
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

Newly Remodeled Beachfront Studio - On the sand!
We LOVED our stay at One Shell Cove, and hope to be back! You couldn't ask for a more beautiful location or view. The kitchen was so well-appointed that we chose to buy fresh shrimp and grouper and eat outside while listening to the waves crash. The entire condo was spotless, and the king bed was comfortable. We used the beach chairs provided and swam in the perfect Gulf waters. The condo is walking distance from a Circle K and several restaurants. Although it's on a public beach, the area was quiet and peaceful and we were not disturbed. I would highly recommend this condo and its wonderful Host!

King bed. Pool. Daily rentals
this is my second year in a row coming down to siesta key and I have always stayed here. walking distance from everything but yet this place is quiet and peaceful. it is a diamond in the ruff.

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

Expansive Gulf Views, Fully Remodeled, 2 Bedrooms
My friend and I had the best time! The location is exceptional with the beach steps away and a few local restaurants within walking distance. 10/10 recommend and would love to book sometime in the future. Thanks for being a great host.

Just Dune Our Thing Beach Front 2/2, Siesta Key
We can’t say enough good things about Dune Our Thing! We had the best stay and really fell in love with Siesta Key. The condo was beautiful, comfortable and impeccably clean and decorated. The view of the ocean was great and it was so nice to open the patio door and hear the ocean. We loved how easy it was to get from SRQ to this condo—very easy drive and great location. We actually really liked staying near turtle beach…it was more private and quiet than other areas and the beach access was simple and close—just a walk over the dune. Shell hunting was really great on this beach. We rented a car, but we also used the free trolley and the frog hop service when we didn’t feel like parking. I can’t say enough good things about our host—they were so helpful and had our place stocked with holiday goodies and a welcome gift for our 4-year old son. We will be back, and likely to stay in this same place again. Thank you so much, we highly recommend!!

Serenity on the Manatee
My husband and I stayed two nights at Serenity of the Manatee. We really enjoyed this beautiful, peaceful, and cozy place that is only 30 to 35 minutes from beaches. The place was clean, comfortable, and had everything we needed; however, a small stove will be a great addition for longer stays. We would definitely stay here again.

Dream Boat at The Beach Dreams Resort
Everything was great, perfect location and perfect space for the two of us for our getaway. Air conditioning worked well in bedroom and living room/main area (I think some people previously commented on it being hot & the entry area is warm and not directly air conditioned, but the unit had several fans in the closet). We didn’t find this to be a problem at all for us. Everything was clean and as described in the listing. The only “complaints” if you could even call them that was that the WiFi did not seem to work no matter what we did and the water pressure wasn’t ideal for my husband, yet didn’t bother me too much so maybe that’s subjective. Overall, the owners were very accurate with what was offered and received, and they were very responsive as well, answering any questions we had very quickly, and calling us when we had a small issue with parking at first when we got there. They were friendly and asked how everything was going during our trip and we appreciated that very much.
Waterfront house rentals

The Shore House Private Dock Hot Tub
Great house. We had a wonderful time. Jenni and Ritchie are very friendly. Highly recommend it!

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!

Coastal Retreat near Siesta Key Beach and Downtown
Aubrey’s place is amazing! It’s in a great location close to the best attractions Sarasota has to offer, but you’ll find yourself just wanting to stay inside and enjoy this masterfully decorated space. I cannot exaggerate the fact that it feels like you are stepping into a page in an interior design magazine. Aubrey herself was delightful to communicate with. She left us a very sweet welcome note and little gift. Wish she had a bnb in every town we visit!

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!

Vintage Coastal
This has been by fair our best ArbnB stay! Beautiful house, fully equipped to the tiniest detail and decorated with exquisite taste. Location is unbeatable and nights in the pool and BBQ dinner were amazing. Our family of 5 was delighted and we will definitely come back!

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.

New Villa on Siesta Key! Pool & Walkable to Beach
Great place, great location! We thoroughly enjoyed our stay. Very impressive the decor of the house, kitchen fully equipped. We highly recommend it! The owners have been great, responsive and ready to answer any questions.
Waterfront condo rentals

2 BR condo in Siesta Key w/ Private beach access
The location was outstanding for walking to beach and restaurants. The unit had all the beach equipment we needed and it’s right on a trolly route to take to the village. I would definitely stay there again

Beach Haven on Siesta Key Beach
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.

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
My experience was great from the start. After making my booking I received video instructions, showing how to enter the gate, find the laundry, use the key fob and everything I needed when I arrived. I loved this because it made everything familiar and easy. I also appreciated that when the room was ready we were notified that we could arrive at anytime and aftrrwards we received a follow up to make sure everything was to our liking! we had a great time! Thank you!

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!

Amazing beach view! Entire unit renovated!
Such a beautiful place to stay! Very clean! The kitchen was stocked with all the dishes you will need. The view was amazing!!! The free trolly into the village was so easy. The beach accessories were so nice to use. All we had to do was cross the street and we were on the beach. The pool area was also very nice! Grilling area was nice and clean and a small smoking area so my husband could enjoy a few cigars. Great communication! Thank you! Was a fantastic vacation!

Beachfront Resort, Ocean View, Pool, Tennis, Gym
My wife and I spontaneously booked a last-minute getaway at Colin’s condo, and we couldn’t be happier with our decision. The condo was beautiful—just steps from the beach—and the view from the porch was absolutely stunning. We loved that beach chairs and umbrellas were included, which made our three days of relaxing by the ocean even more enjoyable. The location was great, with restaurants just a short drive away. I also took advantage of a well-equipped workout area just down the street, which was a nice bonus. The bed was very comfortable, and we made good use of the full-sized fridge during our stay. Colin was incredibly responsive and proactive in his communication, checking in frequently to ensure everything was going smoothly. The resort itself was spotless, and the staff were all warm and welcoming. It was the perfect short escape—we’d definitely come back!
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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- Anna Maria Island
- Siesta Beach
- Anna Maria Public Beach
- John's Pass
- Crescent Beach
- Turtle Beach
- Caspersen Beach
- Bean Point Beach
- Cortez Beach
- Lido Key Beach
- Raymond James Stadium
- Amalie Arena
- Coquina Beach
- Gulfport Beach Recreation Area
- Vinoy Park
- North Beach
- Fort De Soto Park
- Manasota Key Beach
- Tampa Theatre
- Curtis Hixon Waterfront Park
- Streamsong Resort
- Jannus Live
- Splash Harbour Water Park
- North Beach At Fort DeSoto Park