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Check prices for these dates

Next weekend
25 Rab. II - 27 Rab. II
In two weeks
2 Jum. I - 4 Jum. I
In one month
16 Jum. I - 18 Jum. I
In two months
13 Jum. II - 15 Jum. II

Compare 34 Cottages in Siesta Key with updated reviews, rates, and availability.

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, (173)
"It was special and unique and personal. It was quaint but modern, thoughtful about guest experiences and intentional in arrangements. Teakettle and encouragement to recycle were especially refreshing! We will definitely stay here again!"
The Inn On Siesta Key
Siesta Key Beachside Getaway Cottage Walking Distance to Beach and Village
Property grounds

Siesta Key Beachside Getaway Cottage Walking Distance to Beach and Village

9.0 out of 10, Wonderful, (172)
"The location and cleanliness was top notch. I would recomend to stay there.The description needs to be updated. It says the place has a murphy Bed. It doesn't. It has a blow up.matress.for the 3rd bed. That was a problem since i need 3 actual beds. I had 1 couple and two friends that didnt share a bed. The description made that not be a problem but it was a problem.. Other then the bed situation in the description it was very good. The description of any place is super important. That needs to...
The price is SAR 781
SAR 2,184 total
includes taxes & fees
27 Apr - 28 Apr
Siesta Key Beachside Getaway Cottage Walking Distance to Beach and Village
Drift Inn A, Heated Pool, Beach and Amenities, 2-3 min walk.
Sun loungers, beach towels

Drift Inn A, Heated Pool, Beach and Amenities, 2-3 min walk.

9.6 out of 10, Exceptional, (73)
"We loved everything about this rental! There are so many fun restaurants and bars within walking distance! There's also the convenience of the trolley stop right across the street for trips into the Village. The pool was nice and the beach was very close. We'd definitely recommend this location and we hope to be back next year!"
The price is SAR 413
SAR 1,158 total
includes taxes & fees
20 Apr - 21 Apr
Drift Inn A, Heated Pool, Beach and Amenities, 2-3 min walk.
ONLY 2 WKS LEFT IN MAY 5 Min walk to Beach & Village, Private Pool,On the Canal
Sun loungers

ONLY 2 WKS LEFT IN MAY 5 Min walk to Beach & Village, Private Pool,On the Canal

9.8 out of 10, Exceptional, (16)
"The house was immaculate! Great location and easy walk to beach.The host was wonderful!!!!Can’t wait to go back!!!"
ONLY 2 WKS LEFT IN MAY 5 Min walk to Beach & Village, Private Pool,On the Canal
Across The Street From #1 Beach
Beach nearby, sun loungers, beach towels

Across The Street From #1 Beach

10.0 out of 10, Exceptional, (321)
"Everything was described accurately. Walking distance to beach and restaurants. Dave communicated everything we needed to know. The only thing you could possibly dislike would be the road noise because the bedroom window faces toward Beach Road but Spring Break brings out activity into and out of the village until the bars close. "
Across The Street From #1 Beach
Palm Shade Cottage | Charming 1-Bedroom in SK, Access to Pool, Walk to Beach!
Beach nearby

Palm Shade Cottage | Charming 1-Bedroom in SK, Access to Pool, Walk to Beach!

10.0 out of 10, Exceptional, (1)
Palm Shade Cottage | Charming 1-Bedroom in SK, Access to Pool, Walk to Beach!
Siesta Key Sanctuary -Pool-Kayaks-TikiHut-King bed
Beach

Siesta Key Sanctuary -Pool-Kayaks-TikiHut-King bed

10.0 out of 10, Exceptional, (4)
"We really enjoyed the cleanliness and location. Pool was great. Having our own deck was nice. Great views. Highly recommend. "
The price is SAR 559
SAR 1,224 total
includes taxes & fees
21 Apr - 22 Apr
Siesta Key Sanctuary -Pool-Kayaks-TikiHut-King bed
Prem 2Bed/2Bath Gate House Cottage with private beach access!
A heated pool

Prem 2Bed/2Bath Gate House Cottage with private beach access!

9.6 out of 10, Exceptional, (63)
"Loved this place!! The location was perfect!! The house could use a little updating but overall was great. Will be staying there again!!"
Prem 2Bed/2Bath Gate House Cottage with private beach access!
Remodeled Siesta Key Escape – Walk to the Beach!
Fridge, microwave, stovetop, coffee/tea maker

Remodeled Siesta Key Escape – Walk to the Beach!

10.0 out of 10, Exceptional, (4)
"Overall the location and cottage was good. We had a few issues but the Property Manager was quick to respond and made sure we were accommodated. My husband and I would recommend."
Remodeled Siesta Key Escape – Walk to the Beach!
Remodeled Siesta Key Escape Walk to the Beach!
Cottage (1 Bedroom) | Interior

Remodeled Siesta Key Escape Walk to the Beach!

