Beach apartment holiday rentals in Siesta Key

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Popular amenities for Siesta Key beach apartment rentals

Beachfront apartment rentals

Guest favourite
Apartment in Siesta Key
4.92 out of 5 average rating, 39 reviews

Spectacular Siesta Key Beachfront Condo

JimRating, 5 stars2 months ago
Great location, Jim’s unit is clean & well-kept as is the resort grounds & public areas. Staff in the office and outdoor maintenance workers are very friendly and personable. Jim replied quickly to our emails and was extremely helpful and accommodating to our requests for early deliveries. Definitely recommend renting his unit!
Guest favourite
Apartment in Siesta Key
4.83 out of 5 average rating, 222 reviews

No Damage: Cozy 1BR Beach Condo on Siesta Key!

LisaRating, 5 stars2 weeks ago
Very helpful host . Clean, and everything you need was available. Nice pool as well!
Superhost
Apartment in Saint Pete Beach
4.83 out of 5 average rating, 111 reviews

1145 Sqft! - 2 Bedroom 2 Bath (GULF FACING!) Condo

krisRating, 5 stars3 weeks ago
Place was great. Can not think of a better view from here. Sunsets awesome and the perfect balcony to watch. Very easy to get to beach. Cody was very helpful and made suggestions for places to eat and shop. Responded well and very fast to questions.
Superhost
Apartment in Bradenton Beach
4.6 out of 5 average rating, 10 reviews

Beachfront 2/1- Amazing New Remodel-On the sand!

PamelaRating, 5 stars25 months ago
Jeffrey’s place was a beautiful beach front property. His place felt like home and had great accommodations. He was very responsive and wanted to make sure everything was good! I definitely recommend and will go back to this place! Thanks Jeffrey!
Superhost
Apartment in Nokomis
4.67 out of 5 average rating, 39 reviews

Beachfront Condo on Casey Key with great view!

VickieRating, 5 stars1 month ago
This was our second year to stay in the same unit in Casey Key. We had the same issues with the TV and lights as we did the previous year. Due to that nothing was done, we did bring it up. Natalie acknowledged the issue and was able to secure a small refund. We plan to visit again next year. We love the unit and the area! It was nice to meet our hosts and engage in conversation.
Guest favourite
Apartment in Bradenton Beach
4.9 out of 5 average rating, 41 reviews

Gorgeous Gulf Views - Beachfront 2BR/2B Condo

SuzanneRating, 5 stars3 weeks ago
Perfect getaway location from the cold Northeast! Wonderful to walk right out onto the beach, collect seashells, watch the pelicans and dolphins and lay in the sun! We very much enjoyed swimming daily in the pool. It was a dream of a vacation!
Superhost
Apartment in Sarasota
5 out of 5 average rating, 4 reviews

Beachfront Condo on Famous Siesta Key!

JenRating, 5 stars8 months ago
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.
Guest favourite
Apartment in Holmes Beach
4.88 out of 5 average rating, 78 reviews

Beachfront 1BR with pool

KatRating, 5 stars1 week ago
words can't describe the place, totally a beach vacation, the water was so close! The whole place was just as the listing describe. The bed was the the most comfortable bed I have ever slept, the first night we slept for 12 hours and still didn't want to get out of it!! definitely worth the price of the place, would recommend the stay to anyone!!

Pet-friendly beach flat rentals

Superhost
Apartment in Siesta Key
4.9 out of 5 average rating, 42 reviews

Dreamview Beachfront Romantic/Pet Friendly Getaway

BillyRating, 5 stars2 months ago
Beautifully appointed 3rd floor space. Amazing view of the beach. Quiet and peaceful. Walkable to restaurants, shopping and bars. Sandy pathway from the rear of the home lands you right on the beach (the end that is less congested). The interior has a large open comfortable living space. Great linens and a comfortable king size bed. Bathroom is large and spacious as well. You won't be disappointed if you book this space for your time at the beach!
Guest favourite
Apartment in Indian Beach-Sapphire Shores
5 out of 5 average rating, 30 reviews

Paradise On The Water. Luxury condo w/ ocean views

DebRating, 5 stars2 months ago
Absolutely loved the condo… the patio views and sunsets, the location (a mile or so from downtown and great parks) the walkable area to the best margaritas and good food at Wicked Cantina! We will definitely stay here again!
Guest favourite
Apartment in Sarasota
4.97 out of 5 average rating, 37 reviews

Siesta Key Village & Beach w pool & pet friendly

NatalieRating, 5 stars5 months ago
Great location, exactly as listed. Came with all the essentials plus more. The condo was perfect for us and our 18 month old and the brand new pack and play was much appreciated. Very friendly beach town with the softest white sand!
Guest favourite
Apartment in Bradenton
4.98 out of 5 average rating, 165 reviews

Luxury 3/3 Margaritaville Resort

JohnRating, 5 stars1 week ago
Beautiful home. Clean and inviting Patio space is where you will spend the most time…. The view is amazing!!!!!!!
Guest favourite
Apartment in Siesta Key
4.87 out of 5 average rating, 101 reviews

