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Home   »  USA   »  Florida   »  Central Gulf Coast   »  Anna Maria Island (26 properties)
About Anna Maria Island Vacation Rental Homes.

For many years the idyllic qualities of Anna Maria Island off the Central Gulf coast in Florida remained a well hidden secret to the people of the 'Sunshine State'. But following the first inhabitants of the island at the beginning of the 20th century, it soon became a glorious hideaway for locals and visitors to enjoy the beauty of the Gulf Coast in all its glory.


The sanctuary of this sun-kissed island is that there is no need to beat the crowds for your spot on the beach as there simply aren't any crowds to beat! Take to the crystal blue seas and take your adrenaline fill with a parasailing ride, or marvel at the spectacular catch of the day on a deep sea fishing charter boat.


Take things at your own pace on this magical island, but by all means explore the rest of what the Western Florida coastline has to offer. With its relative proximity to the Everglades National Park, engulf yourselves in over 1.5 million acres of serenity and natural beauty. A host of luxurious, self-catered rental accommodation is available to select from, providing a magical base for the perfect leisure vacation.

A vacation rental on Anna Maria Island gives you great access to it's many beaches. You could try a short term rental holiday home on Anna Maria Beach, or even a privately owned Condominium on Holmes Beach.

Platinum Vacation Rentals

Anna Maria Island Vacation Rentals
Sort by:
results 1 to 25
26 Rentals found
Beds: 5
Baths: 4
Sleeps: 15-17
Paradise Bay Resort
Beautiful 5 bedroom, 4 bathroom resort home with pool, Jacuzzi on the Bay facing the Gulf of Mexico !
Central Gulf Coast, Anna Maria Island Vacation Rentals
$2,400
Week
Beds: 4
Baths: 3
Sleeps: 11-14
Resort Island Home - Beach House
Beautiful 4 bedroom, 3.5 bathroom resort home less than a 3 minute walk to the Gulf of Mexico beaches !
Anna Maria Island, Anna Maria Beach Vacation Rentals
$2,000
Week
Beds: 2
Baths: 2
Sleeps: 4-6
Sea Crest Condo, Unit 3
Lovely self catering condo in 4 unit building. Just bring your bathing suit, everything else is here.
Anna Maria Island, Holmes Beach Vacation Rentals
$805
Week
Beds: 2
Baths: 2
Sleeps: 4-5
Spacious, sunny condo
Just 150 meters from the white sandy beaches of Anna Maria Island, sleeps up to 5 persons
Central Gulf Coast, Anna Maria Island Vacation Rentals
550
Week
Beds: 3
Baths: 2
Sleeps: 6-8
The Beach House
Beautifully located on the quiet, white sandy beach, stretching from one end of the island to the other.
Central Gulf Coast, Anna Maria Island Vacation Rentals
$1,855
Week
Beds: 3
Baths: 2
Sleeps: 8-8
Azure Seas
Exceptional three bedroom gulf front home with large deck on the beach. Covered deck and every amenity.
Central Gulf Coast, Anna Maria Island Vacation Rentals
$2,485
Week
Beds: 5
Baths: 3
Sleeps: 6-13
The Valhalla
Exceptional Gulf front duplex on a white sandy beach. Close to everything yet away from it all! Sleeps 13.
Anna Maria Island, Anna Maria Beach Vacation Rentals
$2,709
Week
Beds: 3
Baths: 2
Sleeps: 8-8
Tiki Beach House
Gulf Front three bedroom home on spectacular white, sandy beach. Newly renovated, always incredible!
Central Gulf Coast, Anna Maria Island Vacation Rentals
$2,485
Week
Beds: 2
Baths: 2
Sleeps: 6-6
Beach House on Anna Maria Island
Luxury Family Beachfront Home on the white sandy beaches of Anna Maria Island
