Waterfront holiday rentals in Siesta Key

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Popular amenities for waterfront rentals in Siesta Key

Waterfront apartment rentals

Guest favourite
Flat in Bradenton Beach
4.9 out of 5 average rating, 126 reviews

Newly Remodeled Beachfront Studio - On the sand!

AnnetteRating, 5 stars1 week ago
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.
Guest favourite
Flat in Bradenton Beach
4.88 out of 5 average rating, 223 reviews

Las Palmas Beach Rentals Unit 1

AlainRating, 5 stars3 days ago
excellent location, everything super clean, thank you for everything
Top guest favourite
Flat in Longboat Key
4.95 out of 5 average rating, 103 reviews

Longboat Key-OCEAN FRONT- on the beach

JimRating, 5 stars3 weeks ago
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
Top guest favourite
Flat in Treasure Island
4.99 out of 5 average rating, 103 reviews

Popular Beachside Studio w/ Shady Patio & Palms!

MasonRating, 5 stars1 week ago
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!
Top guest favourite
Flat in Ellenton
4.96 out of 5 average rating, 393 reviews

Serenity on the Manatee

LorianRating, 5 stars1 week ago
Thank you so much! It was exactly what we needed for 2 days. Wish we could’ve stayed longer.
Guest favourite
Flat in Madeira Beach
4.89 out of 5 average rating, 129 reviews

2nd floor Canal view Pelican 6-King Bed-Johns Pass

SofiaRating, 5 stars1 week ago
The stay here was amazing. Great view and great location. Very comfortable space. The only things I will say is that more towels would be nice, we were only given two body towels for 4 people. Also, there’s no dishwasher, but we didn’t need it. Overall it was amazing and very nice to have the whole top floor/porch to ourselves !! :)
Superhost
Flat in Siesta Key
4.69 out of 5 average rating, 183 reviews

Siesta Key Condo. Sit by the water !

LynnRating, 5 stars2 months ago
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.
Guest favourite
Flat in Sarasota
4.85 out of 5 average rating, 133 reviews

The Coastal Nest w/King Bed

Veronica, Alex And SophiaRating, 5 stars3 weeks ago
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

Top guest favourite
Home in Siesta Key
5 out of 5 average rating, 144 reviews

Beach, Village, Dock & Private Pool! One-of-a-kind

ZacharyRating, 5 stars4 weeks ago
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!
Guest favourite
Home in Sarasota
4.94 out of 5 average rating, 133 reviews

Lake Front House with a Pool

Jose & ZullyRating, 5 stars3 weeks ago
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!
Superhost
Home in Siesta Key
5 out of 5 average rating, 3 reviews

Rustic Sands - 650

Leon Rating, 5 stars11 months ago
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.
Superhost
Home in Siesta Key
4.9 out of 5 average rating, 144 reviews

Sea Club II Garden House

DianeRating, 5 stars2 weeks ago
This location was perfect- we could walk to the beach and have a short trip to local restaurants and grocery stores. This beach is spectacular, and the most beautiful I’ve experienced. The house was everything we could ask for - very clean and the rooms and furniture are comfortable. The pool is a nice add though we didn’t use it- we were at the beach instead. We didn’t need to contact Richard as everything was as expected and explained. Thank you so much!
Guest favourite
Home in Sarasota
4.96 out of 5 average rating, 71 reviews

True Island Living House/beach/water views

CourtneyRating, 5 stars3 weeks ago
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.
Top guest favourite
Home in Apollo Beach
4.94 out of 5 average rating, 111 reviews

Apollo Beach Waterfront Amazing PoolOasis w kayaks

DavidRating, 5 starstoday
This was the perfect place for a nice, peaceful long weekend. The house was perfect. Spacious and extremely clean, the pool was perfect and a nice was to relax after a day of outside activities. Love the tv on the back porch. Our last day we fished off the dock then grilled and hung out in the pool while watching a movie. It was so relaxing. Fishing was good as long as you had an outgoing on incoming tide. Caught a variety including trout. Publix and everything else you need is literally a couple miles away, but you are still in a very quiet neighborhood. The hosts were amazing. I’ve never had host respond as quick as these hosts did. They weee very helpful. The first pan is to stay here again and this time bring a boat with us. I can’t think of one negative thing to say. Everything was perfect!!
Guest favourite
Home in Cove
4.98 out of 5 average rating, 222 reviews

My Sunny home on the Bay.

