
Beachfront holiday rentals in Siesta Key
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Top-rated beachfront rentals in Siesta Key
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Popular amenities for beachfront rentals in Siesta Key
Pet-friendly beachfront home rentals

Venice Island Pool Casita with 2Bedrooms/2 Baths
Our 2nd stay and had a wonderful time! Thanks so much!

Beachy Blue by Beach Boutique Rentals
The beachy blue home was a great vacation home for my family. The location was perfect. A short walk or golf cart ride to the beach with plenty of spots to park. The beach location was also wonderful as it was not as crowded as other locations we have stayed in the past. The pool was a great oasis for my kids and the spa was a great surprise. It was warm enough to sit in during cool nights and still use during the day to relax. We had a party of 8 and the setup of the house was perfect with rooms, beds and bathrooms. We would absolutely rent here again.

Luxury 2BD Oceanfront Condo + Private Parking
Our family of 5 loved Akira's place. It felt very private as the store below is very low traffic. The beach access right across the street was perfect for us and the cooler, chairs and umbrella in the unit were a great to have! Short walk to many restaurants and a trolly stop right across the street made getting around easy. We had a great time!

BEACH! Sunny Escape! Steps 2 Famous Beach w/2 Bike
If you are looking for a historic, old-school Florida home, this is it. The only reason it isn’t a perfect score is that the hurricane closed most of the shops that make Pass-a-Grille quaint. We were able to support a few local restaurants, and the local traffic was very light. We wouldn’t have changed our trip, but it would have been good to know. It seems like businesses are working hard to get back on their feet. Overall a good experience. I appreciate Lisa’s great responsiveness.

Casa Antilles | Luxury Home Steps To Beach!
The Cottages were great hosts. The place had all the accommodations needed to make us feel right at home. Everything was clean and well kept. We particularly appreciated how stocked the house was, plenty of beach/pool towels, beach equipment (chairs, wagon), and all the other amenities we expected. The elevator is a great touch. I never thought we would need/want one, but with kids, beach gear, groceries, etc. it made a huge difference. We didn’t need much during our stay, but when we reached out, the host was very responsive. Overall, a great location, great house, and excellent host. Highly recommended.

MAY Specials, Beachfront, Private Beach, Dogs ok
Stunning views, great space and the water for swimming is perfect for small children. The shallow water extends very far from the beach and they loved playing!!

202 Beautiful Pass a Grille Steps from Beach
What an enjoyable visit to Passé Grill. Not only was our stay at the Berkeley beach club exactly what we needed but it was a perfect location! The amenities were also unexpected and amazing. Would highly recommend this spot and Maryann who was very responsive. Thank you for a great vacation!!

Historic Downtown Pass A Grille Beach Pool WiFi
Idyllic location—private, peaceful, and next to cute shops and a beautiful beach. House was relaxing, clean, and refreshingly minimalist in decor. Brandon was very responsive to any communication—the whole experience was easy breezy. I’d book again!
Beachfront home rentals with a pool

Sun-Soaked & Relaxing Gem ~ Steps to Beach ~ Pool!
Our family of 5 enjoyed our stay. The pros were being able to walk to the beach through private gate access, anything we needed for the beach was provided including toys for kids, home had all the necessities, and the kids enjoyed the pool when we needed a break from the beach. A few cons would be because there is a lot of construction going on down this road (including the bottom units) we could hear work trucks in the mornings which disrupted any plans to sleep in, the bed in the primary room also had dips in it, and one of two dryers on-site did not work so when we started 2 different wash loads we had to wait for one load to finish before drying the other (not a huge deal but it was unexpected, could also cause an issue if there were other units trying to wash/dry at the same time). Overall the place is as described and our family was comfortable. I’d recommend this place to others.

VILLA 5 · Pool view. King bed. Daily rentals
Second time here. Great place to stay for couple nights. Short walk to beach. Peaceful and quiet.

The Peachy Beach House, steps to the gulf
We had an amazing vacation! Perfect location and great amenities. Our daughter had a blast in the pool. Sunsets were perfect. Waking up to the view of the water every morning was beautiful

Ocean Air Oasis-New Centrally Located AMI Luxury
Our spring break getaway to Anna Maria Island was made more enjoyable by our stay here. This wasn't just a place to sleep; it truly felt like a refuge for our party of five. While we loved spending quality time together at Bean Point Beach and around the pool, the thoughtful layout of the house provided several private spaces that allowed us to enjoy much-needed 'me time' throughout the vacation. This balance of togetherness and individual space was a real highlight and contributed significantly to a relaxing trip. With its impressive ceilings, the house boasted a sense of spaciousness that was visually appealing. The high-end finishes in the kitchen and bathrooms, along with the beautiful flooring and trim made us feel we were somewhere special. This, combined with the unique layout, created an environment that was visually appealing and incredibly welcoming. We connected with Jay several times, and his response time and actions were always fast and appropriate. Would recommend.

