Waterfront vacation rentals in Siesta Key

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Popular amenities for Siesta Key waterfront rentals

Waterfront apartment rentals

Guest favorite
A dining table showcases a glass top with intricately woven placemats. Each setting features decorative plates and neatly folded napkins secured with decorative rings. Sheer curtains frame the window, offering glimpses of lush palm trees outside.
Apartment in Bradenton Beach
4.88 out of 5 average rating, 218 reviews

Las Palmas Beach Rentals Unit 1

KristalRating, 5 stars1 month ago
We loved our stay here.
Guest favorite
Apartment in Treasure Island
4.93 out of 5 average rating, 27 reviews

White sands, water views POOL & SPA OPEN top floor

YumikoRating, 5 stars3 days ago
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!
Guest favorite
An aerial view captures a beachfront neighborhood, showcasing a blend of low-rise buildings and sandy shores. The clear waters of the Gulf are visible, along with grassy areas and pathways leading towards the beach. The marked location indicates proximity to the water and nearby amenities.
Apartment in Madeira Beach
4.84 out of 5 average rating, 45 reviews

Madeira1 Waterfront & 2-3 minutes' Walktothe Beach

EdithRating, 5 stars1 month ago
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”!
Top guest favorite
The tranquil waterside backyard features various lounge chairs arranged around lush greenery and decorative elements. A dock is visible, accommodating boats, while vibrant palms and seating areas enhance the inviting outdoor space. The calm water reflects the scenery, creating a serene atmosphere.
Apartment in Treasure Island
5 out of 5 average rating, 30 reviews

2BR Bayfront View and Beach at Riley's Retreat

KatieRating, 5 stars2 weeks ago
Tom’s place is just as pictured and beautiful. We walked right across the street to the beach. I highly recommend!
Top guest favorite
A serene view of the Manatee River showcases calm waters reflecting the sky. Lush greenery surrounds the area, accompanied by a covered dock nearby. An American flag flutters gently, and a hint of a charming structure with a porch is visible to the right.
Apartment in Ellenton
4.96 out of 5 average rating, 382 reviews

Serenity on the Manatee

MatRating, 5 stars1 week ago
Rick’s place is outstanding! Words don’t do it justice, better than advertised. Great host, stunning location. Hope to be back soon!
Top guest favorite
Apartment in Treasure Island
5 out of 5 average rating, 20 reviews

Waterfront Apartment with Dock inTreasure Island

ChristinaRating, 5 stars1 week ago
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!
Superhost
Apartment in Siesta Key
4.79 out of 5 average rating, 205 reviews

2/2 Beach House Apt on Siesta Key

QuinnRating, 5 stars2 weeks ago
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!
Guest favorite
A bright dining area features a round wooden table surrounded by four upholstered chairs. Soft lighting illuminates the space, which opens to a water view through large glass doors. A console table holds decorative accents, adding a touch of style to the room.
Apartment in Isla del Sol
5 out of 5 average rating, 5 reviews

Isla Del Sol Serenity

ChuckRating, 5 stars3 weeks ago
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

Superhost
The home's exterior is softly illuminated by warm lights, highlighting the paved driveway and tropical landscaping. Tall palm trees and lush greenery surround the entrance, creating a serene atmosphere. The modern roof adds a contemporary touch, enhancing the inviting appearance of the property.
Home in Longboat Key
4.88 out of 5 average rating, 121 reviews

Summer House longboat key

DaneRating, 5 stars1 day ago
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!
Superhost
The waterfront home is surrounded by lush greenery and features a spacious deck with a large pool. The structure is designed with a combination of natural materials and modern architecture, offering panoramic views of the water and landscaped yard.
Home in Ruskin
4.81 out of 5 average rating, 27 reviews

Florida Paradise Waterfront Home

SonyaRating, 5 stars3 weeks ago
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!
Top guest favorite
The beachfront property showcases a three-story white home with a sloped metal roof, two garage doors, and a welcoming front porch. Lush palm trees frame the sides, while a brick driveway leads to the entrance, emphasizing the home's attractive coastal design.
Home in Apollo Beach
4.98 out of 5 average rating, 134 reviews

5 Bed/4 Bath Waterfront Pool Home in Apollo Beach

MicheleRating, 5 stars1 week ago
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!
Superhost
Home in Ruskin
4.82 out of 5 average rating, 17 reviews

