
Waterfront vacation rentals in Siesta Key
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Top-rated waterfront rentals in Siesta Key
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Popular amenities for Siesta Key waterfront rentals
Waterfront apartment rentals

Las Palmas Beach Rentals Unit 1
We loved our stay here.

White sands, water views POOL & SPA OPEN top floor
What a gem this place is! The view is stunning, and you could not be closer to the beach and grocery story (3 min and 1 min walk, respectively). The pool is great, and you also enjoy the view of the bay while lounging there. We stayed with our 2 kids, including our 1 year old, so having the pack-and-play and high chair was very helpful. The closet is stocked with all that you need for the beach, including sand toys, a beach wagon and chairs. We look forward to coming back soon!

Madeira1 Waterfront & 2-3 minutes' Walktothe Beach
The apartment is just as described in the listing: comfortable, pleasant, very well located and above all very clean. Upon arrival we found a welcome note accompanied by some sweets, which shows that NamPhong “Dawn” is truly a spectacular hostess, very kind and willing and who responds at all times to any concern. Both , she and Luis, her efficient handyman, were always attentive to any need that might arise. The property is really highly recommended, I cannot fail to mention its proximity to the beach and the beautiful view that can be seen from the family room, it has its own dock and you can see the boats sailing at all hours. You breathe peace and tranquility. I have no doubt that we will rent it again on our future vacations. Thank you Nam Phong “Dawn”!

2BR Bayfront View and Beach at Riley's Retreat
Tom’s place is just as pictured and beautiful. We walked right across the street to the beach. I highly recommend!

Serenity on the Manatee
Rick’s place is outstanding! Words don’t do it justice, better than advertised. Great host, stunning location. Hope to be back soon!

Waterfront Apartment with Dock inTreasure Island
We have stayed many times in Treasure Island, and we would definitely stay again at Carlos' place. super clean, cooking supplies were top notch. Responsive owner that helped with any issues and biking to the beach was the best! We even spotted dolphins from the porch!

2/2 Beach House Apt on Siesta Key
Great property and location. Felt very private and cozy. Lovely view of the waterway from the screened in balcony. Peaceful. Only regret was that we were only there 1 night!

Isla Del Sol Serenity
This place was perfect for what we were needing. I booked this place for a few of my colleagues who are in the area for work, and they all noted that this place provided the quality and comfort that they were needing after long work days. Jesus was a wonderful host. He was always responsive and ready to help. I would highly recommend this place to anyone looking.
Waterfront house rentals

Summer House longboat key
Chris was a very responsive host. During our stay he spent a day working on his boat in the back. He was very friendly, but also respected our privacy. The house met all of our expectations and our kids loved the pool. The neighborhood was great to walk through and each house offered fantastic curb appeal. With 3 kids under the age of 6, the 10-12 minute walk to the beach was a little long, but Chris’ wagon and beach supplies helped! The golf cart would have been ideal, but without a place to park near the beach we didn’t have much use for it. We thoroughly enjoyed our stay and the entire family agrees we’d love to go back. Thanks Chris!

Florida Paradise Waterfront Home
We had a fantastic long stay at this large home in Ruskin. From our adult children to college friends, there is room for everyone, and something to do for anyone! I loved that everyone could have their own room and there is plenty of space to find a quiet corner to read or watch your favorite show. We spent time playing ping pong, pool, and shuffleboard. We spent many hours sitting by the water looking for wildlife (dolphins, manatees, birds, lizards, snakes, etc), fishing, enjoying the pool, or appreciating the shade of the screen porch. The kitchen is large and easily accomodated us all cooking or prepping snacks and meals. And, we could all sit together at the table for dinner, which was great! Heather was a great host and always responded quickly when I had a question. We had a great stay at this quiet, peaceful home in Ruskin!

5 Bed/4 Bath Waterfront Pool Home in Apollo Beach
Beautiful, well maintained and stocked property(toilet paper, trash bags etc)!! We enjoyed fishing off the dock as well as relaxing in the hot tub while the kids played in the pool! The beds were comfy home was clean and comfortable! Didn’t hear a complaint from anyone! We loved that the home was located walking distance to restaurants!

Manatee Cove View + Resort Pool
We loved our stay here for our family of 5 with young children. Very clean and comfortable. Well equipped kitchen. We spent a lot of time on the deck watching the manatees. Great sunsets! It’s a quiet community with 2 pools. The one by Hooks restaurant was warm and the kids loved it. The food at both restaurants was excellent. Nice beach with a private area you can rent umbrellas and chairs. There were 2 chairs, pool noodles and beach towels at the house as well. We enjoyed our outing to the sea turtle hospital. We prefer to walk so the distance to the pools/beach/restaurants was not an issue - worth keeping in mind if you have mobility issues, you may want to consider driving. This is a 3 story condo with the 1st floor a garage(owner access only) and car port(for guest); 2nd floor living, 2 decks, kitchen, bath, laundry; 3rd floor 2 bdrms, 2 decks, 2 baths. If you have small kids you will want to bring a gate for the stairs and put the breakable beach decor up high. Would stay again!

