
Condo vacation rentals in Anna Maria
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Top-rated condo rentals in Anna Maria
Guests agree: these condos are highly rated for location, cleanliness, and more.

5 Min to AMI • Beaches • Walk to Bay • Fun
Experience the ultimate beachside retreat in this newly renovated 1/1 condo, located within walking distance to the serene beauty of Palma Sola Causeway Parks Bayfront beach, jet-ski rentals, and horseback riding and also a quick drive/bike from the beaches of Anna Maria Island. This well-positioned condo offers the perfect balance of convenience and tranquility, providing easy access to the natural wonders of the island and the vibrant attractions nearby, including canal fishing, jet skis, etc.

Stunning BEACH FRONT Condo, KING Size Bed, Balcony
NEWLY FULLY RENOVATED breathtaking beachfront condo on private beach. Walking distance to bars, restaurants, live music and more! Brand new king size bed, high speed wi-fi, Smart TVs with cable/Netflix, heated swimming pool, BBQ/Grills, outdoor tables, showers, beachfront balcony, workspace and you are RIGHT on the beach! Short drive to TPA/PIE airports, Downtown St Pete, Dali Museum & more! The condo is fully equipped with everything you need and run by a Superhost for a perfect Beach vacation!

Beachfront condo in paradise with hot tub AMI
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 with a soft mattress in the bedroom and a queen size pullout couch in the living room. Full kitchen in the unit and 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

Beach Escape & Pool, steps to Beach & restaurants
One block from beautiful beach & waterfront dining. Newly renovated Villa in quaint quiet condo building close to everything on Anna Maria Island. Pickleball across the street. Pool literally out your back door. Perfect for a small family or a romantic getaway. *Min. renter age 25. Two minute walk to beach, trendy Bridge Street shops, marina, restaurants, bars, boat tours, mini golf and more. Brand new beds, furniture & appliances. Kitchen has everything you need. Beach supplies in hall closet.

A&A's Paradise near IMG & Anna Maria beaches
Conveniently located just 12 minutes drive from the beaches, close to IMG Academy and all amenities, this second floor corner condo has much to offer. Its picturesque lake view, modern upgrades, and spectacular open-concept design combine to enhance your vacation experience. Facilities at Shorewalk Palms include heated swimming pools, hot tubs, tennis court, basketball court, shuffle board court, pool table, ping pong table, BBQ area and a kid's playground. All are available for your enjoyment

Steps to the beach! Updated Condo 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, coffee maker, blender, balconies off of each bedroom, 1-car garage, washer/dryer, heated shared pool, and access to all the beach necessities (toys, umbrellas, chairs, tent, 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!

For lease, Navidad! Waterfront condo gorgeous view
Wake up to waterfront views! Sip morning coffee on 20-ft private balcony overlooking Boca Ciega Bay, watch dolphins, unwind in the heated pool & spa while taking in stunning sunsets. This quiet corner condo offers a serene escape minutes from Madeira Beach, St. Pete, and local attractions, perfect for couples or solo travelers. Highlights: • Direct waterfront views • Heated pool, hot tub • Nearby boat rentals, trails, & Madeira Beach • 5 mins to Gulf beaches + 15 mins to Downtown St. Pete

NEW listing on AMI! Walk to fabulous beach front!
Updated, well appointed, clean and comfortable, my unit at Sandy Pointe II is in a secluded setting just a few minutes walk to a less crowded, quieter section of beautiful AMI beach. From here the Island is at your fingertips! Sink your toes into beautiful white sand, watch gorgeous sunrise and sunsets, enjoy the island vibe and music at our many restaurants! A FREE Island trolly stop is steps from our entrance with grocery, drug store, beach shops and so much more just across E Bay Dr.

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! 🤍

Sunny Bella Rosa – Pools, Spas, near IMG & Beaches
Welcome to Florida Bella Rosa – a charming, sun-filled lakeside condo with a warm coastal Florida vibe, lovingly decorated to make you feel right at home. Located in the sought-after Shorewalk Vacation Villas community, you’ll almost sense the gentle Anna Maria Island breeze drifting through your stay. We’re just 7 miles from the stunning Gulf/Anna Maria Island beaches and only 2 miles from IMG Academy, with Sarasota–Bradenton International Airport just a 20-minute drive away.

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!

Oceanfront: Lots of January Availability!
This sublime oceanfront studio is directly on the pristine white sands and serene blue waters of the Gulf of Mexico in exclusive Longboat Key, Florida! Located 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 onward to the secluded beach with loungers. Enjoy a relaxing vacation at our peaceful condo at The Beach at Longboat Key Resort!
Popular amenities for Anna Maria condo rentals
Weekly condo rentals

Wonderful Condo at Avalon - Fully Renovated!

Intracoastal Connections-Incredible Sunsets-Luxury

Paradise on the Bay by Coastal Chic Vacations

Beach Rd, 300ft to Beach Access & 500ft to Village

Island Oasis Retreat

Gorgeous Gulf Views - Beachfront 2BR/2B Condo

Beachfront Newly Remodeled 2/1 -Right on the beach

Beachy Chic! 1st Floor Condo-Pool-Close to Beach
Pet-friendly condo rentals

Runaway Bay 283 by Duncan Real Estate

Breathtaking Waterview Condo!

J&J Island Time

Waterside Studio in the heart of TI, walk to beach

"The Merry Yacht" excellent location

Heron's Hideaway- Studio by the bay!

5209A Calle Menorca - Siesta Key Village Condo

Beach Chill Inn #3 - Studio
Condo rentals with a pool

*Farmhouse 2/2 Renovated Condo 6 mins from IMG*

Palms Villa: Cozy & Minutes from Anna Maria Island

Shorewalk “A Little Piece of Paradise”

Coastal Oasis Condo w/ Luxury Resort Amenities

The Bungalow at Harbor Isle/Margaritaville Resort!

Serene 2 Bedroom Condo in ShoreWalk Resort

Sunset and beach view from your balcony Unit 403

Spectacular beach to bay views from this resort.
Quick stats about condo rentals in Anna Maria

Total vacation rentals
Explore 30 vacation rentals in Anna Maria

Nightly prices starting at
Anna Maria vacation rentals start at G$23,005 GYD per night before taxes and fees

Verified guest reviews
Over 850 verified reviews to help you choose

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

Vacation rentals with a pool
20 properties feature pools

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
30 of Anna Maria vacation rentals include wi-fi access

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

4.6 Average rating
Anna Maria stays receive an average rating of 4.6 out of 5 from guests
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