Condo vacation rentals in Anna Maria

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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$22,988 GYD per night before taxes and fees

  • Verified guest reviews

    Over 990 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

Top-rated condo rentals in Anna Maria

Guests agree: these condos are highly rated for location, cleanliness, and more.

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Top guest favorite
Condo in Bradenton
4.94 out of 5 average rating, 144 reviews

Minutes to AMI - Walk to Beach & Bay!

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.

Top guest favorite
Condo in Bradenton Beach
4.92 out of 5 average rating, 221 reviews

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 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

Top guest favorite
Adirondack chairs in soft blue are positioned on the sandy beach, offering scenic views of the ocean and coastline. The sun reflects off the water, enhancing the tranquil atmosphere, while a distant figure strolls along the shore. Lush greenery borders the sandy area.
Condo in Bradenton Beach
4.94 out of 5 average rating, 186 reviews

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.

Top guest favorite
Condo in Holmes Beach
4.96 out of 5 average rating, 107 reviews

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!

Top guest favorite
A modern kitchen area features pale blue walls and a round dining table set for four. Stainless steel appliances, including a microwave and oven, are visible. A decorative light fixture made of translucent discs hangs above the table, adding a coastal touch to the space.
Condo in Holmes Beach
4.99 out of 5 average rating, 152 reviews

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.

Top guest favorite
Condo in Holmes Beach
4.88 out of 5 average rating, 106 reviews

#terraceLIFE | 2 Blocks to Beach | Heated Pool

Escape to our cozy beachside retreat, steps from the sand! Retire your car to the garage, fill the wagon w/beach supplies & head to the shoreline for sunset. Spend time sipping coffee on one of the 3 balconies or cooling off in the pool with the lush landscape. There's no better way to relax & enjoy AMI! Bedrooms on 2nd floor give the main level separation from sleeping babies or kids watching cartoons. Forgot something? Walgreens is right next door along with restaurants, shops and more!

Guest favorite
Two beach chairs are placed under a large white umbrella on the pristine white sand. The tranquil blue water of the ocean is visible in the background, complemented by clear skies and palm fronds gently swaying in the breeze.
Condo in Pass-a-Grille Beach
4.99 out of 5 average rating, 170 reviews

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! 🤍

Top guest favorite
A spacious living area features a modern sectional sofa with plush cushions in neutral tones. A circular coffee table rests on a soft area rug. A vibrant grass wall adds a touch of greenery, while a dining table with chairs is visible in the background.
Condo in Holmes Beach
4.99 out of 5 average rating, 73 reviews

Luxury 2BR Oceanfront Condo + Rooftop Patio

Modern Condo with Stunning Ocean Views: - Cozy turf patio - Smart TVs and high-speed WiFi - Fully equipped kitchen - Two private parking spots for hassle-free stays - Just a 2-minute walk to the beach Unique Features: - Social Media worthy grass wall - Two comfortable beds: one king & one queen, ensuring a restful sleep - Queen-sized inflatable extra bed Prime Location: - Conveniently located next to the AMI trolley stop - Within walking distance to dining, a gym, and more!

Superhost
A wooden coffee table features a rounded design, adorned with a decorative bowl and a small vase containing a fresh green leaf. The background showcases a cozy seating area with neutral-toned cushions and a touch of greenery.
Condo in Anna Maria
4.83 out of 5 average rating, 54 reviews

Barefoot Mermaid 4, steps to the beach

Welcome to “Barefoot Mermaid 4” 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 4” is the Southwest unit of 4 units located within The Gulf Queen Apartments.

Top guest favorite
The bedroom features a spacious bed with decorative pillows and a light blue throw. An accent bench sits at the foot of the bed, while a round mirror reflects soft lighting from a chandelier. A patterned wallpaper adds a coastal touch, enhancing the serene ambiance.
Condo in Bradenton
4.97 out of 5 average rating, 156 reviews

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!

Top guest favorite
A fire table is positioned near large glass windows that frame a stunning sunset over the water. The reflection of the vibrant sunset is visible in the water, while the outdoor landscape is softly illuminated by the fading light.
Condo in Bradenton
4.97 out of 5 average rating, 207 reviews

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.

Guest favorite
A bright living area is shown, featuring a spacious sofa set and a coffee table. The dining table is set for four, with neatly arranged plates and napkins. Natural light filters through large windows, highlighting the inviting ambiance of the condo.
Condo in Holmes Beach
4.9 out of 5 average rating, 20 reviews

1 block from beach + pool - Cayman Cay #102

Embrace the island life with this stunning ground floor condo, two king beds, 2 bathrooms, an outdoor screened-in porch, top-of-the-line appliances. Perfect for 4 guests. Prefer rental for the entire calendar month - or at least 2 weeks in one month. Upon booking, we'll send you a rental agreement for electronic signature. We kindly ask that you comply with house rules, condo regulations, respect quiet hours, and avoid any damages.

Popular amenities for Anna Maria condo rentals

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