Eversea local guide

Anna Maria Island

Island mornings call for a bakery stop and a little exploring before the beach. Spend the afternoon beside the Gulf, then gather for dinner as the sky changes color. From Pine Avenue to Coquina Beach, there is plenty to shape a stay around.

Island mornings · Gulf beaches · Coastal dining

Stay with Eversea

Your Anna Maria Island home base

Book directly with Eversea and avoid third-party booking fees.

Holmes Beach · Anna Maria Island

Sea Glass Harbor

Holmes Beach vacation rental with private pool & spa

A Holmes Beach home with a private heated pool and spa for your island escape.

4 BR 5.5 BA Sleeps 8

“JD was a very gracious host and was very responsive with any questions we may have had. The home is beautiful, you definitely get a work out in going up and down the stairs, it’s great exercise. The only MINOR Incident we had was the TV outside wasnt working. My guys love hockey and were bummed they had to watch it in doors. It’s a minor inconvenience. The house is very clean and well stocked with necessities. We love the island and the people we’ve met. I recommend this home and the wonderful host!! Enjoy, we surely did!! Response from Eversea Vacations:” — Jennifer P, Mar 2026

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Anna Maria Island

Spring House

Anna Maria Island vacation rental with pool & hot tub

An Anna Maria Island escape with a heated lagoon-style pool and separate private hot tub.

5 BR 4 BA Sleeps 12

“As someone who travels frequently and has stayed in countless vacation rentals over the years, I can confidently say this home on Anna Maria Island stands out as one of the very best experiences we’ve had. There was more than enough room for our family of 10! The two large living rooms were a huge plus, allowing different groups to relax, watch TV, play games, or just unwind without being on top of each other.The amenities such as the pool and hot tub were absolutely perfect! The ping pong table and foosball kept everyone entertained for hours and added such a fun, lively element to the trip.Location-wise, it couldn’t have been better. We were just a short distance from the beach and close to great restaurants, making it easy to explore without needing to go far.What truly set this experience apart, though, was the host. Eversea was exceptional—easily one of the most responsive and accommodating hosts we’ve ever worked with. He went above and beyond in a situation that could have been stressful for us: when our flight was unexpectedly canceled, our 86-year-old aunt arrived ahead of the rest of the group. Eversea personally ensured she was welcomed into the home, comfortable, and able to relax until we arrived. That level of care and attentiveness meant so much to our family and speaks volumes about the kind of host he is.From start to finish, everything exceeded expectations. We can't wait to go back and highly recommend it to anyone looking for a true 5-star getaway!” — Jean E, Apr 2026

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Where to eat

Restaurants & bars

In town · Anna Maria

Sandbar Seafood & Spirits

Beachfront dining

Settle in for beachfront seafood at 100 Spring Avenue, with the Gulf and its evening sky setting the scene.

Website & dining info

On the island · Holmes Beach

The Ugly Grouper

Bring an appetite to 5704 Marina Drive for a meal with music and the unmistakable grouper statue.

Website & dining info

Island & coastal mornings

Coffee & bakeries

In town · Anna Maria

Ginny's & Jane E's

A cafe, bakery and coastal store at 9807 Gulf Drive in Anna Maria. Pair a coffee or bakery stop with a browse through the store.

Website & menu

On the island · Holmes Beach

5350 The Pour House

Coffee and food at 5350 Gulf Drive in Holmes Beach. Keep it on your list for a morning stop or a break from the sand.

Website & menu

A change of pace

Local attractions

In town · Anna Maria

Pine Avenue

Wander along Pine Avenue for a little shopping and a change of pace between beach plans.

Website & visitor info

On the island · Anna Maria Island

Island Trolley

Island connections

Let the island trolley connect your day, from a coffee stop to another stretch of shoreline, without taking the car for every outing.

Website & visitor info

By the water

Beaches & shoreline

In town · Anna Maria

Bean Point

Take in the coast at Anna Maria's northern tip. Gulf and bay waters meet here; follow posted swimming guidance.

Website & visitor info

On the island · Holmes Beach

Manatee Public Beach

Make a day of Holmes Beach's Gulf shoreline, with public beach facilities nearby.

Website & visitor info

On the island · Bradenton Beach

Coquina Beach

Spend an afternoon beside the Gulf at the southern end of the island, with public beach access and facilities for your day on the sand.

Website & visitor info

The changing sky

Evening by the water

In town · Anna Maria

Sandbar Seafood & Spirits

Beachfront dining

Settle in for beachfront seafood at 100 Spring Avenue, with the Gulf and its evening sky setting the scene.

Website & dining info

Time together

With the kids

On the island · Bradenton Beach

Coquina Beach

Spend an afternoon beside the Gulf at the southern end of the island, with public beach access and facilities for your day on the sand.

Website & visitor info

On the island · Anna Maria Island

Island Trolley

Island connections

Let the island trolley connect your day, from a coffee stop to another stretch of shoreline, without taking the car for every outing.

Website & visitor info

A different kind of day

Off-beach & rainy-day plans

Nearby drive · Bradenton

The Bishop Museum of Science and Nature

Science & planetarium

Make room for a mainland adventure through science and nature exhibits, with a planetarium adding another perspective to the day.

Website & visitor info

Keep exploring Florida

Indian Shores

Beach mornings, Intracoastal evenings and coastal discoveries.

Photo: Grendelkhan · CC BY-SA 4.0 · Enhanced

Treasure Island

Sunset Beach dining, Gulf afternoons and time out on the water.

Photo: Roman Eugeniusz · CC BY-SA 3.0 · Enhanced

Indian Rocks Beach

Beach mornings, a neighborhood cafe and art classes to plan around.

Photo: Jec8992 · CC BY-SA 3.0 · Enhanced

Make it an Eversea stay

Your next Anna Maria Island chapter.

Curated homes. Unforgettable stays. Book directly and avoid third-party booking fees.

Sea Glass Harbor availability Spring House availability