
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

Newly Remodeled Beachfront Studio - On the sand!
Jeffery’s rental was perfect. He has such an eye for detail and it’s beautifully decorated. Our view of the ocean from the sitting area outside the rental was spectacular! The space contained everything you would possibly need and was extremely comfortable. This is our second stay at Shell Cove 1 and we highly recommend it to others.

Las Palmas Beach Rentals Unit 1
Cute as a button! Super homie! Steps to the beach! Had everything we needed. The place was just as described and walkable to almost everything. Great location! Fabulous house! We will definitely be coming back to stay with Debra. The sunroom is absolutely the best spot in the house!

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

Popular Beachside Studio w/ Shady Patio & Palms!
Had a great time staying here! We can for a long weekend and Lara was super helpful to accolade us for showing up early and wanting to get our beach vacation started! The until was so cute and perfect for 2 people. The beach is literally steps from your door. Made it easy to go back and forth if we forgot something inside or if we needed to take a couple trips to get all of our beach gear set up. There wasn’t a ton to do near on treasure island so we took a quick 20 minute uber into St. Pete’s which has so much to do, great restaurants, and awesome night life!

Serenity on the Manatee
Thank you so much! It was exactly what we needed for 2 days. Wish we could’ve stayed longer.

Waterfront studio by Madeira w pool
Kim was very kind and responsive leading up to our trip. Unfortunately, I was unable to travel last minute due to my job, but my travel partner was luckily still able to go and enjoy this beautiful place. Here is what she had to say about the place: "This air bnb was perfect! It has a lovely view in the mornings and night time, we were able to see some dolphins from the balcony. Very quiet area but close to a lot of activities and not far from downtown Tampa to enjoy the nightlife. Definitely would come back!" We appreciate all the help and quick responses from Kim and her husband. I am hoping to get to reschedule a trip to Tampa and would definitely book again. Thank you, Kim!

Siesta Key Condo. Sit by the water !
We loved our stay here. The place was well wiped for the beach and plenty of towels. We enjoyed the beach, the pool, and used the hopper to go eat yummy seafood. Elvis communicated quickly and we thoroughly enjoyed our time here.

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
Waterfront house rentals

SPACIOUS 2bed/2bath house - 5 min to SIESTA KEY!
Great place with everything you need!! Felt like home! Roma was very responsive and let us check in a bit earlier!

Stunning Home, Heated Pool and Boat Dock
We had an amazing week at this beautiful home just 10 minutes from Siesta Key. The house was spotless, super comfortable, and had everything we needed; the pool, boat dock, games, comfy beds, and a great TV setup. Everything was perfect. Jennifer was an amazing host as well; very responsive, respectful, and friendly. You can tell she puts a lot of care into keeping the place clean and welcoming. Definitely recommend!

Coastal Retreat near Siesta Key Beach and Downtown
We had the most perfect stay at Aubrey’s! We loved everything about it! Great location, so comfortable and nice, close to great restaurants and close to beach as well. The design features of the house and everything in it is very well curated and a house you want to spend time in and enjoy the beauty. The beach chairs and umbrella were perfect for the beach. We highly recommend Aubrey’s place and will definitely stay here when we come back! Melissa and John

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!

Lake Front House with a Pool
This house was spotless, organized and had a loaded kitchen! It is in a amazing location near the beaches and the house came loaded with beach equipment. I would love to come back. Birute was very helpful with us and responsive in timely manner Thansk for all!

Trendy & Fun Haven: Walk to Beach ~ Jacuzzi ~ Pool
Probably one of the best locations around. 2 minute walk to all the major restaurants, shops and grocery store. 5 minute walk to beach. Our teenagers enjoyed the spacious place with having their own rooms and bathroom to share. Hot tub was nice on the cooler rainy evenings to relax in. The place was as described though a bit more worn in then the pictures showed but still a nice place to rest in the evening, sleep and cook up breakfast before spending the day at the beach.

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.

