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ANNA MARIA ISLAND

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Anna Maria Island Vacation Rentals with Private Pools | Gulf Coast Luxury

  1. « Anna Maria Island

ANNA MARIA ISLAND

Escape to Anna Maria Island, Florida’s Gulf Coast gem, and indulge in exclusive private pool rentals. This serene paradise often hailed as America’s best beach blends Old Florida charm with modern luxury. Picture waking to ocean waves, then retreating to your private pool oasis, surrounded by palms. Lounge with cocktails, host family gatherings, or unwind in seclusion.

Our curated homes, from cozy cottages for couples to grand villas for groups, feature heated pools, cabanas, and beach access. Enjoy pristine sands, fine dining, and water adventures just steps away.

Anna Maria Island Rentals With A Private Pool

Displaying 289-312 of 316 Rentals
Marys Place
From $275/night
Home in Anna Maria Florida

Marys Place

Salty Mermaid Real Estate & Vacation Rentals
3 Beds
3 Full Baths
Sleeps 8
Pet Friendly
View Rental
Mia Bella
From $575/night
Home in Anna Maria Florida

Mia Bella

Salty Mermaid Real Estate & Vacation Rentals
4 Beds
4 Full Baths
Sleeps 8
Pet Friendly
View Rental
Oceans Blue
From $290/night
Home in Anna Maria Florida

Oceans Blue

Salty Mermaid Real Estate & Vacation Rentals
4 Beds
3 Full Baths
Sleeps 8
Pet Friendly
View Rental
North Shore
From $425/night
Home in Anna Maria Florida

North Shore

Salty Mermaid Real Estate & Vacation Rentals
3 Beds
3 Full Baths
Sleeps 8
Pet Friendly
View Rental
Magnolia
From $450/night
Home in Anna Maria Florida

Magnolia

Salty Mermaid Real Estate & Vacation Rentals
4 Beds
3 Full Baths
Sleeps 8
Pet Friendly
View Rental
La Cocolia
From $375/night
Home in Anna Maria Florida

La Cocolia

Salty Mermaid Real Estate & Vacation Rentals
2 Beds
2 Full Baths
Sleeps 6
Pet Friendly
View Rental
Luana Breeze
From $500/night
Home in Holmes Beach Florida

Luana Breeze

Salty Mermaid Real Estate & Vacation Rentals
4 Beds
3 Full Baths
Sleeps 8
Private Pool
View Rental

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