
Bungalow vacation rentals in Siesta Key
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Top-rated bungalows rentals in Siesta Key
Guests agree: these bungalows are highly rated for location, cleanliness, and more.
Vacation rentals for every style
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Popular amenities for Siesta Key bungalows rentals
Beachfront bungalow rentals

Queen Studio by the Bay
A smart, clean and modern little spot for a closeby beach time. Everything convenient and easy.

Newly Renovated Bungalow on Pass-A-Grille Beach
This bungalow is a perfect little retreat for a couple or a small family. We would like to head back again this year; we had a restful and lovey time!

Large Beach Bungalow on Gulf with Bay Access too!
We have spent many years coming to Englewood and this is by far the best rental we’ve found. Being able to walk out the door and see the Gulf is amazing! The house is completely redone after the hurricane and I think we were the first to be there and use it. Beautifully done! We can’t wait to come back again. Nathan was helpful and always quick to respond to my questions. We had a great stay!

1 BR Madeira Beach Cottage
What a great place. Nice quiet friendly community feel with pretty much everything you need to lay low and enjoy Madeira Beach and nearby. Away from the hustle bustle yet convenient if you want to go check stuff out. Nice, clean, quiet and comfortable. Thanks John! Oh yeah and you too Dave (Property Manager). You're on top of it man!

Pirate's Den Bungalow steps from Beach Access!
Great location and perfect spot for our small family! Amanda was so responsive with any questions we had! We spent most of time by the shared pool with our 2 year old and she loved playing in the shallow part! Located within walking distance to Publix and Walgreens which was very convenient when we needed to grab something quickly. We didn’t have the best beach weather but it was nice that it was so close.

Retro Reef! Walk to Beach, Boats +Restaurants!
Kathy was very responsive to all of our needs. The space was very clean and included everything we needed during our stay. The beach was very walkable (even with a child) and the beach gear provided was great! In addition, we enjoyed two restaurants that were within walking distance. We had a wonderful stay and would most definitely stay again. All good things

The Sunshine Cottage. Walk To Beach, Shops, Dining
This place is everything that was written about it. Cozy, ice cold air when needed, king size comfy bed! Fresh beach towels and lines were there and ready! Stacked washer and dryer made sandy clothes disappear. The kitchen is stocked just as it would be in any kitchen! The living room furniture was very comfy after a long day at the beach! Not to mention, you have 2 bikes, a retractable wagon, beach chairs, a boogie board and giant umbrella for the beach at your disposal! This place had just what you needed for a short or long stay. The owners stopped by and were very pleasant to chat with. Best of all, you have a heated pool (if you want heat or not, there is a button for that) andddddd a hot tub with changing lights for a relaxing time! The street itself is quiet and perfect! Will come again…..Worth the money and the location! Everything is in walking distance! Lovely stay!!!!!

"A" Gulf Beach Bungalow
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.
Private bungalow rentals

Cozy Bungalow Minutes from Anna Maria Island & IMG
perfect location. bed was super comfortable. Nikki was kind enough to recommend some places to eat. We ended up eating at Mar Vista, one of the places she recommended, and it was great. We would definitely book their AirBnB again

Luxurious 3 Bed Room Home, Private Pool
We had a great week in this fantastic house. It had everything we needed and booth the house and the surroundings are really nice. We are a family of five (3 teenage boys) and we had a lot of space in the big house. Everything was very clean and nicely decorated. We felt really welcomed by Jack and his wife. We truly recommend this beautiful home to anyone who will spend their vacation at Floridas west coast. Thank you Jack for letting us stay in your home!

Casa Sunshine - Bradenton Beach House
The place looked just like the photos - beautiful and clean. Also in a great location, we enjoyed our time in Anna Maria island. Richie is very communicative and overall made check in and check out very quick and easy! We had zero problems.

Gorgeous Sarasota Private Home with Heated Pool
DO NOT STAY HERE, Especially during early April 2026!!! I'm kidding of course. my wife's family has been visiting Sarasota for over 40 years and this was a wonderful way to spend the week. Their condo building was under repair so we stayed at Kristian's. The pool is AMAZING and our 5-year-old had an absolute blast the whole week. The landscaping around the pool is top notch and gives it a very secluded feeling. Great house. Great host.

Sea Whisper with Private Dock and Swimming Pool
Sweet house...beds were AWESOME! Showers, amazing!! Kitchen had anything you could want...TV's were very nice with tons of options...a very centered house...we could walk to eating places, AMI general store, bike rentals, coffee, donuts. Just perfect! Thank you so much!!!

Hidden Oasis Guest Apt+Kg Bd 2bikes/close DT
The Treehouse was spacious and had everything one might need. Very comfortable. Excellent location for exploring the city, with easy access to downtown and also to I-275. Parking is tight, in a not-very-inspiring alley, but it turned out that that neighborhood (Euclid) down 14th Ave. N is beautiful, a lovely place for a stroll. We also walked to a supermarket for supplies. We would be happy to return.

Bright, comfy, and near the beach!
Our visit at Adam and Mirka’s place was great; quiet neighborhood, friendly neighbors and walkable with almost no traffic. Their house was very clean and well taken care of. The furniture was comfortable, the kitchen was well stocked, and the grill was perfect for a BBQ. When I sent questions, Mirka was very quick in her response. Our dogs loved ‘hunting’ for the lizards in the fenced back yard and kept Augi busy for long periods of time. No worries though, he never caught one. The surrounding area is wonderful for taking bike rides. My husband ‘found’ and ‘created’ many excursions for us to take that usually amounted to 13-15 miles - just perfect for enjoying the beautiful weather. We would definitely like to rent Adam and Mirka’s place again if/when we vacation in Venus, FL again. We had a wonderful time!

Quiet Key West Style Historic Bungalow
Rented for the weekend with my husband and in-law, they loved it so much they want to rent it for a full month next time. place was clean, beds were the most comfortable in all Airbnb we've stayed in. Beautiful outdoor area. Will definitely be back!
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- John's Pass
- Crescent Beach
- Bean Point Beach
- Cortez Beach
- Lido Key Beach
- Amalie Arena
- Raymond James Stadium
- North Beach
- Vinoy Park
- Coquina Beach
- Manasota Key Beach
- Fort De Soto Park
- Tampa Theatre
- Curtis Hixon Waterfront Park
- Jannus Live
- Streamsong Resort
- Splash Harbour Water Park
- Myakka River State Park
- Englewood Beach
- Alafia River State Park
- River Strand Golf and Country Club
- Lakewood National Golf Club
- Van Wezel Performing Arts Hall
- Tropicana Field