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Places to stay near Anna Maria Island

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Top-rated holiday rentals near Anna Maria Island

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
A tranquil pool area is surrounded by lush greenery and softly illuminated by string lights. Several lounge chairs are positioned around the heated pool, inviting relaxation. Tropical plants create a serene atmosphere, enhancing the outdoor space's comfort and privacy.
Townhouse in Anna Maria
4.94 out of 5 average rating, 124 reviews

Green Jacaranda /Bean Point Beach 5 min walk/pool

Location!!! North end of Anna Maria . Steps to the Bean Point Beach and everything you need for your perfect AMI Vacation. The duplex property features fully remodeled units thoughtfully arranged around a free style heated pool, creating a private, resort-style atmosphere. Guests may reserve 1 unit or the entire property , total of 5 units avail for rent in multiple duplexes making it ideal for extended families or group gatherings seeking both togetherness and privacy. MAX Occupancy - 4 people

Guest favourite
Home in Holmes Beach
4.96 out of 5 average rating, 204 reviews

Be an AMI

This stylish and light home offers single-level private accommodations. The recently updated interior and private backyard oasis with plunge pool offers the perfect space for a truly relaxing and enjoyable vacation. Inside, the stylish and comfy space has room for everyone to spread out and relax while enjoying the two flat screen TVs. No expense was spared in designing and furnishing this home. The sleeper sofa pulls out to a memory foam queen bed, meaning the cottage can comfortably sleep 4.

Top guest favourite
Flat in Longboat Key
5 out of 5 average rating, 25 reviews

Is this Heaven? No, it's Longboat Key

Newly renovated (November 2025) modern first floor condo literally five steps away from the sand walking outside from the lanai. One bedroom /One bath King bed in Primary Queen sleeper sofa in living room Key code entrance Free parking Heated Swimming pool on site Free Beach loungers on the beach Paid laundry machines on site Mid Island next to everything WiFi, cable, free parking Usually 7 night minimum Bring your toothbrush and bathing suite and prepare to unwind and relax!!!!

Superhost
Home in Holmes Beach
5 out of 5 average rating, 10 reviews

Coral Beach by Duncan Real Estate

Welcome back to Coral Beach! Amenities Include: - Bedroom 1 King Ensuite - Bedroom 2 King Ensuite - Bedroom 3 Queen - Work Space Y - Bathroom 1 Walk-in Shower - Bathroom 2 Walk-in Shower - Bathroom 3 Shower/Tub - Hot Water - Beach Access 0.3 miles - Ground Level Y - Central A C - Cental Heat - Ceiling Fan Living Area - Sqft under a c 1,908 - Free Parking - Parking Spots 4 - Front Security Camera - Self Check In - Keyless Entry - Bath Towels - Beach Towels - Quality Linens - Hair Dryer

Top guest favourite
A private heated pool features a waterfall, surrounded by lush tropical landscaping and palm trees. Seating options include teal lounge chairs and white sunbeds, while the pool deck is complemented by a well-maintained lawn area. Colorful plants enhance the tranquil outdoor space.
Home in Holmes Beach
4.97 out of 5 average rating, 105 reviews

Salty Harbor AMI pool retreat near the Beach

Charming Salty Harbor sits in a quaint, exclusive corner of AMI and boasts a private heated pool and ample parking for 2 vehicles and even a boat: -Ask us if your dates don't fit our calendar! -If you don't have a single 50Lb pet, please discuss it with us -One of the twin boutique MyAnnaMariaStay homes, look us up! You'll love the luxury mid-century feel, lush yard, and a 6-min walk to the beach, Publix or the trolley stop. AMI was voted a top 50 vacation spot in the world in 2024

Guest favourite
Flat in Bradenton Beach
4.91 out of 5 average rating, 145 reviews

Newly Remodeled Beachfront Studio - On the sand!

ONE SHELL COVE on Anna Maria Island has been totally remodeled after Hurricanes Helene and Milton. Wonderful studio floor plan with amazing kitchen. Beautiful view of the waves and the beach right outside your window. Grab your towel, take a few steps and you're on the beach. The sand comes right up to your door in this ground floor unit. Amazing Location Walk to some restaurants Free Trolley goes up and down the Island Rent Kayaks and Paddleboards and enjoy the Beach

Guest favourite
Home in Siesta Key
5 out of 5 average rating, 13 reviews

Siesta Key | Heated Pool | Sauna | Family & Pets

☞ Sauna, Fire-pit, BBQ (gas) ☞ Giant Outdoor Chess♟️ ☞ King & 2 Queen Beds ☞ Ample Parking (RV, Boat, etc) ☞ Fast WiFi 🛜 ☞ 4 Smart TVs (largest 85 inches) ☞ Gourmet Kitchen Main side ☞ Kitchenette on Guest side ☞ 2 Onsite washer + dryers ☞ 2 Outdoor Showers 》30 mins to airport 》2 mins to Siesta Key Beach Bike to America’s #1 beach, morning coffee runs, sunset rides, live music, ice cream, shops or any of the amazing restaurants in Siesta Key village.

