Vacation Rentals

Cozy Cabana West - Anna Maria Island Vacation Rentals
South West FL > Anna Maria Island > Holmes Beach
Villa , Bedroom(s): 2 , Sleeps: 6
2Bed/2Bath, Private Heated Pool!
From $170 /Night
AMI Waterfront Beach Condo w Pool!
South West FL > Anna Maria Island > Bradenton Beach
Condo , Bedroom(s): 2 , Sleeps: 6
Watch sunrise over the bay, walk across the street to enjoy the beach. Restaurants & shopping all within walking distance! - Anna Maria Island Vacation Rentals
From $1,250 /Week
Sunshine Cottage Anna Maria Island - Waterfront Pool Home Steps to Beach
South West FL > Anna Maria Island > Anna Maria
House , Bedroom(s): 3 , Sleeps: 8
1/2 block from beach, private 16' x 30' deep heated pool, 30' boat dock, 3 bedroom, 2 bath, modern kitchen, 100 5-star reviews!
From $389 /Night
SUPER CLEAN-STEPS TO BEACH-WALK TO SHOPS, RESTAURANTS, NIGHT SPOTS - SEE REVIEWS
South West FL > Anna Maria Island > Bradenton Beach
Townhouse , Bedroom(s): 4 , Sleeps: 10
4 Bdrm, 3 Bath, Private Heated Saltwater Pool, Private Elevator, Sleeps 10! SUPER CLEAN!, STEPS TO BEACH, WALK TO SHOPS/RESTAURANTS/NIGHT SPOTS!
From $370 /Night
Sand Trap- 4bed beach view *heated pool *Golf Cart * Hot Tub*Elevator
South West FL > Anna Maria Island > Anna Maria
House , Bedroom(s): 4 , Sleeps: 8
Watch the dolphins play in your backyard...Sweeping views of the ocean, Skyway Bridge, Fort Desoto and Egmont Key Preserve. Heated Pool and Spa
From $800 /Night
Blue Sky Beach House
South West FL > Anna Maria Island
House , Bedroom(s): 5 , Sleeps: 10
Blue Sky: Luxury 5 Bdrm/4 bath with heated pool - 1 block to beach!
From $390 /Night
Blue Water Beach House
South West FL > Anna Maria Island > Bradenton Beach
House , Bedroom(s): 5 , Sleeps: 12
Blue Water Beach House: luxury 5+ bdrm, 4.5 bath, Heated Pool/spa, rooftop deck with panoramic views of gulf and bay, 1 1/2 blocks to the beach!
From $400 /Night
Serendipity Deux
South West FL > Anna Maria Island > Anna Maria
House , Bedroom(s): 4 , Sleeps: 8
Beach Front New 2021 New Construction
From $1,000 /Night
Club Bamboo South Suite 121
South West FL > Anna Maria Island > Bradenton Beach
Condo , Bedroom(s): 1 , Sleeps: 4
Gulf front studio condo with panoramic ocean view directly on the beach. Maximum occupancy is 4 people. It has a King size bed and pullout love seat/ottoman.
From $145 /Night
Dans Florida Condos - 2 bedroom 2 bath (Private Beach Access across the street; free WIFI)
South West FL > Anna Maria Island > Bradenton Beach
Condo , Bedroom(s): 2 , Sleeps: 7
This updated 2 bedroom 2 bath condo is located at Bradenton Beach on Anna Maria Island, directly off Gulf Drive.
From $1,100 /Week
Luxury Condo, Pool, Beach Gear, Bikes, Just 5 Mins to Anna Maria Gulf Beaches!
South West FL > Bradenton
Condo , Bedroom(s): 2 , Sleeps: 5
Luxury Condominium with Screened Lanai, Shared Pool in One Particular Harbour
From $220 /Night
Beach Bliss
South West FL > Anna Maria Island > Holmes Beach
Townhouse , Bedroom(s): 3 , Sleeps: 6
This beautiful 3 bedroom 3 bathroom bungalow. Huge heated pool and spa and beach gear and t.v's in every bedroom.
From $225 /Night
Monaco- Beach house on the Canal with Dock - Monthly Stays
South West FL > Anna Maria Island > Holmes Beach
House , Bedroom(s): 3 , Sleeps: 7
Monaco is a renovated and designer-decorated three-bedroom vacation home in the luxurious Key Royale neighborhood of Holmes Beach.
From $260 /Night
Beautiful Island Home wRooftop Water Views on Bean Point! Pool, Bar, Foosball!
South West FL > Anna Maria Island > Anna Maria
House , Bedroom(s): 3 , Sleeps: 8
Single Family Elevated Home, Close to Bean Point w/ Private Pool & Water Views
Dans Florida Condos - 1 bedroom 1 bath (Private Beach Access across the street; free WIFI)
South West FL > Anna Maria Island > Bradenton Beach
Condo , Bedroom(s): 1 , Sleeps: 4
This updated 1 bedroom 1 bath condo is located at Bradenton Beach on Anna Maria Island, directly off Gulf Drive.
From $900 /Week
Sunset over Gulf of Mexico AND Sunrise over Sarasota Bay ALL from your FOUR condo decks
South West FL > Anna Maria Island > Bradenton Beach
Condo , Bedroom(s): 2 , Sleeps: 6
Fabulous waterfront views from FOUR decks (three screened in)of Sarasota Bay AND the Gulf of Mexico. Every room but the two bathrooms are on the water!
From $157 /Night
Beachwalk Bungalow
South West FL > Anna Maria Island > Anna Maria
House , Bedroom(s): 3 , Sleeps: 6
3 Br, 2 Ba Home Located on North end of Anna Maria, Less than 140 steps to Bean Point
From $275 /Night
The Turtle Nest, an Island Paradise with Private Heated Pool
South West FL > Anna Maria Island > Anna Maria
House , Bedroom(s): 3 , Sleeps: 8
Come and enjoy our newly remodeled home. You will enjoy the "beachy" decor as well as the private heated pool surrounded by tropical landscaping.
From $186 /Night