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Holiday rentals in Anna Maria Island

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Top-rated holiday rentals in Anna Maria Island

Guests agree: these stays are highly rated for location, cleanliness, and more.

Just The Essentials, Longboat Key
SUPERHOST
Entire flat · 2 guests · 1 bed · 1 bathroom

Just The Essentials, Longboat KeySun, Sand, Beach, Bikes, Kayaks, Dock on Salt Water Canal are Included here for your enjoyment. Tropical Plants, Organic Fruits & Herbs, Tropical Birds, Dolphin. It's Island life! It's Salt Life! You're Surrounded by water. An Uncrowded Sparkling White Sand Beach is just a block or so away. Enjoy our Dock shaded by Mangroves as fish swim by & tropical birds glide down the canal. Private entrance, off street parking. Covered patio dining area. Gas grill. Outdoor Vine Rimmed Shower.

Kayaking Retreat
SUPERHOST
Entire bungalow · 2 guests · 1 bed · 1 bathroom

Kayaking RetreatPeaceful escape. NO boat dock.. 🌴🏝🌴

Beautiful beachfront condo for perfect vacation
SUPERHOST
Entire apartment · 5 guests · 2 beds · 2 bathrooms

Beautiful beachfront condo for perfect vacationBeautiful, cozy, elegantly furnished, spacious (1350 sqf with a large terrace), beachfront, 2 bedroom - 2 bathroom condominium, in the best managed, boutique-style gulf front residential complex on Anna Maria Island in Florida for an ideal vacation. Heated pool and hot tub, 2 tennis courts, 2 elevators, top floor unit, high speed internet, washer/dryer in unit, beach chairs, close to supermarket (Publix) and restaurants, free island trolley, rich cultural life.

Holiday rentals for every style

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Popular amenities for Anna Maria Island holiday rentals

  • Kitchen
  • Wifi
  • Pool
  • Free parking on premises
  • Air conditioning

Other great holiday rentals in Anna Maria Island

SUPERHOST
  1. Entire cottage
  2. Anna Maria
Adorable Pine Ave Cottage ❤️Walk to Beach and Bay!
SUPERHOST
  1. Entire apartment
  2. Bradenton
J&J Island Time (paddle with the manatees)
SUPERHOST
  1. Entire apartment
  2. Holmes Beach
Anna Maria Beach View Condo
SUPERHOST
  1. Entire apartment
  2. Bradenton Beach
Bay View Dolphin Swim Past, Steps to Beach-243
  1. Entire house
  2. Anna Maria
Dog-friendly home w/heated private pool, near beach, shopping, dining
  1. Entire guest house
  2. Anna Maria
Anna Maria ON Bay, Stunning Bridge View, Private!
SUPERHOST
  1. Entire house
  2. Bradenton
My Peaceful place on the bay.
SUPERHOST
  1. Entire villa
  2. Bradenton Beach
Bradenton Beach Sunsets
SUPERHOST
  1. Entire house
  2. Holmes Beach
The Palms AMI- 2BR/2BA vrc 000075
SUPERHOST
  1. Entire guest house
  2. Anna Maria
Gulf Front Guest House
SUPERHOST
  1. Entire flat
  2. Bradenton Beach
Las Palmas Beach Rentals unit 2
  1. Entire house
  2. Bradenton
The Herring house~1/4 mile to Anna Maria Island!

Top-rated things to do in Anna Maria Island

Unique activities hosted by local experts vetted for quality

Nearby destinations