Beachfront vacation rentals in Siesta Beach

Find and book unique beachfront homes on Airbnb

Top-rated beachfront rentals in Siesta Beach

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

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Top guest favorite

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!

Superhost

Condo in Sarasota

4.9 out of 5 average rating, 10 reviews

Beachfront - Siesta Key 2 BR walk out to beach

Sept 30, 2024. Condo was severely damaged in hurricane Helene see photos Located on the secluded south end of Siesta Key. This beachfront 2 BR condo is ground floor - literally walkout the back door and you are on the beach. includes use of owners kayaks. Boat docks are available for your use. Several restaurants within walking distance of condo or take the free trolley to the middle of the key or the village in the north end. Equipped with beach chairs, umbrellas, boogie boards

Guest favorite

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

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

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

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

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

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

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

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.

Superhost

Home in Siesta Key

4.76 out of 5 average rating, 505 reviews

Beachfront Getaway in Siesta Key

Beachfront complex, this gorgeous home boasts all the luxury you’d expect from a beach house! Beachfront BBQ grills, cabana with lounge chairs,heated swimming pool, Wi-Fi & parking. For your convenience, there are restaurants, grocery store, pharmacy, 24 hours 7-Eleven, bike and Kayak rentals just across the street. A little piece of paradise!

Top guest favorite

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

Siesta Key - 2BR - Beachfront Condo on Crescent Beach - Heated Pool - Tennis Ct

5 out of 5 average rating, 6 reviews18 months ago

My family and I had an amazing time staying at this condo. I loved how spacious it was, the gorgeous kitchen and the fabulous lanai with comfy couch and chair. I especially enjoyed having my breakfast out there listening to and watching the ocean while also feeling like it was private and relaxing. All the beach supplies were great to have and we enjoyed the beautiful pool as well. We’d love to come back and stay here again!

Condo in Sarasota

What guests are saying

Open Monday & Tuesday, $200/nt!

5 out of 5 average rating, 21 reviewstoday

This cozy condo backs right onto a beautiful stretch of beach. The beach was never crowded and sun loungers and umbrellas were readily available to use. Beautiful sunsets and easy access by car or taxi to supermarket/numerous restaurants. Heidi was a fantastic host and checked in on us to make sure we had everything we needed. Thanks for a lovely stay

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