Beachfront rentals near Anna Maria Island

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Top-rated beachfront rentals near Anna Maria Island

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Guest favorite

A charming beach bungalow is visible amidst lush green vegetation and sandy terrain. The two-story home features a vibrant blue exterior, with a spacious patio area equipped with seating. The property is situated steps away from the beach, surrounded by similar coastal-style houses.

Home in Belleair Beach

4.95 out of 5 average rating, 202 reviews

Steps to a Private Beach Clearwater Belleair

Looking better than ever! So many upgrades!. You will love our design! No surrounding construction - 100% 5 stars reviews after renovation. An amazing Key West style beach bungalow retreat 20 steps to the Shore. The bungalow is located on the third row of houses with direct access to the beach. 5-Star bright and spacious PRIVATE beach Key West style beach bungalow retreat perfect for enjoying and experience all that Belleair Beach has to offer. This unique space is great for a family that wan

Guest favorite

An aerial view shows a modern beachfront building with multiple stories nestled along the coastline. The vibrant turquoise waters of the Gulf of Mexico are visible across the road, while palm trees line the street, creating a tropical atmosphere.

Apartment in Treasure Island

4.75 out of 5 average rating, 20 reviews

Summer Perfection: Beach, Pool, Ocean View #302 sc

A beachfront location with a king-size bed and heated pool. The private beach and beautiful views of the Gulf of Mexico are stunning. The proximity to beach bars and restaurants within walking distance adds a vibrant and social aspect to the stay, allowing guests to easily explore the local dining and entertainment. If you're looking for a relaxing beach getaway, this beach condo is an ideal choice. It combines a private beach setting with the excitement of local restaurants and music nearby!

Top guest favorite

A sandy pathway leads through greenery towards the beach, with the ocean visible in the distance. The soft dunes, covered in grasses and palms, create a natural border. A gentle glow from the setting sun casts a serene light over the scene.

Cottage in Sarasota

5 out of 5 average rating, 15 reviews

Beach Cottage Siesta Key Prime Location & Htd Pool

Newly Renov. Beach Cottage on World Famous Siesta Key Beach in the heart of it all. Incl.1 parking space. Walk everywhere. Great Dining, entertainment, shopping, bike rentals and more, across the street or take FreeTrolley to Siesta Key Village. Located on the Beach Side (2min.walk to waters edge) with Heated Pool. Best Location on the Island! Private large outdoor Patio w/outdoor shower. In Unit Washer/Dryer. Free Luxury Amenities. Highly sought after 1 bd 1ba. Book your stay in advance!

Guest favorite

A swimming pool is framed by a paved area, featuring lounge chairs arranged neatly around it. Tropical landscaping, including palm trees and shrubs, adds greenery to the scene. The pool area is enclosed by a black railing, providing a sense of privacy.

Condo in Redington Beach

4.9 out of 5 average rating, 113 reviews

By The Beach Couples Retreat-StepsFromSand! Ro205

Stylish & nicely upgraded Redington Beach 2nd floor studio condo, kingsize bed just a quick 2 minute walk to the beach. Fully equipped & furnished with everything you need for a terrific weekend getaway or longer term stay. Second floor unit overlooks lovely courtyard and pool. Pool, laundry, BBQ & courtyard on premises. Old Florida charm that's central to variety of restaurants, beach and watersports. Only 35 min. from TPA airport.. We are set up for up to 2 adult guests. Tons to do & see.

Guest favorite

A sunny view of the exterior of a yellow cottage features a door framed by vibrant foliage. The surrounding area includes a well-maintained lawn with a variety of green plants and shrubs, enhancing the inviting curb appeal.

Cottage in Indian Rocks Beach

4.77 out of 5 average rating, 102 reviews

#5 Beach Front Cottage w view- Indian Rocks Beach

LOCATION, location! Closest beach cottage to the water at Indian Rocks beach, view of the water from your porch & easy access to grass for pets. Perfect couples getaway. Enjoy some of Florida’s best beaches. Minimalistic living. *Kitchen recently updated* Shared gazebo & picnic table next door. Shared Washer & dryer takes quarters. Walking distance to local restaurants and bars. Minutes away from Clearwater beach, tourist attractions and mini golf. Property located next 2 public access.

Guest favorite

A view of the Gulf of Mexico is framed by a rustic wooden structure. The sun casts a warm glow over the water, reflecting its light on the gentle waves. Green foliage is visible in the foreground, adding a natural touch to the serene scene.