True Island Living House/beach/water views
This was among the most beautiful and well-appointed Airbnbs that we’ve had the pleasure of staying in! Our trip was centered around a family 60th birthday celebration and this was such a lovely backdrop for our gathering. Our primary plans were to enjoy the sunrises and gorgeous outdoor area, cooking meals on the grill and enjoying them by the pool with a view of the intercoastal waterway. As such, when we arrived to find that the grill wasn’t working properly, we were disappointed. We communicated with our host about the grill the day after our arrival, and received an immediate response. However, it ultimately required back and forth texts (some at our initiation due to not receiving an update) and three days until the handyman graciously brought over his grill to loan us. Something we learned from this trip is the importance of communicating to your hosts what it is about their place that is most important to your stay—and perhaps we should have checked on the grill specifically.
Waterfront condo accommodation

2 BR condo in Siesta Key w/ Private beach access
Great price, great place! Easy walk to the ocean. Great for fishing. Close by to ice cream and restaurants.

Dreamview Beachfront Romantic/Pet Friendly Getaway
Fantastic location on quieter area of beach but still walkable to the Village restaurants. Comfortable bed, huge shower. Loved our stay!

Siesta Dunes 1st Floor Beach Front Retreat + Bikes
We have been coming to Siesta for years and rented all over the key. Siesta Dunes is right on the beachfront. It’s large with a huge pool in the centre with tons of loungers and umbrellas and then you walk out to the massive beach. Although people say walkable to the beach, in most cases you have to cross the main road and go to the other side which is a severe pain. This is all contained and it’s important for me to have the least work possible on vacation. There’s a centre deck with bbqs overlooking the beach where everyone comes to watch the sunset. Tanya’s place is bigger than it looks on the photos with two back decks, plenty of seating inside and back out. Siesta is our home twice a year and now that we found Siesta Dunes we are booked for Christmas. The trolley is the best part of Siesta outside of the massive white beach and we always make a date night at Summer House. Tanya’s is worth staying at.

Siesta Key retreat- 2/1 condo w/pool, beach access
We had so much fun! The location is beautiful. It’s right on the bay. There was a pool and tiki hut over looking the water. It was also just A shower walk to the beach. We took our boat and spent a lot of time on the water. It has a landing close and the dock was right on the property. This place was so everything we wanted. Can’t wait to book our next trip.

Sarasota Surf & Racquet Club Siesta Key Condo
This was an amazing condo for our family trip! Pictures and listing were very accurate and it was so lucky to find a property on Siesta Key that was actually on the beach. We would absolutely stay here again! The beach is stunning and the two pools are wonderfully maintained Some things worth mentioning (they are disclosed in the listing) - you must provide your own beach/pool towels but there are plenty of shopping options nearby - beach chairs are free and located once you get down to the beach - for a fee, you can reserve/rent an umbrella and have it set up for you during your stay. The guys are out there early (7-7:30am) but then come in around lunch time so if you want an umbrella, I suggest going out in the morning to get it setup - dish soap, dishwasher tablets, hand soap are provided but you’ll need to purchase everything else (salt/pepper, spices, oil, ziplocks, shampoo/conditioner, etc). Super central location and very secure property! Would definitely stay here again!

Casa Mar Steps 2 Siesta Key, Pool, Tennis, & More!
We had a truly wonderful experience staying here! Neraj and Mamta were both super kind and helpful, and were always willing to provide recommendations for the area as there is so much to do! The condo itself is beautiful. It was quaint and perfect for my boyfriend and I. The beach is incredibly close, it took maybe 5 minutes to walk to it, not to mention it is a PRIVATE beach! This was my boyfriend's first time to the beach ever, and it was wonderful to be able to avoid the overcrowded public beaches. The condo had all amenities available that we needed. There were multiple different times we said "oh we need ____" and it was available right there (beach towels, cooking utensils, beach chairs, etc.). Thank you Neraj and Mamta for making this experience as incredible as it could possibly be - we hope to be back soon!

6 min to Siesta Beach | Heated Pool | Lake View
Doris's AirBnB was exactly as listed. It was very clean. The neighborhood was quiet. It was in the perfect location. We had no problems at all. I would definitely book again.

Private Studio (entire space)
Dan’s place was wonderful! We will definitely be back! Dan thought of all the amenities that you could possibly need and some other things that made the place that much more enjoyable. The outdoor space off of the bay is great and the location is so close to the beach (also a very nice area), dinning, and a yummy ice cream shop across the street. The place was very clean and the bed was so comfy! We were able to meet Dan and he was so friendly and considerate! Having a beach umbrella and chairs was a game changer! I cannot recommend Dan’s place enough!
Quick stats about waterfront rentals in Siesta Key
Total rentals
350 properties
Nightly prices starting at
$150 NZD 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
- 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