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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
Apartment 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!

LocationValueWalkability

4.96 out of 5 average rating, 113 reviews
Top guest favourite
Townhouse in Anna Maria

Blue Jacaranda unit, Bean Point Beach 5 min walk

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

LocationFamilyIndoor spaces

4.96 out of 5 average rating, 101 reviews
Top guest favourite
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!

Wouldn't you like to get away?🌞 Just steps to the perfect family beach at this condo w/pool. Two bedrooms, two baths (+tub), sleeps six! King bed, queen w/twin bunk over, one convertible queen. Fresh updates: Washer-dryer, flooring, sofa, full kitchen, cable, wifi, beach toys, pack n play, baby gate. Did we mention the heated pool?🏊‍♀️ Next door to Walgreens, restaurants, bike rentals, shops, grocery. So many charming delights to discover on America's best beach, Anna Maria Island (AMI)!🏖

ValueFamilyGetting around

4.95 out of 5 average rating, 73 reviews
Guest favourite
Flat 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

FamilyLocationAir conditioning

4.92 out of 5 average rating, 157 reviews
Top guest favourite
An aerial view captures the coastal neighborhood, showcasing a collection of charming homes with grey rooftops. The vibrant blue ocean and sandy beach are visible in the background, while lush palm trees surround the area, contributing to the serene island atmosphere.
Townhouse in Holmes Beach

Steps from Beach! Heated Pool & Spacious Lanai!

Your Dream Beach Getaway! One block from the sugar-white sands of Holmes Beach, this freshly renovated coastal retreat is ready for your perfect island vacation! Cruise around on our free bikes, paddle our boards, or hit the beach with all the gear you need for a day in the sun. When it’s time to relax, take a dip in the shared, HEATED pool! At night, enjoy the laid-back charm of the Island. Explore local shops, delicious eats, and island vibes—all just a short bike ride from our home. .

ValueLocationLayout

4.98 out of 5 average rating, 174 reviews
Top guest favourite
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.

FamilyLocationHospitality

4.98 out of 5 average rating, 129 reviews
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

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

FamilyLocationPool

4.97 out of 5 average rating, 112 reviews
Top guest favourite
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.

FamilyLocationLayout

4.95 out of 5 average rating, 211 reviews
Guest favourite
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.
Flat in Anna Maria

Beach Don't Kill My Vibe by Beach Boutique Rentals

*Features include* * Modern vacation rental directly on Pine Ave! * King bedroom with TV * Queen bedroom with TV * Bathroom with walk in shower * Small kitchenette with full-size refrigerator * Private deck with table and umbrella * Private back yard with putting green and outdoor seating * Off-street parking for one vehicle * Trolley stop across the street * Walkable to all shops and restaurants on Pine Avenue * Beach chairs, umbrella, and cart * Steps to the beach!

LocationValueTV

4.96 out of 5 average rating, 210 reviews
Top guest favourite
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.

ValueLocationCheck-in

4.98 out of 5 average rating, 266 reviews
Top guest favourite
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!

Less than a 2 min WALK to the white sand beaches of the Gulf, this 4 BR home comfortably sleeps 8. 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 bathrooms on opposite ends of the house (a pocket door adds privacy). Private heated saltwater pool sits amidst the tropical yard. Hop on the free trolley and explore Florida's gorgeous Anna Maria Island.

LocationFamilyNearby

4.98 out of 5 average rating, 206 reviews
Top guest favourite
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.

FamilyLocationPool

4.97 out of 5 average rating, 286 reviews

Popular amenities for holiday rentals near Anna Maria Island

KitchenWifiPoolFree parking on premisesAir conditioning

Other top sights near Anna Maria Island

Anna Maria Island

1,017 locals recommend

Anna Maria Island Beach

32 locals recommend

Coquina Beach

245 locals recommend

Bean Point Beach

149 locals recommend

Cortez Beach

64 locals recommend

Anna Maria Public Beach

189 locals recommend

Apartment rentals with wifi

Top guest favourite
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.
Apartment in Holmes Beach

Island Beach Paradise, Close to Everything, Bikes

FamilyValueAccuracy

4.96 out of 5 average rating, 106 reviews
Top guest favourite
Apartment in Longboat Key

Beach Condo with Quiet, Private Beach

LocationFamilyView

4.98 out of 5 average rating, 112 reviews
Guest favourite
Apartment in Bradenton Beach

Beachfront • Steps to Sand • Sunset View • Balcony

LocationFamilySleep quality

4.9 out of 5 average rating, 227 reviews
Top guest favourite
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.
Apartment in Bradenton Beach

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

FamilyLocationCondition

4.92 out of 5 average rating, 129 reviews
Guest favourite
A fire table is positioned near large glass windows that frame a stunning sunset over the water. The reflection of the vibrant sunset is visible in the water, while the outdoor landscape is softly illuminated by the fading light.
Apartment in Bradenton

Luxury 3/3 Margaritaville Resort

ValueLocationIndoor spaces

4.97 out of 5 average rating, 213 reviews
Top guest favourite
A clear view of the tranquil waters reveals a vibrant blue float anchored in the shallows. The backdrop features a picturesque beachside resort with palm trees, framed by a clear blue sky and soft sandy shorelines.
Apartment in Longboat Key

Direct Oceanview: Open October 26th - 29th!

