Anna Maria City Vacation Rentals
91 properties available
Twin Dolphins Cottage by Anna Maria Island Accommodations 520 Spring Ave Unit C, Anna Maria, FL 34216 Welcome to Twin Dolphins Cottage, a two-bedroom, one-bath ground-level retreat in the heart of Anna Maria. Recently updated with modern comforts while preserving Old Florida charm, this cozy cottage is perfect for couples or small families. Just a
Anna Maria Guest House 317 by Anna Maria Island Accommodations 317 Pine Avenue, Anna Maria, FL 34216 Welcome to Anna Maria Guest House 317, a charming three-bedroom, two-bath beach cottage located right on Pine Avenue, just two and a half short blocks from the soft white sands of the Gulf beaches. With multiple balconies, cozy living spaces, and a
Azure by Anna Maria Island Accommodations 268 Gladiolus St, Anna Maria, FL 34216 VR18-000114 Welcome to Azure, a modern three bedroom, two bath vacation home on the north end of Anna Maria Island. Just a 7-minute walk to both Bean Point Beach and the Bayfront, this home features a private pool, stylish interiors, and close access to popular attract
Beach Breeze by AMI Locals 205 Elm Ave, Anna Maria, FL 34216 VR16-000510 Welcome to Beach Breeze by AMI Locals, a vibrant four bedroom, three bath coastal retreat perfectly situated in the heart of Anna Maria Island. Just a two-minute walk to the beach and two minutes from Pine Avenue’s charming shops and restaurants, this home combines island styl
Lady From the Sea by Anna Maria Island Accommodations 205 Iris St, Anna Maria, FL 34216 VR18-000156 Welcome to Lady from the Sea, a coastal enchanted three bedroom, three and a half bathroom vacation home located on the coveted north end of Anna Maria Island! Just a six-minute stroll to the serene sands of Bean Point Beach and a short ride to Pin
Gulf Shore Cottage by Anna Maria Island Accommodations9206 Gulf Drive, Anna Maria, Florida VR16-000101 Your dream beach vacation begins at Gulf Shore Cottage, a newly renovated four-bedroom, two-bathroom coastal retreat located just six houses from the pristine sands of the Gulf. With a private pool, foosball table, and pet-friendly policy, this ch
Bikini So Tiny by AMI Locals 309 Pine Ave, Anna Maria, Florida 34216 Welcome to Bikini So Tiny, a charming one bedroom, one bath pet-friendly vacation rental that captures the character of historic Anna Maria Island with modern comforts. Located right on lively Pine Avenue, you’ll be just a five-minute walk to the beach and steps from boutique shop
Tiny Tides by Anna Maria Island Accommodations520 Spring Ave Unit A, Anna Maria, FL 34216Welcome to Tiny Tides, a cozy and recently refreshed cottage-style getaway tucked in the heart of Anna Maria. This two-bedroom, one-bath home is perfect for couples or small families looking for a comfortable, budget-friendly place to stay while enjoying everyt
Bo’s Beach Bungalow by Anna Maria Island Accommodations 306 N Shore Dr, Unit B, Anna Maria, FL 34216 Welcome to Bo’s Beach Bungalow, a two-bedroom, one-bath coastal villa in the heart of Anna Maria Island. This charming retreat is less than a five-minute walk from the soft white sands of Anna Maria City Beach and just a short stroll to Pine Avenue
North End Zen by Anna Maria Island Accommodations 112 Hammock Rd, Anna Maria, FL 34216 VR16-000360 Welcome to North End Zen, a newly renovated four-bedroom, three-bath canal front retreat just a five-minute walk to Anna Maria Beach and steps from Pine Avenue’s boutique shops, cafes, and waterfront dining. Perfect for families and groups, this Anna
Deckadence by Exclusive Vacations 407 N Bay Blvd, Anna Maria, FL 34216 VR25-000002 Experience luxury at Deckadence, part of our Exclusive Collection! This brand-new four-bedroom, four-and-a-half-bathroom home offers the perfect retreat for families and groups seeking relaxation and scenic beauty on Anna Maria Island. Ideally located just across th
Pink Palm Bungalow by Anna Maria Island Accommodations 304 Palm Ave, Anna Maria, FL 34217 VR16-000353 Welcome to Pink Palm Bungalow, a charming three bedroom, two bath vacation home on the north end of Anna Maria Island. With a sparkling saltwater pool surrounded by lush tropical gardens, this home is just a 5-minute walk to the Gulf beaches and cl
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