Pool Rentals
122 properties available
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,
Margarita-Ville by Anna Maria Island Accommodations VRC16-000136Experience the ultimate island escape at Margarita-Ville, a stunning six-bedroom, four and a half bath vacation home designed for large families or groups seeking a memorable getaway! Just a two-minute walk from the beach, this beautifully landscaped estate offers glimpses of the water
Boundless Waves by Exclusive Vacations Vacation Rental License #VR24-000005 Welcome to Boundless Waves, part of our Exclusive Collection. Offering a curated luxury experience with elevated amenities, personalized services, and refined island living. This six-bedroom, six-and-a-half-bath coastal retreat features a rooftop deck with panoramic island
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
Honu Hale by Anna Maria Island Accommodations Welcome to Honu Hale by Anna Maria Island Accommodations, a newly renovated three-bedroom, two-bath coastal retreat where tropical charm meets modern comfort. Named after the Hawaiian word for “turtle,” Honu Hale captures the calm, carefree rhythm of island life. Perfect for families or groups, this hom
Lavender Lagoon by Anna Maria Island Accommodations VR22-000006Welcome to Lavender Lagoon, a beautiful canal front three-bedroom, two-bath vacation home tucked in the heart of Anna Maria. This waterfront retreat offers a private pool and spa, screened lanai, a backyard putting green, and a private dock ideal for fishing or launching kayaks and pad
Hammock Dreams by Anna Maria Island Accommodations VR16-000408 Welcome to Hammock Dreams, a beautiful three-bedroom, two-bath canal front retreat in the heart of Anna Maria Island. Perfect for families or small groups, this Anna Maria Island accommodation offers the best of both worlds; peaceful waterfront living and easy access to Pine Avenue’s bo
Bleuphoria by AMI Locals Welcome to Bleuphoria, a four-bedroom, four-bath luxury beach home on the peaceful North End of Anna Maria Island. Just three houses away from the sugar white sands of the Gulf and steps from Pine Avenue’s boutique shops and restaurants, this designer retreat delivers modern coastal elegance and resort-style amenities. With
Coral Palms by Anna Maria Island Accommodations VRC16-000157Welcome to Coral Palms, a beautiful ground level cottage split floorplan vacation home featuring three bedrooms and two bathrooms, perfect for families or groups seeking a relaxing escape on Anna Maria Island. Just a four-minute walk to the sparkling Gulf beach, this charming retreat boast
Sea Oats by Anna Maria Island Accommodations VRC16-000115 Welcome to Sea Oats, a stunning six-bedroom, four and a half bath luxury home in the heart of Holmes Beach, just a 1-minute walk from the Gulf of Mexico. Designed for large family vacations, multi-generational reunions, and group beach trips, this Anna Maria Island vacation rental blends coa
Just Breathe by Exclusive Vacations Vacation Rental License #VR23-000046 Welcome to Just Breathe, part of our Exclusive Collection. This luxury four bedroom, four and a half bath vacation home perfectly positioned on the Bayfront across from Tampa Bay and just a short walk to the Gulf beaches. This home pairs modern sophistication with a relaxed is
Island Life by AMI Locals VRC18-000083 Welcome to Island Life, a stunning vacation home just a one-minute walk from Anna Maria Island’s stunning Gulf beaches! This spacious three-bedroom, two-bath ground-level retreat features a private backyard with a heated pool, hot tub, and a Tiki bar with a BBQ grill. Conveniently located near shops, waterfro
