Vacation Rentals & Beach Rentals in Anna Maria Island

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1,416 beach rentals

ROYAL REXHOST RESORTS – Madeira Beach Yacht Club (MBYCC)

Madeira Beach guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Shared indoor pool Toaster

All filters match

Price per night from

$172

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ROYAL REXHOST RESORTS – Madeira Beach Yacht Club (MBYCC)

Madeira Beach house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Toaster, 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: Toaster, Shared indoor pool

1 of 2 filters match

Price per night from

$172

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: Toaster, 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: Toaster, 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: Toaster, Shared indoor pool

1 of 2 filters match

Price per night from

$311

1 of 2 match: Toaster, Shared indoor pool

1 of 2 filters match

Price per night from

$414

1 of 2 match: Toaster, Shared indoor pool

1 of 2 filters match

Price per night from

$376

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: Toaster, Shared indoor pool

1 of 2 filters match

Price per night from

$376

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

Longboat Key condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Toaster, Shared indoor pool

1 of 2 filters match

Price per night from

$414

LaPlaya 206C-Gorgeous vistas of the Gulf

Longboat Key condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Toaster, Shared indoor pool

1 of 2 filters match

Price per night from

$414

1 of 2 match: Toaster, Shared indoor pool

1 of 2 filters match

Price per night from

$220

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: Toaster, Shared indoor pool

1 of 2 filters match

Price per night from

$311

1 of 2 match: Toaster, 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: Toaster, Shared indoor pool

1 of 2 filters match

Price per night from

$275

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

Sarasota condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Toaster, Shared indoor pool

1 of 2 filters match

Price per night from

$115

Tropic Terrace #9 - Beachfront Resort

Treasure Island condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Shared indoor pool, Toaster

1 of 2 filters match

Price per night from

$117

Tropic Terrace #5 - Beachfront Resort

Treasure Island condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Shared indoor pool, Toaster

1 of 2 filters match

Price per night from

$117

Tropic Terrace Resort #27 - Beach View Suite

Treasure Island condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Shared indoor pool, Toaster

1 of 2 filters match

Price per night from

$154

Tiny House - Blue Lifeguard Stand

Gulf Gate Branch house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 of 2 match: Shared indoor pool, Toaster

1 of 2 filters match

Price per night from

$422

Tiny House - Flamingo

Gulf Gate Branch house

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 of 2 match: Shared indoor pool, Toaster

1 of 2 filters match

Price per night from

$399

Tiny House - Green Lifeguard Stand

Gulf Gate Branch house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

1 of 2 match: Shared indoor pool, Toaster

1 of 2 filters match

Price per night from

$464

Tiny House - Seashell

Gulf Gate Branch house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Shared indoor pool, Toaster

1 of 2 filters match

Price per night from

$314

Tiny House - Margarita

Gulf Gate Branch house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 of 2 match: Shared indoor pool, Toaster

1 of 2 filters match

Price per night from

$470

Tiny House - The Siesta

Gulf Gate Branch house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Shared indoor pool, Toaster

1 of 2 filters match

Price per night from

$374

Tropic Terrace #29 - Beachfront Resort

Treasure Island condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Shared indoor pool, Toaster

1 of 2 filters match

Price per night from

$236

Tropic Terrace #40 - Beachfront Resort

Treasure Island house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 of 2 match: Shared indoor pool, Toaster

1 of 2 filters match

Price per night from

$208

Tropic Terrace #54 - Beachfront Resort

Treasure Island studio

  • Studio
  • 1 bathroom
  • sleeps 2

1 of 2 match: Shared indoor pool, Toaster

1 of 2 filters match

Price per night from

$117

Tropic Terrace #41 - Beachfront Resort

Treasure Island condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 of 2 match: Shared indoor pool, Toaster

1 of 2 filters match

Price per night from

$184

Tropic Terrace #32 - Beachfront Resort

Treasure Island condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 of 2 match: Shared indoor pool, Toaster

1 of 2 filters match

Price per night from

$166

Tropic Terrace #49 - Beachfront Resort

Treasure Island condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 of 2 match: Shared indoor pool, Toaster

1 of 2 filters match

Price per night from

$117

Tropic Terrace #35 - Beachfront Resort

Treasure Island condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Shared indoor pool, Toaster

1 of 2 filters match

Price per night from

$154

Tropic Terrace #15 - Beachfront Resort

Treasure Island condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Shared indoor pool, Toaster

1 of 2 filters match

Price per night from

$117

Tropic Terrace Resort #59 - Beach View Penthouse

Treasure Island condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Shared indoor pool, Toaster

1 of 2 filters match

Price per night from

$258

Tropic Terrace #18 - Beachfront Resort

Treasure Island condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Shared indoor pool, Toaster

1 of 2 filters match

Price per night from

$117

Tropic Terrace #44 - Beachfront Resort

Treasure Island condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 of 2 match: Shared indoor pool, Toaster

1 of 2 filters match

Price per night from

$165

Tropic Terrace #55 - Beachfront Resort

Treasure Island studio

  • Studio
  • 1 bathroom
  • sleeps 2

1 of 2 match: Shared indoor pool, Toaster

1 of 2 filters match

Price per night from

$117

Tropic Terrace #37 - Beachfront Resort

Treasure Island studio

  • Studio
  • 1 bathroom
  • sleeps 2

1 of 2 match: Shared indoor pool, Toaster

1 of 2 filters match

Price per night from

$154

Viewing 38 of 1,416
rentals in Anna Maria Island

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