Vacation Rentals & Beach Rentals in Anna Maria Island

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68 beach rentals

ROYAL REXHOST RESORTS – Madeira Beach Yacht Club (MBYCC)

Madeira Beach guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Shared indoor pool Games room

All filters match

Price per night from

$172

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Bay Mariner - Gorgeous water front condo!

Tallevast studio

  • Studio
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 1 hour 39 minutes

1 of 2 match: Shared indoor pool, Games room

1 of 2 filters match

Price per night from

$99

Casa Sea Esta Executive Studio / Condo at Sara Cay

Tallevast studio

  • Studio
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 1 hour 39 minutes

1 of 2 match: Shared indoor pool, Games room

1 of 2 filters match

Price per night from

$92

Hibiscus Hideaway B - Top Floor Unit

Bradenton Beach house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 39 minutes

1 of 2 match: Shared indoor pool, Games room

1 of 2 filters match

Price per night from

$283

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: Shared indoor pool, Games room

1 of 2 filters match

Price per night from

$119

1 of 2 match: Games room, Shared indoor pool

1 of 2 filters match

Price per night from

$220

ROYAL REXHOST RESORTS – Madeira Beach Yacht Club (MBYCC)

Madeira Beach house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Games room, Shared indoor pool

1 of 2 filters match

Price per night from

$161

ROYAL REXHOST RESORTS – Madeira Beach Yacht Club (MBYCC)

Madeira Beach house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Games room, Shared indoor pool

1 of 2 filters match

Price per night from

$172

1 of 2 match: Games room, Shared indoor pool

1 of 2 filters match

Price per night from

$376

LaPlaya 206C-Gorgeous vistas of the Gulf

Longboat Key condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Games room, Shared indoor pool

1 of 2 filters match

Price per night from

$414

LaPlaya 106A-Beach front! Steps to the white sand and turquoise Gulf of Mexico.

Longboat Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Games room, Shared indoor pool

1 of 2 filters match

Price per night from

$376

1 of 2 match: Games room, Shared indoor pool

1 of 2 filters match

Price per night from

$414

LaPlaya 101E-Relax on your private lanai under the palms!

Longboat Key condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 of 2 match: Games room, Shared indoor pool

1 of 2 filters match

Price per night from

$275

1 of 2 match: Games room, Shared indoor pool

1 of 2 filters match

Price per night from

$414

LaPlaya 102B-Directly on the beach with the warm Gulf waters waiting!

Longboat Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Games room, Shared indoor pool

1 of 2 filters match

Price per night from

$339

LaPlaya 107A-Soak up the sun or float in the warm Gulf waters.

Longboat Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Games room, Shared indoor pool

1 of 2 filters match

Price per night from

$311

LaPlaya 205D-Spectacular sunsets from your private Gulf-front lanai or sundeck.

Longboat Key condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Games room, Shared indoor pool

1 of 2 filters match

Price per night from

$414

LaPlaya 204D-Beach-lovers paradise! 200 feet of private beach

Longboat Key condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Games room, Shared indoor pool

1 of 2 filters match

Price per night from

$414

LaPlaya 104A- Gulf front! Walk right from your lanai onto the private beach.

Longboat Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Games room, Shared indoor pool

1 of 2 filters match

Price per night from

$311

Trendy 4bd3bath Home in St Pete Arts District

St. Petersburg house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 9

1 of 2 match: Shared indoor pool, Games room

1 of 2 filters match

Price per night from

$206

Pineapple at The Wildflower

Siesta Key apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Shared indoor pool, Games room

1 of 2 filters match

Price per night from

$489

Bromeliad at The Wildflower

Siesta Key apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Shared indoor pool, Games room

1 of 2 filters match

Price per night from

$489

Hibiscus at The Wildflower

Siesta Key apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Shared indoor pool, Games room

1 of 2 filters match

Price per night from

$489

Monthly Rental, 2 bed, 2 bath, Ocean view.

Sarasota condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Games room, Shared indoor pool

1 of 2 filters match

Price per night from

$115

7 mins From the beach and 15 mins Maximo Boat Ramp

Kenneth City house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 7

1 of 2 match: Shared indoor pool, Games room

1 of 2 filters match

Price per night from

$299

Orchid at The Wildflower

Siesta Key apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Shared indoor pool, Games room

1 of 2 filters match

Price per night from

$489

Coconut at The Wildflower

Siesta Key apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Shared indoor pool, Games room

1 of 2 filters match

Price per night from

$489

Split Leaf at The Wildflower

Siesta Key apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Shared indoor pool, Games room

1 of 2 filters match

Price per night from

$489

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.

1 of 2 match: Shared indoor pool, Games room

1 of 2 filters match

Price per night from

$171

SUNSHINE HOLIDAY

St. Petersburg manor house

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 10

1 of 2 match: Shared indoor pool, Games room

1 of 2 filters match

Price per night from

$1,145

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!

1 of 2 match: Shared indoor pool, Games room

1 of 2 filters match

Price per night from

$201

Steps to beach and bay on beautiful Anna Maria Island

Bradenton Beach apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

1 of 2 match: Shared indoor pool, Games room

1 of 2 filters match

Price per night from

$101

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

St. Petersburg condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Shared indoor pool, Games room

1 of 2 filters match

Price per night from

$430

ULTIMATE ST PETE BEACH FRONT RENTAL CONDO #101

St. Pete Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Shared indoor pool, Games room

1 of 2 filters match

Price per night from

$401

Tropical Treasure Villa - Giant spa and steps from the beach!

Redington Beach house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 14

1 of 2 match: Shared indoor pool, Games room

1 of 2 filters match

Price per night from

$942

Amazing Gulf Beech Rental with Fantastic FREE Amenities!!!

Longboat Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Shared indoor pool, Games room

1 of 2 filters match

Price per night from

$436

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

St. Pete Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Shared indoor pool, Games room

1 of 2 filters match

Price per night from

$166

Gulf and Bay Club 3bdrm “E” Luxury END CORNER Unit - RIGHT ON BEACH

Siesta Key condo

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

1 of 2 match: Shared indoor pool, Games room

1 of 2 filters match

Price per night from

$903

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