Beachfront vacation rentals in Siesta Key

Find and book unique beachfront homes on Airbnb

Top-rated beachfront rentals in Siesta Key

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

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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, 14 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 cozy seating area is visible, featuring two chairs and a round wooden table. Decorative lanterns and potted plants adorn the table. Through the large screened window, a vibrant sunset over the beach and palm trees is framed, providing a serene view.

Condo in Siesta Key

4.94 out of 5 average rating, 104 reviews

Siesta Key Beach Front Condo

We did not sustain hurricane damage (including the pool) and are open to guests! Located at CRESCENT ROYALE CONDOMINIUMS - one of the finest gated communities on Siesta Key. Large HEATED outdoor pool - this 2 bedroom/2 bath PRIVATELY OWNED vacation condo is steps away from world famous, breathtaking Siesta Beach - consistently VOTED #1 BEST BEACH IN THE USA year after year! This condo is nicely situated on the 2nd floor. The large screened lanai provides spectacular gulf coast views.

Guest favorite

Two wooden lounge chairs are set on a sandy beach, beneath a large umbrella. Palm leaves are visible in the foreground, with a view of the calm ocean stretching towards the horizon, where pastel hues of sunset illuminate the sky.

Condo in Pass-a-Grille Beach

5 out of 5 average rating, 152 reviews

Beachfront in Pass-A-Grille w/ 2 bikes & 2 boards

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! 🤍

Guest favorite

An aerial view of a serene beach with soft white sand meeting clear turquoise waters. Beach loungers are positioned along the shore, and a few scattered beachgoers enjoy the sunny day. Lush greenery lines the edge of the beach, contributing to a calm coastal ambiance.

Condo in Siesta Key

4.92 out of 5 average rating, 119 reviews

Sea Shell Ocean view On Beach Walk everywhere Pool

Post Hurricane- Complex OPEN Enjoy ocean views in this 2 bed 2 bath spacious beach side 4th floor condo at Sea Shell Updated coastal decor across from Capt Curts, restaurants, grocery, coffee, ice cream Easy to WALK everywhere No car needed Perfect location Great for families Sleeps 6- 1 king & 2 queens & walk in closets Balcony with GULF views Private beach steps away from bldg. Free beach loungers. POOL Siesta Beach #1 in US Quick Wifi Superhost- 265+ reviews that ave FIVE STAR!

Guest favorite

A spacious bed is centered in the room, layered with neutral-colored bedding and decorative pillows featuring floral patterns. Flanking the bed are two bedside tables topped with lamps, and a large piece of artwork depicting a beach scene hangs above.

Apartment in Bradenton Beach

4.89 out of 5 average rating, 123 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

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, 24 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.

Top guest favorite

An outdoor seating area is presented with a round table and two chairs, surrounded by a paved patio. The space is covered with a wooden pergola featuring string lights. A glimpse of palm trees and parked cars can be seen in the background.

Cottage in Bradenton Beach

4.99 out of 5 average rating, 159 reviews

Bradenton Beach Sunsets 2, Anna Maria Island, FL

Fully furnished water view beach cottage located on beautiful Anna Maria Island directly across the street from white sand beach and Gulf of Mexico. 1 Bedroom 1 bath unit that sleeps 4 with the queen pull out couch. Beach chairs/umbrellas/Boogie boards/laundry room, etc. provided. Three blocks from historic Bridge Street with lively restaurants and bars. Free island trolley and across the bridge from Cortez fishing village. Free off-street parking.

Guest favorite

An aerial view displays the surrounding area, highlighting the proximity of the beach and pool to the condo. Restaurants, bars, and shops are visible across the street, marked for easy navigation. Pathways leading to these amenities are delineated in red and green.

Condo in Sarasota

4.94 out of 5 average rating, 160 reviews

Remodeled/Beach Side1BD/2BA Walk to Beach&Htd Pool

- First Floor 1 Bed/2 Bath condo w/ One King Bed + One Sofa Bed - 3 Minute Walk to Beach (Gated Private Access ) and Saltwater Heated Pool - Beach Side of Midnight Pass Rd - Beach Gear Provided - Patio Area - One Parking Space out front ( max to mid SUV, large SUV may have difficulty in &out ) - Restaurants, bars, ice cream and seven Eleven, grocery & pharmacy+ shops right across the street! Go to places by walking or riding a free Trolley

Guest favorite

Home in Siesta Key

4.96 out of 5 average rating, 107 reviews

Beachfront home with private access, walk to town!

Welcome to your own private getaway directly on Siesta Beach! Meticulous, updated unit with amazing location to the village and access to tow You will literally, walk out your door, down the steps, and directly onto the beautiful, fine, powdery white sand of Siesta Key Beach. Private Paradise directly on the white powdery sand of Siesta Key! 2 bedroom 3 bathroom beachfront home with Gulf views that sleeps 8.

Guest favorite

An aerial view reveals a mid-century vacation villa surrounded by lush greenery and open spaces, with the coastline and sandy beach visible in the distance. The calm ocean water stretches towards the horizon beneath a partly cloudy sky.

