Pool Retreats
327 properties available
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
Ohana by Anna Maria Island Accommodations Experience the perfect family vacation at Ohana, a stunning four-bedroom, three and a half bath home just a three-minute walk from the white sands and turquoise waters of Holmes Beach! This beautifully furnished home features a private pool shaded by graceful palms, an outdoor kitchen with a bar and grill,
Beachside Oasis by Anna Maria Vacations Home in Bradenton Beach, FL TPL18-000049 / DWE5105831Welcome to Beachside Oasis by Anna Maria Vacations, a beautiful Bradenton Beach vacation home perfectly located just a two-minute walk from the Gulf beaches. With five bedrooms and three and a half bathrooms, this spacious retreat accommodates up to 14 gues
Chardonnay Shores by Anna Maria Island AccommodationsWelcome to Chardonnay Shores, a beautifully refreshed three-bedroom, two-bath Anna Maria Island vacation rental located in the heart of Anna Maria City, just a short stroll from the sugar-white sands of Anna Maria City Beach and the charming shops and restaurants of Pine Avenue. This stunning hom
Casa Playa by Siesta Key Luxury Rental Properties Vacation Rental License #VR23-00001 Welcome to Casa Playa, a Mediterranean inspired coastal retreat featuring five beautifully designed bedrooms and three bathrooms, located 1.5 miles from Siesta Key Beach. Surrounded by lush tropical landscaping and offering a private pool, tiki style outdoor kitch
Gone Gulfin’ by AMI Locals Welcome to Gone Gulfin’, a brand new, five-bedroom, four and a half bath luxury beach home just one block from the Gulf beaches. Perfect for families and friends seeking a modern island retreat, this stunning home features a private pool and spa, rooftop deck, and fun outdoor games like ping pong and putting green. Desig
Coastal Charm by Tropical Sands Accommodations Welcome to Coastal Charm, a refreshed 3-bedroom, 2-bath Siesta Key home located just a 10-minute walk to Siesta Key Beach and close to the shops and restaurants of Siesta Key Village. This peaceful canal front property features a private pool, outdoor dining, and dog friendly options. Perfect for famil
Seabreeze Cottage by Anna Maria VacationsHome in Holmes Beach, Florida VRC16-000366Enjoy the perfect blend of island luxury and tranquil seaside living at Seabreeze Cottage, a beautifully upgraded three story home just a 6-minute walk from Holmes Beach. This spacious three-bedroom, three-bath vacation retreat comfortably accommodates six guests, o
AM I Dreaming by AMI LocalsVacation Rental License #VR19-000055 Welcome to AM I Dreaming, a luxurious three bedroom, three and a half bath canal-front home offering the best of Anna Maria Island vacation living. Perfectly located across from Bayfront Park and a 15-minute walk to the Gulf beaches, this stunning retreat combines tranquil waterfront v
Total Package by AMI Locals Welcome to Total Package by AMI Locals, a brand-new luxury beach home on the North End of Anna Maria Island, just a one-minute walk from the Gulf beaches. This five-bedroom, four-bath retreat combines modern sophistication and coastal charm, featuring a multi level rooftop deck with Gulf views, a private pool and spa, a
Feelin' Beachy by AMI Locals VRC20-000140Prepare for endless enjoyment at Feelin’ Beachy, a luxurious four-bedroom, four and a half bath home just around the corner from the soft sands and warm waters of Holmes Beach! This thoughtfully designed coastal retreat features a lavish backyard oasis with a private pool, in-ground spa, and multiple outdoo
Absolute Paradise by Anna Maria Vacations VR16-000465 Welcome to Absolute Paradise, a beautifully updated five-bedroom, four-bath beach home just a short stroll from the white sand shores of Anna Maria Island. Perfectly located near Pine Avenue’s shops and restaurants, this home combines coastal charm and modern comfort with fantastic outdoor space
