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

Las Palmas Beach Rentals Unit 1
Great location, and spacious for 2 people.

Longboat Key-OCEAN FRONT- on the beach
We had an excellent stay here. The location was excellent as it was right on the Gulf. Our family loved the screened-in lanai. The lanai is right off the master bedroom, so we would open the slider and listen to the waves as we fell asleep. Beach was beautiful and just steps away. Cindy was very kind and messaged me during our stay to see if we needed anything. The condo was spacious, and there was lots of room for storage. Condo has great location- less than 4 miles to Publix and close to restaurants/shopping at St Armands Circle. We would love to stay here again in the future and definitely recommend!!

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”!

Serenity on the Manatee
Rick was a friendly and helpful host. We absolutely loved our stay at the Serenity on the Manatee. From the amazing view, to the cleanliness of the property, to the friendliness of Rick and his dog Dali, it was the most relaxing and easy travel.

Waterfront Apartment with Dock inTreasure Island
This was our second time staying at Carlos’s apartment, and once again, everything exceeded expectations. Carlos is a genuinely kind and attentive host who clearly puts a lot of care into every detail—nothing goes unnoticed. From the well-stocked kitchen to the thoughtful touches throughout the space, it’s clear he’s focused on creating a comfortable and welcoming environment. The apartment itself is spotless, tastefully furnished, and equipped with everything you could possibly need—and more. We especially appreciated the comfortable bedding, high-speed Wi-Fi, and the peaceful, well-maintained surroundings. It's the kind of place where you feel at home the moment you walk in. Carlos is always responsive and respectful, striking the perfect balance between being available and giving guests their privacy. We wouldn’t hesitate to return again in the future. Highly recommended.

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

The Ocean Pearl
The house is beautiful and modern. Smart TV’s in all bedrooms and great room. Nicely decorated, and plenty of natural light. The screened in porch looking over the water and right off the great room was where we spent every morning with our coffee. The bathrooms were modern and well appointed. Large towels for both the bathrooms and the pool. The real gem is the pool/ hot tub area. We stayed six weeks and had most of our grandchildren- nieces and nephews stayed with us for a week at a time. They never left the pool, and their parents never left the hot tub. Both of them had digital controls that we controlled- a real plus. There was nice lounging areas that showed signs of hurricane damage but it was minimal and expected. The next greatest thing we witnessed was an extremely responsive host. Keriann was the best host we have ever encountered. Something missing had it that day, something broke it got fixed within two days and she listened to what we thought would make it better.

Key Casa on canal, 3bd 2 bath, 0,5 miles f Siesta
The house is very convenient to the beach and to shopping and restaurants but far enough away from the main street to be very peaceful. Also, the kitchen and dining areas are large, so there is no problem having dinner "at home" for the family, if you want a break from eating out. Checking in was very easy, there are TVs in each bedroom, and the appliances, including washer and dryer all worked well.

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
Great communication and wonderful location. Accommodations as advertised. Several manatees playing in the water right behind the unit, enjoyed that from our patio. Great bar and restaurant walking distance. Would definitely return.

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.

Waterfront Key West Style Home
We had another great stay at Juan’s place! 10/10 would recommend!

Water front and relaxing
Amazing house! The pool and the backyard are stunning. We had a great time with our family!
Waterfront condo accommodation

Breathtaking Waterview Condo!
We really enjoyed our stay at this condo. It was a very clean condo with beautiful views from the patio. Saw dolphins almost every morning and at dusk. Close to many restaurants. Close to the beach also had a very nice and clean pool with plenty of chairs for seating. When we were there, the pool was not crowded at all. There were also beach towels, beach chairs, and beach umbrellas available to use. Well stocked kitchen with good pans for cooking and two grills that were available to use at no additional cost Overall it was a great stay and we will definitely be 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.

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.

Waterfront Condo With Pool and Multiple Views!
We enjoyed our stay very much. Close to the beach! Enjoyed drinking my morning coffee while sitting in the window watching the sun come up over the channel behind the condo. Nice docks with spots to launch and store our paddleboards. Couple of furniture/appliance issues that were due for repair/replacement but nothing that was a problem worth bringing up at the time. Bed was firm. Would stay there 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
$140 AUD 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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- Anna Maria Island
- Siesta Beach
- Anna Maria Public Beach
- Crescent Beach
- John's Pass
- Turtle Beach
- Caspersen Beach
- Bean Point Beach
- Cortez Beach
- Lido Key Beach
- Amalie Arena
- Raymond James Stadium
- Gulfport Beach Recreation Area
- North Beach
- Coquina Beach
- Vinoy Park
- Manasota Key Beach
- Fort De Soto Park
- Tampa Theatre
- Curtis Hixon Waterfront Park
- Streamsong Resort
- Jannus Live
- Splash Harbour Water Park
- Myakka River State Park