
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!

Island Time!
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.

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!

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.

Gulf Front • Steps to Sand • Sunset Views • AMI
Just 14 steps from your second-floor beachfront condo, you’re on the powder-soft sands of Anna Maria Island. The bedroom has a plush queen bed, and the living room offers a queen sleeper sofa. Enjoy a full kitchen, cable TV, high-speed Wi-Fi, shared laundry downstairs, and one assigned parking space. Relax on your balcony with sweeping Gulf views and unforgettable sunsets. Perfect for couples or families, this is a true beachfront retreat with sand and sea at your doorstep.

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.

Oceanfront Condo for Beach Lovers
Located in Anna Maria Island Club - Our home away from home. Wonderful Panoramic View of Gulf of Mexico. 2 bedroom, 2 bath, heated pool, hot tub. Balcony overlooking the Gulf. Near to restaurants and shops. The heated pool and the hot tub is renovated. The elevator is working and we have a new security system. We had no hurricane this season . Everything is better than before the hurricanes last year.

Beachfront Escape – Private Balcony, Gulf Views
Beachfront Condo – No Street to Cross, Just Steps to the Sand Enjoy panoramic Gulf and sunset views from your private covered balcony in this spacious 1-bedroom, 1-bath condo on the 4th floor of Turtle Crawl Inn. Located directly on the beach in beautiful Longboat Key, FL, this unit offers unobstructed 180° views from every room and the peaceful sound of the waves just outside your door.
Popular amenities for condo rentals near Anna Maria Island
Weekly condo rentals

Beachfront in Pass-A-Grille w/ 2 bikes

NEW listing on AMI! Walk to fabulous beach front!

Breathtaking Beachfront Views in Siesta Key

Island Escape • Pool • Jacuzzi • Minutes to Beach!

Luxury 2BR Oceanfront Condo + Rooftop Patio

Beachfront Newly Remodeled 2/1 -Right on the beach

Bikini Bottom - Cabana, 40 steps to the sand!

Beachfront Escape at Gulf Breeze Unit D!
Pet-friendly condo rentals

BEACHFRONT Condo - Belleair Beach Club - RENOVATED

Beachfront Condo in Exclusive Resort

Luxury Seashell Oceanfront Condo with Pool

Beachfront in exclusive resort

Blanco at Sunset Villas on Anna Maria Island

Sunset Beachfront Retreat | Steps 2 Sand & 5*s

Penthouse Condo on Water Steps to Beach+Johns Pass

Walk to Beach, Bars, and Restaurants Nearby
Condo rentals with a pool

Sunset and beach view from your balcony Unit 403

Beach Front at “The Shore”

Beachfront Complex: Amenities, Beach Gear and

Nautilus #111 by Duncan Real Estate

Direct Beach Access ~ Heated Pool ~ Great Value

Stunning water views at Crystal View Cove Beach Co

Summer at the Suites*Sandy toes*Sunset strolls*Fun

Huge Private Balcony, Pool & Hot Tub. Sunsets!
Private condo rentals

Beachfront Shell Cove 2nd floor condo

Margaritaville Resort 3BR | Pool | Anna Maria

Foxtail Palm: *Luxe Pool Oasis *Steps from Beach

2BR | Oceanfront, Backyard Beach, Fully Equipped

Bayfront • Rehabbed • Pickleball • Private Beach

LimeKiss B! Water Views! Rooftop Sunsets! Elevator

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

Gulfview Retreat | Heated Pool | Steps to Gulf
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 $118 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, 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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