Central Gulf Coast, Anna Maria Island Vacation Rentals
$1,650
Week
Beds: 2
Baths: 2
Sleeps: 2-3
Anna Maria Pirates Den
Family owned resort located on gulf drive in Holmes Beach,2 beds/2 bath apartments plus cottages
Anna Maria Island, Holmes Beach Vacation Rentals
$880
Week
Beds: 3
Baths: 3
Sleeps: 6-8
View of the Beach Rental
Miles of white sandy beaches, shops and restaurants nearby, gorgeous sunsets, nicely furnished.
Central Gulf Coast, Anna Maria Island Vacation Rentals
$900
Week
Beds: 2
Baths: 2
Sleeps: 4-6
Shady Palms, Beautiful Beachfront Home
Beautiful Gulf front bungalow with an unforgetable view! Step onto the sandy white beach right from your backyard!
Anna Maria Island, Holmes Beach Vacation Rentals
$1,700
Week
Beds: 1
Baths: 1
Sleeps: 2-4
Beach Front Living
1 BR/1BA Turnkey Furnished Condo directly on the Gulf of Mexico 1 flight of stairs from the beach.
Anna Maria Island, Bradenton Beach Vacation Rentals
$700
Week
Beds: 2
Baths: 2
Sleeps: 6-8
Paradisaic 5 *WaterfrontHome-Pool/Dock/+
Paradisaic Enclave.5 Star Upscale Waterfront Home-Pool, Boat Dock, Kayak, Bicycles + Miles Of Pristine Beaches
Central Gulf Coast, Anna Maria Island Vacation Rentals
$1,750
Week
Beds: 2
Baths: 2
Sleeps: 4-5
Tiffany Place Condo On the Beach $135+
Luxury condo Sits Right on the Beach Great View. All amenities and pool.$135 per night to $175. Book early.
Anna Maria Island, Anna Maria Beach Vacation Rentals
$135
Day
Beds: 4
Baths: 3
Sleeps: 13-15
Waterfront Pool Home w/ epic views!
Theme: Adventure, Luxury, Romantic, Away from it all, Tropical, Waterfront
Anna Maria Island, Bradenton Beach Vacation Rentals
$1,500
Week
Beds: 2
Baths: 2
Sleeps: 4-6
Beachfront Condo
Beautiful condo right on the Gulf of Mexico with large balcony and heated swimming pool
Central Gulf Coast, Anna Maria Island Vacation Rentals
$1,100
Week
Beds: 6
Baths: 8
Sleeps: 20-22
Island Resort - The Mansion
6 Bedrooms / 8 Bathrooms, Pool, Jacuzzi, Game Room, Billiards Room, and more !
Central Gulf Coast, Anna Maria Island Vacation Rentals
$1,900
Week
Beds: 2
Baths: 2
Sleeps: 2-4
104 Gulfview - Bradenton Beach
2 Bedroom Gulf Front with Heated Pool
Anna Maria Island, Bradenton Beach Vacation Rentals
$1,200
Week
Beds: 3
Baths: 2
Sleeps: 6-6
AnnaMaria Island Vacation Home Rental
Anna Maria Island/on Private Island of Key Royale. Private Home. Vast Water Views of Bay..Beautiful Sunrises.
Central Gulf Coast, Anna Maria Island Vacation Rentals
$3,800
Week
Beds: 4
Baths: 3
Sleeps: 8-8
402 Island Retreat - Holmes Beach
4 bedroom, 3 bathroom home with private pool, 3 blocks to Holmes Beach
Anna Maria Island, Holmes Beach Vacation Rentals
$1,200
Week
Beds: 2
Baths: 2
Sleeps: 4-4
ISLAND SUN, Holmes Beach, AMI
CHARMING BEACH LIVING AT ITS BEST: ONLY ONE BLOCK TO GULF. Anna Maria Island. Two bedroom 1 1/2 bath
Anna Maria Island, Holmes Beach Vacation Rentals
$850
Week
Beds: 3
Baths: 1
Sleeps: 4-6
302 Bare Feet Retreat on Walden Pond
3 Bedroom Pool Cottage on Bayou
Anna Maria Island, Holmes Beach Vacation Rentals
$800
Week
Beds: 2
Baths: 2
Sleeps: 6-6
Sandy Beach Access in Anna Maria Island
Newly remodeled, completely furnished, 2 BR 2 Bath duplex
Anna Maria Island, Holmes Beach Vacation Rentals
$500
Week
Beds: 1
Baths: 1
Sleeps: 4-4
Beach Front Gulf View Apartments
Enjoy beautiful gulf view sunsets from this beach front property
Central Gulf Coast, Anna Maria Island Vacation Rentals
$800
Week


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