Hot Siesta Key Cottage Rates

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Featured Cottages in Siesta Key

The Inn On Siesta Key

The Inn On Siesta Key

3.5 out of 5
515 Beach Road, Siesta Key, FL
Stay at this 3.5-star beach cottage in Siesta Key. Enjoy free WiFi, free parking, and free bicycles on site. Our guests praise the helpful staff and the property ...
Opens in a new windowThe Inn On Siesta Key
Siesta Key Beachside Getaway Cottage Walking Distance to Beach and Village

Siesta Key Beachside Getaway Cottage Walking Distance to Beach and Village

Sarasota
Stay at this cottage in Siesta Key. Enjoy free WiFi, laundry facilities, and in-room washers/dryers. Popular attractions Siesta Key Beach and Lido Beach are ...
Opens in a new windowSiesta Key Beachside Getaway Cottage Walking Distance to Beach and Village
 ONLY 2 WKS LEFT IN AUG 5 Min walk to Beach & Village, Private Pool,On the Canal

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

Siesta Key
Stay at this cottage in Siesta Key. Enjoy free WiFi, private pools, and a garden. Popular attractions Siesta Key Beach and Lido Beach are located nearby.
Opens in a new window ONLY 2 WKS LEFT IN AUG 5 Min walk to Beach & Village, Private Pool,On the Canal
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Across The Street From #1 Beach

Across The Street From #1 Beach

Siesta Key
Stay at this cottage in Siesta Key. Enjoy free WiFi, laundry facilities, and patios. Our guests praise the helpful staff in our reviews. Popular attractions ...
Opens in a new windowAcross The Street From #1 Beach
Drift Inn A, Heated Pool, Beach and Amenities, 2-3 min walk.

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

Sarasota
Stay at this cottage in Siesta Key. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Siesta Key Beach and Lido Beach are located ...
Opens in a new windowDrift Inn A, Heated Pool, Beach and Amenities, 2-3 min walk.
🌴 Palm Shade Cottage | Charming 1-Bedroom in SK, Access to Pool, Walk to Beach!

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

Siesta Key
Stay at this cottage in Siesta Key. Enjoy free WiFi, a water park, and laundry facilities. Popular attractions Siesta Key Beach and Lido Beach are located ...
Opens in a new window🌴 Palm Shade Cottage | Charming 1-Bedroom in SK, Access to Pool, Walk to Beach!
Siesta Key Sanctuary -Pool-Kayaks-TikiHut-King bed

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

Siesta Key
Stay at this cottage in Siesta Key. Enjoy laundry facilities and patios. Popular attractions Siesta Key Beach and Lido Beach are located nearby.
Opens in a new windowSiesta Key Sanctuary -Pool-Kayaks-TikiHut-King bed
Remodeled Siesta Key Escape Walk to the Beach!

Remodeled Siesta Key Escape Walk to the Beach!

3 out of 5
Siesta Key
Stay at this 3-star cottage in Siesta Key. Enjoy free parking and air conditioning. Popular attractions Siesta Key Beach and Lido Beach are located nearby.
Opens in a new windowRemodeled Siesta Key Escape Walk to the Beach!
Cozy Cottage with Hot Tub

Cozy Cottage with Hot Tub

Siesta Key
Stay at this cottage in Siesta Key. Enjoy a garden, laundry facilities, and cable/satellite TV service. Popular attractions Siesta Key Beach and Lido Beach are ...
Opens in a new windowCozy Cottage with Hot Tub
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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.

Siesta Key Budget-Friendly Cottage Accommodation

Adulting can be rough. You love your job, and your sweetheart is the best, but next time someone says “think outside the box” or “we’ll park that”, you just might throw a fit. When was the last time you had one of those really deep convos with your person, anyway? It sounds like you need a holiday, and you’ve come to the right place. Budget-friendly cottage accommodation in Siesta Key will have you feeling like your SO is the peanut butter to your jelly again in no time.

We’re not here to tell you what you want—we think you already know. You want a spot that’s totally relaxing, but still has plenty of things to do, you know, if you feel like it. You want great scenery, and you want food that’s worthy of your number one hashtag: #nomnom. Cottage getaways to Siesta Key definitely fit the bill.

Yes, the scenery is stunning, but on a romantic cottage holiday, it’s what’s inside that counts. Today’s cottages are filled with those little touches of luxury, like fine bath amenities and gourmet kitchens. You know the saying about how the way to someone’s heart is through their stomach? Don’t miss your chance to impress this holiday—even if that just means remembering their favourite wine. (Hey, that still counts!)

Before you can check out entirely, you’ve got a few last bits of adulting to take care of: pick your perfect cheap country cottage in Siesta Key, then type up that email to your boss and request your annual leave. We’re sure they’ll understand.

Siesta Key Cottages essential information

Accommodation
30 Cottages
Lowest Price
NZ$302
Highest Price
NZ$302
Popular accommodation
The Inn On Siesta Key, Siesta Key Beachside Getaway Cottage Walking Distance to Beach and Village, ONLY 2 WKS LEFT IN AUG 5 Min walk to Beach & Village, Private Pool,On the Canal, Across The Street From #1 Beach, Drift Inn A, Heated Pool, Beach and Amenities, 2-3 min walk., 🌴 Palm Shade Cottage | Charming 1-Bedroom in SK, Access to Pool, Walk to Beach!, Siesta Key Sanctuary -Pool-Kayaks-TikiHut-King bed, Remodeled Siesta Key Escape Walk to the Beach!, Cozy Cottage with Hot Tub

Top trending hotels in Siesta Key

Tropical Beach Resorts

Tropical Beach Resorts

3.5 out of 5
6717 Sara Sea Circle, Siesta Key, FL
Fully refundableReserve now, pay when you stay
The price is NZ$302 per night from 21 Sept to 22 Sept
NZ$302
21 Sept - 22 Sept
includes taxes & fees
Stay at this 3.5-star beach aparthotel in Siesta Key. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the pool and the helpful staff ...
Opens in a new windowTropical Beach Resorts
Tropical Breeze Resort

Tropical Breeze Resort

3 out of 5
140 Columbus Blvd., Siesta Key, FL
Fully refundableReserve now, pay when you stay
Stay at this 3-star beach hotel in Siesta Key. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the helpful staff and the clean rooms in ...
Opens in a new windowTropical Breeze Resort
Siesta Key Beach Resort and Suites

Siesta Key Beach Resort and Suites

2.5 out of 5
5311 Ocean Blvd, Siesta Key, FL
Stay at this resort in Siesta Key. Enjoy free WiFi, free bicycles on site, and parking (surcharge). Our guests praise the pool and the helpful staff in our reviews. ...
Opens in a new windowSiesta Key Beach Resort and Suites
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Captiva Beach Resort

Captiva Beach Resort

2 out of 5
6772 Sara Sea Circle, Siesta Key, FL
Fully refundableReserve now, pay when you stay
Book a stay at this beach condo in Siesta Key. Enjoy free WiFi, free parking, and a private beach. Our guests praise the helpful staff and the clean rooms in ...
Opens in a new windowCaptiva Beach Resort
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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.

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^Subject to availability and chosen travel dates.