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Places to stay near Anna Maria Island

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Top-rated vacation rentals near Anna Maria Island

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

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Top guest favorite
Condo in Holmes Beach

Steps to the beach! Condo with pool at The Terrace

Just 200 steps from the white sands of Holmes Beach, this beautifully updated 2BR/2BA condo has everything to offer! Our unit features high-speed internet, Keurig , balconies off of each bedroom, 1-car garage, washer/dryer, heated shared pool, and access to all the beach necessities (toys, umbrellas, chairs, tent, bicycles, SUP, cart). This unit sleeps 6 (1-King, 1-Queen, & Full size sofa bed). LOCATION, LOCATION! You'll be just steps from restaurants, cafés, shops, and the free island trolley!

4.96 out of 5 average rating, 111 reviews
Top guest favorite
Condo in Holmes Beach

#terraceLIFE | 2 Blocks to Beach | Heated Pool

Escape to our cozy beachside retreat, steps from the sand! Retire the car in the garage, fill the wagon w/beach supplies & head to the shoreline at sunset. Spend time sipping coffee on 1 of the 3 balconies or cooling off in the pool w/the lush landscape. There's no better way to relax & enjoy AMI! Bedrooms on 2nd floor giving the main level separation. Sleeps 4-5 comfortably but can accommodate 6 w/sofa bed. Forgot something? Walgreens is right next door along with restaurants, shops & more!

4.88 out of 5 average rating, 112 reviews
Superhost
A winding stone path is bordered by lush greenery, leading through the expansive yard surrounded by tall trees. Various native plants are visible, creating a natural and serene environment.
Home in Anna Maria

Charming Beach house amongst huge Banyon Trees

Charming bright beach house on huge secluded tropical yard voted "A Tropical Paradise", on the quiet residential tip of Anna Maria island . Cozy Porchs and tropical fenced yard sits among grand Banyon Trees with native birds. 3 min's stroll over small fishing bridge to historic Pine Ave w/ quaint eateries /shops or Paddle board / kayak delivery to ami historic trail . 7 min’s walk to bay front beach and AMMA MARIA PIER, or to "Bean Point" voted 1 of the most beautiful beaches in the world.

4.8 out of 5 average rating, 270 reviews
Top guest favorite
A private heated pool is surrounded by tropical landscaping and palm trees, creating a serene outdoor space. Two lounge chairs are positioned beside the pool, and a small table is visible on the lawn. Bright sunlight casts a warm glow over the vibrant plants.
Home in Holmes Beach

Breezy Harbor AMI pool retreat near the Beach

Charming Breezy 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 open 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

4.95 out of 5 average rating, 124 reviews
Top guest favorite
Home in Bradenton Beach

Gulf Front! Sunset Deck! + Walk to Bridge St Pier!

🌊🏄Welcome to The Surof House - where panoramic views of the Gulf of Mexico welcome you from almost every corner! 🏖️Experience the ultimate beachfront retreat at this unique & stunning property nestled across from one of the top beaches in the world. A perfect blend of luxury, comfort, & unparalleled views awaites. With an upstairs loft featuring 3 single beds & 2 downstairs rooms with king beds, it's an ideal getaway for families, friends, or anyone seeking a slice of paradise.

4.98 out of 5 average rating, 125 reviews
Top guest favorite
Home in Holmes Beach

NEW! w/ Pool - The Pearl Unit 2 on AMI

The Pearl (Unit 2) is a newly renovated oasis in the heart of Holmes Beach on Anna Maria Island. Just a 3–5 minute walk to the beach, this sunny AMI duplex home has everything — sparkling saltwater pool, fresh interiors, no stairs, beach gear, and parrots that may say hi on your morning walk! Centrally located and steps away from the AMI trolley to whisk you around the island! Relax, explore, and live your best island life. *pool is shared with one other unit in the duplex home*

5.0 out of 5 average rating, 11 reviews
Guest favorite
Bungalow in Anna Maria

Bay Breeze Cottages #3

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.

