Anna Maria Island Vacation Rentals


Properties Available 187 properties available
Stones Throw by Anna Maria Island Accommodations Holmes Beach Beachside Getaway with Pool VRC16-000152Welcome to Stones Throw, a charming two-bedroom, one-bath vacation home in the heart of Holmes Beach! Just a four-minute walk to Holmes Beach, this bright and airy retreat features access to a community shared heated pool, a screened-in lanai, pet-
Stones Throw
Holmes Beach Pet Friendly
Bedrooms 2 BR
Bathrooms 1 BA
Guests 4 guests
Beach You To It by Anna Maria Island Accommodations Home in Anna Maria, FloridaVR18-000150 Welcome to Beach You To It, a breezy three-bedroom, two-bath vacation home just a three-minute walk from Palmetto Avenue Beach. With a private pool, hot tub, and plenty of outdoor living space, this tropical retreat is perfect for families, friends, or couple
Hot HOT 16
Beach You To It
Anna Maria Pet Friendly
Bedrooms 3 BR
Bathrooms 2 BA
Guests 6 guests
Rating 4.9 (58)
Mojito Splash by AMI Locals VRC18-000068 Welcome to Mojito Splash, a stunning five-bedroom, three and a half bath waterfront retreat located just a short stroll from Holmes Beach’s white sandy beaches on Anna Maria Island! This beautifully designed home boasts a sparkling pool, dual waterfalls, a stone-edged spa, and a large, covered lanai with a
Mojito Splash
Holmes Beach
Bedrooms 5 BR
Bathrooms 3 BA
Bathrooms 1 Half Bath
Guests 10 guests
Rating 5 (18)
Bay Breezes at Bayside Bungalow by AMI Locals Vacation Rental License #VR18-000088Welcome to Bay Breezes at Bayside Bungalow, a charming Anna Maria Island vacation rental offering two bedrooms, one bathroom, and a resort-style experience just steps from the beautiful bay and minutes to Anna Maria beaches! This delightful coastal retreat features a
Bay Breezes at Bayside Bungalow
Anna Maria Pet Friendly
Bedrooms 2 BR
Bathrooms 1 BA
Guests 6 guests
Rating 5 (64)
The James by AMI Locals Welcome to The James by AMI Locals, your ultimate North End beach getaway on Anna Maria Island. This brand-new four bedroom, four and a half bath luxury home is just a short six-minute walk from the island’s world-famous Gulf beaches and offers a rooftop deck with stunning Gulf views, a private pool with spa, and resort-styl
The James
Anna Maria
Bedrooms 4 BR
Bathrooms 4 BA
Bathrooms 1 Half Bath
Guests 8 guests
Rating 4.7 (4)
Addison’s Beach House by Anna Maria Island Accommodations VRC16-000188 Welcome to Addison’s Beach House, your idyllic beach vacation escape just a three-minute walk from the breathtaking Holmes Beach on Anna Maria Island! This beautifully renovated, ground-level three-bedroom, two-bath home offers a tropical backyard oasis with a private pool, pe
Hot HOT 12
Addison's Beach House
Holmes Beach
Bedrooms 3 BR
Bathrooms 2 BA
Guests 6 guests
Rating 5 (30)
Emerald Shores by Anna Maria Island Accommodations Home in Anna Maria, FloridaWelcome to Emerald Shores, a six-bedroom, four-bath duplex vacation rental just one minute from the Gulf beaches of Anna Maria Island. Perfect for large families and groups, this property offers two separate units with identical floor plans, each featuring three bedrooms,
Emerald Shores
Anna Maria
Bedrooms 6 BR
Bathrooms 4 BA
Guests 8 guests
Rating 4 (1)
Sweet Caroline by Exclusive Vacations Vacation Rental License #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 relaxed island vi
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 (9)
Blue Lagoon 1 by Anna Maria Island Accommodations VRC16-000166Welcome to Blue Lagoon 1, a charming vacation condo just a 4-minute walk from the white sands of Holmes Beach! Perfect for couples, friends, or small families, this condo offers one bedroom and one and a half bathrooms. Relax in the tropical community setting with access to a large, heat
Hot HOT 12
Blue Lagoon 1
Holmes Beach Pet Friendly
Bedrooms 1 BR
Bathrooms 1 BA
Bathrooms 1 Half Bath
Guests 4 guests
Rating 5 (17)
Island Mojo by Anna Maria Island Accommodations VRC16-000143 Welcome to Island Mojo, a charming three bedroom, two bathroom ground-level home just eleven minutes from the Gulf. Perfectly located near parks, restaurants, shops, and the island trolley, this cozy coastal retreat features a private heated pool, relaxing hot tub, and multiple indoor and
Hot HOT 22
Island Mojo
Holmes Beach
Bedrooms 3 BR
Bathrooms 2 BA
Guests 6 guests
Rating 5 (24)
The Black Pearl by Exclusive Vacations Vacation Rental License #VRC23-000114 Experience luxury and coastal elegance at The Black Pearl, part of our Exclusive Collection. This stunning black and white designed beach home offers a private black-bottom infinity edge pool and panoramic Gulf views. Located within walking distance of the pristine beaches
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EXCLUSIVE COLLECTION
The Black Pearl
Holmes Beach Pet Friendly
Bedrooms 4 BR
Bathrooms 5 BA
Bathrooms 1 Half Bath
Guests 8 guests
Rating 4.8 (5)
Private Palms by Anna Maria Island Accommodations VRC23-000027Welcome to Private Palms, a beautifully remodeled four-bedroom, two-bath coastal retreat just a 3-minute walk to Holmes Beach and close to the shops and dining of Holmes Beach Towne Center. This bright and stylish home features a private pool, relaxed outdoor living, and comfortable inte
Private Palms
Holmes Beach Pet Friendly
Bedrooms 4 BR
Bathrooms 2 BA
Guests 8 guests
Rating 5 (1)

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