
Places to stay near Anna Maria Island
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Top-rated holiday rentals near Anna Maria Island
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Mins to AMI | Walk to Beach & Bay
Experience the ultimate beachside retreat in this newly renovated 1/1 condo, located within walking distance to the serene beauty of Palma Sola Causeway Parks Bayfront beach, jet-ski rentals, and horseback riding and also a quick drive/bike from the beaches of Anna Maria Island. This well-positioned condo offers the perfect balance of convenience and tranquility, providing easy access to the natural wonders of the island and the vibrant attractions nearby, including canal fishing, jet skis, etc.

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.

Bradenton Beach Sunsets 3, Anna Maria Island, FL
Fully furnished water view beach cottage located on beautiful Anna Maria Island across the street from white sand beach and Gulf of Mexico. 1 Bedroom 1 bath unit that sleeps 4 with a queen pull out couch make this a great location for, solo guest, business travelers, and families. . Beach chairs/umbrellas/etc. provided. 3 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.

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

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!

Beachfront Resort, Ocean View, Pool, Tennis, Gym
Beachfront on beautiful Longboat Key, this condominium offers all the amenities of a resort with the privacy and seclusion that has Silver Sands Beach Resort guests returning each year. Enjoy a coffee on your private patio looking at the Gulf and the beach. Relax on our private beach, walk on our soft white sand, take a dip in our heated beachside pool, or enjoy complimentary chaise lounges and beach umbrellas while breathing in the fresh air. You can't get closer to the 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

Darling Old Florida Beach Cottage Steps From Gulf!
Fully Renovated Coastal Gem! Welcome to Cottage By The Sea — a beautifully updated retreat just steps from the sugar-white sands and turquoise waters of the Gulf of Mexico on Anna Maria Island. Tucked away in the peaceful community of Bradenton Beach, this charming escape is one of the few remaining “Old Florida” cottages, lovingly restored with modern touches and cheerful, sun-filled décor. Leave your worries behind and unwind in your own slice of island paradise!

Ohana Gulfside C Historic 1 Bed - 250 ft. to Beach
COMPLETELY REMODELED! Aloha and welcome to our bit of old Florida. Ohana Hale Gulfside is 250 feet to the white sand beaches and turquoise water. Come join us for your vacation in the sun. The ideal bungalow for a couple or small family. This one bedroom, one bath with kitchenette is made for your best vacation memories. This unit is only one block to the beach and one block to the Bridge Street shopping district and the pier! This unit is one-pet friendly.

Cabin 2 at Spinnakers Vacation Cottages
My place is close to the beach, family-friendly activities, the free AMI trolley, and nightlife. You’ll love my place because of the location and the ambiance. It is nestled in the lush tropical landscape of Spinnakers Vacation Cottages. You will find Cabin 2 is a perfect spot for an island getaway. My place is good for couples, solo adventurers, families (with kids), and certain size breed and weight dogs. Spa maintains same temperature as pool.

Tranquility on the bay.
Tucked away from the hustle and bustle, my mobile home is located in a very unique neighborhood right on the bay with a little beach 2 min. down the road from my house, where you can sit and enjoy the views or fish. The homes are a combination of mobile homes like mine and houses with the most wonderful people of all walks of life. Very quiet, very safe and friendly. 5 min. to Bradenton beach and 10 min. to AMI.

Marina Breeze Unit B newly renovated walk to beach
Newly renovated duplex on Bradenton Beach. Equipped with a full kitchen, a 50" Roku TV & beach accessories(wagon on request). Shared space only includes driveway/car port. A flight of steps is required. You are located within walking distance of the beach, restaurants, shops, the marina, and much more! There is also a free trolley to get around. *Please note there is no washer/dryer*
Popular amenities for holiday rentals near Anna Maria Island
Other top sights near Anna Maria Island
Apartment rentals with wifi

❤️ Hidden Gem steps away from #1 beach 🏖 Siesta Key

Luxury 3/3 Margaritaville Resort

KING Bed + Anna Maria Island Beaches + Beach Gear!

Oceanfront LBK: Relax & Recharge!

Steps to the beach! Condo with pool at The Terrace

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

Beachfront Anna Maria Island w hot tub & Gulf view

Short Stroll to the Surf! ~ Make Memories on AMI
Family-friendly house rentals

Ocean72 | Heated Pool & Spa | 2BR Near Beach

+ Anna Maria Seaside Escape +

Villa #4- Sand Dollar

2/28-3/13 avail & rate reduced! Act now Won't last

Sunrise Villa - Tropical 3 bedroom home with pool

Family Fun, Sunshine & Coastal Charm*HTD Pool/Spa

The Mango House Beach Cottage

L'Oasis West w/Dip Pool
Apartment rentals with air conditioning

Beachfront Corner Condo | Sunset Gulf Views

2 min walk to beach Paradise

Cozy Gem Near Madeira Beach With Private Patio

Longboat Key-OCEAN FRONT- on the beach

Lido Key FL Studio/Efficiency 5

Direct Ocean View Top Floor Renovated. 2BR, 2 Bath

New Modern Longboat Key*5 Steps to Sand*Heatd Pool

Beachfront Studio Retreat on Anna Maria Island
Other great holiday rentals near Anna Maria Island

Luxury 2BR Oceanfront Condo + Rooftop Patio

83rd St Villas East by Duncan Real Estate

Romantic Quiet Luxury Tiny Home W/ Private Hot Tub

Rustic Coastal Cottage | 1BR W / Pool & Near Beach

Key Lime Cottage | Hot Tub | Steps to Beach

Flamingo Royale — Beach Luxury Resort

The Boathouse

Renovated 2bed /2 bath North End, beach 2 min walk
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.
Quick stats about holiday rentals in Anna Maria Island

Total holiday rentals
Explore 2,810 holiday rentals in Anna Maria Island

Nightly prices starting at
Anna Maria Island holiday rentals start at $13Â SGD per night before taxes and fees

Verified guest reviews
Over 49,540 verified reviews to help you choose

Family-friendly holiday rentals
2,410 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 910 rentals that welcome pets

Holiday rentals with a pool
2,330 properties feature pools

Rentals with dedicated workspaces
1,420 properties have a dedicated workspace

Wifi availability
2,790 of Anna Maria Island holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Anna Maria Island rentals

4.8 Average rating
Anna Maria Island stays are highly rated by guests – averaging 4.8 out of 5!
Destinations to explore
- Flat rentals Anna Maria Island
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- Rentals with an EV charger Anna Maria Island
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- Pet-friendly rentals Anna Maria Island
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- Cottage rentals Anna Maria Island
- Rentals with a hot tub Anna Maria Island
- Siesta Beach
- Crescent Beach
- Raymond James Stadium
- Busch Gardens Tampa Bay
- John's Pass
- Turtle Beach
- Coquina Beach
- Caspersen Beach
- Dunedin Beach
- Vinoy Park
- Lido Key Beach
- Amalie Arena
- Cortez Beach
- Bean Point Beach
- Anna Maria Public Beach
- Jannus Live
- ZooTampa at Lowry Park
- Tampa Palms Golf & Country Club
- Manasota Key Beach
- River Strand Golf and Country Club
- Englewood Beach
- North Beach At Fort DeSoto Park
- Splash Harbour Water Park
- Adventure Island