4.84 out of 5 average rating, 207 reviews
Top guest favorite
A private pool is surrounded by tropical landscaping, featuring a clear blue water surface that reflects soft lighting. Several lounge chairs are positioned nearby, providing relaxation space under the palm trees. The serene area is perfect for unwinding after a day at the beach.
Home in Anna Maria

Beach House w/Private Pool & Spa

Adorable beach cottage on the north end of Anna Maria Island! The beach access trail to the beautiful beach is right by the house. This 3 bedroom 2 bathroom home is situated on a corner lot on a quiet street and is located just steps to the beaches of the Gulf of Mexico. Enjoy the private pool and spa, surrounded by tropical landscaping. Tons of beach gear included! It is located in a great area to explore by bike, ride to Pine Ave., Bayfront Park, the City Pier, etc....

4.96 out of 5 average rating, 107 reviews
Guest favorite
Apartment in Bradenton Beach

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

4.92 out of 5 average rating, 155 reviews
Top guest favorite
The outdoor area features a spacious pool and a separate spa, surrounded by manicured gardens and palm trees. A covered lanai with steps leads to the upper level of the home, which includes expansive sliding glass doors inviting natural light into the interior.
Home in Anna Maria

Ocean Air Oasis-New Centrally Located AMI Luxury

Immerse yourself in coastal luxury at this exceptional 3-bedroom, 2.5-bathroom custom home, where opulent high-end finishes and stunning pecky cypress floors adorn every nook. Revel in the impeccable features, including Sub-Zero and Wolf appliances, marble countertops, Shaw’s sinks, and exquisite custom woodworking, all bathed in abundant natural light. This delightful space offers panoramic views of the lavish backyard, complete with a heated pool and spa.

4.97 out of 5 average rating, 37 reviews
Top guest favorite
A vibrant yellow cottage is surrounded by a sandy area with palm trees. Colorful adirondack chairs in pink, blue, and green are positioned on the white gravel. A covered outdoor seating area is visible to the side, enhancing the beachside environment.
Cottage in Bradenton Beach

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.

4.98 out of 5 average rating, 257 reviews
Guest favorite
An outdoor dining area is set with a glass table and six blue chairs, shaded by a blue umbrella. In the background, a swimming pool with surrounding tropical plants invites relaxation, while a spa is visible nearby, offering a serene ambiance.
Home in Holmes Beach

Private pool, only two blocks .3 miles from beach!

Just two blocks away from the beautiful white sands of Holmes Beach. Restaurants & night life even closer. Swimming pool and spa are inviting for both romantic getaways as well as families. You will have access to the entire beautiful two story townhouse. The property has a shared wall, but all space is private and quiet. The outdoors are separated and private as well. Plenty of parking, sun, & fun. New mattresses, new couch, and other furniture.

4.82 out of 5 average rating, 104 reviews

Popular amenities for vacation rentals near Anna Maria Island

KitchenWifiPoolFree parking on premisesAir conditioning

Other top sights near Anna Maria Island

Anna Maria Island

1,003 locals recommend

Anna Maria Island Beach

32 locals recommend

Coquina Beach

233 locals recommend

Bean Point Beach

143 locals recommend

Cortez Beach

63 locals recommend

Anna Maria Public Beach

188 locals recommend

Condo rentals with wifi

Top guest favorite
A modern kitchen area features pale blue walls and a round dining table set for four. Stainless steel appliances, including a microwave and oven, are visible. A decorative light fixture made of translucent discs hangs above the table, adding a coastal touch to the space.
Condo in Holmes Beach

Short Stroll to the Surf! ~ Make Memories on AMI

4.99 out of 5 average rating, 159 reviews
Superhost
A serene view from a balcony is presented, showcasing calm waters and lush greenery along the shoreline. Two wicker chairs and a round table are positioned on the balcony, enhancing the inviting outdoor space. The sky is clear, reflecting soft natural light on the water.
Condo in Bradenton Beach

Charming 2BD/2BR with Big Water Views on the beach

4.85 out of 5 average rating, 102 reviews
Top guest favorite
A screened lanai offers poolside views, with vibrant orange and blue chairs positioned to enjoy the scenery. Lush greenery borders the area, while palm trees sway in the gentle breeze. Glimpses of the Gulf of Mexico and a heated pool are visible through the railing.
Condo in Longboat Key

Beachfront Resort, Ocean View, Pool, Tennis, Gym

4.9 out of 5 average rating, 238 reviews
Guest favorite
A spacious living area features a light-colored sofa against a vibrant tropical leaf mural. A sleek white entertainment unit holds a flat-screen TV, complemented by a decorative lamp and a colorful area rug underfoot. Natural light filters through window blinds.
Condo in Bradenton

AMI Beaches + Beach Gear!

