
Beach condo holiday rentals in Siesta Key
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Top-rated beach condo rentals in Siesta Key
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Popular amenities for Siesta Key beach condo rentals
Beachfront condo rentals

Beachfront penthouse w/ Gulf side pool and access!
The place is perfectly located, well kept, and ideal for a small family! Stephanie is a great, communicative host - this was our 2nd trip at a property she manages and I am confident there will be a 3rd and many more.

Cozy 1BR Beach Condo on Siesta Key!
We had a wonderful time at Bill's place, very cozy and had everything we needed. Loved being able to walk to the beach and spent some time at the pool, we had so many more things we wanted to do and not enough time in the day!

Sea Shell Ocean view On Beach Walk everywhere Pool
Amy was the most responsive host I have ever had on Airbnb. I appreciated her hospitality.

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!

BEACH FRONT PARADISE
This was our second year staying here. The view is amazing!! It is very clean and well stocked.

Cottage on Siesta Key Your own getaway!
Julie was a fantastic host. Responded to all questions in a very timely manner. She went above and beyond to make sure my girls group had a good time! Trolley service is at the curb to take you to the village or elsewhere. Restaurants are right across the street for breakfast, lunch, and dinner, so no cooking was needed for us! Thank you for a great experience.

Oceanfront Loft w/ 2 Baths in Madeira Beach
Absolutely beautiful location right on the beach. Walkable to shops and restaurants. Loved the balcony and view from upstairs.
Pet-friendly beach condo rentals

Tropical Getaway #1 Studio Close to Downtown
Great location. Perfect for a couple or solo traveler.

Waterside Studio in the heart of TI, walk to beach
My husband and I needed a little staycation after a stressful few months. The little apartment at the beach was perfect. The location was beautiful despite the fact that the area is still recovering from a few hurricanes last year. The host was also very helpful and gave some great recommendations. The only negative thing that I can say is that my stay was too short. I look forward to staying there again.

Heron's Hideaway- Studio by the bay!
Alison went above and beyond to make this trip everything and more. she was responsive, personable and kind. would stay here again and recommend to family/friends. five stars!

Luxury 3/3 Margaritaville Resort
David’s home exceeded our expectations and was an excellent choice for our stay. It was conveniently located near all the beaches, restaurants, groceries, and shops, but not in the midst of the bustling city center. David even provided us with a variety of beach essentials and even bikes for our convenience. The home was spotlessly clean and well-stocked with blankets, towels, and cookware and dishes. We thoroughly enjoyed our stay and will definitely be returning in the future.

Siesta Village Short Walk to Beach w heated Pool
This place was fantastic with everything we needed. It was close to everything and a short drive to some of the other local activities. Short walk to multiple beach entrances and a cart, chairs, umbrella, etc. was all available to take to the beach. There’s a local shuttle that takes you all over the island for free and a market around the corner that’s fully stocked with everything you need to cook some meals there. We did the night time LED kayaking and then did the Mangrove Eco Tour with Kayaking SRQ, ask for Kaleb for the mangrove tour, the man knew everything about the area, its history, conservation, and gave some great restaurant and attraction recommendations in the area. Or… just hang out at the beach. We were there during tropical storm Debby and Kathryne communicated with us throughout. Absolute amazing stay… even with a tropical storm! We can’t wait to come back.

Live it Up @Madeira Bay Beach Pool & Marina View
This was the perfect spot for our week stay! Beach access was so easy, great parking for the building, the balcony was a fun spot to watch the boats AND manatee visitors! We walked to Lisa's for breakfast 2 days, and it was a 10 minute walk to John's Pass! We recommend the pirate ship cruise if you have kid's- so fun! The only "issues" we had were a shower rod and the AC was being funny one day, but Kristin was so apologetic, responsive, and ON IT to get it handled! We so appreciated the beach gear, accessibility, and cleanliness! We'll definitely be back! 🏖☀️

Beach Chill Inn #3 - Studio
This studio was a perfect and cozy little spot for my fiancée and I. Literal steps to the beach, ice cold AC, super clean, and very close to tons of shopping/eating/drinking spots. I would absolutely book this rental again for another weekend getaway!