Manatee Cove View + Resort Pool

JadeRating, 5 stars4 weeks ago
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!
Superhost
A comfortable living area features two dark leather sofas positioned around a wooden coffee table. A colorful area rug adds warmth, while framed artwork brightens the wall. Natural light filters through horizontal blinds, enhancing the inviting atmosphere.
Home in Coquina Key
4.87 out of 5 average rating, 55 reviews

Heart of St. Pete Waterfront Private Dock House

MichaelRating, 5 stars8 months ago
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.
Guest favorite
A private pool area is enclosed by a black screen enclosure, providing sunlight while offering a serene view. The pool has a curved shape, with a stone patio surrounding it. Comfortable lounge chairs are positioned nearby, inviting relaxation in a tranquil outdoor space.
Home in Englewood
4.96 out of 5 average rating, 28 reviews

Intracoastal canal front 3 bd 3 ba w/ heated pool

DonaldRating, 5 stars2 months ago
Great spot and a great neighborhood!!! We will be back!!
Superhost
A charming Key West-style house is set amidst lush greenery and palm trees. The wrap-around porch is accessible via wooden steps and features a railing, while a spacious driveway made of pavers leads up to the entrance.
Home in Ellenton
4.9 out of 5 average rating, 49 reviews

Waterfront Key West Style Home

NicoleRating, 5 stars3 weeks ago
beautiful home, pool and property
Superhost
An aerial view captures a spacious home with a large outdoor deck. A swimming pool is prominently positioned, surrounded by lounge chairs and shaded seating areas. Lush greenery borders the property, while a canal runs along the edge, providing a serene water view.
Home in Englewood
4.83 out of 5 average rating, 35 reviews

Multi Family Waterfront Paradise

AllysonRating, 5 stars1 month ago
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

Superhost
Condo in St. Petersburg
4.83 out of 5 average rating, 124 reviews

Breathtaking Waterview Condo!

VaniRating, 5 stars3 weeks ago
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!
Guest favorite
Condo in Tierra Verde
4.72 out of 5 average rating, 115 reviews

Seaside Serenity With Beautiful Aqua Vistas

LynneRating, 5 stars3 months ago
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.
Superhost
A screened balcony offers a serene space with a table surrounded by four chairs. A cozy sofa is positioned against the wall, all set against expansive windows showcasing views of the vibrant greenery outside, allowing for tranquil observation of the surroundings.
Condo in Bradenton
5 out of 5 average rating, 3 reviews

One Particular Harbour 396-103~ Beaches 5 minutes

StephanieRating, 5 stars3 months ago
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.
Top guest favorite
A balcony features comfortable seating with purple and white striped cushions, positioned to offer unobstructed views of Boca Ciega Bay. The water reflects soft light, and a gentle breeze moves through the space, creating a peaceful outdoor setting.
Condo in Isla del Sol
4.98 out of 5 average rating, 50 reviews

Fully Renovated Waterfront Condo on Isla Del Sol

PattiRating, 5 stars4 months ago
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
Guest favorite
Condo in Bradenton
4.98 out of 5 average rating, 173 reviews

Luxury 3/3 Margaritaville Resort

LisaRating, 5 stars4 days ago
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.
Guest favorite
A wooden dock extends over the calm waters of Boca Ciega Bay, framed by a white railing. Gentle ripples create a serene surface, reflecting the clear blue sky. Nearby, a small sign marks the location, while boats can be seen in the distance.
Condo in St. Petersburg
4.86 out of 5 average rating, 56 reviews

Gulf Waterfront and Sunset View Condo! Near Beach!

BryanRating, 5 stars3 months ago
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.
Superhost
A spacious beachfront condo is showcased, surrounded by palm trees and a well-maintained pool area. Blue umbrellas dot the sandy beach, with sunbathers and beach amenities visible in the foreground. Nearby buildings provide context to the vibrant coastal setting.
Condo in Madeira Beach
4.91 out of 5 average rating, 122 reviews

Arie Dam 302, Beach Front Condo - 2Bed/2Bath

MikeRating, 5 stars1 week ago
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.
Top guest favorite
A wooden pier extends into the water, featuring a white railing and posts. A sign indicating "Private Property" is mounted along the side. Calm water stretches toward a distant shoreline, with soft clouds visible in the sky.
Condo in St. Petersburg
4.98 out of 5 average rating, 262 reviews

PRICELESS VIEW Boca Ciega Bay Condo 1/1 #209

MarieRating, 5 stars2 weeks ago
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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