
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.

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.

The Peachy Beach House, steps to the gulf
The perfect place for a combination family vacation and some romance-when the kids are in bed, turn on the spa and music. June, July and August, Saturday to Saturday only. If custom trip length is wanted- ask Two bedroom, 2 full bathroom, new heated private pool/spa Steps to semi-private gulf beach, on quiet street in N. HB Well-stocked kitchen, 2 TVs, large primary suite and amazing gulf views from bedrooms. Crib, high chair, beach chairs, wagon, umbrella, beach toys and towels

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.

Bay Breeze Cottages #2
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.

Beachfront Studio Retreat on Anna Maria Island
Escape to this charming, modern beachfront studio, perfectly designed for a relaxing and memorable vacation. Boasting a bright, fresh, beachy vibe with stunning porcelain wood-look tile flooring throughout, this cozy retreat offers breathtaking panoramic views of the Gulf of Mexico right from your private lanai. Please Note: The elevator and pool heater are currently out of service; pricing reflects this. Latest ETA of opening is 2026. This is a non-smoking, pet-free unit.

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

Ohana Hale North 1 Bedroom
Aloha and welcome to our Island Home - Your Ohana Hale Ohana is Hawaiian for family and that is who you are when you stay with us. This one bedroom suite is idea for a couples getaway or small family vacation. Our retreat is nestled on Anna Maria Island, Florida and is a short 7 minute walk to the white sand beaches and turquoise waters. This apartment has a 7 night minimum stay requirement but we have other great properties if you need a shorter stay, just contact us!

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!

Bradenton Beach Sunsets 1, 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.

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 vacation rentals near Anna Maria Island
Condo rentals with wifi

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

KING bed + Anna Maria Island Beaches + Beach Gear!

Luxury 3/3 Margaritaville Resort

Sunset and beach view from your balcony Unit 403

Sun-Kissed Memories!

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
Family-friendly house rentals

New! Heated Pool~Steps to the Beach/Shops~Starfish

Salty Harbor AMI pool retreat near the Beach

Pickleball, Axe Throwing, Mini-Golf, Bowling, IMG

Charming Beach house amongst huge Banyon Trees

Heated Pool, Elevator, Waterfront, Fire Pit, Dock

Sea Shack - 2bd/2ba POOL Home

Sunrise Villa - Tropical 3 bedroom home with pool

Palm Retreat: #1 Top Rated Rental of Bradenton/AMI
Apartment rentals with air conditioning

Welcome to Gulf-Front Paradise!

Sweet Retreat at Shorewalk!

Modern 1BR Near Siesta Key + Private Parking

Longboat Key-OCEAN FRONT- on the beach

Ocean Front Condo!

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

Popular Beachside Studio w Relaxing Patio & Palms!

"Dream Away" at The Beach Dreams Resort
Other great vacation rentals near Anna Maria Island

Luxury 2BR Oceanfront Condo + Rooftop Patio

Romantic Quiet Luxury Tiny Home W/ Private Hot Tub

Dock of the Bay by Duncan Real Estate

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

༄ Sunset Shore on Anna Maria Island ༄

Snyders Rest. APT: A

NEW! Steps to Private Beach, Heated Pool + Hot Tub

Sandy Toes
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 vacation rentals in Anna Maria Island

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

Nightly prices starting at
Anna Maria Island vacation rentals start at ﺩ.ﺇ37 per night before taxes and fees

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

Family-friendly vacation rentals
2,410 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 910 rentals that welcome pets

Vacation rentals with a pool
2,330 properties feature pools

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

Wi-Fi availability
2,790 of Anna Maria Island vacation rentals include wi-fi 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
- Villa rentals Anna Maria Island
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- Siesta Beach
- Crescent Beach
- Raymond James Stadium
- Busch Gardens Tampa Bay
- John's Pass
- Turtle Beach
- Coquina Beach
- Vinoy Park
- Caspersen Beach
- Dunedin Beach
- Lido Key Beach
- Amalie Arena
- Cortez Beach
- Bean Point Beach
- Anna Maria Public Beach
- Jannus Live
- Tampa Palms Golf & Country Club
- ZooTampa at Lowry Park
- Manasota Key Beach
- River Strand Golf and Country Club
- Hard Rock Casino
- Englewood Beach
- North Beach At Fort DeSoto Park
- Splash Harbour Water Park




