Bungalow vacation rentals in Siesta Key

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Popular amenities for Siesta Key bungalows rentals

Beachfront bungalow rentals

Bungalow in Nokomis
4.67 out of 5 average rating, 21 reviews

Queen Studio by the Bay

CeciRating, 5 stars40 months ago
A smart, clean and modern little spot for a closeby beach time. Everything convenient and easy.
Superhost
Bungalow in Nokomis
4.88 out of 5 average rating, 8 reviews

Retro Reef! Walk to Beach, Boats +Restaurants!

OliviaRating, 5 stars1 month ago
Kathy’s place was great! Very clean & very walkable to Pops & the beach, which was great because we didn’t have a rental car. We didn’t realize that the Restaurant overflow parking was right in front of the house, but it didn’t get noisy so that was great. She had all the stuff needed for the beach, which was amazing. We did have issues with the wifi, but she was very responsive & willing to help. Overall great place!
Bungalow in Holmes Beach
4.85 out of 5 average rating, 27 reviews

Pirate's Den Bungalow steps from Beach Access!

OlgaRating, 5 stars1 week ago
Amanda was an amazing host—communication was fast, clear, and super helpful throughout our stay. The place itself was spotless and exactly as described. The location couldn’t have been better—close to everything and just a short walk to the beach. One of our favorite parts of the stay was the pool. It was beautifully maintained and peaceful. The provided beach gear—chairs, umbrellas, and a beach cart—was such a thoughtful touch. We had a fantastic stay and will definitely be booking with Amanda again. Highly recommend!
Superhost
Bungalow in Nokomis
5 out of 5 average rating, 10 reviews

Paradise Way + Walk to Beach’s, Restaurants!

LisaRating, 5 stars2 months ago
We had a four day get away for my husband and my two teenage children. The house was perfect for us. Just like the pictures. There's a bathroom with laundry room between the two bedrooms for extra privacy, our teens could sleep in while we got up and had breakfast. Beds were very comfortable. The screened in porch was a peaceful spot to have my morning coffee. Beach is a short walk as is the surf shop, ice cream, and pizza shop. Nokimos is quiet in comparison to Sarasota proper which I really appreciated. It was fun to be able to walk to the rollicking Pops Grill and have an easy walk home. When we did take the rental car out, the driveway made any day trip easy to come home to. Kathy was very responsive and clearly wanted us to have a great time., which we did. Towels and beach chairs were provided which were very helpful. If we had more time, there was still so much more to explore as the location is nestled right between Sarasota and Venice. We had a wonderful time!
Superhost
Bungalow in Siesta Key
4.84 out of 5 average rating, 38 reviews

Heated Pool, Dock, Kayaks, 1-mile to Turtle Beach

SamanthaRating, 5 stars3 weeks ago
Kyle's place was great. It was the perfect little bungalow to get away for a kid free vacation. Close to so many things on Siesta Key, but also far enough away from the hustle and bustle right by the main beach.
Bungalow in Holmes Beach
4.75 out of 5 average rating, 48 reviews

"A" Gulf Beach Bungalow

KennethRating, 5 stars11 months ago
This place is exactly as advertised. The location was particularly nice because it is a two minute walk to one of the nicest beaches in Holmes Beach and within a very short drive to everything in Anna Maria Island. Place was extremely clean and well kept. The added benefit of beach supplies (chairs, umbrellas, kick boards, coolers, etc) pprovided by the owner was amazing. Everything you needed for a comfortable day at the beach was at our disposal. I would definitely recommend this place to anyone wanting a great price on a rental in Holmes Beach.
Superhost
Bungalow in Nokomis
4.97 out of 5 average rating, 60 reviews

Beach Cottage. 2 Blocks to Nokomis Beach. 2BD/1BA

KimRating, 5 stars2 weeks ago
The location was perfect! Two blocks from the beach gave us a quiet relaxing house with plenty of outdoor spaces to enjoy the solitude but a short walk and you were to the intercoastal and the beach. The road between beach and bay was perfect for morning walks.
Superhost
Bungalow in Siesta Key
5 out of 5 average rating, 9 reviews

Lagoon, pool, the Pineapple, Siesta Key Bungalows

MistyRating, 5 stars8 months ago
We loved the Siesta Bungalow’s. Home was exactly as described. I felt safe wondering around while my husband slept. Great location minutes for the beach. We will definitely stay here again!