Top guest favourite
Cottage in Bradenton Beach
4.99 out of 5 average rating, 235 reviews

Bradenton Beach Sunsets 2, Anna Maria Island, FL

Fully furnished water view beach cottage located on beautiful Anna Maria Island directly across the street from white sand beach and Gulf of Mexico. 1 Bedroom 1 bath unit that sleeps 4 with the queen pull out couch. Beach chairs/umbrellas/Boogie boards/laundry room, etc. provided. Three blocks from historic Bridge Street with lively restaurants and bars. Free island trolley and across the bridge from Cortez fishing village. Free off-street parking.

Top guest favourite
The image showcases a beachfront view from a spacious deck. A gentle slope leads to the sandy beach lined with lounge chairs. The calm water reflects the clear sky above, dotted with soft clouds, providing an inviting atmosphere for relaxation and enjoyment.
Home in Anna Maria
4.96 out of 5 average rating, 100 reviews

ami skyview

When you open your door and step out, you will enjoy your own private white sandy beach, with sparkling blue/green, Gulf/Bay water. The location and view are incredible, only a blocks walk, to the famous Anna Maria City Pier, Pine Avenue, restaurants boutiques and shops. Enjoy kayaks, paddle boards and bicycles, all FREE, for our guests. Come and enjoy paradise! There is only one camera located at the front entrance (street side).

Top guest favourite
The outdoor space features a large, curved swimming pool complemented by a separate hot tub, both surrounded by lush tropical landscaping. Palm trees and colorful plants provide a serene atmosphere, while the canal visible in the background enhances the sense of privacy.
Guest house in Anna Maria
5 out of 5 average rating, 54 reviews

The Boathouse

Would you like to feel like you are sleeping in a tree house with all the luxuries and comfort of a high end hotel? Then welcome to our brand new guest house, which accommodates a maximum of two guests and is a completely private tropical oasis. Standing on the edge of Lake LaVista, surrounded by tropical palms where you have use of the private and beautiful pool which we heat during the winter months.

Top guest favourite
Home in Holmes Beach
5 out of 5 average rating, 55 reviews

NEW! Coconuts 106! Beach Front! Heat Pool!

Welcome to Coconuts Beachfront #106! This renovated ground-floor condo features 1 bedroom and 1 bathroom, on the sands of Holmes Beach. Enjoy Gulf views from the living room, kitchen, and private patio, or step out your back slider straight onto the beach. Perfect for couples or small families, this retreat offers comfort, relaxation, and unforgettable days by the shore.

Top guest favourite
Apartment in Bradenton Beach
4.99 out of 5 average rating, 173 reviews

★Right on the beach ★ Relax and Enjoy ♥ Sunsets!

An unforgettable experience awaits you at this getaway apartment right on the white sand beaches of Anna Maria Island. Wake up every morning to the best views of the turquoise waves of the gulf and spend your days enjoying the warm waters, filling your social media with dolphin pictures and dramatic sunsets.

Popular amenities for holiday rentals near Anna Maria Island

Frequently Asked Questions

  • Where is Anna Maria Island located?

    Anna Maria Island is located on Florida’s Gulf Coast, near the entrance to Tampa Bay. This barrier island is known for its white sandy beaches, locally owned shops, and relaxed coastal atmosphere.

  • When is the best time to visit Anna Maria Island?

    Late spring and early fall are often recommended for lighter crowds and comfortable temperatures near 74–85°F (23–30°C). Many guests also explore during the winter months for mild weather and a more relaxed pace.

  • What are some things to do near Anna Maria Island?

    You can explore quiet beaches, nature preserves, and local art galleries around Anna Maria Island. The area also has fishing piers, family-friendly parks, and restaurants featuring seafood and locally inspired dishes.

  • How is the weather near Anna Maria Island?

    Anna Maria Island has mild winters around 51–74°F (10–24°C) and warm, humid summers reaching 91°F (33°C). Short rain showers are more frequent from June through September, while late fall and spring tend to feel drier and pleasantly warm.

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