
Beachfront vacation rentals in Siesta Key
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Top-rated beachfront rentals in Siesta Key
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Vacation rentals for every style
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Popular amenities for Siesta Key beachfront rentals
Pet-friendly beachfront home rentals

Venice Island Pool Casita with 2Bedrooms/2 Baths
Our 2nd stay and had a wonderful time! Thanks so much!

Beachy Blue by Beach Boutique Rentals
The beachy blue home was a great vacation home for my family. The location was perfect. A short walk or golf cart ride to the beach with plenty of spots to park. The beach location was also wonderful as it was not as crowded as other locations we have stayed in the past. The pool was a great oasis for my kids and the spa was a great surprise. It was warm enough to sit in during cool nights and still use during the day to relax. We had a party of 8 and the setup of the house was perfect with rooms, beds and bathrooms. We would absolutely rent here again.

Beautiful Beach House
It is the second time we come to Randy and Charlotta’s wonderful place. And we will make it three ! Just perfection .

BEACH! Sunny Escape! Steps 2 Famous Beach w/2 Bike
If you are looking for a historic, old-school Florida home, this is it. The only reason it isn’t a perfect score is that the hurricane closed most of the shops that make Pass-a-Grille quaint. We were able to support a few local restaurants, and the local traffic was very light. We wouldn’t have changed our trip, but it would have been good to know. It seems like businesses are working hard to get back on their feet. Overall a good experience. I appreciate Lisa’s great responsiveness.

Updated w/ Private Beach Access Heron's Walk #3
Awesome location, located right in between the Gulf and bay! The unit was nicely remodeled, had comfortable furniture and had a beachy vibe. Englewood was hit pretty hard by 2 hurricanes recently, so things are not back to normal, including the deeded beach access and bay access. We're also hosts in Englewood, so we're very understanding of that and it didn't stop us from enjoying the place!

Beach Haven B4 Secluded Beachfront Striking Views
We had a great time, Home was very nice and spacious, beach right in front of the house, sunsets were beautiful, beds were very comfortable they had everything that we needed, would definitely stay there again no problems Thanks again Alan and Susan Mohn

Historic Downtown Pass A Grille Beach Pool WiFi
Idyllic location—private, peaceful, and next to cute shops and a beautiful beach. House was relaxing, clean, and refreshingly minimalist in decor. Brandon was very responsive to any communication—the whole experience was easy breezy. I’d book again!

Quaint Surf Cottage on Beach - Hurricane Milton!
Dear Jeff Thanks for hosting us. Even though the hurrican helene hit this area so hard, you made us feel safe and at home! We enjoyed the lonely beach walks and collecting sea shells. The neighbourhood is extremely friendly. Especially Matt and Peppy. They were always there for a nice chat or a helping hand (our car ran out of battery). We enjoyed every second of our stay! Thanks so much for everything and we hope to come back one day, or maybe you visit us in switzerland :) Greeting Florian & Sina
Beachfront home rentals with a pool

The Toasty Coconut
This home is perfectly located for all beach and ocean activity. It was extremely convenient to our activities. It is located in a quiet neighborhood and yet an easy walk to many activities, restaurants, shopping. The interior of the home has been freshly done and was easy to use. The pool was especially perfect for our family’s use. It was a delightful home in all regards.

Sun-Soaked & Relaxing Gem ~ Steps to Beach ~ Pool!
We really enjoyed our stay. It's a very short walk to the beach, and the beach is one of the nicest we've been to in Florida. Steve was a great communicator and very responsive. The property is very convenient to restaurants and what-not. I would highly recommend.

The Peachy Beach House, steps to the gulf
We had an amazing vacation! Perfect location and great amenities. Our daughter had a blast in the pool. Sunsets were perfect. Waking up to the view of the water every morning was beautiful

Trendy & Fun Haven: Walk to Beach ~ Jacuzzi ~ Pool
We were a group of 7 girls and had a blast at Chads place! Any issues we had were addressed and handled within MOMENTS. Home was clean, safe ash to locate, easy to get into and accurately described. House was within walking distance of everything we wanted to do (beach, bars, restaurants). We all agree we’ll return again!

