6 Gorgeous Anna Maria Island Rentals with a Pool
Float into summer with these six Anna Maria Island vacation rentals with pools! Our homes with private pools invite guests to enjoy leisure and family fun without leaving the comfort of their rental. Reserve your stay with Island Dreams Realty and enjoy the laid-back lifestyle and incredible scenery on Anna Maria Island!
Seaside Sanctuary
- Sleeps: 8
- Location: Bradenton
Welcome to your ultimate Bradenton vacation rental! Seaside Sanctuary is just 10 minutes away from Anna Maria Island Beaches and boasts lake views. The deep saltwater pool is the main attraction of this beautiful vacation home. Book your stay at Seaside Sanctuary for an incredible island stay.
Sandy Toes & Salty Kisses 
- Sleeps: 8
- Location: Bradenton
Featuring four bedrooms and three bathrooms, open-concept living, and a large private heated pool, this Anna Maria Island vacation rental with a pool is a destination in itself. Sandy Toes & Salty Kisses is just a 10-minute drive to AMI and a quick walk to Palma Solma Bay, making exploring the island a breeze.
The Moorings
- Sleeps: 6
- Location: Holmes Beach
Paradise is found at this gorgeous waterfront vacation rental located in Holmes Beach. The Moorings is a boater’s dream, with over 219 feet of water frontage and a dock that allows a boat up to 40 feet. And if water views and a dock aren’t enough, the backyard oasis, complete with a private pool, will take your breath away.
Sea You Soon
- Sleeps: 6
- Location: Bradenton
This stunning canal-front home in Bradenton features an incredible location within minutes of Anna Maria Island, a private pool and hot tub, and an oversized patio overlooking the water. Feel right at home when you stay at Sea You Soon!
Keyt’s Keys
- Sleeps: 8
- Location: Bradenton
Escape to Anna Maria Island at this beautiful Bradenton vacation rental! Keyt’s Keys is a newly renovated home offering four bedrooms and three bathrooms. The outdoor space is where you’ll likely spend most of your days. Cook your catch of the day on the grill, go for an evening dip in the pool, or just relax in the hot tub. You’ll never want to leave!
Boho Beach House
- Sleeps: 6
- Location: Bradenton
Let your worries drift away at Boho Beach House, a stunning Anna Maria vacation rental with enough space for 6 people. This newly renovated property is tastefully decorated and a short drive to Anna Maria Island and the Robinson Preserve. Sip on cocktails and enjoy the private pool overlooking the pond.
Book Your Anna Maria Island Rental with a Pool Today!
Pack your swimsuits and sunscreen and reserve an Anna Maria Island rental with a private pool! Our portfolio of Anna Maria Island rentals is sure to check all of your boxes when it comes to a relaxing summer getaway!
