Apartment vacation rentals in Anna Maria

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Top-rated apartment rentals in Anna Maria

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Top guest favorite
Tall grasses gently sway in the foreground, framing a serene beach scene. Soft waves lap against the shore, reflecting hues of orange, pink, and purple from the sunset sky. Cloud formations add depth to the view, enhancing the tranquility of the coastal landscape.
Apartment in Longboat Key
4.96 out of 5 average rating, 119 reviews

Longboat Key-OCEAN FRONT- on the beach

My place is located in a small boutique complex located on Longboat Key. Walk to shops, restaurants and park. You’ll love my place because of Gulf front location with full gulf view from living room, kitchen, master bedroom, and screened lanai. Completely updated in 2015 with full kitchen, two full baths and two bedrooms. A perfect place to relax, listen to the surf and watch amazing sunsets over the Gulf of Mexico. My place is good for couples, solo adventurers, and families (with kids).

Guest favorite
A bright living area features a comfortable sofa facing a television, with a small dining table beside a window. Beach gear is organized nearby, and large glass doors offer a view of palm trees outside, allowing natural light to illuminate the space.
Apartment in Bradenton Beach
4.84 out of 5 average rating, 206 reviews

"Dream Away" at The Beach Dreams Resort

Dream-away is the top right unit with one bedroom, one bath, full kitchen, washer/dryer, dish washer and a balcony facing Gulf Drive. This unit has a wonderful beach front view. The balcony is not on the Gulf Side. If you are interested in renting beach chairs, umbrella and a golf cart, please let us know. Two chairs and one umbrella are 25/day. We will drop off and pick up. Golf Cart can be rented for the day or the week. One small to mid size car is allowed on premises. Ask about larger cars.

Top guest favorite
A private lanai offers outdoor seating, featuring a table with four chairs and two loungers. Green shrubbery lines the foreground, while a clear view of the ocean is visible in the distance under a bright blue sky.
Apartment in Longboat Key
5 out of 5 average rating, 101 reviews

Sandy Toes & Sun Kissed Nose!

This sublime oceanfront studio condo is directly on the pristine white sands and serene blue waters of the Gulf of Mexico in Longboat Key, Florida! On the ground floor, overlooking the heated pool and ocean, this dreamy studio 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...!

Guest favorite
An open living space is captured, featuring a dining area with a round table set for meals. Natural light fills the room, highlighting a stylish sideboard adorned with decorative items. A decorative mirror and green plants enhance the modern, welcoming atmosphere.
Apartment in Anna Maria
4.96 out of 5 average rating, 191 reviews

Beach Don't Kill My Vibe by Beach Boutique Rentals

*Features include* * Modern vacation rental directly on Pine Ave! * King bedroom with TV * Queen bedroom with TV * Bathroom with walk in shower * Small kitchenette with full-size refrigerator * Private deck with table and umbrella * Private back yard with putting green and outdoor seating * Off-street parking for one vehicle * Trolley stop across the street * Walkable to all shops and restaurants on Pine Avenue * Beach chairs, umbrella, and cart * Steps to the beach!

Guest favorite
Apartment in Bradenton Beach
4.91 out of 5 average rating, 143 reviews

Newly Remodeled Beachfront Studio - On the sand!

ONE SHELL COVE on Anna Maria Island has been totally remodeled after Hurricanes Helene and Milton. Wonderful studio floor 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 Walk to some restaurants Free Trolley goes up and down the Island Rent Kayaks and Paddleboards and enjoy the Beach

Top guest favorite
A modern bathroom featuring a round mirror above an elegant wooden sink with a metallic bowl. Exposed brick walls and dark accents create an industrial feel. A sleek, black toilet complements the stylish glass shower, which is designed with contemporary tile.
Apartment in Tampa
4.97 out of 5 average rating, 428 reviews

Hyde Park "Industrial-chic" with Private Backyard

This hand-crafted, urban-industrial loft-inspired apartment was designed to offer a most unique guest experience. The home is spotlessly clean, extremely comfortable, conveniently situated, and stocked with amenities. The apartment is located just a short stroll to SoHo (2 blocks) & Hyde Park Village (4 blocks), South Tampa's premiere spots for trendy restaurants, cafes, bars, and shops, AND minutes to downtown Tampa, Amelie Arena, Raymond James Stadium, & I-275

Guest favorite
Apartment in Holmes Beach
4.78 out of 5 average rating, 310 reviews