Siesta Village Short Walk to Beach w heated Pool

CoryRating, 5 stars6 months ago
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.
Guest favourite
Apartment in Venice
4.98 out of 5 average rating, 42 reviews

Beach condo 5 Close to dntwn King bed Dog Friendly

SueRating, 5 stars1 week ago
We loved our stay! The condo was clean, comfortable, beautifully decorated and in an awesome location. We enjoyed our short walks to the beach, park, shops and restaurants. Loved that we could enjoy it with our dog too. Our host was friendly, helpful and responsive. Will definitely try to stay here again and highly recommend it.
Guest favourite
Apartment in Bradenton Beach
4.92 out of 5 average rating, 25 reviews

Anna Maria Beach Condo - 2Bedroom/2bath - Sleeps 6

Brett MichaelRating, 5 stars3 months ago
Despite the recent storms, this was a beautiful place to stay and such a perfect location for the beach. Vince was very responsive and promptly answered any questions we had. The place was clean and very warmly decorated. It was great to have such an equipped kitchen as well. We would definitely stay again!
Superhost
Apartment in Bradenton Beach
4.76 out of 5 average rating, 21 reviews

AMI Bridgeport 202 -Beach View Retreat+Resort Pool

MaryRating, 5 stars3 weeks ago
Excellent condo! Beautiful, comfortable, welcoming! Awesome views! Beach across the street! Easy walk to town, restaurants, stores, and the pier.

Luxury beach flat rentals

Guest favourite
Apartment in Anna Maria
4.86 out of 5 average rating, 22 reviews

Resort-Style Ground Floor Suite Heated Pool/Spa

victorRating, 5 stars3 days ago
Wonderful stay. Anna Maria island is fantastic. Home is close to a very quiet area of the beach. Loved the kayaks.
Superhost
Apartment in Siesta Key
4.98 out of 5 average rating, 40 reviews

Spacious (2400 SF) & Modern 3BR+Across From Beach!

BarbieRating, 5 stars1 week ago
Lea’s place is absolutely beautiful! Can we talk about kitchen? Literally everything you need, Which was a huge plus. Everything is within walking distance. My kids had a great time at the pool and fishing in the back. Very peaceful by the water. 10/10 ! The location of Lea’s place was an absolute lifesaver. This place is exactly how it is pictured and exceeded my expectations when I walked in.
Superhost
Apartment in Bradenton Beach
4.9 out of 5 average rating, 30 reviews

Sandcastle Dreams

Jbbm13Rating, 5 stars3 weeks ago
Ammey's unit exceeded my expectations. I was worried about any hurricane damage from Oct 2024. The unit and building are both fine. The view of the beach and Gulf was fantastic. The unit is within a 8 minute walk multiple restaurants, bars and shopping stores. Hanging out on the deck was terrific. You're at the beach without getting sand in your toes. The master bathroom is the best I have ever seen with any rental. I will return next year.
Superhost
Apartment in Siesta Key
4.87 out of 5 average rating, 136 reviews

Private Beach Siesta Key Resort Jamaica Royale

RachelRating, 5 stars3 months ago
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!
Guest favourite
Apartment in Siesta Key
4.93 out of 5 average rating, 14 reviews

Penthouse 20ft to Beach Access, 500ft from Village

KyleRating, 5 stars4 days ago
The condo and location were perfect for our long weekend getaway! Kyle was extremely helpful and communicative. The space was exactly as described and very clean, we even shared the listing with folks we met while in town recommending the condo. We will absolutely look to stay here in the future when visiting Siesta Key!
Superhost
Apartment in Sarasota
4.86 out of 5 average rating, 43 reviews

BEACH FRONT PARADISE

KenlynnRating, 5 stars2 days ago
This was our second year staying here. The view is amazing!! It is very clean and well stocked.
Superhost
Apartment in Longboat Key
New place to stay

Beach View Condo-Quiet & Secluded Private Beach

LauraRating, 5 stars1 week ago
We had a delightful stay at Danielle’s condo. The home is spacious, the balcony was our second living room and dining room, and the two minute walk to the Gulf invited us every day. It’s easy to be a beach bum at this place! Across the street we enjoyed the pool and hot tub at the Resort. It was easy to walk to many really nice restaurants. Of course the seafood was as fresh as could be. We ate a delicious pecan pie at Euphemia Hays. Amazing! Danielle communicated well and quickly responded to any of our inquiries. We would highly recommend this peaceful beach condo.
Guest favourite
Apartment in Siesta Key
5 out of 5 average rating, 10 reviews

Siesta Key Sunsets at Crystal Sands

LeoRating, 5 stars10 months ago
Was a great place to stay, the Cinda was very clean with a very nice welcoming package for his guests. I would definitely stay there again. Ir we had one issue it was the bathrooms although they were very clean the shower heads were for shorter people and the toilets were really low to the ground. Just needs a bit of upgrade in that sense.

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