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Featured Cottages in Siesta Key and around

Beach Cottage Steps to Siesta Beach and Siesta Village Shops and Restaurants
Beach nearby
Beach Cottage Steps to Siesta Beach and Siesta Village Shops and Restaurants
7.8 out of 10, Good, 23 reviews
"This is a great place to stay for a couple; the house is small but cozy. We really enjoyed our stay, and would consider staying here again. This is more like a 4.5 star rating. There were a few things that kept this from being a 5 star review: bathroom shower was incredibly small. Also the towel rack needed to be screwed in tighter, it was starting to come off the wall. Bathroom could also use a new paint job. The coffeemaker likely needs replacing..the inside of the reservoir looked pretty bad....
The price is €490
per night
4 Jun - 5 Jun
Beach Cottage Steps to Siesta Beach and Siesta Village Shops and Restaurants
The Inn On Siesta Key
The Cabana, 2 Bedroom 2 Bath (1 King, 2 Twins) | Balcony view
The Inn On Siesta Key
3.5 star property
10.0 out of 10, Exceptional, 150 reviews
" Not only is the staff wonderful, but it is a short walk to the beach and they have provided anything and everything you could want for a day at the beach! Towels, carts, beach chairs, coolers, umbrellas, and even bicycles for a ride around town. There is a trolley that will take you anywhere along the island route. Pool is secluded and beautiful, rooms are well equipped, there is nothing else you could want for. "
The Inn On Siesta Key
Charming Beach Cottage Steps to Siesta Beach and Village Shops and Restaurants
Beach nearby
Charming Beach Cottage Steps to Siesta Beach and Village Shops and Restaurants
8.0 out of 10, Very good, 12 reviews
"A nice small space for short stays. Wish they offered a dresser, had to live a week out of suitcases and there was plenty of room for them to offer a dresser in the closet. Too few places to hang towels to dry outside. Kitchen offering is limited but you can get by. Walking distance to town and beaches."
The price is €490
per night
16 Jun - 17 Jun
Charming Beach Cottage Steps to Siesta Beach and Village Shops and Restaurants
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Gorgeous Cottage Steps From Beach Access - Heated Pool
Pool
Gorgeous Cottage Steps From Beach Access - Heated Pool
10.0 out of 10, Exceptional, 111 reviews
"We loved the cottage!! The size was perfect! loved the screened porch! Was in walking distance to the beach and all the restaurants! Th pool was perfect for the days that were to windy to go to the beach! Would highly recommend!!!"
Gorgeous Cottage Steps From Beach Access - Heated Pool
Across The Street From #1 Beach
Beach
Across The Street From #1 Beach
10.0 out of 10, Exceptional, 303 reviews
"This is the perfect cottage for a couple’s getaway! It was one of the cleanest places we’ve ever rented. It is so tastefully decorated and had everything we needed for our stay. It’s right across from the beach access and only a 4 minute walk to Siesta Key village. There were also bikes available at the cottage which we used every day. Dave was a great host and we highly recommend staying at this cottage. We can’t wait to go back!"
Across The Street From #1 Beach
Siesta Key Beachside Getaway Cottage Walking Distance to Beach and Village
Property grounds
Siesta Key Beachside Getaway Cottage Walking Distance to Beach and Village
9.2 out of 10, Wonderful, 168 reviews
"Exactly as described. Perfect for our family of 4 from location to the unit itself. We can't wait to return. Thank you so much!"
Siesta Key Beachside Getaway Cottage Walking Distance to Beach and Village
Gorgeous Cottages - Steps From Beach Access - Heated Pool
Outdoor pool, a heated pool
Gorgeous Cottages - Steps From Beach Access - Heated Pool
10.0 out of 10, Exceptional, 144 reviews
"Cute little old Florida cottage, perfect location for the beach and Siesta village!!"
Gorgeous Cottages - Steps From Beach Access - Heated Pool
Two Beautiful Cottages Side By Side - Private Pool
Pool
Two Beautiful Cottages Side By Side - Private Pool
10.0 out of 10, Exceptional, 56 reviews
"We really enjoyed the pool and hot tub. Everything was clean, beds were comfortable. Great for 2 couples or families with teenagers to have their own space"
Two Beautiful Cottages Side By Side - Private Pool
NEW: Free standing Cottage within steps to the BEACH!
Exterior
NEW: Free standing Cottage within steps to the BEACH!
The price is €465
per night
4 Jun - 5 Jun
NEW: Free standing Cottage within steps to the BEACH!
Siesta Beach Cottage, Sleeps 6, Easy Walk to the Beach, Stores, & Restaurants. Amazing Location!
Beach nearby
Siesta Beach Cottage, Sleeps 6, Easy Walk to the Beach, Stores, & Restaurants. Amazing Location!
6.8 out of 10, 18 reviews
"This was the perfect beach cottage in the midst of condo living. beach very close, soft sand, wonderful getaway."
