
Apartment rentals near Anna Maria Island
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Top-rated apartment rentals near Anna Maria Island
Guests agree: these stays are highly rated for location, cleanliness and more.

Beach Front at “The Shore”
Welcome to The Shore —a beautifully renovated beachfront retreat in the heart of Madeira Beach. This second-floor 2-bedroom, 2-bath condo offers completely unobstructed Gulf views and the rare feeling of being almost directly on the water. Relax with your morning coffee in the signature blue chairs, watch breathtaking sunsets from the living room, and enjoy easy access to John’s Pass, waterfront dining, shopping, and the best of Gulf Coast beach living, where the shoreline feels just feet away.

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!

#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!

NO Stairs, Siesta beachfront. Walk to the village!
Welcome to your own private getaway directly on Siesta Beach! This ground floor unit is just steps from the powdery sands of Siesta Key. NO STAIRS Enjoy the updated bathroom with quartz countertops, new fixtures, paint, new furnishings, and décor. You literally walk out your door and directly onto the beautiful, fine, powdery white sand of Siesta Key Beach. Private Paradise directly on the white powdery sand of Siesta Key! 2 bedrooms 1.5 bathroom beachfront home with Gulf views that sleeps 6.

Short Stroll to the Surf! ~ Make Memories on AMI
Nestled in a charming, quiet community of just 8 units, this beautifully updated beach condo offers the perfect blend of relaxation and convenience. The condo is just a short stroll (about 150 steps!) to the pristine white sand beach, where you can soak up the sun and enjoy the coastal views. Wonderful family getaway or couples escape. Private, covered 2 car parking. Laundry in unit. Beach wagon, chairs and gear available. A hidden gem close to everything you need for a relaxing island stay.

Island Time: Discounted August & September!
This sublime oceanfront studio is directly on the pristine white sands and serene blue waters of the Gulf of Mexico in Longboat Key, Florida! On the second floor, overlooking the heated pool and ocean, this dreamy studio condo is optimal for sunset viewing from a private lanai. Take a 30-second walk to the pool and secluded beach. Enjoy a relaxing vacation at our peaceful condo at The Beach at Longboat Key Resort! To see all four of our listings, click on my Host photo and scroll down...!

Beachy Chic! 1st Floor Condo-Pool-Close to Beach
Enjoy this NEWLY RENOVATED FIRST FLOOR 2-bedroom 1 bath condo just a short easy 2-minute walk to the BEACH. The New Key West vibe includes a Custom White Kitchen w/ SS appl, Shiplap, luxury plank flooring, & W/D combo. The pretty modern bath was updated with custom quartz top vanity. Relax at the pool directly next door & enjoy morning coffee on the little covered patio. The 2nd bedroom can be made up as 2 twins or a King. Walk to wonderful restaurants & shops. Gas Golf Carts permitted.

Beachfront in Pass-A-Grille w/ 2 bikes
Enjoy an intimate and relaxing stay on the best stretch of the St. Pete Beach of Pass-a-Grille. Walk out your door to the white sand towards the famous Don Cesar or dine on your deck facing the water. Free parking, 2 bikes, SUP board, towels, umbrella, beach chairs, & cooler! We are allowed 3 rentals under 28 yearly. Please inquire to see if you are one of the lucky guests to come. We love long term guests but understand not everyone can do this and simply need a little escape! 🤍

KING Bed + AMI Beaches + Beach Gear!
🎙️🦩Welcome to the Retro Flamingo! Your tropical getaway that combines style, fun, and the serene beauty of the Gulf Coast. This cozy, vibrant themed condo is the perfect destination for your next Beach vacation. Walking distance to Palma Sola Beach Causeway, where you can enjoy sun-bathing, horseback riding, jet skiing, and fishing! 5 mins or less from the Gulf of Mexico and powdery white sand beaches of Anna Maria Island! Kick back and relax in this retro “Old Florida” themed condo!

