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32 Anna Maria Villa Rentals

Tripping.com is the world's top vacation rental search engine, rated 9.6 out of 10 based on 50 user reviews.
Compare Anna Maria villa rentals from 6 rental sites including HomeAway, TripAdvisor, Booking.com and more, from $63 a night.

Beach Breeze Hideaway by Duncan Real Estate

  • 2
  • 2
$205
HomeAway
$205
VRBO
Listed on 4 Sites

Anna Maria Island Villa - West

  • 2
  • 1
Contact Owner
HomeAway
Contact Owner
VRBO
Listed on 4 Sites

Pelican's Nest by Duncan Real Estate

  • 3
  • 2
$250
HomeAway
$250
VRBO
Listed on 4 Sites

Anna Maria Island Villa - East

  • 2
  • 1
Contact Owner
HomeAway
Contact Owner
VRBO
Listed on 4 Sites

Minnow 2 by Duncan Real Estate

  • 2
  • 1
$233
HomeAway
$233
VRBO
Listed on 4 Sites

HOMES BEACH HACIENDA 2/1 Walking distance to the BEACH

  • 2
  • 1
Contact Owner
HomeAway
Contact Owner
VRBO
Listed on 4 Sites

Cozy Cabana West - Private Heated Pool - 4 Minute Walk to the Beach

  • 2
  • 2
$225
HomeAway
$225
VRBO
Listed on 4 Sites

Northshore Beach House near Pine Ave, north end of Anna Maria Island

  • 3
  • 2
$214
HomeAway
$214
VRBO
Listed on 4 Sites

Stunning Luxury Beachfront House W/Pool &Spa

  • 4
  • 5
$800
HomeAway
$800
VRBO
Listed on 4 Sites

Beautiful Beach Views! Steps to the Gulf. Easy Walk To Shops And Restaurants

  • 4
  • 4
$378
HomeAway
$378
VRBO
Listed on 4 Sites

Affordable villa close to beach in Anna Maria--Perfect island getaway!

  • 2
  • 1
$125
HomeAway
$125
VRBO
Listed on 4 Sites

Perfect couples retreat -- enjoy your dream beach vacation on Anna Maria Island!

  • 2
  • 1
$128
HomeAway
$128
VRBO
Listed on 4 Sites

ANNA MARIA Northshore & Pine Ave LOCATION! Northshore Beach Villa

  • 2
  • 1
$185
HomeAway
$185
VRBO
Listed on 4 Sites

COZY 3 BED/2 BATH VILLA — 5 MIN WALK TO GULF BEACHES!

  • 3
  • 2
$250
HomeAway
$250
VRBO
Listed on 4 Sites

Anna Maria Island Updated Villa Close To Beach, Restaurants, Shops

  • 2
  • 2
$180
HomeAway
$180
VRBO
Listed on 4 Sites

Don't Miss This Brand New Home, Beautiful Close To Beach, Heated Private Pool

  • 2
  • 3
$349
HomeAway
$349
VRBO
Listed on 4 Sites

*Just 7 Houses from the Beach! Enjoy Your Own Private Paradise

  • 3
  • 2
$257
HomeAway
$257
VRBO
Listed on 4 Sites

Unique beach house in the sought after North end, just 2 min stroll to beach

  • 3
  • 2
$350
HomeAway
$350
VRBO
Listed on 4 Sites

Anna Maria Island Villa Close To Beach, Restaurants And Shops

  • 2
  • 2
$170
HomeAway
$170
VRBO
Listed on 4 Sites

SUMMER SPECIALS! COZY 3 BED/2 BATH VILLA - CLOSE TO THE BEACH!

  • 3
  • 2
$250
HomeAway
$250
VRBO
Listed on 4 Sites

Little slice of paradise in this updated villa on Anna Maria Island

  • 1
  • 1
$105
HomeAway
$105
VRBO
Listed on 4 Sites

6 bedroom and 5 bathroom luxury villa with pool overlooking the bay

  • 6
  • 5
$575
HomeAway
$575
VRBO
Listed on 4 Sites

Key Lime Cottage with Private, very cosy with Heated Pool, in Tropical Landscape

  • 2
  • 2
$146
HomeAway
$146
VRBO
Listed on 4 Sites

5 Bed Villa With Private Pool On Water, Boat Dock Pretty Location

  • 5
  • 4
$396
HomeAway
$396
VRBO
Listed on 4 Sites

Large Villa With Private Pool And Stunning Views Overlooking Bimini Bay

  • 5
  • 5
$525
HomeAway
$525
VRBO
Listed on 4 Sites

Luxury 5 bedroom villa on Anna Maria Island, Gulf Coast Florida

  • 5
  • 5
$545
HomeAway
$545
VRBO
Listed on 4 Sites

North Beach Village on Gulf Drive-700 ft to beach, large heated pool, free wifi

  • 3
  • 2
$160
TripAdvisor

Coconuts Two Bedroom Unit 117 Upstairs Courtyard

  • 1
  • 2
$200
TripAdvisor

Villas on Anna Maria Island 3B Two Bedroom

  • 2
  • 1
$180
TripAdvisor

Cozy Cabana West - Private Pool - Close to Beach

  • 2
  • 2
$165
TripAdvisor

Villas on Anna Maria Island 1A One bedroom

  • 1
  • 1
$140
TripAdvisor

Piece of Paradise on Beautiful Anna Maria Island

  • 2
  • 1
$136
TripAdvisor
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Anna Maria Information

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