Pool Rentals
134 properties available
Siena Sky by Anna Maria Island Accommodations Welcome to Siena Sky, a four-bedroom, four-bath luxury vacation home just steps from the beach. This stunning island getaway combines modern elegance with relaxed coastal comfort, featuring a rooftop deck with Gulf views, a heated pool and spa, and a prime location within walking distance of Pine Avenue
Gypsy Sol by Anna Maria Island Accommodations VR18-000034 Welcome to Gypsy Sol, your ultimate Anna Maria Island escape! This four bedroom, two bath canal front vacation home is packed with fun and relaxation, featuring a private pool, hot tub, and ping pong table for endless entertainment. Just a short stroll from Pine Avenue’s charming boutiques,
Periwinkle Place by Exclusive Vacations Vacation Rental License #VR25-000004 Indulge in the ultimate luxury beach home at Periwinkle Place, part of our Exclusive Collection. This stunning estate in the heart of Anna Maria offers six spacious bedrooms and six and a half bathrooms. Just a five-minute walk from the pristine shoreline and steps from th
It’s a Jungle Out There by Anna Maria Island Accommodations VRC19-000173 Welcome to It’s a Jungle Out There by Anna Maria Island Accommodations, a breathtaking six bedroom, three and a half bath luxury retreat located in the heart of Holmes Beach, just a short stroll from the white sand shores of the Gulf. This stunning home combines elegance, comf
Casa Allegria by Anna Maria Island Accommodations Home in Anna Maria, FloridaVR16-000015 Welcome to Casa Allegria, a charming three-bedroom, two-bath vacation home located just a five-minute walk from Anna Maria Island’s stunning Gulf beaches. This stylish retreat offers modern comfort, a private sparkling pool, and easy access to local attractio
Azure by Anna Maria Island Accommodations Home in Anna Maria, FloridaVR18-000114 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 attractions like Ba
Coco Cottage by Anna Maria Island Accommodations VR23-000041 Welcome to Coco Cottage, a charming three-bedroom, three-bath canal front home designed for easy island living. Located just a 4-minute walk to Anna Maria Beach and moments from the shops and restaurants along Pine Avenue, this relaxing getaway combines coastal comfort with the convenienc
High Tide Haven by Anna Maria Island Accommodations Welcome to High Tide Haven, a newly renovated three-bedroom, two-bathroom vacation home in the heart of Anna Maria City. Just two blocks from the Gulf beaches and steps from the boutiques and restaurants of Pine Avenue, this elevated villa offers a private heated pool, multiple balconies, and brig
Welcome to Acquaviva, a stunning canal-front retreat that captures the essence of Anna Maria Island. This elegant three bedroom, three bath home offers a private dock for boating and wildlife watching, a sparkling pool, and a bonus game room. It's all just a short walk from the beach and the boutique-lined Pine Avenue. Whether you're looking for ad
Salty Margarita by AMI LocalsWelcome to Salty Margarita, a stunning three-level coastal retreat just two houses from the white-sand shores of Holmes Beach! This luxury Anna Maria Island vacation rental features four king suites, a private heated pool and spa, elevator access, and a rooftop deck with breathtaking Gulf and sunset views. With vibrant
Pink Palm Bungalow by Anna Maria Island Accommodations 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 close to Pine Avenue’s boutiques and
Peach Bellini by Anna Maria Island Accommodations Welcome 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 families looking for a fun and relaxing escape,
