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Vacation rentals with a pool in Anna Maria Public Beach

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Top-rated rentals with a pool in Anna Maria Public Beach

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Home in Holmes Beach

4.87 out of 5 average rating, 103 reviews

New Golf cart + 4bd/3b w pool/2100 sq ft home

Urban Oasis is a privately owned 2100 sq ft 4 bd, 3 bth on Anna Maria Island. 4 minute walk on a quiet residential street to walk to the beach.This home features grey blue hues, coastal furniture, driftwood accents, themed rooms and designer accents. A brand new 2024 6 str golf cart is included in your rental as well as a premium linen service including all towels and linens. Urban Oasis is truly a turnkey Vacation Rental! We also have a second property, Urban Oasis Too, if you like our style!

Condo in Holmes Beach

4.99 out of 5 average rating, 131 reviews

Beach Escape - Make Memories on Anna Maria Island!

Relax and unwind at this updated beach condo with a heated pool and outdoor shower overlooking a peaceful park. Very short stroll through the park and then about 150 steps to the white sand beach. Quaint condo community with only 8 units total. Wonderful couple escape or family getaway. Sleeps 2-6 guests. Private, covered 2 car parking. Laundry in unit. Storage room with beach wagon, beach chairs, and Weber grill. Location is a hidden gem close to everything you need for a relaxing island stay.

Condo in Holmes Beach

4.98 out of 5 average rating, 115 reviews

NEW listing on AMI! Walk to fabulous beach front!

Updated, well appointed, clean and comfortable, my unit at Sandy Pointe II is in a secluded setting just a few minutes walk to a less crowded, quieter section of beautiful AMI beach. From here the Island is at your fingertips! Sink your toes into beautiful white sand, watch gorgeous sunrise and sunsets, enjoy the island vibe and music at our many restaurants! A FREE Island trolly stop is steps from our entrance with grocery, drug store, beach shops and so much more just across E Bay Dr.

Home in Holmes Beach

4.97 out of 5 average rating, 128 reviews

Twin Palms: Big House Steps to Beach w/Lush Pool

Twin Palms is home to NY Times best-selling food writer and chef and her tech husband. Infant/kid/pet-friendly (to 35 lbs) in a great location 5 min. walk to the beach. Private lagoon-style *heated* pool amid lush landscaping with gorgeous rock waterfall. Fully updated kitchen, 60-inch Sony HDTV, 55'' Samsung Frame TV, Italian leather reclining sofas, BBQ, beach gear, updated bathrooms, three king bedrooms. Classic Florida one-level home - no stairs. Managed directly by owners. No crazy fees!

Home in Bradenton Beach

4.97 out of 5 average rating, 159 reviews

Welcoming Back Guest: Jan 1, 2025!

Less than a 2 minute WALK from the white sand beaches of the Gulf, this 4 BR home comfortably sleeps 8. With large bedrooms & a spacious floor plan (the kitchen, dining and living rooms flow together), the house is perfect for families. The bedrooms are split 2+2 & paired with a bathroom on opposite ends of the house (a pocket door adds privacy). Private heated salt water pool sits amidst the lush tropical yard. Hop on the free A/C'ed trolley and explore Florida's gorgeous Anna Maria Island.

Condo in Holmes Beach

4.87 out of 5 average rating, 113 reviews

Steps from the beach

Perfect place to put your feet up and relax! One of four units in the condo gives your getaway a private feeling where you don't share the heated pool with many others, on a dead end road. The only unit overlooking the pool from the master bedroom. You'll be just one block from the beach making it tempting to go multiple times a day! The clean, modern decor makes it a great place for both short and long term visitors. Just a nature trail away from a grocery store, shops and restaurants.

Condo in Bradenton Beach

4.87 out of 5 average rating, 114 reviews

Charming and Updated 1 Bedroom in Runaway Bay

Our charming 1 BR/ 1 Bath condo is a new to the rental market. It was formerly owner occupied. The property is in the Bradenton Beach area of Anna Maria Island. Beach is right across the street with deeded access. The pool is the largest heated pool on the island. Fitness center has newer equipment. There is a fishing pier which also works as a great way to enjoy beautiful views of the Anna Maria sound. Free trolley stop is right in front of the property. Washer/dryer in unit.

Bungalow in Anna Maria

4.86 out of 5 average rating, 137 reviews

Bay Breeze Cottages #3 (The Sailfish)

Bay Breeze Cottages is an Old Florida Charm Boutique Resort located on historic Anna Maria Island. Bask in the endless sun all year long, take a swim in our private heated pool with your favorite beverage, or head out anywhere on the island in our street legal gas powered golf carts to any of the local restaurants, piers, sand white sand beaches, and all other attractions the island has to offer. Come enjoy your own slice of paradise at Bay Breeze Cottages on Anna Maria Island.

