
Condo vacation rentals in Anna Maria
Find and book unique condos on Airbnb
Quick stats about condo rentals in Anna Maria

Total vacation rentals
Explore 20 vacation rentals in Anna Maria

Nightly prices starting at
Anna Maria vacation rentals start at $282 CAD per night before taxes and fees

Verified guest reviews
Over 280 verified reviews to help you choose

Family-friendly vacation rentals
10 properties offer extra space and kid-friendly amenities

Vacation rentals with a pool
10 properties feature pools

Wifi availability
20 of Anna Maria vacation rentals include wifi access

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

4.8 Average rating
Anna Maria stays are highly rated by guests—averaging 4.8 out of 5!
Top-rated condo rentals in Anna Maria
Guests agree: these condos are highly rated for location, cleanliness, and more.

Lovely Beach View Condo on Anna Maria Island
Newly Remodeled ! Hello Sunshine...Take time and breathe again at this special and tranquil getaway. This 1 bedroom 1 bath corner unit is in a charming beachside complex with a lovely pool & gardens directly across & just 20 steps from the beautiful beaches of Anna Maria Island & the sparkling waters of the Gulf of Mexico. Great restaurants and the free island trolley are within walking distance! Relax, enjoy, and make new memories of what will soon be your favorite vacation destination.

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.

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!

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.

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! 🤍

Gulf front best sunset views, Anna Maria Island
You only have to go down 14 stairs from your second-floor beachfront condo to have your toes in the powder soft sand A queen size bed in the bedroom and a queen size pullout couch in the living room Full kitchen in the unit and free laundry available downstairs. Cable and high-speed internet included. One assigned parking spot. Enjoy the sunset from your balcony as it sinks into the Gulf. Perfect for a romantic couple getaway or bring the kids for a fun stay at the beach

Beachfront Newly Remodeled 2/1 -Right on the beach
TWO SHELL COVE on Anna Maria Island has been totally remodeled after Hurricanes Helene and Milton. Open 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 right on the beach Walk to some restaurants Free Trolley goes up and down the Island Rent Kayaks and Paddleboards and enjoy the Beach

Barefoot Mermaid 2, steps to the beach
Welcome to "Barefoot Mermaid 2" a relaxed ground floor vacation rental located on the north end of gorgeous Anna Maria Island. The serene location of this property is just amazing. Located steps, less than 50 ft, to white powder sand beaches of the Gulf of Mexico and less than a few flip flop steps to the restaurants and shops on Pine Ave and the free island trolley service. "Barefoot Mermaid 2" is the Northwest unit of 4 units located within The Gulf Queen Apartments.

KING Bed + Anna Maria Island Beaches + Beach Gear!
⚓️🦩Welcome to the Coastal Flamingo! Your nautical 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 coastal escape!

AMI Ground Floor Condo*Pool*2 Blocks to Beach
This spacious ground-floor condo is a 4 min walk to the beach and to the famous sugar white sandy beaches AMI is known for. With direct pool access from the lanai and the free AMI trolley just a minute away, everything you need is right outside your door. From a well equipped kitchen to a beach shed with ample beach equipment you can settle in quickly to enjoy your holiday. Pool heated in winter (approx 85F). This can change depending on the ambient weather.
Popular amenities for Anna Maria condo rentals
Weekly condo rentals

Luxury 2BR Oceanfront Condo + Rooftop Patio

Two story condo w/ ocean and bay just steps away

Gulf Beach Getaway-STEPS FROM BEACH

1 block from beach + pool - Cayman Cay #102

Cool Breeze by Beach Boutique Rentals

Bayfront • Rehabbed • Pickleball • Private Beach

Gulfview Retreat | Heated Pool | Steps to Gulf

Island Beach Paradise, Close to Everything, Bikes
Pet-friendly condo rentals

Siesta Key Condo: Beach, Pool & Village Fun!

Modern Studio · 5 min from Siesta Beach

BEACHFRONT Condo - Belleair Beach Club - RENOVATED

Sunset Beachfront Retreat | Steps 2 Sand & 5*s

Walk to Beach, Bars, and Restaurants Nearby

Luxury Seashell Oceanfront Condo with Pool

NO Stairs, Siesta beachfront. Walk to the village!

SolMate 2/2, kayaks, beach, views, boat slip
Condo rentals with a pool

Anna Maria Island -walk to the beach!

Heated Pool! Beautiful Condo, Close to Beach

Escape to the Shore*Walk 2 Shops*Food*Sand*Sunsets

Island Oasis Retreat

Modern Coastal Escape • Private Beach Access

Best Beach getaway steps from the Gulf of Mexico

Beach Front at “The Shore”

Oceanfront Condo for Beach Lovers
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