Anna Maria Island Vacation Rentals With a Pool
An Anna Maria Island vacation is surely marked by time spent on the white sand beaches and in the blue ocean waters, but sometimes, you just might be looking for a quiet time poolside; if so, then you’re in luck: there’s plenty of Anna Maria Island vacation rentals with pools available! You can skip the sand and the saltwater and spend a day still enjoying the abundant sunshine and swimming, in some cases just several feet from your vacation home. Other amenities you might enjoy at Anna Maria Island vacation rentals include:
- Deck/patio
- Washer/dryer
- Deck chairs
- Gas grill
- Linen service
- Rec room w/foosball
109 properties available
Stay Calm by Anna Maria Vacations Home in Holmes Beach, Florida VPR16-000304 Welcome to Stay Calm, a beautiful ground-level vacation rental nestled just five minutes from Anna Maria Island’s white sandy beaches! This spacious three-bedroom, two-bath home offers a private sparkling pool, a screened-in lanai, and a covered patio perfect for family
Go with the Flow by Exclusive VacationsVacation Rental License #VR24-000026Welcome to Go with the Flow, an exceptional three-level luxury retreat offering five bedrooms and five and a half bathrooms, thoughtfully designed for an elevated Anna Maria Island getaway. Located just a short five-minute stroll to Anna Maria Beach, this newly built vacatio
Bayblue by Anna Maria VacationsHome in Bradenton Beach, FloridaTPL20-000048 / DWE5105831Welcome to Bayblue, a spacious near-bayfront retreat boasting six bedrooms and four bathrooms, perfect for families or group getaways! Ideally situated just a 5-minute walk from the beach and steps from the water, this elegant Bradenton Beach property offers bre
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,
Villa Sand Dollar by Anna Maria VacationsWelcome to Villa Sand Dollar, a charming three-bedroom, two and a half bath Holmes Beach vacation rental just a 2-minute walk to the sugar white sands of Holmes Beach on Anna Maria Island This inviting coastal townhouse retreat offers a private pool, spacious outdoor living, and easy access to the Holmes Bea
Buttonwood Cottage by AMI Locals Welcome to Buttonwood Cottage, a recently restored three bedroom, two bathrooms home full of Florida charm. Perfectly located on iconic Pine Avenue in Anna Maria and 10-minute walk to the Gulf. With a private heated pool, a pet-friendly policy, and easy access to island boutiques, restaurants, and attractions, this
The Bayfront by Anna Maria Vacations Home in Bradenton Beach, Florida TPL20-000048 / DWE5105831Experience the best of Anna Maria Island at The Bayfront, a stunning canal waterfront home just steps from Bradenton Beach’s pristine beaches! This spacious, budget-friendly retreat features six bedrooms, four full bathrooms, two gourmet kitchens, and
Pelican Villa by Anna Maria Vacations Home in Anna Maria, FL VR16-000467 Welcome to Pelican Villa, a luxurious three-story coastal retreat featuring four bedrooms and three bathrooms. Perfectly located on the prestigious north end of Anna Maria Island, this elegant home offers a private pool, spacious outdoor living, and close proximity to everythi
The Big Yellow House on Pine by Anna Maria Vacations Home in Anna Maria, FL Welcome to The Big Yellow House on Pine by Anna Maria Vacations, a beachfront five-bedroom, four-bath home that captures the relaxed spirit of Anna Maria Island. Perfectly positioned along the Gulf, this charming coastal retreat offers spectacular beach views, a private poo
Gulfside Oasis by Anna Maria Vacations Home in Holmes Beach, Florida Escape to Gulfside Oasis, a stunning multi-level vacation home just seconds from Anna Maria Island’s breathtaking Gulf beaches! Offering six spacious bedrooms and five bathrooms, this luxury retreat features a private outdoor entertainment area, a game room with ping pong and foos
Tarpon Pointe by Anna Maria Vacations Home in Anna Maria, FL VR16-000430 Welcome to Tarpon Pointe, a beautiful canal-front retreat featuring four bedrooms and three bathrooms on the exclusive north end of Anna Maria Island. With a private dock, pool and hot tub, and a location just ten minutes from the beach, this home offers the perfect blend of r
White Shell by Anna Maria Vacations Home in Anna Maria, FL VRC16-000161 Welcome to White Shell, a charming canal-front Anna Maria Island vacation rental offering a perfect family retreat with modern amenities! This three-bedroom, two-bath home comfortably sleeps the whole family and your dog, featuring a seasonally heated private pool, a spacious
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