[Beach Elements] pool view + private beach & bikes
The place was really comfy and jayme was very helpful and friendly with my questions. 100% recommended

Cozy beach house with pool - 1 block from beach!
Great location across from Manatee Beach, Publix grocery store. Enjoyed that homer equipped with ping pong, bags and other games.

Waterfront! Lyons Bay Delight! Walk to Beaches!
Great location on the bay with a quick walk to the beach. House is very spacious and comfortable. We loved everything about it. The host, Kathy, was very responsive and made the whole process easy. Can’t wait to come back

Siesta Key Beach House with Private Beach Access
Great location, minutes from the private beach access. Excellent accomodations, great house. Great area.
Private beachfront home rentals

Beach front! Sunsets + Bridge Street+ Restaurants!
We loved this beach house! Great location, sunsets, clean, well appointed and beautiful. We would definitely come back!

Private Waterfront 2 Bedroom Condo
My daughters & I stayed in Nokomis for a spring break beach trip. Dan's place was exactly as described in the listing. The entire place was clean and tastefully decorated. It had everything we needed for our stay. We used the paddle boards and kayaks during our stay, as well as the beach chairs & umbrella. It was so nice to have everything for the beach available for us to borrow. Nokomis Beach is only a few minutes from the condo. We enjoyed several short trips to Venice for restaurants and coffee shops. Dan responded quickly to any questions I sent. We had an excellent stay at Dan's and would definitely stay there again!

3 BR Condo On Longboat Key Beach and Waterfront
This place was wonderful, Peaceful,quiet,private beach , everything described in listing. I would definitely stay here again! The view was picture perfect! Location was everything you would want .

Turquoise Gem 1st Floor
John was a great host. He answered all of my questions before and during our trip in a timely manner. The place was cozy and comfortable. It was really quiet and great for sleeping. We enjoyed the use of the kitchen and absolutely loved sitting outside in our private patio whether enjoying morning coffee or a nice glass of wine before dinner. There was a lot to do within walking distance (beach of course!, park, local shops and restaurants) or a quick drive away. We took advantage of many of John's recommendations. Longboat key is a special place and we'd certainly love to return some day. Thank you!

Renovated Beachhouse Private Beach Access, Unit S
Sheryl’s responsiveness and care for us was unmatched. We had an issue with the property that she resolved immediately and even called me personally to make sure my friends and I were taken care of. Great location and outstanding customer service.

Summer House longboat key
We had a wonderful stay at Chris’s house on longboat key! The pool was so nice for the kids and us adults to swim and relax by. The house was very nice and the beds were very comfortable. There were plenty of towels, extra sheets, and the kitchen was very well stocked with pot and pans. We did find it easier to drive closer to the crosswalk to the beach and park before walking across the street to get to the beach access. The beach was very quiet and beautiful. We found so many shells and our kids loved doing evening swims at sunset! It’s a very quick drive to Anna Maria Island and St Armand’s Circle. We really enjoyed our stay.

Manasota Key to Relaxation
Linda’s home was truly a gem! So peaceful and relaxing! The ocean is literally steps away, with sunsets, swimming, sand, shells and shark’s teeth to hunt all day long!! We had everything we needed to feel at home, and more! Manasota Key was amazing and Linda’s home was a perfect location for our family’s get away!

The Beach House 2 by Duncan Real Estate
This home was so perfect for our beach vacation, we especially liked the covered porch facing the beach with the big gum tree in front of it. All the amenities were provided, we had a grill to enjoy, so comfortable. We will definitely be back to enjoy it more!
Quick stats about beachfront rentals in Siesta Key
Total rentals
170 properties
Nightly prices starting at
£90 before taxes and fees
Total number of reviews
6.7K reviews
Family-friendly rentals
130 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with a pool
140 properties have a pool
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- John's Pass
- Crescent Beach
- Bean Point Beach
- Cortez Beach
- Lido Key Beach
- Amalie Arena
- Raymond James Stadium
- North Beach
- Vinoy Park
- Coquina Beach
- Manasota Key Beach
- Tampa Theatre
- Fort De Soto Park
- Curtis Hixon Waterfront Park
- Streamsong Resort
- Jannus Live
- Myakka River State Park
- Splash Harbour Water Park
- River Strand Golf and Country Club
- Lakewood National Golf Club
- Alafia River State Park
- Tropicana Field
- Van Wezel Performing Arts Hall
- North Beach At Fort DeSoto Park