
Apartment holiday rentals in Anna Maria
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Top-rated apartment rentals in Anna Maria
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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.

Beach Front Madeira Beach
PLEASE NOTE: SEVERAL UNITS UNDER CONSTRUCTION in the building. Expected completion by May 31. Amazing beachfront condo, newly remodeled on the second floor. Vinyl plank flooring throughout, No CARPET. 2 Bedroom, 2 Bath. Completely unobstructed views of the beach. It is centrally located less than 1 mile from World Famous Johns Pass. Enjoy breathtaking sunsets from your living room with the water just feet away. The condo is walking distance to shopping, banking and many restaurants and bars.

Sun-Kissed Memories: Open Sunday Night!
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...!

Steps from the beach
Perfect place to put your feet up and relax! One of four units in the condo gives your getaway a private feeling where you don't share the heated pool with many others, on a dead end road. The only unit overlooking the pool from the master bedroom. You'll be just one block from the beach making it tempting to go multiple times a day! The clean, modern decor makes it a great place for both short and long term visitors. Just a nature trail away from a grocery store, shops and restaurants.

On the Beach; Siesta Key SunBum Studio
Welcome back to paradise ! STEPS to your private beach without the tricks or gimmicks found elsewhere on the Siesta Key. This is the only studio in the Palm Bay Club tower on ground level with breathtaking views of the white sand and gulf waters. The Palm Bay Club offers 2 pools, hot tub, gym, boat docks, fishing pier, outdoor grills, tennis/pickle ball courts; not to mention FREE parking+ beach lounge chairs. If we are booked check out our additional units under our profile.

Anna Maria Island-just a few steps to the beach
Our second-floor condo is located in Holmes Beach within a beachfront condo community that sits directly on the shores of the Gulf of Mexico in Holmes Beach. This 2 bedroom 2 bath condo has a full kitchen with all modern conveniences. Enjoy your morning coffee or your evening dinner on your private outdoor balcony. This recently renovated condo is perfectly situated overlooking the pool and just steps away from the beautiful sandy beach of Anna Maria and also a pickleball court.

Blanco at Sunset Villas on Anna Maria Island
Back Open Jan '25! Located just 200 steps from the beach you’ll have your feet in the sand in no time. A comfortable living area + fully equipped kitchen. Furnished with island décor and local art. Everything you need including a heated pool, large patio with a Tiki hut, tropical gardens, plus a private outdoor area with a shower for your comfort. Walk to everything – grocery, pharmacy, ice cream, breakfast, pizza, donuts, and the beach which is less than 2 minutes away.

*Shore Thing* Walk to Beach | Intercoastal Views
🏖️ Shore Thing Condo 🏖️ Experience the ultimate blend of Sunset Bliss at this stylish Treasure Island retreat. Just steps from powdery sands, ocean breezes and breathtaking sunsets. Keep an eye out for local wildlife as dolphins and manatees glide by. Inside, enjoy coastal vibes featuring modern beachy interiors. Whether you are preparing a meal in the luxury kitchen or diving into the intercoastal heated pool, my service ensures your comfort always comes first.

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.

KING bed + Anna Maria Island Beaches + Beach Gear!
🦩🦩Welcome to the FUNky 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 from the Gulf of Mexico and powdery white sand beaches of Anna Maria Island!
Popular amenities for Anna Maria apartment rentals
Weekly apartment rentals

Tradewinds Deluxe North Cottage

Two Shell Cove - Beachfront - Amazing Remodel - I

Anna Maria Island -walk to the beach!

Location, Comfort & Indulgence is key here!

AMI Ground Floor Condo*Pool*3 Minute Walk to Beach

Barefoot Mermaid 1, steps to the beach

Beachfront Shell Cove 2nd floor condo

Gulfview Retreat | Heated Pool | Steps to Gulf
Pet-friendly apartment rentals

Beach Chill Inn #4 - Studio

Waterside Studio in the heart of TI, walk to beach

"The Merry Yacht" excellent location

Heron's Hideaway- Studio by the bay!

Modern Studio · 5 min from Siesta Beach

BEACHFRONT Condo - Belleair Beach Club - RENOVATED

Beachfront in exclusive resort

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

Bay View Steps to Beach Shops, Restaurants, Marina

Beautiful sunrise views! 2bd/2ba, walk to beach

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

Salty Anchor by Coastal Chic Vacations

1 block from beach + pool - Cayman Cay #102

Lovely Beach View Condo on Anna Maria Island

Next to Beach & Largest Pool on Island-258

Sandcastle Dreams
Quick stats about apartment rentals in Anna Maria

Total holiday rentals
Explore 30 holiday rentals in Anna Maria

Nightly prices starting at
Anna Maria holiday rentals start at € 94 per night before taxes and fees

Verified guest reviews
Over 990 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space & child-friendly amenities

Holiday rentals with a pool
20 properties feature pools

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
30 of Anna Maria holiday rentals include wifi 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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- Anna Maria Island
- Siesta Beach
- Raymond James Stadium
- Crescent Beach
- Busch Gardens Tampa Bay
- John's Pass
- Bean Point Beach
- Coquina Beach
- Anna Maria Island Beach
- Turtle Beach
- Vinoy Park
- Lido Key Beach
- Amalie Arena
- Caspersen Beach
- Dunedin Beach
- Cortez Beach
- Sand Key Beach
- Tampa Convention Center
- St Pete Beach
- Hard Rock Casino
- Jannus Live
- Anna Maria Public Beach
- ZooTampa at Lowry Park
- Manasota Key Beach




