
Holiday rentals with beach access in Siesta Key
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Top-rated rentals with beach access in Siesta Key
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Apartment rentals with beach access

Condo Kokomo - stay ON the beach in Siesta Key!
The condo is directly across the street from the beach and within walking distance of the restaurants and shops. It has a great little patio that we sat on to eat breakfast and to enjoy an evening cocktail. There is a closet with beach chairs, umbrellas, sand toys and coolers and Amelia provided beach towels. It was perfect!

Casa del Sol II (Non-Smoking Property)
This was our second stay at this Airbnb, and we love it. Great location, spacious, and it has a well-stocked kitchen, as well as beach supplies for guests to use.

Longboat Key-OCEAN FRONT- on the beach
Absolutely loved our stay! The place was spotless, beautifully decorated, and had everything we needed for a relaxing getaway. The location was perfect—just steps from the beach with stunning views and peaceful surroundings. Cindy was incredibly responsive and welcoming. We’ll definitely be back—highly recommend

Sunset Sensation
Great location, beautiful place, very private, beach right across the street, and Siesta Village a 4 minute drive, or trolley stop right in front of the complex to and from the village and lots of great restaurants.

The Oz Parlor 2.9 mi beach hot tub pool
The space is very peaceful and interesting. A very Chill and relaxing vibe . loved the outdoor shower , garden with lots of places to hangout and chill . Theres tables and chairs in nook and crannies of the garden , a firepit , mango trees with fresh mangoes to pick , hammock in the shade . free bicycles to ride to the local pastry and coffe shop just 2 minutes that is to die for , highly recommended + also provided are all the things you need for a day at the beach including chairs , umbrellas, even a sifting tool to dig for sharks teeth or even sand fleas for fishing bait . We're florida natives and live in St.pete this was a birthday stay cation for Heather . We spent Day 1 on Boca Grande Tarpon Fishing early Am , dining on the island and then snook/ beach fishing in the afternoon . more dining on the beach . we didn't want to stay in a hotel and everything on the island was booked up anyway. it was well worth the 20 minute drive to stay here we will be back .

Siesta Premier Location - The 'Calm of Siesta'
I visit Sarasota every year and stay each time at a new place. This year I wanted to do something closer to the beach and Siesta Village. Matt’s spot was perfectly located for this due to being so close to the beach and every night we walked to the village for dinner/nightlife which was about 15 minutes walking distance. Overall a great place for 1-4 people if you’re looking for a nice chill vacation.

Idylllic Views & King Bed in a Peaceful Setting
This place was perfect if you are looking for a relaxing, peaceful and beautiful experience, this is the place to be The views and the kayak were a super plus Very clean as well will come back definitely

Las Palmas Beach Rentals unit 2
cute little beach apartment. clean and comfortable. We loved being super close to the beach. and the outdoor hose and shower was handy. nice of them to provide some beach items too like chairs, a boogie board and beach towels. AC gets very cold, which my husband was happy about. We will definitely be back to Ana Maria Island! its an amazing beach.
House rentals with beach access

Sun-filled cottage with pool, walk to beach
We loved our recent stay here! We had a bit of a challenge with lots of rainy weather so having a BEAUTIFUL backyard with synthetic grass and an amazing pool SAVED THE DAY(S). We ran outside with every break in the weather and the kids stayed as happy as can be. The home not only looked clean, but FELT clean and the decor was tasteful and didn’t feel overly beach kitschy- as we’ve run into before. Hoping to be back next year!

Beachfront Getaway in Siesta Key
Our stay was so easy and enjoyable! Dior’s place is so cute and very clean. We were able to walk to multiple shops, bars, and restaurants. It was so nice to have our private beach access right down the sidewalk, and right beside the pool! We were also so glad that she was able to accommodate us on such short notice. Everything was perfect! This will definitely be our go-to place to stay when we visit Siesta!

New remodel- 150 Yds to Beach and Restaurants!
We enjoyed our stay! Very clean and has everything you’d need. John is very responsive which we appreciated. Would recommend staying here!!

5 minutes to private Siesta Key Beach + 2 pools
Solen was an amazing host—very responsive, friendly, and helpful throughout our stay. She even brought us a brand-new can opener when we needed one! The house was spotless, cozy, and located in a great area. We had a wonderful time and would definitely stay again!

Beach, Village, Dock & Private Pool! One-of-a-kind
Marko’s family home was beautiful, charming, and spotlessly clean. The home is perfectly located, walkable to beautiful beaches and great restaurants and shops, including the market. Marko was extremely hospitable, ensured we were all set and gave wonderful recommendations. We loved this place and will be back again next year. Thank you!

