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

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!

Charming 2BD/2BR with Big Water Views on the beach
Our charming 2 BR/ 2 Bath condo has wonderful unobstructed views of Anna Maria Sound. It was totally remodeled in 2020. The property is in the Bradenton Beach area of Anna Maria Island. The Beach is right across the street with deeded access. The pool is the largest heated pool on the island. Bikes and kayaks are included. A free trolley stop is right in front of the property. There is a washer/dryer in the unit. The 2nd bedroom has both a queen bed and a bunk bed for larger parties.

#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.

Island Time: Open Sept 13th - 16th!
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...!

Condo in Paradise
Welcome to our newly remodeled Condo! New Kitchen with quartz counters, stainless steel appliance, An open concept to the dining and living room. All new tile, new bathroom. A fresh coat of paint. Two 55 inch smart TV's. Has a great view of the Gulf from the Balcony where you can sip your coffee in the mornings and enjoy sunsets at night. Conveniently located next to a free trolley stop. Great central location close to everything you will need. Steps from the amazing white sand beach.

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! 🤍

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.

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.

A Coastal Retreat Steps From the Sea
Just a short walk to the sugary sands of Holmes Beach! This recently updated condominium has everything you need to enjoy a true getaway. Grab our beach chairs, umbrella, coolers, toys, and amazing beach cart to effortlessly pull the beach necessities across the sand. After a nice float in the ocean, come back to the tropical setting surrounding our heated pool. Welcome to Island Life.

1/1 STEPS to Beach w/ Heated POOL - Sleeps 4
Spacious and remodeled 1-bedroom condo that sleeps 4 located just STEPS away from the beach. Condo features a large heated swimming pool, private beach access, eat-in kitchen - fully stocked with amenities including coffee maker, WiFi, Smart Tv's, beach accessories, fishing poles, paddle boards, games, & much more! Early Check-in / Late Check-out available upon request.
Popular amenities for condo rentals near Anna Maria Island
Weekly condo rentals

Direct Beachfront | Coastal 3BR Retreat

AMI Bridgeport 207 -Beach + Gulf View Retreat/Pool

Largest Pool • Private Beach Access • Pickleball

Beachfront Newly Remodeled 2/1 -Right on the beach

Beachfront Shell Cove 2nd floor condo

Two story condo w/ ocean and bay just steps away

Stunning water views at Crystal View Cove Beach Co

Nautilus #111 by Duncan Real Estate
Pet-friendly condo rentals

BEACHFRONT Condo - Belleair Beach Club - RENOVATED

Blanco at Sunset Villas on Anna Maria Island

Luxury Seashell Oceanfront Condo with Pool

Beachfront Condo Resort on Treasure Island

Beachfront in exclusive resort

Sunset Beachfront Retreat | Steps 2 Sand & 5*s

Penthouse Condo on Water Steps to Beach+Johns Pass

Gulf Side Florida Charm 1/1 Condo 60 Steps To Sand
Condo rentals with a pool

Breathtaking Beachfront Views in Siesta Key

Beachfront Escape – Private Balcony, Gulf Views

NEW listing on AMI! Walk to fabulous beach front!

Island Escape • Pool • Jacuzzi • Minutes to Beach!

Oceanfront Condo for Beach Lovers

Spectacular beach to bay views from this resort.

Cool Breeze by Beach Boutique Rentals

Anna Maria Island -walk to the beach!
Private condo rentals

Luxury 2BR Oceanfront Condo + Rooftop Patio

AMI Condo: Private Patio with Direct Beach Access!

Gulfview Retreat | Heated Pool | Steps to Gulf

1 block from beach + pool - Cayman Cay #102

Two Shell Cove - Beachfront - Amazing Remodel - I

Best Beach getaway steps from the Gulf of Mexico

Beachfront Studio w/ Pool, Tiki Bar & Gulf Views

Turtle Shores Beachfront Oasis
Quick stats about condo 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 $120 NZD 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 and kid-friendly amenities

Pet-friendly accommodation
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

Wi-Fi availability
770 of Anna Maria Island holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi 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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