Anna Maria Island Vacation Rentals


Properties Available 225 properties available
Absolutely Anna by Anna Maria Island Accommodations 805 N Bay Blvd, Anna Maria, FL 34216 VR16-000095 Welcome to Absolutely Anna, a charming two-bedroom, two-bathroom vacation home with a private pool, cabana lounge, and screened-in porch, just a two-minute walk to Bean Point Beach. This dog-friendly Anna Maria Island rental is the perfect mix of co
Hot HOT 23
Absolutely Anna
Anna Maria Pet Friendly
Bedrooms 2 BR
Bathrooms 2 BA
Guests 5 guests
Rating 5 (34)
Villa La Concha by Anna Maria Island Accommodations113 Maple Avenue, Anna Maria, FL, 34216VR16-000446Welcome to Villa La Concha, a luxurious six-bedroom, four-and-a-half-bath vacation rental just a one minute from the white sands of Anna Maria beach! Perfect for large families or groups, this coastal retreat features a private pool and spa, game ro
Hot HOT 13
Villa La Concha
Anna Maria
Bedrooms 6 BR
Bathrooms 4 BA
Bathrooms 1 Half Bath
Guests 12 guests
Rating 5 (38)
Margarita-Ville by Anna Maria Island Accommodations 121 46th Street, Holmes Beach, FL 34217VRC16-000136Experience the ultimate island escape at Margarita-Ville, a stunning six-bedroom, four and a half bath vacation home designed for large families or groups seeking a memorable getaway! Just a two-minute walk from the beach, this beautifully landsca
Hot HOT 32
Margarita-Ville
Holmes Beach
Bedrooms 6 BR
Bathrooms 4 BA
Bathrooms 1 Half Bath
Guests 12 guests
Rating 5 (19)
Seaside Manor by Anna Maria Island Accommodations 106 8th St S, Bradenton Beach, FL 34217 Welcome to Seaside Manor, a beautifully updated 3-bedroom, 2-bathroom vacation home just a two-minute walk from the sugar-white sands of Bradenton Beach. With a private pool and spa, multiple living spaces, and a location steps from the free island trolley, th
Hot HOT 41
Seaside Manor
Bradenton Beach
Bedrooms 3 BR
Bathrooms 2 BA
Guests 7 guests
Rating 5 (39)
Gulf Pearl by AMI Locals 112 46th Street, Holmes Beach, FL 34217VRC21-000130Welcome to Gulf Pearl, an exquisite four-bedroom, three and a half bath vacation home on Anna Maria Island! This coastal paradise boasts a sparkling pool, relaxing in-ground spa, and an inviting backyard oasis with a tiki umbrella, poolside bar, and outdoor TV, the perfect
Hot HOT 10
Gulf Pearl
Holmes Beach
Bedrooms 4 BR
Bathrooms 3 BA
Bathrooms 1 Half Bath
Guests 8 guests
Rating 5 (13)
The Sea Zoo by Anna Maria Island Accommodations 402 Bay Dr S, Bradenton Beach, FL 34217 Welcome to The Sea Zoo, your ideal bayfront escape on Anna Maria Island! This beautifully designed three-bedroom, three and a half bath home offers a perfect mix of relaxation and family fun, just steps from Bridge Street’s charming shops and waterfront dining.
Hot HOT 18
The Sea Zoo
Bradenton Beach
Bedrooms 3 BR
Bathrooms 3 BA
Bathrooms 1 Half Bath
Guests 8 guests
Rating 5 (39)
Sweet Caroline by Exclusive Vacations 9306 Gulf Drive, Anna Maria, FL 34216 VR23-000009 Welcome to Sweet Caroline, part of our Exclusive Collection. This luxury four bedroom, four and a half bath Anna Maria Island vacation home just one small block from the Gulf beaches. This coastal retreat blends refined design, resort-style amenities, and a rel
EXCLUSIVE COLLECTION EXCLUSIVE COLLECTION
EXCLUSIVE COLLECTION
Sweet Caroline
Anna Maria Pet Friendly
Bedrooms 4 BR
Bathrooms 4 BA
Bathrooms 1 Half Bath
Guests 8 guests
Rating 5 (12)
Emerald Shores West by Anna Maria Island Accommodations 214 Fir Ave, Unit A, Anna Maria, FL 34216 Welcome to Emerald Shores West, a charming three-bedroom, two-bath coastal duplex just one minute from the white-sand beaches of Anna Maria Island. With beach views, a shared pool, and a private suite for extra privacy, this two-story home is ideal for
Hot HOT 24
Emerald Shores West
Anna Maria
Bedrooms 3 BR
Bathrooms 2 BA
Guests 6 guests
Rating 5 (4)
Peach Bellini by Anna Maria Island Accommodations 6700 Holmes Blvd, Unit A, Holmes Beach, FL 34217Welcome to Peach Bellini, your perfect island getaway in Holmes Beach! This beautifully updated, coastal-inspired bungalow offers two bedrooms and two bathrooms just a short two-minute stroll from the Anna Maria Island beaches. Perfect for friends and
Hot HOT 26
Peach Bellini
Holmes Beach
Bedrooms 2 BR
Bathrooms 2 BA
Guests 6 guests
Rating 5 (23)
Attitude By Latitude by Anna Maria Island Accommodations 4808 Gulf Drive, Unit B, Holmes Beach, FL 34217 VRC16-000182Welcome to Attitude by Latitude, three bedrooms, two and a half bathrooms coastal getaway just a short walk from the stunning Gulf beaches. Perfect for families or friends, this home offers a private heated pool, a fully stocked game
Hot HOT 28
Attitude By Latitude
Holmes Beach
Bedrooms 3 BR
Bathrooms 2 BA
Bathrooms 1 Half Bath
Guests 6 guests
Rating 5 (24)
Meet Me at Sunset by Anna Maria Island Accommodations 109 Palmetto Ave, Anna Maria, FL 34216 Welcome to Meet Me at Sunset, part of our Exclusive Collection. This modern four-bedroom, four and a half bath home is designed with chic beach style and premium amenities. Located just steps from Anna Maria’s white sand shoreline and within walking distanc
EXCLUSIVE COLLECTION EXCLUSIVE COLLECTION
EXCLUSIVE COLLECTION
Meet Me at Sunset
Anna Maria Pet Friendly
Bedrooms 4 BR
Bathrooms 4 BA
Bathrooms 1 Half Bath
Guests 8 guests
Rating 5 (6)
AMI Breeze by AMI Locals 507 Spring Ave, Anna Maria, FL VR20-000022 Welcome to AMI Breeze! Tucked away in a relaxed neighborhood just minutes from the soft white sands of Anna Maria Beach, this two bedroom, two bath retreat is perfect for families, couples, or friends. With a private heated pool and spa surrounded by lush landscaping, plus styli
Hot HOT 13
AMI Breeze
Anna Maria Pet Friendly
Bedrooms 2 BR
Bathrooms 2 BA
Guests 6 guests
Rating 5 (30)

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