4.98 out of 5 average rating, 186 reviews
Top guest favorite
A dining setting on a patio table showcases a plate of breakfast foods, including a toasted bagel, fruit, and a drink. Soft, rolled towels are stacked nearby, with a view of the beach and pool visible in the background.
Condo in Longboat Key

Island Time!

4.98 out of 5 average rating, 253 reviews
Top guest favorite
A heated pool is surrounded by lush greenery and palm trees. Lounge chairs are positioned along the perimeter, and a gentle blue hue reflects off the water. The two-story buildings in the background create a tranquil resort-like setting.
Condo in Holmes Beach

NEW listing on AMI! Walk to fabulous beach front!

4.97 out of 5 average rating, 137 reviews
Top guest favorite
A two-story yellow condo is highlighted against a clear blue sky. Palm trees line the pathway leading to a fenced pool area. The entrance features a covered balcony with white railings, offering a welcoming view of the surrounding tropical landscape.
Condo in Bradenton Beach

Beachy Chic! 1st Floor Condo-Pool-Close to Beach

4.92 out of 5 average rating, 125 reviews
Guest favorite
A serene outdoor pool area is surrounded by lush tropical landscaping. The well-maintained pool is framed by the charming two-story buildings of the Palm Cay complex, with lounge chairs positioned nearby for relaxation. Palm trees sway gently in the warm sunlight.
Condo in Holmes Beach

1/1 STEPS to Beach w/ Heated POOL - Sleeps 4

4.94 out of 5 average rating, 143 reviews

Family-friendly house rentals

Top guest favorite
The duplex features a light blue exterior with a welcoming porch adorned with yellow and blue chairs. Lush palm trees and vibrant landscaping enhance the outdoor space, while a clear blue sky adds brightness to the scene. Graveled parking is visible in front of the unit.
Home in Anna Maria

Do you love the beach?

4.94 out of 5 average rating, 105 reviews
Top guest favorite
A private pool is surrounded by a tropical landscape, featuring palm trees and vibrant plants. The clear water reflects the blue sky, and a spacious deck with paver stones offers a welcoming area for relaxation. A canal can be seen in the background.
Home in Anna Maria

Sunshine Cottage: 30’ Pool & Dock, Steps to Beach

4.95 out of 5 average rating, 207 reviews
Top guest favorite
Home in Holmes Beach

Waterfront, Heated Pool, Elevator, Fire Pit, Dock

5.0 out of 5 average rating, 65 reviews
Guest favorite
A two-story beach house features a wooden staircase leading to a wrap-around balcony. Lush tropical landscaping surrounds the entrance, and several palm trees are visible. Large windows allow natural light to fill the home, enhancing the inviting facade.
Home in Anna Maria

Anna Maria Beach House

4.98 out of 5 average rating, 41 reviews
Superhost
Home in Anna Maria

Sea Spray 5: *Heated Pool *Steps to beach

5.0 out of 5 average rating, 4 reviews
Top guest favorite
An aerial view showcases SunSalt Cottage surrounded by lush greenery and palms. The large private saltwater pool is visible, along with the tiki hut and outdoor seating area. The nearby beach and distant ocean can be seen beyond the charming homes of Anna Maria Island.
Home in Anna Maria

SunSalt Cottage~5 min to Beach, Shops & Food~Pool

4.98 out of 5 average rating, 65 reviews
Guest favorite
Home in Anna Maria

Sunrise Lagoon by Duncan Real Estate

5.0 out of 5 average rating, 5 reviews
Guest favorite
Home in Anna Maria

Beach Baby/4 Min Walk to Beach/ Pool/HotTub /Games

5.0 out of 5 average rating, 8 reviews

Apartment rentals with air conditioning

Guest favorite
An open living space is captured, featuring a dining area with a round table set for meals. Natural light fills the room, highlighting a stylish sideboard adorned with decorative items. A decorative mirror and green plants enhance the modern, welcoming atmosphere.
Apartment in Anna Maria

