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Places to stay near Anna Maria Island

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Top-rated vacation rentals near Anna Maria Island

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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, 112 reviews
Guest favorite
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, 274 reviews
Guest favorite
Apartment in Bradenton Beach

Studio - On the sand! Right on the beach. Sunsets

ONE SHELL COVE - Anna Maria Island, Bradenton Beach. Totally remodeled after Hurricane Helene. Wonderful studio floor plan with amazing kitchen. Beautiful view of the waves. 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 patio in this ground floor unit. Amazing Location Parking All Amenities Almost all 5 star reviews. Free Trolley goes up and down the Island Rent Kayaks and Paddleboards and enjoy the Beach

4.92 out of 5 average rating, 157 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

Come stay at our beautiful beach house in Anna Maria, Florida! Located just a few hundred feet from the beach on Maple Avenue, you can easily walk to the Gulf for a day of family fun on the white sand beaches. The house is also walking or biking distance to center of Anna Maria with great restaurants. Please Note: We want to respect our neighbors. This is not a party house. We have a six person and three car maximum. Please reach out for exceptions. If not, you will be asked to leave.

4.98 out of 5 average rating, 41 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, 128 reviews
Top guest favorite
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

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

4.97 out of 5 average rating, 111 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

Private 30’ Pool &Boat Dock & Only Steps to Beach

o A beautifully renovated 3-bed 2-bath oasis designed for unforgettable family getaways, boating adventures, and pure relaxation. o While many rentals claim to be in Anna Maria, they are actually situated in the heavily congested Holmes Beach or Bradenton Beach areas. Nestled on the quiet, historic North End of Anna Maria City. Completely bypass the tourist traffic and long car lines, enjoying a peaceful, authentic neighborhood where everything you want is within a short stroll.

4.95 out of 5 average rating, 210 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, 109 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

NO BOOKING FEE! 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, 263 reviews
Guest favorite
A private heated pool is surrounded by lush tropical landscaping and features a stone border. A patio area with outdoor furniture is positioned nearby, while palm trees gently sway in the breeze. The bright blue sky enhances the serene atmosphere of the space.
Home in Anna Maria

Cozy Cottage - POOL HOME! 3/3

A Cozy Cottage is the ultimate retreat for relaxation and reconnecting with family and friends. Each bedroom offers direct access to the pool area. The kitchen is abundantly stocked! The spacious Living Room with adjoining Dining Area provides a sleeper sofa. Quietly located on the northern end, but easy walking distance to Anna Maria's Historic 'Pine Ave'. Lush tropical landscaping and a spacious entertaining area surround the private heated pool.

4.86 out of 5 average rating, 66 reviews
Top guest favorite
A private outdoor space featuring a heated pool and spa, surrounded by palm trees and lounge chairs. The vibrant blue cottage is visible in the background, complemented by carefully arranged landscaping. A pathway of stepping stones leads toward the entrance of the cottage.
Cottage in Anna Maria

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.

4.96 out of 5 average rating, 283 reviews
Top guest favorite
Home in Anna Maria

Bean Pt. Bungalow - Half duplex w/private pool

Welcome to Bean Pt. Bungalow! A charming 3/2 villa with a private saltwater pool in the heart of Anna Maria. You're only 0.2 miles from the nearest beach access and 0.2 miles from the Rod and Reel Pier. The home comes equipped with 6 beach chairs and cart. This boutique rental is the perfect place for your next getaway! Primary - King Bed Front bedroom - King bed Bunk room - 4 twin beds

5.0 out of 5 average rating, 111 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

1,016 locals recommend

Anna Maria Island Beach

32 locals recommend

Coquina Beach

243 locals recommend

Bean Point Beach

149 locals recommend

Cortez Beach

64 locals recommend

Anna Maria Public Beach

189 locals recommend

Condo rentals with wifi

Top guest favorite
A bright living space features light blue walls and natural light streaming through large windows. Two white chairs with starfish cushions are positioned facing a small table. The decor includes small lamps and a decorative sign on the wall, enhancing the coastal ambiance.
Condo in Holmes Beach

Island Beach Paradise, Close to Everything, Bikes

4.96 out of 5 average rating, 105 reviews
Top guest favorite
Condo in Longboat Key

Island Time: Open Tues - Sat!

4.98 out of 5 average rating, 258 reviews
Top guest favorite
Condo in Longboat Key

Beach Condo with Quiet, Private Beach

4.98 out of 5 average rating, 110 reviews
Guest favorite
Condo in Bradenton Beach

Beachfront • Steps to Sand • Sunset View • Balcony

4.9 out of 5 average rating, 227 reviews
Top guest favorite
Condo in Bradenton Beach

Charming Old Florida Style Steps from Beach

4.92 out of 5 average rating, 119 reviews
Top guest favorite
A spacious living area features a comfortable sofa and two cozy armchairs. A wooden coffee table sits at the center, complemented by a geometric area rug. Large sliding glass doors provide natural light and lead to an outdoor seating area, showcasing a view of the beach.
Condo in Siesta Key

NO Stairs, Siesta beachfront. Walk to the village!