ValueFamilyGrill

4.98 out of 5 average rating, 258 reviews
Top guest favourite
Apartment in Bradenton Beach

Charming Old Florida Rental Steps from Beach

ValueLocationLaundry

4.92 out of 5 average rating, 119 reviews
Top guest favourite
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.
Apartment in Siesta Key

NO Stairs, Siesta beachfront. Walk to the village!

FamilyValueCheck-in

4.95 out of 5 average rating, 146 reviews

Family-friendly house rentals

Top guest favourite
A large heated saltwater pool is enhanced by colorful floating rings. A waterfall feature adds a calming effect while lounge chairs are positioned nearby. The patio area is visible, furnished with multiple seating options, and surrounded by lush greenery and sunny skies.
Home in Bradenton

Heated Pool | Game Room | Arcade | Sleeps14 | BBQ

LocationValueGetting around

4.99 out of 5 average rating, 103 reviews
Top guest favourite
Home in Anna Maria

Magnolia Palms: Family Retreat w/ Backyard Oasis

FamilyLocationBack garden

5.0 out of 5 average rating, 29 reviews
Guest favourite
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

FamilyLocationBathroom

4.87 out of 5 average rating, 69 reviews
Luxe
Home in Anna Maria

Bridge and Bay Escape - Incredible Bay Views

LocationFamilyDecor

5.0 out of 5 average rating, 13 reviews
Top guest favourite
Home in Holmes Beach

Walk to Beach + Trolley + Heated Pool + Mini Golf!

LocationValueBathroom

5.0 out of 5 average rating, 34 reviews
Guest favourite
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

FamilyLocationLayout

4.98 out of 5 average rating, 41 reviews
Top guest favourite
Home in Holmes Beach

Carissa A | Golf Cart Included | Pool

FamilyLocationGrill

5.0 out of 5 average rating, 15 reviews
Guest favourite
Home in Holmes Beach

Black Pearl! NEW! Block and half to Beach!

LocationFamilyCheckout

4.94 out of 5 average rating, 16 reviews

Apartment rentals with air conditioning

Guest favourite
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.
Flat in Holmes Beach

Cabin 1 at Spinnakers Vacation Cottages

ValueFamilyOutdoor spaces

4.96 out of 5 average rating, 165 reviews
Superhost
Flat in Bradenton Beach

Lovely 2 bedrooms, steps away from the beach.

FamilyLocationBiking

4.81 out of 5 average rating, 139 reviews
Guest favourite
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.
Flat in Indian Shores

Direct Beachfront Condo, Ocean balcony view!

LocationFamilyLayout

4.93 out of 5 average rating, 234 reviews
Top guest favourite
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.
Flat in Ellenton

Serenity on the Manatee

FamilyValueView

4.97 out of 5 average rating, 475 reviews
Superhost
Flat in Bradenton Beach

Las Palmas Beach Rentals unit 2

ValueFamilyAccuracy

4.86 out of 5 average rating, 439 reviews
Top guest favourite
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.
Flat in Treasure Island

Beachfront Condo w/ Ocean View - Newly Renovated!

FamilyLocationWalkability

4.94 out of 5 average rating, 200 reviews
Superhost
Flat in Bradenton

Stunning & Serene, King Master

FamilyValueKitchen

4.82 out of 5 average rating, 275 reviews
Top guest favourite
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.
Flat in Bradenton Beach

Island Living - Walk To the beach

ValueLocationQuiet

4.83 out of 5 average rating, 204 reviews

Other great holiday rentals near Anna Maria Island

Top guest favourite
Flat in Holmes Beach

Beachfront Anna Maria Island, Walk to Shops!

FamilyLocationLaundry

4.95 out of 5 average rating, 43 reviews
Top guest favourite
Home in Holmes Beach

Beachfront • Heated Pool • King Bed

LocationFamilyCheck-in

5.0 out of 5 average rating, 6 reviews
Top guest favourite
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!

ValueLocationDecor

4.94 out of 5 average rating, 48 reviews
Superhost
Home in Anna Maria

Zen Beach Cottage: Beautiful ground level home

ValueFamilyCleanliness

4.9 out of 5 average rating, 20 reviews
Top guest favourite
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

ValueFamilyDecor

4.97 out of 5 average rating, 64 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.
Apartment in Anna Maria

Barefoot Mermaid 4, steps to the beach

ValueFamilySleep quality

4.83 out of 5 average rating, 58 reviews
Top guest favourite
Home in Holmes Beach

Hidden Haven / Private Pool & Hot Tub

FamilyLocationGetting around

4.95 out of 5 average rating, 20 reviews
Top guest favourite
Home in Holmes Beach

Luxury Escape, Pool, Beach, Essentials & Fun!

FamilyLocationCondition

5.0 out of 5 average rating, 21 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