Vacation Rentals & Beach Rentals in Anna Maria Island

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737 beach rentals

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ROYAL REXHOST RESORTS – Madeira Beach Yacht Club (MBYCC)

Madeira Beach guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Shared indoor pool Waterfront

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Price per night from

$172

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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: Shared indoor pool, Waterfront

1 of 2 filters match

Price per night from

$178

Solace in St Pete - Waterfront Oasis with Pool and dock

St. Petersburg house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 47 minutes

1 of 2 match: Shared indoor pool, Waterfront

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Price per night from

$211

Delight in St Pete - Waterfront Condo with Pool

St. Petersburg condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 47 minutes

1 of 2 match: Shared indoor pool, Waterfront

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Price per night from

$87

New Rental on the Gulf, Private Beach, BBQ Grills

Siesta Key condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 4 minutes

1 of 2 match: Shared indoor pool, Waterfront

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Price per night from

$228

Updated in Tower, Private Beach, Heated Pool, WiFi

Siesta Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 4 minutes

1 of 2 match: Shared indoor pool, Waterfront

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Price per night from

$254

$185 Free Activities Daily, Beach Complex, Gated, Heated Pool, Garden View

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 4 minutes

1 of 2 match: Shared indoor pool, Waterfront

1 of 2 filters match

Price per night from

$231

Private Beach, 2 Heated Pool, Elevator 4th Fl,

Gulf Gate Estates condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 4 minutes

1 of 2 match: Shared indoor pool, Waterfront

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Price per night from

$229

Incredible Ocean Views Throughout, Private Beach

Gulf Gate Estates condo

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

Responds fast! avg. 4 minutes

1 of 2 match: Shared indoor pool, Waterfront

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Price per night from

$425

Lower Pricing! Beach Front Property, Private Beach

Gulf Gate Estates condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 4 minutes

1 of 2 match: Shared indoor pool, Waterfront

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Price per night from

$371

Competitive Pricing! Renovated, Full Gulf/Beach Views

Gulf Gate Estates condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 4 minutes

1 of 2 match: Shared indoor pool, Waterfront

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Price per night from

$359

Newly Renovated! Private Beach Front Complex

Sarasota condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

Responds fast! avg. 4 minutes

1 of 2 match: Shared indoor pool, Waterfront

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Price per night from

$217

New Lower Pricing! Villa w/Garage & Private Beach

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 4 minutes

1 of 2 match: Shared indoor pool, Waterfront

1 of 2 filters match

Price per night from

$211

Palm Bay on Private Beach, WiFi, Full Beach Views

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Great condo” Loved it. Modern, beachy, clean, well equipped. Excellent location on the beach. Would definitely stay again.

Responds fast! avg. 4 minutes

1 of 2 match: Shared indoor pool, Waterfront

1 of 2 filters match

Price per night from

$320

Private Beach, Ground Villa, 2 Pools, W/D In-Unit

Gulf Gate Estates condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 4 minutes

1 of 2 match: Shared indoor pool, Waterfront

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Price per night from

$206

Private Beach Steps Away, 2 Flrs, Pools, Non-Tower

Sarasota condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 4 minutes

1 of 2 match: Shared indoor pool, Waterfront

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Price per night from

$247

Steps to Beach, 3 Heated Pools, 2 Level Townhome

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 4 minutes

1 of 2 match: Shared indoor pool, Waterfront

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Price per night from

$229

Full Gulf Views, Private Beach, Walk to Village Shops

Sarasota condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 4 minutes

1 of 2 match: Shared indoor pool, Waterfront

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Price per night from

$382

Private Beach, Gulf Views off Balcony, Heated Pool

Gulf Gate Estates condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 4 minutes

1 of 2 match: Shared indoor pool, Waterfront

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Price per night from

$224

Treasure Island Charm: Unwind in Style at Our Secluded 1-Bedroom Coastal Retreat

Treasure Island cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 3 minutes

1 of 2 match: Shared indoor pool, Waterfront

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Price per night from

$155

Beachfront Resort w/ Pool. Great Location on St. Pete Beach. Private Balcony, Up

St. Pete Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 minutes

1 of 2 match: Shared indoor pool, Waterfront

1 of 2 filters match

Price per night from

$189

Modern Building in Heart of St Pete Beach. Heated Pool. Close to Great Restauran

St. Pete Beach condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 3 minutes

1 of 2 match: Shared indoor pool, Waterfront

1 of 2 filters match

Price per night from

$145

Outstanding Direct Beachfront Location. Heated Pool. Excellent Sunset Views!