Beach Condo with Quiet, Private Beach
Escape to our serene 2-BR beachfront condo on Longboat Key. This corner unit offers stunning Gulf of Mexico views and sleeps 6. Enjoy direct beach access, a heated pool, and a private patio perfect for sunsets. Located in the quiet Beach Castle Resort, it's the ideal beach vacation rental for families or couples seeking a tranquil getaway. Walk to local restaurants and cafes from your peaceful retreat. A guest-loved home, consistently rated top 5% among Airbnb’s homes.

Luxury 3/3 Margaritaville Resort
Our luxury 3 BR/ 3 Bath Margaritaville inspired condo features one of the best unobstructed water views of Anna Maria Sound and Tampa Bay in the community. The unit features a gourmet kitchen, high-end mattresses, furniture and electronics. The unit comes with bikes and plenty of beach gear. Come enjoy one of the best units in the only luxury development in the area. Skip the hassle of a trip to the off-site management office with keyless entry.

The Beach Condo #107 Beachfront Full View
Unit #107 has private beach access. Only a few steps to the beach will full gulf view. This end condo unit is quiet, ground floor . It is a small studio: new queen murphy bed and queen sofa bed. No separate bedroom. Limited initial limited supply of products/soaps/towels. Common use W/D across from unit. This is a small studio at 330 sq ft. It has been recently remodeled. Grounds, unit, pool recently renovated due to hurricanes.
Popular amenities for apartment rentals near Anna Maria Island
Weekly apartment rentals

Barefoot Mermaid 2, steps to the beach

Bayfront • Rehabbed • Pickleball • Private Beach

INCREDIBLE SUNSET BEACH OCEANFRONT TOP FLOOR CONDO

Beach Escape & Pool, steps to Beach & restaurants

Beachfront Newly Remodeled 2/1 -Right on the beach

Anna Maria Island - 3 bedroom - 2 pools - Hot Tub

Nautilus #111 by Duncan Real Estate

*Shore Thing* Walk to Beach | Intercoastal Views
Pet-friendly apartment rentals

Hidden Gem Studio · Near Siesta Beach (5 min)

Penthouse,intercoastal, 3/3 views/heated pool

BEACHFRONT Condo - Belleair Beach Club - RENOVATED

Sunset Beachfront Retreat | Steps 2 Sand & 5*s

Amazing views on beachfront

Penthouse Condo on Water Steps to Beach+Johns Pass

Luxury Seashell Oceanfront Condo with Pool

Surfside Villas - Apartment B
Apartment rentals with a pool

Foxtail Palm: *Luxe Pool Oasis *Steps from Beach

3 BR Condo On Longboat Key Beach and Waterfront

Gulf Beach Getaway-STEPS FROM BEACH

1 block from beach + pool - Cayman Cay #102

Starfish B - Private Rooftop, Sunsets, Shared Pool

Stunning water views at Crystal View Cove Beach Co

AMI Ground Floor Condo*Pool*2 Blocks to Beach

Gulfview Retreat | Heated Pool | Steps to Gulf
Private apartment rentals

A+ location! Steps to beach, walk to Bridge St! #1

Two Shell Cove - Beachfront - Amazing Remodel - I

2BR | Oceanfront, Backyard Beach, Fully Equipped

Beachfront Oasis / Pool, Beach Access & Ocean View

Luxury 2BR Oceanfront Condo + Rooftop Patio

Two story condo w/ ocean and bay just steps away

Beachfront Balcony, Cozy Escape

AMI Condo: Private Patio with Direct Beach Access!
Quick stats about apartment rentals near Anna Maria Island

Total holiday rentals
Explore 780 holiday rentals in Anna Maria Island

Nightly prices starting at
Anna Maria Island holiday rentals start at $90 SGD per night before taxes and fees

Verified guest reviews
Over 12,300 verified reviews to help you choose

Family-friendly holiday rentals
590 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 130 rentals that welcome pets

Holiday rentals with a pool
710 properties feature pools

Rentals with dedicated workspaces
320 properties have a dedicated workspace

Wifi availability
770 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!
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