Heart of St. Pete Waterfront Private Dock House
We really enjoyed our stay, even though it was windy and rainy during the first couple of days. The panoramic views of the bay made it all the more scenic during that time. There was a minor issue with the AC that the host was very responsive and fast in dealing with. All rooms were clean and there was adequate utensils and cookware, larger sized refrigerator and all other required appliances. It was a relatively central location convenient to the beaches, sights, and downtime each within 15-20min. The immediate neighborhood was safe and the neighbors seemed nice. I would recommend using navigation to avoid getting off track when getting around, as some areas between the home and downtown or between the home and the beach did not appear as nice.

Intracoastal canal front 3 bd 3 ba w/ heated pool
Great spot and a great neighborhood!!! We will be back!!

Waterfront Key West Style Home
beautiful home, pool and property

Multi Family Waterfront Paradise
Our family stayed here for a wedding. The highlight was definitely the pool and outdoor space. We also enjoyed the Casita and the hot tub. The beds were comfortable and the house was great for a large group. The host were very communicative and on top of our needs.
Waterfront condo rentals

Breathtaking Waterview Condo!
We had a great stay! I rented the place for myself and my two daughters (13 and 7) for a week, and everything was smooth and enjoyable. The views and location were beautiful. My older daughter had a swim meet in St. Petersburg, about 25 minutes away, and the drive was easy. We visited Upham Beach, just 10 minutes away. The pool area was our favorite, great views, a nice breeze, and plenty of seating. Urzula provided beach towels, which was super helpful. The hot tub was relaxing, and we loved the rinse-off area by the pool. The condo was cozy and well-equipped. I enjoyed cooking with the water view, and the oven didn’t heat up the space. My older daughter used the bedroom, and I shared the easy-to-set-up sofa bed with my youngest. Urzula was very responsive and updated our booking when we needed to arrive a day early. Check-in was smooth, and parking felt safe. I highly recommend this place and look forward to coming back!

Seaside Serenity With Beautiful Aqua Vistas
A wonderful little place, in a great community on a beautiful island. A very special location for sure. Private, but close to all kinds of fun in the St Pete/Clearwater area. Lots to do in the community and lots of great restaurants.

One Particular Harbour 396-103~ Beaches 5 minutes
The properties at One Particular Harbor are lovely. Spacious, upscale yet comfortable, amazing view of the bay. The three bedroom at 396 Aruba Circle is sooo spacious and allows every member of your family their own space to spread out. The kitchen was well accommodated, there were lots of beach towels for use and beach chairs too. Loved the proximity to Anna Maria Island and the Floridays restaurant.

Fully Renovated Waterfront Condo on Isla Del Sol
BEAUTIFUL condo! Extremely impressed with how clean and well designed the condo was. We loved the stunning sunset views from the relaxing balcony over looking the water/bay. The furniture was very comfortable and the kitchen was equipped with everything we needed to enjoy a homey Christmas dinner! Thank you Joy and Sol, we look forward to booking again! Patti, Tom and Heather

Luxury 3/3 Margaritaville Resort
David's listing was in a great location, very close to Anna Maria Island. The views are as the picture shows, and there is plenty to do in the area. The bikes provided were a bonus to explore the at least two nearby preserves and hiking trails. There are nearby public beaches, one is on the other side of the island and can possibly be biked to and the others are right over the bridge into the island. I appreciated David's responsiveness when I had questions. He was helpful and wanted to make our stay enjoyable.

Gulf Waterfront and Sunset View Condo! Near Beach!
The unit is well equipped and very comfortable, with amazing views from the balcony & patio. We visited Tarpon Springs and attended the RV show at the State Fairgrounds in Tampa and had very little trouble navigating around. We also walked across the parking lot to Doc Ford’s and enjoyed a nice dinner there. We would stay here again.

Arie Dam 302, Beach Front Condo - 2Bed/2Bath
Our family of 6 had the best time! Our condo was so nice, clean, and comfortable. It was great to have beach towels and chairs to use as well!! The beach and view was amazing. We had no idea it would be so beautiful. The pool wasn’t quite ready but that didn’t matter (repairs due to the hurricane) the ocean was enough. Our son rented a fishing pole from Hubbards Marina and had the best time fishing off the shore while our other kids swam. We would go back and stay at the same place again. The beach was not crazy busy. Early mornings and late evenings were so peaceful.

PRICELESS VIEW Boca Ciega Bay Condo 1/1 #209
Valeries place was AMAZING! Words and pictures don't do the view from the balcony justice. The condo was cozy and very clean. It had everything I needed for a five week stay. I enjoyed coffee every morning on the balcony, watching dolphins and boats go by. The sunsets were spectacular, a perfect view from the balcony. I had an excellent experience renting from Valerie. It was exactly as depicted. I would highly recommend staying at Boca Ciega Resort in Valerie's condo. You will not be disappointed!
Quick stats about waterfront rentals in Siesta Key
Total rentals
350 properties
Nightly prices starting at
ﺩ.ﺇ331 before taxes and fees
Total number of reviews
10K reviews
Family-friendly rentals
290 properties are a good fit for families
Pet-friendly rentals
60 properties allow pets
Rentals with a pool
290 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
- Fort De Soto Park
- Tampa Theatre
- Curtis Hixon Waterfront Park
- Jannus Live
- Streamsong Resort
- Splash Harbour Water Park
- Myakka River State Park
- Englewood Beach
- Alafia River State Park
- River Strand Golf and Country Club
- Lakewood National Golf Club
- Van Wezel Performing Arts Hall
- Tropicana Field