The price is €515
per night
10 Jun - 11 Jun
Siesta Beach Cottage, Sleeps 6, Easy Walk to the Beach, Stores, & Restaurants. Amazing Location!
Siesta Key Old Florida Cottage, Great Location at a Great Price
Property grounds
Siesta Key Old Florida Cottage, Great Location at a Great Price
9.2 out of 10, Wonderful, 155 reviews
"Super cute! Host was very accommodating,was eaten alive by noseeums,no ones fault,but annoying..."
Siesta Key Old Florida Cottage, Great Location at a Great Price
Beachside Vacation Cottage at Beach Palms
Pool
Beachside Vacation Cottage at Beach Palms
10.0 out of 10, Exceptional, 1 review
"Perfect get away close to beach and village"
The price is €643
per night
16 Jun - 17 Jun
Beachside Vacation Cottage at Beach Palms
Beachside Vacation Cottage at Beach Palms in Siesta Key
Pool
Beachside Vacation Cottage at Beach Palms in Siesta Key
10.0 out of 10, Exceptional, 1 review
"The pictures were accurate! The cottage was quaint!"
Beachside Vacation Cottage at Beach Palms in Siesta Key
5 Minute Walk to the Beach and Village.Private Pool On the Canal ?s 502-639-4259
Fridge, microwave, oven, stovetop
5 Minute Walk to the Beach and Village.Private Pool On the Canal ?s 502-639-4259
9.6 out of 10, Exceptional, 8 reviews
"Very clean and a quiet neighborhood on the canal."
5 Minute Walk to the Beach and Village.Private Pool On the Canal ?s 502-639-4259
Cozy, Clean & Crazily Convenient
Beach nearby
Cozy, Clean & Crazily Convenient
9.6 out of 10, Exceptional, 64 reviews
"This lovely cottage is in a perfect location. Siesta Key Crescent Beach and nearby shops and restaurants are within easy walking distance. The accommodation was very comfortable, well appointed and had everything we needed. From the start of booking, our arrival and during our stay, the contact with/from our host John was excellent with immediate responses to our queries and local advice and suggestions forthcoming. We seriously hope we can come back again !"
Cozy, Clean & Crazily Convenient
A Perfect Get-Away! Relaxing 3 Bedroom Home On Siesta Key!
Beach
A Perfect Get-Away! Relaxing 3 Bedroom Home On Siesta Key!
8.0 out of 10, Very good, 2 reviews
"The property is a great location with a short walk to the beach. It was clean and attractive and the beds were very comfortable and 2 full baths made it very nice for 4 friends traveling together. We had one issue with the dishwasher not working but the management company had someone there the same day to fix it. They were also very prompt is responding to any of our questions. It was on the cold side so we did not make use of the pool but keep in mind the pool that is included with this...
A Perfect Get-Away! Relaxing 3 Bedroom Home On Siesta Key!
Siesta Key Sanctuary -Pool-Kayaks-TikiHut-King bed
Beach
Siesta Key Sanctuary -Pool-Kayaks-TikiHut-King bed
10.0 out of 10, Exceptional, 1 review
"Great Vacation! Very clean and everything you needed. Name “solitude” is appropriate. Nice quiet getaway from hustle and bustle of spring break crowd. Lisa the property manager was very nice and accommodating."
The price is €294
per night
5 Jun - 6 Jun
Siesta Key Sanctuary -Pool-Kayaks-TikiHut-King bed
Beachside Vacation Cottage at Beach Palms
Outdoor pool
Beachside Vacation Cottage at Beach Palms
6.0 out of 10, 2 reviews
"The cottage was close to dining and the beach. The only suggestion would be to modify the shower as so that water doesn't get all over the floor when showering."
Beachside Vacation Cottage at Beach Palms
Heated Pool, Beach and Amenities, 2-3 min walk.
Sun-loungers, beach towels
Heated Pool, Beach and Amenities, 2-3 min walk.
9.6 out of 10, Exceptional, 59 reviews
"We loved our stay at the Drift Inn; it is the perfect size for my 2 friends and myself. The location is excellent. We greatly appreciated the beach umbrella/chairs/towels and having a washing machine and dryer. We have no complaints. The beach, a convenience store, SUP rental and, several restaurant/bars are in short walking distance and the cottage area is very quiet at night so we got good sleep. The cottage is very comfortable and has every amenity we needed. The owner’s communication is...
The price is €280
per night
4 Jun - 5 Jun
Heated Pool, Beach and Amenities, 2-3 min walk.
Siesta Key Couple's Escape - Walk to Beaches!
Fridge, microwave, stovetop, coffee/tea maker
Siesta Key Couple's Escape - Walk to Beaches!
10.0 out of 10, Exceptional, 3 reviews
"Clean, fresh, cozy cottage atmosphere. Very well equipped including beach towels, beach chairs, umbrella, coolers and wagon. Short walk to Siesta Key Village and beach. Owner was great about communicating and fixing a minor electrical problem. Loved it and would stay here again."
Siesta Key Couple's Escape - Walk to Beaches!
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Other property types in Siesta Key