Ohana Hale North B - 1 Bedroom

Ohana is Hawaiian for family and that is who you are when you stay with us. Relax at this cozy Holmes Beach apartment just a short walk to the beach, dining, and shops. Enjoy your private deck with grill, perfect for sunset dinners and laid-back island living. Ideal for couples or small families seeking a beach escape. This property has a 7 night minimum stay requirement. We have other properties for lesser stays - just inquire! License # 22-000045

Superhost
A modern beachfront condominium is visible, featuring large glass windows and a contemporary roof design. Surrounded by lush greenery, the building showcases multiple outdoor terraces that provide unobstructed views of the surroundings, with the beach just a short distance away.
Apartment in Holmes Beach
4.93 out of 5 average rating, 111 reviews

Steps to Beach 2 Bd, 2 Bath Heated Pool AMI Holmes

Our beachy 2-bed 2-bath condo w 2 porches (1 screened, both overlook trees) has all you want in a sunny, relaxing getaway! Complex right on beach, unit faces side w elevator, tennis courts, heated pool. Covered parking, Big kitchen+dining area. Stocked Beach Closet: 3 bikes, beach chairs, umbrella, wagon PakNPlay Close to trolley+Publix. *Brand New Master Bath Jan2022 *Master Bed King Foam *No Smoking *No Pets License #: VRC17-000175

Guest favorite
Apartment in Indian Rocks Beach
4.89 out of 5 average rating, 102 reviews

On Private Beach! Full Kitchen, Ground Level Unit5

Fully remodeled in 2025! We are back and better than ever! On the Private Beach! Breathtaking Gulf views! 2 bedroom 1 bath unit +bunkbeds & patio leading to private beach, full kitchen 2 queen beds plus twin bunkbed. Sleeps 6 guests. We furnish linens, towels, toiletries, beach towels, beach chairs & gas grill. 1 Free parking space included. See our 1 bedroom units, same location, Gulf Dreams unit 6 & Tide Vibes unit 7.

Top guest favorite
A cozy living area features a light-colored sofa paired with a stylish armchair. A wooden coffee table sits centrally, showcasing decorative items. Natural light enters through a large window, while a guitar leans against the wall beside a neatly stacked log fireplace.
Apartment in Historic Hyde Park
4.99 out of 5 average rating, 291 reviews

Casita Serena ~ A Unique Historic Hyde Park Home

Welcome to Casita Serena! The Casita is one of four residences in our beautiful 100 year old home. The home sits on a quiet street in the Old Hyde Park district. Walking distance to Bayshore Boulevard, and the shops and restaurants of Hyde Park Village. The Casita is a place to relax and reset. Designed with a ‘serene’ vibe in mind, this property would be a perfect refuge for couples or even the business traveler.

Guest favorite
A charming building inspired by classic beach architecture features multiple levels with large glass doors and balconies. The outdoor spaces are adorned with umbrellas, and greenery is visible below, creating a relaxed environment in the heart of Pass-A-Grille.
Apartment in Pass-a-Grille Beach
4.99 out of 5 average rating, 122 reviews

202 Beautiful Pass a Grille Steps from Beach

The Berkeley Beach Club is inspired by all that is Pass-A-Grille Beach: a funky, fun beach community, unique shopping, gorgeous beaches and breathtaking sunrises and sunsets. It is, in a word, Paradise. This lovely building, inspired by classic beach architecture, is on historic 8th Avenue in the heart of Pass-A-Grille. Walk a short block to the Gulf of Mexico beach to the west or Boca Ciega Bay to the east.

Top guest favorite
A spacious pool area is surrounded by palm trees and tropical landscaping. The clear blue water of the pool reflects the bright sky. Comfortable lounge chairs are positioned on the pool deck, inviting relaxation. A dining table is visible in the background, shaded by trees.
Apartment in Holmes Beach
4.96 out of 5 average rating, 163 reviews

Cabin 1 at Spinnakers Vacation Cottages

My place is close to the beach, family-friendly activities and the free AMI trolley. You’ll love my place because of the location and the ambiance. Cabin 1 is part of Spinnakers Vacation Cottages located just steps to the sparkling Gulf. My place is good for couples, solo adventurers, families (with kids), and furry friends (dogs, for a small pet fee) Spa maintains same temperature as pool.

Popular amenities for Anna Maria apartment rentals

Quick stats about apartment rentals in Anna Maria

  • Total vacation rentals

    Explore 10 vacation rentals in Anna Maria

  • Nightly prices starting at

    Anna Maria vacation rentals start at G$35,571 GYD per night before taxes and fees

  • Verified guest reviews

    Over 790 verified reviews to help you choose

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    10 of Anna Maria vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Anna Maria rentals

  • 4.5 Average rating

    Anna Maria stays receive an average rating of 4.5 out of 5 from guests

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