Private bungalow rentals

Bungalow in Sarasota
4.84 out of 5 average rating, 103 reviews

Beach Remedy Retreat

SabrinaRating, 5 stars1 month ago
My family and I went on a weekend getaway to Siesta Key Beach with my dog. When we arrived at the house, we felt right at home. We found it quickly, the neighborhood was very quiet and nice, and everything was clean and tidy, very nice! Just like the photos. My dog ​​was very happy running and enjoying the backyard, which was also large enough for us to enjoy. We highly recommend it! We hope to return soon! Thank you, Jen and Dan, for your hospitality!
Superhost
Bungalow in Anna Maria
4.78 out of 5 average rating, 72 reviews

Sea Whisper with Private Dock and Swimming Pool

ChristopherRating, 5 stars2 weeks ago
Easy to find and close to shops and restaurants. Short walk to either side of the island for sunrise or sunset. The house was clean, lovely and well appointed! Modern and comfortable. Each room had a private bathroom which was a plus! The pool was nice to cool down in after a day at the beach. The canal view from the pool deck and the boat dock was beautiful and relaxing!!! We saw manatees multiple times!!! Jenny was quick to respond with any questions before and during our stay. A great little find in AMI!!!
Bungalow in Osprey
4.77 out of 5 average rating, 357 reviews

Osprey,Buttonwood Cottage.Hot tub -patio.Sublime !

Alexis RaeRating, 5 stars3 weeks ago
Very beautiful and cozy get away. Exceptionally private space with single parking and private hot tub. Entire property is fenced, beautiful landscaping, and well maintained.
Top guest favorite
Bungalow in Sarasota
4.99 out of 5 average rating, 188 reviews

Central Sarasota Bungalow near Legacy Trail

VanessaRating, 5 stars2 weeks ago
We had an amazing stay at this Airbnb in Sarasota! The property is just as beautiful as described—truly stunning in every detail. The location is incredibly convenient, with easy access to all the main tourist attractions, beaches, and great restaurants. The host provided clear and helpful instructions, and there’s a guest book filled with thoughtful recommendations for places to visit, eat, and explore around the area. The house was spotlessly clean and had such a peaceful, welcoming energy. You can tell that every detail has been carefully thought out to create a comfortable and special experience. I would absolutely recommend this place and would love to stay here again in the future!
Guest favorite
Bungalow in Anna Maria
4.88 out of 5 average rating, 147 reviews

Bay Breeze Cottages #2

AaronRating, 5 stars3 weeks ago
Great location away from the busy area of the island.
Guest favorite
Bungalow in Nokomis
4.71 out of 5 average rating, 34 reviews

Nokomis Beach Bungalow 1 mile from beach

RachelRating, 5 stars8 months ago
Loved the location of this cute bungalow. Walk or bike ride to beach and multiple tiki bars and restaurants. We had a blast. Unfortunately we were here during Helene and Milton but Natalie and JJ always checked in with us to make sure we were safe. Very responsive and understanding. The neighbors also checked on us and it was a lovely community, with everyone helping each other out. We hope to be back soon!
Top guest favorite
Bungalow in Bradenton
4.98 out of 5 average rating, 89 reviews

M’s sweet and easy art space @ Beezys place

ZachRating, 5 stars5 days ago
Awesome Vibe Awesome people Awesome art
Superhost
Bungalow in Laurel Park
4.88 out of 5 average rating, 75 reviews

Downtown Escape! All new! Cute Villa in Sarasota!

JosephRating, 5 stars2 months ago
The villa is great! Looks as good as the pictures everything is pristine Ms Lisa is amazing! Will be back for sure!

Destinations to explore

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