Cottage in Indian Shores

4.96 out of 5 average rating, 147 reviews

Beautiful Beachfront Cottage on the Water

Renovated, romantic 1937 beach front cottage. Last of its kind in the quiet family setting of Indian Shores Florida, halfway between Clearwater Beach and Treasure Island/John's Pass. Truly an "Old Florida" experience with original pine floors, Florida room and covered porches, as well as updated kitchen and bathroom. This house, uniquely built near ground level, allows it to be waterfront on the beach while shaded by huge pine trees. You won't find a more tranquil setting on the beach.

Guest favorite

A light-filled dining area features a white table surrounded by black chairs, complemented by a large clock on the wall. Sliding glass doors lead to a balcony with ocean views, enhancing the bright coastal atmosphere.

Apartment in Indian Shores

4.91 out of 5 average rating, 55 reviews

Breathtaking Accomodations

Newly remodeled! This 3 bedroom 2 bath beach condo offers an expansive view of the white sand and gulf waters. Make memories in the bright & breezy kitchen, dining & family room with ocean view and balcony seating. Appreciate private beach & pool to relax & recharge while the sunshine and ocean breeze are perfect combination for outdoor fun. Premier host offers 5-star service along with all the amenities including SMART TVs, WiFi, reserve parking, heated pool, beach chairs & towels.

Guest favorite

An aerial view captures the condo's prime location directly across from Siesta Beach. The beach is marked by expansive stretches of soft white sand, with the ocean visible in the background. Nearby buildings and lush greenery create a serene coastal atmosphere.

Apartment in Siesta Key

5 out of 5 average rating, 25 reviews

Good Vibrations - stay ON the beach in Siesta Key!

Newly listed condo with an unrivaled location -ON- Siesta Beach! Sleeps 6 Enjoy incredible sunset views right from your living room, or simply walk across the street right to the beach! No pool or hot tub, but prime beach access with world famous velvety white sands and warm blue ocean waters. Why your stay with us will be exceptional: 1) We will go above and beyond for you. 2) Free high-speed Wi-Fi. 3) Beautifully designed, sleek space. Perfect for a relaxing getaway.

Superhost

Condo in Indian Rocks Beach

4.67 out of 5 average rating, 6 reviews

Beachfront Luxury Condo in Indian Shores

Welcome to your dream beach getaway! - Breathtaking Gulf views from a private balcony. - Spacious 3-bedroom, 1400 sq ft luxury condo. - Fully-stocked gourmet kitchen with stainless steel appliances. - Heated pool and soft white sands just steps away. - Dedicated home office with fast WiFi and USB chargers. - Close to Indian Rocks Beach and local seafood restaurants. - Pet-free accommodation with secure digital lock entry. - Ideal for 4 adults and 2 kids.

Superhost

A bright and airy living area features a comfortable couch facing a modern television. A coffee table sits in the center, with a view of the intracoastal waterways visible through large sliding glass doors that lead to the balcony.

Condo in Madeira Beach

4.83 out of 5 average rating, 140 reviews

Lovely Water View Condo, Top Floor, Steps to Beach

We are grateful to share that the Resort and beautiful condo are Guest Ready! The location is amazing! Walk across the street and you are at the beach. We provide your beach essentials including chairs, an umbrella and a beach buggy. A heated pool and hot tub, parking space for one vehicle and high speed WiFi make this a complete package deal. John's Pass is now open as are most area restaurants and stores, welcoming you to back to this vibrant beach community.

Top guest favorite

A panoramic view captures the beachfront scene, with waves lapping at the sandy shore. Inviting beach umbrellas and sunbathers can be seen along the coast, while several colorful homes with treed landscaping create a relaxed coastal atmosphere.

Bungalow in Indian Shores

5 out of 5 average rating, 204 reviews

Quiet Beachfront Bungalow on Florida’s Gulf Coast

Welcome to The Sunset Beach Bungalow! This top-floor luxury water-front home located in Indian Shores, FL has been completely remodeled. Our serene getaway is situated on the Gulfs Coast. The large deck looks out over the water, providing a calming sanctuary to which you can retreat any time of day or night. Our home is over 1000 sq. ft and is newly furnished with plenty of room to relax during your stay. Our beach is private so there aren’t large crowds!

Top guest favorite

A private balcony offers stunning views of the ocean, with comfortable striped chairs placed for relaxation. The sandy beach is visible in the distance, along with gentle waves lapping at the shore under a clear blue sky.

Apartment in Indian Shores

4.95 out of 5 average rating, 140 reviews

Beach Front Condo!

Escape to paradise in this stunning condo, situated right on the sand, you'll wake up each morning to the soothing sounds of the ocean waves and enjoy breathtaking views of the sparkling turquoise waters from your own private balcony. The condo is tastefully decorated in a modern coastal style, that will make you feel right at home. The spacious living area boasts plenty of natural light and comfortable seating for relaxing after a day at the beach.