Beach Don't Kill My Vibe by Beach Boutique Rentals

4.97 out of 5 average rating, 204 reviews
Top guest favorite
A comfortable living area features soft beige sofas adorned with colorful cushions. A wooden coffee table sits at the center, resting on a vibrant woven rug. Artwork depicting beach scenes decorates the walls, while a glimpse of the kitchen area is visible in the background.
Apartment in Bradenton Beach

Island Living - Walk To the beach

4.83 out of 5 average rating, 203 reviews
Top guest favorite
A serene outdoor area features a clear blue swimming pool, flanked by palm trees. Comfortable lounge chairs are positioned alongside the pool, and a shaded dining table is visible in the background. The white exterior of the building reflects a bright, inviting atmosphere.
Apartment in Holmes Beach

Cabin 2 at Spinnakers Vacation Cottages

4.96 out of 5 average rating, 195 reviews
Superhost
Apartment in Bradenton Beach

Las Palmas Beach Rentals unit 2

4.86 out of 5 average rating, 438 reviews
Superhost
Apartment in Bradenton Beach

Lovely 2 bedrooms, steps away from the beach.

4.81 out of 5 average rating, 136 reviews
Guest favorite
Apartment in Bradenton

Riverfront 2BR • Near Anna Maria Island

4.87 out of 5 average rating, 120 reviews
Top guest favorite
A serene view of the Manatee River showcases calm waters reflecting the sky. Lush greenery surrounds the area, accompanied by a covered dock nearby. An American flag flutters gently, and a hint of a charming structure with a porch is visible to the right.
Apartment in Ellenton

Serenity on the Manatee

4.97 out of 5 average rating, 471 reviews
Guest favorite
A spacious living area is furnished with two comfortable leather sofas and a wooden side table. A large flat-screen TV is positioned nearby. Natural light floods the room through expansive glass doors leading to a balcony, with ocean views visible in the distance.
Apartment in Indian Shores

Direct Beachfront Condo, Ocean balcony view!

4.93 out of 5 average rating, 227 reviews

Other great vacation rentals near Anna Maria Island

Top guest favorite
A sandy beach extends towards a calm ocean, where turquoise waters meet a clear blue sky. Colorful umbrellas provide shade for beachgoers, who are relaxing on vibrant towels. The shoreline features soft white sand, inviting visitors to enjoy the peaceful environment.
Townhouse in Holmes Beach

Getaway Family Beach Townhome w/Pool!

4.94 out of 5 average rating, 72 reviews
Top guest favorite
A coastal view showcases a vibrant poolside area surrounded by lush greenery and palm trees. The inviting blue waters of the ocean are visible in the background, enhancing the outdoor space with a sunny, bright sky.
Apartment in Holmes Beach

Beachfront Anna Maria Island, Walk to Shops!

4.95 out of 5 average rating, 41 reviews
Top guest favorite
The exterior of the townhome is shown, featuring a light-colored facade with blue shutters. A welcoming entryway is framed by two trees and tropical plants, with white gravel and a decorative fence in the foreground.
Townhouse in Holmes Beach

Townhouse 200 Steps to the Beach

5.0 out of 5 average rating, 28 reviews
Guest favorite
Apartment in Anna Maria

Anna Maria 2BR Condo • Walk to Beach, Dining, Pier

4.88 out of 5 average rating, 60 reviews
Guest favorite
An inviting hot tub with vibrant blue lighting is framed by wooden beams, creating a sheltered space for relaxation. The heated saltwater pool is visible in the background, surrounded by lush greenery and a white fence, enhancing the tranquil atmosphere.
Home in Holmes Beach

Backyard Bliss Anna Maria Island

4.89 out of 5 average rating, 66 reviews
Guest favorite
Home in Anna Maria

AMI 1 Block 2 Beach, Big Heated Saltwater Pool

4.88 out of 5 average rating, 51 reviews
Top guest favorite
An aerial view showcases a spacious outdoor area featuring a private pool and lounge chairs, surrounded by a gated patio. A light blue house stands in the background with multiple windows, providing a connection between indoor and outdoor spaces. Lush greenery lines the property.
Home in Holmes Beach

Luxury 3BD Beachfront Retreat with Heated Pool!

4.94 out of 5 average rating, 47 reviews
Guest favorite
Home in Bradenton Beach

Playa Esmeralda Home! And add a golf cart!

4.78 out of 5 average rating, 32 reviews

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.

Destinations to explore