3.0 star property
Remodeled Siesta Key Escape Walk to the Beach!
Nest Cottage Across street from beach and Heated Pool
Pool

Nest Cottage Across street from beach and Heated Pool

10.0 out of 10, Exceptional, (2)
"Clean, modern and staff is amazing. Room ready before noon received text notification from owners. This is now our new go to after 19 years of staying up the street. All of everything is provided in rooms and for beach life, well maintained and fun atmosphere no pressures except to make memories here."
Nest Cottage Across street from beach and Heated Pool
Siesta Key Village Home < Half Mi to Beach!
House (2 Bedrooms) | Interior

Siesta Key Village Home < Half Mi to Beach!

3.0 star property
Siesta Key Village Home < Half Mi to Beach!
Cozy Cottage with Hot Tub
Exterior

Cozy Cottage with Hot Tub

10.0 out of 10, Exceptional, (2)
"This property was amazing! The home was very clean, well appointed, nicely decorated and was perfectly located near both the beach and the village. They had bicycles for us to use, and a beach wagon with sun umbrellas, beach chairs, and beach towels making our short trek to the beach a breeze. Paige was an incredibly attentive and responsive host and their entire maintenance and cleaning crew (especially Jeff) were so helpful and welcoming. We loved how convenient this property's location was...
Cozy Cottage with Hot Tub
Close to the beach! Pool acccess and Private Backyard - Crescent Cottage
Beach

Close to the beach! Pool acccess and Private Backyard - Crescent Cottage

10.0 out of 10, Exceptional, (1)
"This was the perfect spot for the two of us! Parking right outside our door, king size bed, just the right size kitchen, private side yard and walking distance to the beach and shopping and restaurants! We'd choose this again! Great set-up!"
Close to the beach! Pool acccess and Private Backyard - Crescent Cottage
Nook Cottage Across street from beach and Heated Pool
Terrace/patio

Nook Cottage Across street from beach and Heated Pool

10.0 out of 10, Exceptional, (4)
"They have really thought of everything and gone above and beyond to make our stay as comfortable as possible. Everything was very clean! Paige was a wonderful guide and host for the local area!"
Nook Cottage Across street from beach and Heated Pool
Cabana Cottage Across street from Beach and Heated Pool
Terrace/patio

Cabana Cottage Across street from Beach and Heated Pool

10.0 out of 10, Exceptional, (5)
"The Inn at Siesta Key was perfect for our trip. It was super clean, had everything we needed and then some. The owner is very accommodating and was there for anything we needed. Will definitely be back!"
Cabana Cottage Across street from Beach and Heated Pool
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)
"Love the private beach access. Needed more towels and supplies and were able to obtain them through the office."
A Perfect Get-Away! Relaxing 3 Bedroom Home On Siesta Key!
Sarasota Vacation Rental w/ Pool & Game Room!
Outdoor dining

Sarasota Vacation Rental w/ Pool & Game Room!

3.0 star property
Sarasota Vacation Rental w/ Pool & Game Room!
Scenic Siesta Key Home ~ 1 Mi to Village & Beach!
House (2 Bedrooms) | Private kitchen

Scenic Siesta Key Home ~ 1 Mi to Village & Beach!

2.5 star property
Scenic Siesta Key Home ~ 1 Mi to Village & Beach!
Haven cottage Across street from beach and Heated Pool
Terrace/patio

Haven cottage Across street from beach and Heated Pool

9.8 out of 10, Exceptional, (6)
"Wonderful staff, very clean and convenient to village and beach. You can't go wrong."
Haven cottage Across street from beach and Heated Pool
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.
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Other property types in Siesta Key

Tropical Beach Resorts
Property amenity

Tropical Beach Resorts

3.5 star property
9.4 out of 10, Exceptional, (4625)
"Nice place and clean! Staff was very friendly and helpful. "
The price is SAR 635
SAR 802 total
includes taxes & fees
22 Apr - 23 Apr
Tropical Beach Resorts
The Ringling Beach House
Aerial view

The Ringling Beach House

3.5 star property
9.0 out of 10, Wonderful, (299)
"Convenient location, property needs more home comforts like towel bars, cups, bowls, baking dish etc. Also two sets of linens for a week stay is needed. "
The price is SAR 900
SAR 1,398 total
includes taxes & fees
16 Apr - 17 Apr
The Ringling Beach House
Captiva Beach Resort
Florida Family Single | Private kitchen | Fridge, microwave, coffee/tea maker, toaster

Captiva Beach Resort

2.0 star property
9.0 out of 10, Wonderful, (1082)
"Absolutely beautiful area to spend a few beautiful days by the beach, pool and some cool shops and restaurants. Loved it! Thank you and we’ll be staying again! "
The price is SAR 673
SAR 888 total
includes taxes & fees
8 May - 9 May
Captiva Beach Resort
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.