Tropical Beach Resorts
Property amenity
Tropical Beach Resorts
3.5 star property
9.4 out of 10, Exceptional, 4,372 reviews
"This resort was a great place to stay. Literally walking distance to a beautiful beach. Beach chairs and umbrellas available for purchase, beach towels provided free of charge. The kitchenette at this property was stocked with everything we needed. Room was clean and comfortable. Front office staff did a super quick check in. They have a movie dvd collection for in room entertainment. It would be awesome if the TVs were updated to have streaming apps such as Netflix. I would definitely return to...
The price is €163
per night
4 Jun - 5 Jun
Tropical Beach Resorts
The Residences at Siesta Key Beach by Hyatt Vacation Club
Sports facility
The Residences at Siesta Key Beach by Hyatt Vacation Club
3.5 star property
9.6 out of 10, Exceptional, 164 reviews
"The units are very spacious, clean and tastefully decorated. The pool is underwhelming as is the hot tub. Access to the beach was as advertised but losing the lounge chairs and umbrellas by 5:00 p.m.,hours before sunset is not ideal, especially for those with mobility issues who want to remain for the sunset, a highlight of the day. My children looked forward to paddle boarding and kayaking (as advertised) and inquired several times during our multiple day stay but were told none were available....
The price is €633
per night
19 Jun - 20 Jun
The Residences at Siesta Key Beach by Hyatt Vacation Club
The Ringling Beach House
Aerial view
The Ringling Beach House
3.5 star property
9.0 out of 10, Wonderful, 249 reviews
"We’re a family of 4 and this was perfect for us! Very nice! We would definitely stay again! "
The Ringling Beach House
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Siesta Key Cottages information

Number of reviews
1,036
Accommodation
39 Cottages
Lowest Price
€490
Highest Price
€490

Recent Reviews in Siesta Key
Expedia verified reviews

The Ringling Beach House

The Ringling Beach House

5/5 Excellent
"We’re a family of 4 and this was perfect for us! Very nice! We would definitely stay again! "
A verified traveller stayed at The Ringling Beach House
Posted 1 day ago
The Ringling Beach House