Madeira Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Responds fast! avg. 3 minutes

1 of 2 match: Shared indoor pool, Waterfront

1 of 2 filters match

Price per night from

$200

Winter Getaway Paradise! Beachfront Condo in Private Building. Heated Pool. Shop

Madeira Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Responds fast! avg. 3 minutes

1 of 2 match: Shared indoor pool, Waterfront

1 of 2 filters match

Price per night from

$240

Across from Johns Pass on the Beach. Heated Pool. Stunning Views. Perfect Locati

Madeira Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 minutes

1 of 2 match: Shared indoor pool, Waterfront

1 of 2 filters match

Price per night from

$167

Great Family Destination on Beautiful Treasure Island. Heated Pool. Activities N

Treasure Island condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 minutes

1 of 2 match: Shared indoor pool, Waterfront

1 of 2 filters match

Price per night from

$212

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: Shared indoor pool, Waterfront

1 of 2 filters match

Price per night from

$846

Spectacular Gulf Front Building. Heated Pool and Spa. Great Location. Corner Uni

Treasure Island condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 minutes

1 of 2 match: Shared indoor pool, Waterfront

1 of 2 filters match

Price per night from

$275

Your Dream Getaway in Treasure Island. Heated Pool. Beachfront Tiki Bar. Hot Tub

Treasure Island condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 minutes

1 of 2 match: Shared indoor pool, Waterfront

1 of 2 filters match

Price per night from

$189

Perfect Slice of Paradise. Direct Beachfront. Heated Pool & Hot Tub. Spectacular

Madeira Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 3 minutes

1 of 2 match: Shared indoor pool, Waterfront

1 of 2 filters match

Price per night from

$246

Responds fast! avg. 3 minutes

1 of 2 match: Shared indoor pool, Waterfront

1 of 2 filters match

Price per night from

$155

Responds fast! avg. 3 minutes

1 of 2 match: Shared indoor pool, Waterfront

1 of 2 filters match

Price per night from

$171

Stay Across from Johns Pass Village. Heated Pool. Direct Beach Access. Secure Bu

Madeira Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 minutes

1 of 2 match: Shared indoor pool, Waterfront

1 of 2 filters match

Price per night from

$167

Serenity by the Shore: Embrace Tranquil Escapes in Our Beachside Studio Gem!

Treasure Island studio

  • Studio
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 3 minutes

1 of 2 match: Shared indoor pool, Waterfront

1 of 2 filters match

Price per night from

$155

Fabulous Location. Updated Beachfront Condo. Pool, Recreation Amenities, Comfort

Treasure Island condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 minutes

1 of 2 match: Shared indoor pool, Waterfront

1 of 2 filters match

Price per night from

$229

Beachfront Spectacular! Heated Pool. Great Value. Family Friendly. Perfect Views

Madeira Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Responds fast! avg. 3 minutes

1 of 2 match: Shared indoor pool, Waterfront

1 of 2 filters match

Price per night from

$200

Direct Beachfront. Heated Pool. Close to Activities and Restaurants. Classic Flo

Madeira Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Responds fast! avg. 3 minutes

1 of 2 match: Shared indoor pool, Waterfront

1 of 2 filters match

Price per night from

$189

Direct Beachfront at Incredible Sunset Vistas. Resort Style Heated Pool

Treasure Island condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 minutes

1 of 2 match: Shared indoor pool, Waterfront

1 of 2 filters match

Price per night from

$246

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rentals in Anna Maria Island

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