Condo in Venice

4.96 out of 5 average rating, 101 reviews

Vintage Villa, Thirty-Five

Soak up the Florida sunshine on Golden Beach which is mere steps away from your front door! This mid-century vacation villa, located on Venice Island, is yours to unwind and relax in and is within minutes of additional beaches, historic Venice, a fishing pier and multiple restaurants. This single-level unit offers the ocean within steps of the unit and also offers a community pool.

Top guest favorite

A private balcony showcases a cozy seating area with a dark chair overlooking lush greenery and the beach. The ocean can be seen in the distance through palm trees, while vibrant plants add color to the serene coastal landscape.

Apartment in Holmes Beach

4.96 out of 5 average rating, 28 reviews

Beach Views! Pool & Pickleball! Kid Friendly!

Whether you're seeking relaxation or adventure, this Airbnb listing offers it all. So come, unwind, and experience the beauty of the beach, the convenience of nearby restaurants and shops, and the luxury of beachfront living in a dreamlike setting. Your beach vacation of a lifetime awaits! Book now to secure your slice of paradise. at this peaceful place to stay.

Top guest favorite

An open living space features light-colored furnishings and a large sectional sofa. Complementing the seating area, a wooden coffee table is arranged on a textured rug. A ceiling fan and recessed lighting are present, with a view into an adjoining kitchen area visible in the background.

Apartment in Siesta Key

4.99 out of 5 average rating, 177 reviews

Siesta Key #1 Beach, pickle ball & tennis paradise

BEST SPOT AT SIESTA KEY BEACH. Beautiful apartment in Siesta Key Beach. Fully equipped. Condo hotel, on the best area of the beach in Siesta. Main bedroom with King bed. 2nd room with two single beds. Queen sofa bed in the living room. Pack n Play & high chair for children. 1200 MB Wifi. 70” Smart TV, 2 55” TVs Nesspreso, Keurig.

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What guests are saying

FamilyTides~New! 30 sec walk to beach~Heated pool!

5 out of 5 average rating, 24 reviews1 week ago

This place was perfect for my family!! The pool and closeness to the beach were perfect for my 2 year old toddler and 9 month old baby!! Inside the house was very clean and comfortable! The host was very kind and organized which made it very easy for my family as we traveled with 2 little ones! Definitely would come back to this rental!!

Home in Holmes Beach

What guests are saying

Open Monday & Tuesday, $250/nt!

5 out of 5 average rating, 20 reviews1 week ago

I had a wonderful stay at Heidi’s condo on Longboat Key! The condo was very clean, the bed and pillows were comfy, and it was decorated with a cheery beach theme. The condo had everything I needed to make my 4 night stay enjoyable and comfortable like dishes, cooking pans, toaster, coffee maker, cooking oil, paper towels, plenty of toilet paper, and bath and beach towels. I enjoyed lots of meals, sipping my coffee, and also reading a book out on the little patio while I enjoyed the ocean view and hearing the waves. You can walk down to the beach in less than a minute and what a beautiful beach it is. The location of the condo is a great spot in LBK with quick access to restaurants, grocery stores, and shopping areas, and I especially like that it’s not a heavily touristy area. Heidi herself made my stay special by bringing me some goodies on my first morning and checking in with me a few times during my stay. She is by far the best Airbnb host I’ve ever stayed with. I’ll be back!

Apartment in Longboat Key

What guests are saying

Sandcastle Dreams

4.9 out of 5 average rating, 31 reviews5 days ago

We had a wonderful stay at Ammey’s place. The location was perfect. It was close to all of the restaurants and shops on Bridge Street, it was an easy walk down the beach to other restaurants located right on the beach. It wasn’t far to Coquina Beacb and my husband enjoyed the walking/running path there. The condo was well appointed for our group of 4 people and would easily fit three couples. The extra beach umbrellas you can rent from Ammey were so convenient. There were plenty of chairs and beach toys. I would definitely stay here again on my next trip to AMi.

Condo in Bradenton Beach

What guests are saying

Just Dune Our Thing Beach Front 2/2, Siesta Key

5 out of 5 average rating, 4 reviews15 months ago

We can’t say enough good things about Dune Our Thing! We had the best stay and really fell in love with Siesta Key. The condo was beautiful, comfortable and impeccably clean and decorated. The view of the ocean was great and it was so nice to open the patio door and hear the ocean. We loved how easy it was to get from SRQ to this condo—very easy drive and great location. We actually really liked staying near turtle beach…it was more private and quiet than other areas and the beach access was simple and close—just a walk over the dune. Shell hunting was really great on this beach. We rented a car, but we also used the free trolley and the frog hop service when we didn’t feel like parking. I can’t say enough good things about our host—they were so helpful and had our place stocked with holiday goodies and a welcome gift for our 4-year old son. We will be back, and likely to stay in this same place again. Thank you so much, we highly recommend!!

Apartment in Sarasota