4.95 out of 5 average rating, 146 reviews
Top guest favorite
Condo in Indian Rocks Beach

On Private Beach! Full Kitchen, Ground Level Unit5

4.91 out of 5 average rating, 122 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
A heated saltwater pool is surrounded by lush tropical vegetation, creating a serene atmosphere. Poolside seating is offered by several lounge chairs, alongside a shaded area with an umbrella. Sunlight reflects off the water's surface, enhancing the tranquil setting.
Home in Bradenton Beach

STEPs to BEACH! /Heated Salt Pool/Sunsets/5 STAR!

4.98 out of 5 average rating, 205 reviews
Top guest favorite
Two bright turquoise adirondack chairs are positioned on a pebbled shoreline, facing a calm canal. Lush palm trees and greenery surround the area, while distant houses line the opposite bank under a clear blue sky.
Home in Bradenton Beach

Waterfront Pool Home Steps to Beach

4.96 out of 5 average rating, 129 reviews
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
Superhost
Home in Bradenton

Full-Size BBall/Pickleball, Heated Pool & Hot Tub!

New place to stay
Superhost
Home in Anna Maria

The Pink Palm - Recently Refreshed

5.0 out of 5 average rating, 3 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

4.97 out of 5 average rating, 38 reviews
Superhost
Home in Anna Maria

The Salty Fern - Pool -Steps to Beach - Golf Cart

5.0 out of 5 average rating, 4 reviews
Top guest favorite
Home in Holmes Beach

Beautiful Beach house! Heated pool and spa!

5.0 out of 5 average rating, 21 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

4.96 out of 5 average rating, 209 reviews
Guest favorite
A spacious pool area is surrounded by palm trees and tropical landscaping. The clear blue water of the pool reflects the bright sky. Comfortable lounge chairs are positioned on the pool deck, inviting relaxation. A dining table is visible in the background, shaded by trees.
Apartment in Holmes Beach

Cabin 1 at Spinnakers Vacation Cottages

4.96 out of 5 average rating, 165 reviews
Superhost
A charming single-story home features a spacious deck with seating and views of the surrounding landscape. Lush greenery frames the property, with outdoor lighting enhancing the evening ambiance. The entrance is marked by a set of stairs leading to the deck, creating an inviting outdoor space.
Apartment in Bradenton Beach

Lovely 1 bedroom apartment with partial water view

4.8 out of 5 average rating, 166 reviews
Top guest favorite
An inviting living area features a light gray sofa and a round white coffee table. Large glass doors open to a private balcony with unobstructed views of the Gulf of Mexico, creating a seamless connection with the beachfront landscape.
Apartment in Treasure Island

Beachfront Condo w/ Ocean View - Newly Renovated!

4.94 out of 5 average rating, 197 reviews
Superhost
Apartment in Bradenton Beach

Las Palmas Beach Rentals unit 2

4.86 out of 5 average rating, 439 reviews
Guest favorite
Apartment in Anna Maria

Coastal Unit, North End AMI, beach 5 min walk

4.97 out of 5 average rating, 131 reviews
Top guest favorite
A spacious living room features a large grey sectional sofa with teal accent pillows, a wooden coffee table, and a light blue area rug. Large glass doors provide access to an outdoor area, while a vibrant seascape painting adorns the wall.
Apartment in Bradenton

Sweet Retreat at Shorewalk!

4.97 out of 5 average rating, 157 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, 472 reviews

Other great vacation rentals near Anna Maria Island

Guest favorite
Apartment in Holmes Beach

Beachfront Condo on Anna Maria Island

5.0 out of 5 average rating, 6 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
Superhost
A wooden coffee table features a rounded design, adorned with a decorative bowl and a small vase containing a fresh green leaf. The background showcases a cozy seating area with neutral-toned cushions and a touch of greenery.
Condo in Anna Maria

Barefoot Mermaid 4, steps to the beach

4.83 out of 5 average rating, 58 reviews
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!

4.95 out of 5 average rating, 73 reviews
Top guest favorite
Apartment in Longboat Key

New Modern on Beach- Walk out 5 steps to Sand

5.0 out of 5 average rating, 43 reviews
Top guest favorite
A serene backyard scene is highlighted by a sparkling pool, accompanied by lounge chairs and a hammock nestled among lush trees. The stylish bungalow features a spacious deck, creating an inviting atmosphere for outdoor relaxation. The sky is painted in calming hues as sunset approaches.
Home in Bradenton

10 min AMI | 15 min IMG | Heated Pool

4.97 out of 5 average rating, 62 reviews
Top guest favorite
Home in Holmes Beach

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

5.0 out of 5 average rating, 11 reviews
Top guest favorite
Home in Anna Maria

Casa Cay by Duncan Real Estate

5.0 out of 5 average rating, 19 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