Vacation Rentals & Beach Rentals in Anna Maria Island

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35 beach rentals

A Pearl of a Beach Home - now with luxury Saltwater heated pool and hot tub

Holmes Beach house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

“out standing place to stay” I would/will stay here again when we come back down. Everything is top notch and the home has everything you need. We enjoyed the pool and hot tube, used it every night. Mike and Lesley are very easy to work with and do anything to make things go smoothly.

Match: Children's pool Jacuzzi or hot tub

All filters match

Price per night from

$475

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Anna Maria Islands best location Heated pool Best prices!

Anna Maria Island house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Jacuzzi or hot tub, Children's pool

1 of 2 filters match

Price per night from

$858

A Gulf Front Paradise ! Newly updated , wide open wall to wall view, spacious cl

Bradenton Beach condo

  • 2 bedrooms
  • 4 bathrooms
  • sleeps 8

Responds fast! avg. 16 minutes

1 of 2 match: Children's pool, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$458

The Salty Dog on North Shore

Anna Maria house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 22 minutes

1 of 2 match: Children's pool, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$389

Luxury waterfront home with a heated pool and spa!

Anna Maria house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

Responds fast! avg. 1 hour 22 minutes

1 of 2 match: Children's pool, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$537

Bradenton Beach Club Bliss-3 Bedroom-2 Bathroom Condo-2 Pools-HotTub-Private Bea

Bradenton Beach condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 21 minutes

1 of 2 match: Children's pool, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$273

Anna Maria Island Surfside Bungalow

Holmes Beach house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 21 minutes

1 of 2 match: Children's pool, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$415

Pelican Cove 3

Bradenton Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 of 2 match: Children's pool, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$207

Beachfront Paradise w/ Private Beach, Dogs Stay Free, Beach in Backyard

Anna Maria house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Children's pool, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$629

Cloud 9

Anna Maria house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 8

1 of 2 match: Children's pool, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$1,944

Tripletail

Anna Maria house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

1 of 2 match: Children's pool, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$1,716

Anna Maria Beach Serenity

Anna Maria house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Responds fast! avg. 3 hours 21 minutes

1 of 2 match: Children's pool, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$1,185

Bermuda Bay Club 1427

Bradenton Beach house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 2 match: Children's pool, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$194

Anglers Bay

Holmes Beach condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

1 of 2 match: Children's pool, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$211

Aqua Blu at Anna Maria Island Club 27

Bradenton Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Children's pool, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$240

Bermuda Bay Club 1467

Bradenton Beach condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 2 match: Children's pool, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$235

Anchor Splash

Anna Maria house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 12

1 of 2 match: Children's pool, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$610

Coconut Cove

Anna Maria house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Children's pool, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$573

Paradise Palms

Holmes Beach house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Children's pool, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$384

Costa Lotta

Holmes Beach house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

1 of 2 match: Children's pool, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$766

Birds of Paradise

Bradenton Beach house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

1 of 2 match: Children's pool, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$464

Bradenton Beach Club 225

Bradenton Beach apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Children's pool, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$252

Paradise Found

Holmes Beach house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Children's pool, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$298

Bahama Mama

Holmes Beach house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Children's pool, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$211

Bradenton Beach Club 242

Bradenton Beach condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Children's pool, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$229

Summer Retreat

Bradenton Beach house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 12

1 of 2 match: Children's pool, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$772

Responds fast! avg. 3 hours 41 minutes

1 of 2 match: Children's pool, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$188

Coquina Sands, view beach from balcony, priv pool

Holmes Beach house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 2 match: Children's pool, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$373

Bermuda Bay Club Un09 Special discount for February price reduced last minute

Bradenton Beach house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

“Excellent accomodation and locality” This is the second time we have stayed here, in different units. Everything was excellent. No fuss, and just so convenient with the trolley at the roadside and the beach a walk across the road

1 of 2 match: Children's pool, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$344

Watch Sunsets, Dolphins, or Just Relax - Bermuda Bay 1453

Bradenton Beach apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

“Great place, great location, and everything you need!” We stayed here to go to my sister's wedding at The Beach House. We loved this townhouse. It had spacious rooms, beautiful decor, and a great view of the ocean from the balcony. I was really impressed with how many little things were available. There were plenty of towels, soap and shampoo dispensers in the bathroom, spices in the cabinet, beach towels, and even aloe gel for burns. In the garage there is an area full of sand toys and floats and a grill. We felt so comfortable and had a true vacation.

1 of 2 match: Children's pool, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$401

Waves on Anna Maria

Anna Maria house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Children's pool, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$972

"Island Oasis" A single family North end canal home with pool

Anna Maria house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Children's pool, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$744

Mintfish

Anna Maria house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

1 of 2 match: Children's pool, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$1,144

Serendipity Deux- Beachfront 4 Bed/heated pool/elevator

Anna Maria house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

1 of 2 match: Children's pool, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$2,287

Great rentals within 20 miles that match your search

ROYAL REXHOST RESORTS – Madeira Beach Yacht Club (MBYCC)

Madeira Beach guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Children's pool Jacuzzi or hot tub

All filters match

Price per night from

$172

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