Rustic Sands - 650
Our time at this Airbnb in Siesta Key was amazing! The house was super clean and had an awesome kitchen with everything you could think of, plus more. Great appliances, tons of towels, dishes, some games, TVs with premium channels and more! Outside was just as great. The pool area was covered with mosquito netting, so we could relax without bugs bothering us. The pool was our favorite spot! super clean, and the outdoor BBQ grill was great! The only thing was the master bedroom bed was a bit small and not the most comfortable for us (queen size), but everything else was so good. The neighborhood was really quiet, location was 4 minute drive from the beach. Overall, this Airbnb was one of the best places we've stayed. I would 100% recommend it and would come back! it looks better in real life than the photos.

SIESTA BEACH HOUSE HEATED POOL☀️🌴3 MIN TO BEACH!!
Can’t say enough great things about heather &Steve’s place. House was beautiful and perfect for our family. Short drive to the beach and tons of restaurants and shopping. We had a great time and hope to be back!

Sweet Siesta Cottage
Billie was an amazing host! She was extremely flexible with check-in and the cottage was great. We come to Siesta Key yearly and try to stay in walking distance to everything and this was block away from the beach and 10-15 minute walk to downtown. We didn't have car but there's parking available if needed. Will be our go-to spot going forward!
Apartment rentals with beach access

Beautiful White Sand Siesta Key Beach
my wife and I spent a wonderful week at Connies place , great location to the pool and beach, the unit was SPOTLESS, well equipped with anything you would need , parking spot right outside our door was great , comfy bed, really nice sand chairs for the beach, always got quick answers to any questions ( none problem related) would highly recommend for any couple looking for a perfect getaway, hoping Connie and her family are well

Best Siesta Key Condo
We had a very good time at Siesta Key and enjoyed our time at Maureen's place. The building is older, the amenities are well maintained and the condo itself is well cared for. I did find some mystery stains on the mattress and the decorative pillows in my room, but I'm guessing they are just spills that were difficult to get out. More importantly, the boat dock is usable, albeit with some difficulty if the boat is larger than 22 feet or so. We figured out on the second day that the best way to dock was parallel to the intracoastal between the posts and to tie off with lines on either side of the stern and with a single line on the bow. I would check ahead to make sure the dock is available, but we had no other boats docked there on a holiday weekend. The private beach access was a lifesaver on a holiday weekend, despite the short walk required to get there. Having both intracoastal and beach access is the biggest value of the place in my opinion.

Cozy 1BR Beach Condo on Siesta Key!
We had a wonderful time at Bill's place, very cozy and had everything we needed. Loved being able to walk to the beach and spent some time at the pool, we had so many more things we wanted to do and not enough time in the day!

Sea Shell Ocean view On Beach Walk everywhere Pool
Amy was the most responsive host I have ever had on Airbnb. I appreciated her hospitality.

2 Bed/2 Bath Condo Resort View on Siesta Key Beach
The location was great, close to village as well as crescent beach. Lots of restaurants, bars, and excursions close by. Private beach which is wonderful, they offer umbrella rentals for a very reasonable price. Two pools which allowed for plenty of space as neither pool was crowded. The condo came with adequate linen/towels with an exchange halfway through the week which was great. There were extra beach toys, umbrellas, and a cooler in the closet we found a few days in that came in handy.

Sea Club 2-Relaxing Siesta Key Condo-Siesta Sky
Absolutely love Sea Club. This was our second stay there. Will always come back. Walk to the beach is not bad at all. Condo is next to the road but still quiet. Really enjoyed our stay!

Siesta Key Ground Floor Condo 2BR On Trolley Line
Great stay, the location, the amenities all were wonderful. Melissa and Brandon were super responsive and the place had more essential stocked than most of the other places we have stayed, which was very thoughtful. Melissa also had a regular coffee pot sent out to us right away, since we don’t use Keurig’s which was super nice and very much appreciated. We would definitely come back!

Private Siesta Key Escape
This little beach condo was perfect! In pristine condition, super cute, and very walkable to the beach and the trolley line. The downstairs laundry is currently out of service due to last fall’s hurricane, but that was ok with us. We would definitely stay here again!
Quick stats about holiday rentals with beach access in Siesta Key
Total rentals
980 properties
Nightly prices starting at
$115 SGD before taxes and fees
Total number of reviews
19K reviews
Family-friendly rentals
770 properties are a good fit for families
Pet-friendly rentals
170 properties allow pets
Rentals with a pool
830 properties have a pool
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- Anna Maria Island
- Siesta Beach
- Anna Maria Public Beach
- Crescent Beach
- John's Pass
- Turtle Beach
- Caspersen Beach
- Bean Point Beach
- Raymond James Stadium
- Cortez Beach
- Lido Key Beach
- Amalie Arena
- Coquina Beach
- Gulfport Beach Recreation Area
- Vinoy Park
- North Beach
- Fort De Soto Park
- Manasota Key Beach
- Streamsong Resort
- Tampa Theatre
- Jannus Live
- Curtis Hixon Waterfront Park
- Splash Harbour Water Park
- River Strand Golf and Country Club