Home in Anna Maria

4.94 out of 5 average rating, 167 reviews

New Construction & Ready for Post-Hurricane Visits

* It doesn't get much better than being right on the water, located on a wide canal, and ½ block from the beach. * Enjoy the large 16' x 30' private pool in a picturesque tropical landscape along with a 30' fishing/boat dock. * Within walking distance of Pine Avenue, City Pier, Two Scoops, Waterfront Restaurant, Galati's Marina, and Island Ocean Star Restaurant. *Less than a 3 minute walk to Bay Beach and a 15 minute walk to Bean Point.

Guest suite in Bradenton

5 out of 5 average rating, 216 reviews

Off Anna Maria Island ~10min to beach w/salt pool

Stay close to the beach and like a local at Off Anna Maria, a cozy, private guest suite attached to our home with separate entrance, saltwater pool, and shaded outdoor patio. Located ~10 mins from Anna Maria Island, 45 mins from Siesta Key, 1 hr from Tampa in a quiet suburban neighborhood. Your interior space is completely separate from ours. The pool and patio are shared with us. *Travel time estimates depend on traffic.

Cottage in Anna Maria

4.96 out of 5 average rating, 224 reviews

Turtle Cottage - Anna Maria Island

Great 1 bedroom, 1 bathroom cottage on the quiet north end of the island. The house is conveniently located and within walking distance (two short blocks) to the beach and close to the intersection of Gladiolus Street/Alamanda Road. Spectacular sunrises are just a short walk away at the Rod and Reel Pier, and the sunsets at Bean Point Beach are second to none, just a few blocks away. This great getaway sleeps up to 4.

Condo in Bradenton Beach

4.93 out of 5 average rating, 121 reviews

Beach, Bay & Pool

Steps from the beach, heated pool & right on the water. Spacious 2 bedroom 2 bath with a lovely waterfront balcony. 3 minute walk to a gorgeous white sand beach. Restaurants and shops in walking distance at this IDEAL LOCATION !! Spend hours watching the pelicans & dolphins, it's a wildlife lovers paradise.

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Popular amenities for Anna Maria Public Beach rentals with a pool

Free parking on premises

Air conditioning

House rentals with a pool

Home in Anna Maria

5 out of 5 average rating, 22 reviews

Veselka - Canal front w private heated pool & dock

Home in Bradenton Beach

4.94 out of 5 average rating, 33 reviews

Beach Bliss! Short stay specials! Walk to beach!

Home in Holmes Beach

5 out of 5 average rating, 9 reviews

Beachy Blue by Beach Boutique Rentals

Home in Holmes Beach

5 out of 5 average rating, 14 reviews

Castaway Cottage

Home in Holmes Beach

4.96 out of 5 average rating, 75 reviews

Salty Harbor AMI pool retreat near the Beach

Home in Holmes Beach

4.99 out of 5 average rating, 155 reviews

Captain's Quarters at Spinnakers Vacation Cottages

Home in Holmes Beach

4.84 out of 5 average rating, 37 reviews

Cozy beach house with pool - 1 block from beach!

Home in Holmes Beach

5 out of 5 average rating, 61 reviews

Private Luxurious Ground Level Home

Condo rentals with a pool

Condo in Bradenton Beach

4.93 out of 5 average rating, 117 reviews

Beach Escape & Pool, steps to Beach & restaurants

Condo in St. Pete Beach

4.89 out of 5 average rating, 240 reviews

Sunset Beach Condo in Treasure Island

Condo in Indian Shores

4.99 out of 5 average rating, 108 reviews

Tropical Beachfront Penthouse-Beach Cottages II

Condo in Redington Beach

4.88 out of 5 average rating, 130 reviews

Royal Orleans and Redington Beach ( Studio 203 )

Condo in Indian Shores

4.94 out of 5 average rating, 155 reviews

1 BR Beachfront Amazing sunsets-

Condo in Bradenton

4.98 out of 5 average rating, 168 reviews

Shorewalk full condo AnnaMaria Beaches IMG

Condo in Holmes Beach

4.85 out of 5 average rating, 143 reviews

Anna Maria Island-just a few steps to the beach

Condo in Longboat Key

4.99 out of 5 average rating, 112 reviews

Silver Sands - Winter Availability!

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