JuanitaRating, 5 stars2 weeks ago
Bettina's listing is beautiful, felt right at home, and located very close to the beaches. thank you again for hosting our group.
Guest favourite
Home in Indian Beach-Sapphire Shores
4.97 out of 5 average rating, 99 reviews

Superhost! Fully Renovated Sarasota Home

JessicaRating, 5 stars3 weeks ago
Great house, everything clean and comfortable, easy to get to popular restaurants and beaches, will definitely come back!

Waterfront apartment rentals

Guest favourite
Apartment in Siesta Key
4.98 out of 5 average rating, 58 reviews

Amazing SK beach views... Newly renovated condo!!!

LaceyRating, 5 stars1 month ago
We really enjoyed our stay! The unit was clean and pretty true to the pictures. Jamie was always quick to respond to any question we had. The location to the beach was awesome, and we appreciated having the beach chairs and other beach items that were supplied! We also enjoyed using the facilities pool, where there were quite a few friendly people there. In addition, we enjoyed the 2 balconies, and liked that there were different sitting areas and views to enjoy. The trolley stop right outside the building was a nice feature to have as well! Overall, it was a nice place to stay with clear directions, an easy check in/out process, and all of the things we needed.
Guest favourite
Apartment in Siesta Key
4.95 out of 5 average rating, 19 reviews

Penthouse Expansive Ocean Views

AimeeRating, 5 stars1 month ago
Brenda’s place was just as listed. Great location, clean, great space to call home for the week. Within walking or short drive to many restaurants and shopping areas. Walk to the beach was easy especially with all the beach supplies in the condo. Brenda was also very responsive when I reached out with clarifying questions.
Guest favourite
Apartment in Siesta Key
4.93 out of 5 average rating, 43 reviews

Beach Haven on Siesta Key Beach

ValeryRating, 5 stars3 weeks ago
We loved our stay at this condo. Such a great location and close walk to the beach and playground. The condo is clean, airy, comfortable and had everything we needed for our stay. We loved the two balconies. The owner let us burrow a cart to haul the chairs that was also provided for the beach. My son especially loved playing with the boogie boards, also provided. Would definitely stay here again.
Superhost
Apartment in Siesta Key
4.91 out of 5 average rating, 44 reviews

Dreamview Beachfront Romantic/Pet Friendly Getaway

RobinRating, 5 stars3 months ago
Fantastic location on quieter area of beach but still walkable to the Village restaurants. Comfortable bed, huge shower. Loved our stay!
Guest favourite
Apartment in Siesta Key
4.98 out of 5 average rating, 40 reviews

Siesta Dunes 1st Floor Beach Front Retreat + Bikes

PaulaRating, 5 stars1 month ago
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.
Superhost
Apartment in Siesta Key
4.82 out of 5 average rating, 135 reviews

Sarasota Surf & Racquet Club Siesta Key Condo

TaylorRating, 5 stars2 weeks ago
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!
Guest favourite
Apartment in Siesta Key
4.95 out of 5 average rating, 77 reviews

Casa Mar Steps 2 Siesta Key, Pool, Tennis, & More!

ErikaRating, 5 stars1 week ago
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!
Top guest favourite
Apartment in Treasure Island
4.99 out of 5 average rating, 188 reviews

Spectacular beach to bay views from this resort.

LaraRating, 5 stars1 week ago
Our stay was great! The place and location were perfect! We had absolutely everything we needed. Communication was awesome! Thanks so much!! Lara and Thomas Boulder Co

Quick stats about waterfront rentals in Siesta Key

  • Total rentals

    350 properties

  • Nightly prices starting at

    $116 SGD 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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