.

Siesta Key house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 14

Responds fast! avg. 1 hour 59 minutes

1 of 2 match: Cot available, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$1,004

Tropical Paradise

Bradenton house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 12

1 of 2 match: Cot available, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$1,004

Serene Retreat Pool House

St. Petersburg house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Cot available, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$345

Hibiscus Hideaway B - Top Floor Unit

Bradenton Beach house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 40 minutes

1 of 2 match: Cot available, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$283

Updated 4/2 pool home, 5 Mins to Siesta Key

Siesta Key house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 9

Responds fast! avg. 1 hour 26 minutes

1 of 2 match: Cot available, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$327

Copacabana Boaters Dream Home in Anna Maria

Anna Maria house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 40 minutes

1 of 2 match: Cot available, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$416

Casa Sea Esta Executive Studio / Condo at Sara Cay

Tallevast studio

  • Studio
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 1 hour 40 minutes

1 of 2 match: Cot available, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$92

Zen Bungalow

Sarasota house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 2 match: Cot available, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$258

Spectacular views! By LoveRentals

Holmes Beach house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 40 minutes

1 of 2 match: Cot available, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$363

The Salty Dog on North Shore

Anna Maria house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 40 minutes

1 of 2 match: Cot available, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$389

Blue Heron Studio / Condo 2 miles from Airport!

Tallevast studio

  • Studio
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 1 hour 40 minutes

1 of 2 match: Cot available, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$119

St. Pete Beach Bungalow 5 minutes from Downtown!

St. Petersburg house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 of 2 match: Private outdoor pool (unheated), Cot available

1 of 2 filters match

Price per night from

$183

Kima 503 Madeira Beach Front 2bd/2bath Condo Top Floor WHITE SANDY BEACHES!

Madeira Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Wonderful !!!” I never know from the pictures posted when they were taken and the true condition of the home. With this property we were not disappointed. We took beach chairs, towels and all of that was provided at the house. The house was clean and just as pictured. The only thing that I can suggest is knife's for the kitchen. There are towels and lines galore. and the location was good. Close to all we wanted to do but quiet as we wanted it to be. The house has an apartment upstairs that we rented for our son and it worked out great. Plenty of room. No fighting for bathroom time to shower. There was 7 of us and we have already voted on this property for our next years trip to the beach...

1 of 2 match: Cot available, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$222

Beautiful home- Private getaway-Heated Pool/HotTub IMG 5 Close to Beaches

Palma Sola house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 22

1 of 2 match: Cot available, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$831

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: Cot available, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$298

Luxury waterfront home with a heated pool and spa!

Anna Maria house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

Responds fast! avg. 1 hour 40 minutes

1 of 2 match: Cot available, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$424

Amazing Beach Front Gulf Views ~ Las Brisas 506

Madeira Beach condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 41 minutes

1 of 2 match: Private outdoor pool (unheated), Cot available

1 of 2 filters match

Price per night from

$287

Private Beach Access - Home away from Home - 2 BR 2 BA - Furnished Condo

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Private outdoor pool (unheated), Cot available

1 of 2 filters match

Price per night from

$178

Manatee River Cottage in Historic Old Town

Palmetto cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 7

1 of 2 match: Private outdoor pool (unheated), Cot available

1 of 2 filters match

Price per night from

$148

Perfect Getaway+ Patio- Close2 Beach+ Rays!

St. Petersburg house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 1 hour 9 minutes

1 of 2 match: Private outdoor pool (unheated), Cot available

1 of 2 filters match

Price per night from

$115

#1 EXCLUSIVE Siesta Key Beach House /3 payments

Siesta Key house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Cot available, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$259

Beachfront mansion w/pool. Exceptional Location and accommodations.

St. Pete Beach house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

Responds fast! avg. 3 minutes

1 of 2 match: Cot available, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$848

Beautiful Location On Bay Side, Water View, Pool

Sarasota villa

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

1 of 2 match: Cot available, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$229

Responds fast! avg. 3 hours 41 minutes

1 of 2 match: Cot available, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$192

Responds fast! avg. 3 hours 41 minutes

1 of 2 match: Cot available, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$149

Responds fast! avg. 3 hours 41 minutes

1 of 2 match: Cot available, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$161

Minutes to Anna Maria Island Beaches, Bring the Boat/Jet Ski, Private Pool

Bradenton Beach house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 41 minutes

1 of 2 match: Cot available, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$162

Responds fast! avg. 3 hours 41 minutes

1 of 2 match: Cot available, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$196

Responds fast! avg. 3 hours 41 minutes

1 of 2 match: Cot available, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$196

Private Pool Oasis Home - Near Beaches- Great Neighborhood

Bradenton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 3 hours 41 minutes

1 of 2 match: Cot available, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$168

Responds fast! avg. 3 hours 41 minutes

1 of 2 match: Cot available, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$173

Responds fast! avg. 3 hours 41 minutes

1 of 2 match: Cot available, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$202

Responds fast! avg. 3 hours 41 minutes

1 of 2 match: Cot available, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$186

Responds fast! avg. 3 hours 41 minutes

1 of 2 match: Cot available, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$201

Responds fast! avg. 3 hours 41 minutes

1 of 2 match: Cot available, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$198

Responds fast! avg. 3 hours 41 minutes

1 of 2 match: Cot available, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$201

Viewing 38 of 173
rentals in Anna Maria Island

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