Vacation Rentals & Beach Rentals in Anna Maria

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38 beach rentals

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

Anna Maria house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Jacuzzi or hot tub Pool or snooker table

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Price per night from

$745

Anna Maria Beach Serenity

Anna Maria house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Responds fast! avg. 3 hours 20 minutes

Match: Jacuzzi or hot tub Pool or snooker table

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Price per night from

$1,145

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Gorgeous views,spectacular home!

Anna Maria house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 12

“Majestic Views” Our family loved our visit to Anna Maria. The house is gorgeous and spacious. My kids enjoyed the pool and eating outside. We hope to return in the near future.

1 of 2 match: Jacuzzi or hot tub, Pool or snooker table

1 of 2 filters match

Price per night from

$630

The Salty Dog on North Shore

Anna Maria house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 39 minutes

1 of 2 match: Pool or snooker table, 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 39 minutes

1 of 2 match: Pool or snooker table, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$537

Tripletail

Anna Maria house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

1 of 2 match: Pool or snooker table, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$1,719

Cloud 9

Anna Maria house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 8

1 of 2 match: Pool or snooker table, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$1,948

Anchor Splash

Anna Maria house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 12

1 of 2 match: Pool or snooker table, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$595

Coconut Cove

Anna Maria house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Pool or snooker table, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$573

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

Anna Maria house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Pool or snooker table, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$630

Waves on Anna Maria

Anna Maria house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Pool or snooker table, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$974

Mintfish

Anna Maria house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

1 of 2 match: Pool or snooker table, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$1,146

Serendipity Deux- Beachfront 4 Bed/heated pool/elevator

Anna Maria house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

1 of 2 match: Pool or snooker table, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$2,290

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: Jacuzzi or hot tub Pool or snooker table

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Price per night from

$172

WATERFRONT WITH DOCK

Madeira Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Jacuzzi or hot tub Pool or snooker table

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Price per night from

$156

The Pink Riverhouse-

Ellenton house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Match: Jacuzzi or hot tub Pool or snooker table

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Price per night from

$689

Anna Maria Island/ IMG Academy/ Beach/ HotTub/ Bikes/ Kayaks/ Golf/ Fishing

Bradenton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Jacuzzi or hot tub Pool or snooker table

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Price per night from

$287

+++ Clean & Bright +++ Minutes to Anna Maria Island

Bradenton apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 2 hours 9 minutes

Match: Jacuzzi or hot tub Pool or snooker table

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Price per night from

$178

Swanky Starfish

St. Petersburg condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Jacuzzi or hot tub Pool or snooker table

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Price per night from

$126

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

Bradenton apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Match: Jacuzzi or hot tub Pool or snooker table

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Price per night from

$401

St.Armands Circle condo ( Kingston Arms )

Sarasota apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 3 hours 25 minutes

Match: Jacuzzi or hot tub Pool or snooker table

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Price per night from

$258

A Paradise for Golfers and Tennis players

Bradenton apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 2 hours 27 minutes

Match: Jacuzzi or hot tub Pool or snooker table

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Price per night from

$139

LUXURY WATERFRONT CONDO ON ISLA DEL SOL/St.Pete's

St. Petersburg condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Match: Jacuzzi or hot tub Pool or snooker table

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Price per night from

$430

*** Isla Del Sol Paradise ***

St. Pete Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Jacuzzi or hot tub Pool or snooker table

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Price per night from

$172

Responds fast! avg. 12 minutes

Match: Jacuzzi or hot tub Pool or snooker table

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Price per night from

$144

River Strand Golf and Country Club Resort

Bradenton condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Match: Jacuzzi or hot tub Pool or snooker table

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Price per night from

$229

River Strand Luxury Condo-Tennis & Golf Community

Bradenton condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Match: Jacuzzi or hot tub Pool or snooker table

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Price per night from

$86

REDUCED FOR APRIL!

Madeira Beach condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

“get away” My experience was kinda shaky at first , I was given the wrong gate code to get in complex, plus there were a couple of wristbands for pool entry missing and a blind that was messed up,but was able to be fixed in about 15 minutes. Our reservations were never given to property managers at office as well, but as soon as Jennifer responded she was able to take care of that. I have been to 2 other units there and this unit is the most modern by far and is very clean,and a great spot in the complex.

Match: Jacuzzi or hot tub Pool or snooker table

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Price per night from

$171

Modern Lakerfront Condo! 2x Pools~WiFi~Lanai. By IMG~Beaches~Restaurants~AMI~SRQ

Bradenton apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 12 minutes

Match: Jacuzzi or hot tub Pool or snooker table

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Price per night from

$155

Beautiful Island on Boca Ciega Bay & The Beach

St. Petersburg condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Match: Jacuzzi or hot tub Pool or snooker table

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Price per night from

$115

Panoramic Ocean Views 2

St. Petersburg apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“Great place to stay” I stayed in this condo last February. It is calm, bright and perfectly clean. The balcony and the view on the water are outstanding! In addition to that, Sabina is perfectly organized, answered all the question I had and made sure I was feeling perfect. I definitely recommand it!

Match: Jacuzzi or hot tub Pool or snooker table

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Price per night from

$201

Match: Jacuzzi or hot tub Pool or snooker table

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Price per night from

$148

Stunning & Serene +++ Minutes from Anna Maria Island, IMG Academy and more!

Bradenton apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 2 hours 9 minutes

Match: Jacuzzi or hot tub Pool or snooker table

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Price per night from

$114

Cozy & Bright+++Minutes to Anna Maria Island, IMG Academy and more

Bradenton apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 2 hours 9 minutes

Match: Jacuzzi or hot tub Pool or snooker table

All filters match

Price per night from

$117

Escape, Fun, Paradise, Nature, Privacy , Retreats, Reunions, Getaways

Bradenton house

  • 8 bedrooms
  • 7 bathrooms
  • sleeps 27

Match: Jacuzzi or hot tub Pool or snooker table

All filters match

Price per night from

$1,717

Amazing Gulf Beech Rental with Fantastic FREE Amenities!!!

Longboat Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Jacuzzi or hot tub Pool or snooker table

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Price per night from

$435

Spacious clean quiet home facing the Boca Ciega Bay in Isla del Sol

St. Pete Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Jacuzzi or hot tub Pool or snooker table

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Price per night from

$166

Match: Jacuzzi or hot tub Pool or snooker table

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Price per night from

$344

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