Awesome Madeira Beach Location Close To It all!!!
Stayed for a weekend and everything was perfect! The location is amazing, right next to John’s pass and Madeira Beach. Nice little condo complex, quiet and safe neighborhood. Everything was as described inside. Would go back again, very happy with our stay.
Luxury beach condo rentals

Summer Penthouse, Private Balcony, Beach View #602
Communication with Dave was super easy. If I had any questions or I wanted to let them know anything they responded very quickly. We will definitely be back- even though we live across the bay-We still want to stay on the beach to remind ourselves we live in Florida. Beautiful stay! We will be back!!

Spacious (2400 SF) & Modern 3BR+Across From Beach!
The place was lovely and spacious. The fans and dual zone air was nice. Fully stocked kitchen. The beach closet was awesome. The staff was very friendly helping us navigate the workings. Great being second floor especially with kids. They are putting new patio doors which should be lovely. Oh and a hidden gem is the back of the property where there was grills, corn hole and chairs to sit in and watch the water looking for wild life. At the beach we even got to see momma turtles make the trek to lay eggs! Overall worth it.

Sandcastle Dreams
We had a wonderful stay at Ammey’s place. The location was perfect. It was close to all of the restaurants and shops on Bridge Street, it was an easy walk down the beach to other restaurants located right on the beach. It wasn’t far to Coquina Beacb and my husband enjoyed the walking/running path there. The condo was well appointed for our group of 4 people and would easily fit three couples. The extra beach umbrellas you can rent from Ammey were so convenient. There were plenty of chairs and beach toys. I would definitely stay here again on my next trip to AMi.

Beachfront Condo on Famous Siesta Key!
Been to Siesta several times and this by far was the best location. Very clean, and the view was 100% the greatest to wake up to. We def will return next year, if not sooner. Thanks for sharing your piece of paradise with us.

Private Beach Siesta Key Resort Jamaica Royale
We originally booked this location (Jamaica Royale), but it was impacted by Hurricane Milton. We were a little disappointed that it was still listed as available, even though it very much was not, as it was still being cleaned up/repaired. However, we were incredibly thankful that Adam responded almost immediately and got us into another location nearby (Palm Bay Club). While not as well appointed and modern as the place we originally booked (and with no beautiful views at all--just the roof of the building beside us), it was situated in a great location near the beach, and very clean and comfortable. Both condos are in VERY conveniently located though--downtown Sarasota is a quick 10 minute drive away, the fine white sand beach is a 5 minute walk, and it's a quiet residential area. We enjoyed our stay and would gladly book with Adam again. He was incredibly responsive and helpful, and we had a great experience, all things considered!

Luxury 2 bedroom Beachfront Condo by FVC
Amazing place!! Loved the location, the unit and the experience!! Fantastic service with Florida Rentals!! I love forward to being a return client again! Thanks so much for making it a great trip!!

Beachfront Getaway on Casey Key
Steps from ocean with the most incredible view I’ve ever seen!

Our House at the Beach - Gulf-Front/Panoramic View
We had a wonderful time at this Airbnb and would definitely recommend it! The location is absolutely unbeatable—five stars all the way. Being so close to everything we wanted to explore made our trip super convenient and enjoyable. The property itself was beautiful, with standout features like the pool and view and the spaciousness of the unit—both of which exceeded expectations. The listing was honest, and there were no surprises, which we appreciated. That said, there were a few small drawbacks. The TVs could use an upgrade—they felt a bit outdated. The elevator went down a few times during our stay, which was inconvenient, especially with luggage. Additionally, while the place had most of what we needed, it was missing a few basic amenities we would have expected for the price point (coffee, shower soap, and better made beach chairs) however the amenities listed were honest; and it was just me assuming they would be provided..
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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