
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 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.

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.

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

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.

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!

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.

#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!

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! 🤍

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!

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.

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!

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.

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
Weekly condo rentals

Tradewinds Deluxe North Cottage

BeachView Condo #8 - Anna Maria Island - Condo 2 B

Direct Beach Access & Pool | 2B Full Oceanview

Beachfront Complex! Heated Pool~Pool View! Updated

Beachfront Newly Remodeled 2/1 -Right on the beach

Gulfview Retreat | Heated Pool | Steps to Gulf

AMI Perfect Experience

Oceanfront Condo | Rooftop Terrace | Arcades |
Pet-friendly condo rentals

Two Shell Cove - Beachfront - Amazing Remodel - I

Beach Chill Inn #4 - Studio

Sea La Vie- Studio by the bay!

BEACHFRONT Condo - Belleair Beach Club - RENOVATED

Walk to Beach, Bars, and Restaurants Nearby

Luxury Seashell Oceanfront Condo with Pool

Margaritaville Resort 3BR | Pool | Anna Maria

Escape to the Sandy Shores of AMI*Heated Pool*FUN*
Condo rentals with a pool

Steps from the beach

AMI Condo w/heated pool, water view, walk to beach

LimeKiss A! 3 Bed 2 Bath Condo Quick Walk to Beach

Cool Breeze by Beach Boutique Rentals

Bradenton Retreat-Pool, Stunning Views & More!

Island Time: Open Sun, July 19th, $250/nt + Fees!

Holmes Beach - literally a few steps to the beach

Beachfront Luxury Corner Unit, Balcony, Pool
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