
Beachfront vacation rentals in Siesta Key
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Top-rated beachfront rentals in Siesta Key
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Popular amenities for Siesta Key beachfront rentals
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

Bliss by the Beach by Beach Boutique Rentals
It was perfect for us. Colors were my fiance favorite shade of light blues. Cozy and comfortable with easy access to beautiful Bean Point Beach. Pool is perfect size for two to lounge on the deck or in the water and, soak up the sun and dip in the water to cool off. We look forward to staying there again. We were engaged on Bean Point Beach and celebrated our engagement with family and friends in the boutique. Love it!

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

Sunset View
We had a wonderful time. The house was more spacious than pictures shown. Location was amazing!

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.
Beachfront home rentals with a hot tub

ON THE BEACH Condo, SPA -1 bd/1 ba. Location!
Peaceful, accommodating, views were spectacular and we really couldn’t ask for more out of a place to get and enjoy for a few days. We will be back for sure.

Luxury Bayview Retreat w/Pool, Spa+ Hot Tub
Len was a terrific host, and his property is beautiful and exactly as described. Len made us feel right at home from the moment we arrived, and was very responsive to any of our text communications. the property is exactly as described and perhaps better than the photos on the listing, including a beautiful view of the water with stellar sunrises every morning. the location is quiet and centrally located to great restaurants and beaches on longboat or siesta key. highly recommend this location for any travelers looking for a quiet and comfortable stay in the Sarasota area.

AMI Bridge Street Pier Phase Inn
Excellent location! Clean. Rex was very responsive. This is the perfect place for a nice getaway - not big or "luxury" quality, but you just can't beat the location and it has any basic amenity you need. Once you unload and park, you won't need a vehicle. You can walk around Bridge Street, walk to the beach, or take the trolley to the north part of the island.

On the Beach; Siesta Key SunBum Studio
We had a wonderful time! Tim and Stephanie’s place is a hidden gem at Siesta Key. Everything we could possibly have needed was provided. Being steps from the beach was super convenient. The decor and setup were very much up to date. Even the property manager said we had the best unit in the entire club! We totally recommend Tim and Stephanie’s place.

NEW MAY SALE Openings! Sarasota #1 Lux BEACH Villa
We just enjoyed five days there with three young kids. Beautiful place, awesome communication and accommodating to all of our needs! Thank you for a great stay!!

Gorgeous Gulf Views - Beachfront 2BR/2B Condo
Absolutely stunning property. We loved every second of our 5 day stay, and were devastated to leave! You couldn’t ask for a better location, the stunning sea views surround you and the beach is right on the doorstep. The property has everything you could need, including a well stocked kitchen and heaps of beach supplies. The pool is wonderful as well! Lots of shops, bars and restaurants within a short walk, but far enough away to feel nice and quiet. I can’t recommend it enough!

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.

★Right on the beach ★ Relax and Enjoy ♥ Sunsets!
Our first visit to AMI. We loved the condo and being right on the beach. Beautiful sunsets right from our deck. Perfect condo for a couple. Walkable to local restaurants and Bridge Street area. We did not rent a car and used the free trolley and even Uber to go to dinner on LongBoat Key. Great stay. We hope to come back.
Pet-friendly beachfront home rentals

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

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.

"Lost Loon" Oceanfront Cottage by Roxy Rentals
Beautiful views from this beach bungalow that provided lots of amenities - comfy beds, plush towels, well-stocked kitchen, beach chairs, etc plus extras like a bottle of wine and sunscreen. We really enjoyed our time here. The only negative was the lack of a solid door on the main bedroom. It’s a slatted closet door so it limited privacy and was not quiet if anyone was in the kitchen. Still, we’d highly recommend it for the location and the completely updated cottage!

Casa Posada - Cozy 2BR Cottage, Steps to Gulf
This rental was so clean and the property owners were always very responsive and friendly. The beach was right outside the door and very clean. The best part was having the beach gear delivered and picked up by a third party so we didn’t have to worry about it. We love AMI and would definitely recommend this property.

Beachy Coastal Rental in Holmes Beach
This place was so nice and clean and very cute! Jessica is very helpful if you have any questions and gets back to you right away! Very close to some restaurants and bars and the beach is only a couple of blocks away. We really loved it and Chris the maintenance man is very friendly and helpful. We ran into the cleaning lady a few times while she was cleaning the other place and she sure is very friendly with a smile! We will be coming back for sure! Holmes beach is very peaceful and full of friendly people! We stayed for a month but will stay longer next time!

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!!
Quick stats about beachfront rentals in Siesta Key
Total rentals
170 properties
Nightly prices starting at
ﺩ.ﺇ441 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