Summer Beach Penthouse w/ Ocean View + Pool #613
There was four of us who went on this trip. We had a WONDERFUL TIME. We loved our condo and the location. We went e-bike riding, Kyacking, Boating, Jet Sking and Comedy Clubs. We had dinners galore! And everthing was so close to our condo. I would sugest this place to anyone! We had a blast! But more importantly, Dave took great care of us! He checked in on us to make sure we were okay. And even bought or group a bottle of Tiquilla! He was so nice. The condo was beautiful and has absolutely everything you could possibly need on a trip. We plan to stay there again in the future. I really cant say enough about this place. We had a great time.

Sunset View
We had a wonderful time. The house was more spacious than pictures shown. Location was amazing!

Waterfront! Lyons Bay Delight! Walk to Beaches!
We loved staying at this home! The location was perfect for our needs. It was an extremely easy walk to the restaurants and the beach. It was even manageable for our 5 year old who loved the walks. Waking up and having a morning coffee looking out over Lyons Bay was so peaceful. We would definitely stay here again.

Siesta Key Beach House with Private Beach Access
Great location, minutes from the private beach access. Excellent accomodations, great house. Great area.
Private beachfront home rentals

Luxury Waterfront Sunset Beach
This house was perfect for our spring break mother daughter trip. The morning sunrise over the bay with a Nespresso coffee on the deck couldn’t be beat! The walk to the beach is so quick and easy and it was nice to be able to use the lounge chairs and bar/food service at Caddy’s. The sunsets from the beach are amazing. The house was clean and beds were comfortable. It was nice having three bathrooms and a beautiful kitchen. There is a bedroom on the main floor for guests who may have issues going up the spiral staircase with luggage. Priscilla was so friendly, accommodating and very quick to respond.

3 BR Condo On Longboat Key Beach and Waterfront
This place was wonderful, Peaceful,quiet,private beach , everything described in listing. I would definitely stay here again! The view was picture perfect! Location was everything you would want .

Turquoise Gem 1st Floor
We really enjoyed our stay! The hosts were helpful and the place was super clean.

Renovated Beachhouse Private Beach Access, Unit S
Sheryl’s responsiveness and care for us was unmatched. We had an issue with the property that she resolved immediately and even called me personally to make sure my friends and I were taken care of. Great location and outstanding customer service.

Summer House longboat key
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!

[Beach Elements] pool view + private beach & bikes
The place was really comfy and jayme was very helpful and friendly with my questions. 100% recommended

Ocean view, Totally remodeled, Beach Home!
Our family had an incredible vacation. This location in Florida is amazing, so peaceful, quiet and authentic.

Manasota Key to Relaxation
Our stay at Linda's was fantastic. The house is very spacious. The bedrooms and large and the beds are super comfortable. Everything was clean and fully stocked with all the necessities from extra towels, beach chairs and beach accessories. The view is unforgettable. Everything you need is there. Groceries and restaurants are an easy drive. Linda was responsive and lovely to speak with. My favorite Manasota key rental yet!
Quick stats about beachfront rentals in Siesta Key
Total rentals
170 properties
Nightly prices starting at
$166 CAD before taxes and fees
Total number of reviews
6.7K reviews
Family-friendly rentals
130 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with a pool
140 properties have a pool
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- Crescent Beach
- John's Pass
- Bean Point Beach
- Cortez Beach
- Lido Key Beach
- Amalie Arena
- Raymond James Stadium
- 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
- River Strand Golf and Country Club
- Englewood Beach
- Alafia River State Park
- Lakewood National Golf Club
- Van Wezel Performing Arts Hall
- South Jetty Beach