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
The price is AU$1,036 per night from 16 Apr to 17 Apr
AU$1,036
includes taxes & fees
16 Apr - 17 Apr
Located in Siesta Key, The Inn On Siesta Key is a 1-minute drive from Siesta Key Beach and 9 minutes from Turtle Beach.
The Inn On Siesta Key
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
The price is AU$622 per night from 20 Apr to 21 Apr
AU$622
includes taxes & fees
20 Apr - 21 Apr
With a stay at this cottage in Siesta Key, you'll be a 4-minute walk from Crescent Beach and 14 minutes by foot from Siesta Key Beach.
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

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

Siesta Key
When you stay at this cottage in Siesta Key, you'll be on the waterfront, within a 15-minute drive of Siesta Key Beach and Crescent Beach.
ONLY 2 WKS LEFT IN MAY 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
When you stay at this cottage in Siesta Key, you'll be by the sea, a 1-minute drive from Siesta Key Beach and 5 minutes from Crescent Beach.
Across The Street From #1 Beach
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
With a stay at this cottage, you'll be centrally located in Siesta Key, a 1-minute drive from Siesta Key Beach and 10 minutes from Sarasota Memorial ...
Palm Shade Cottage | Charming 1-Bedroom in SK, Access to Pool, Walk to Beach!
Beachside Vacation Cottage at Beach Palms

Beachside Vacation Cottage at Beach Palms

Siesta Key
With a stay at this cottage in Siesta Key (Siesta Key Village), you'll be a 1-minute drive from Siesta Key Beach and 6 minutes from Crescent Beach.
Beachside Vacation Cottage at Beach Palms
Siesta Key Sanctuary -Pool-Kayaks-TikiHut-King bed

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

Siesta Key
When you stay at this cottage in Siesta Key, you'll be on the waterfront, within a 15-minute walk of Siesta Key Beach and Crescent Beach.
Siesta Key Sanctuary -Pool-Kayaks-TikiHut-King bed
Prem 2Bed/2Bath Gate House Cottage with private beach access!

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

Siesta Key
With a stay at this cottage, you'll be centrally located in Siesta Key, a 1-minute drive from Siesta Key Beach and 6 minutes from Crescent Beach.
Prem 2Bed/2Bath Gate House Cottage with private beach access!
Beachside Vacation Cottage at Beach Palms in Siesta Key

Beachside Vacation Cottage at Beach Palms in Siesta Key

Siesta Key
With a stay at this cottage in Siesta Key (Siesta Key Village), you'll be a 1-minute drive from Siesta Key Beach and 6 minutes from Crescent Beach.
Beachside Vacation Cottage at Beach Palms in Siesta Key
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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
33 Cottages
Lowest Price
AU$401
Highest Price
AU$1,036
Popular accommodation
The Inn On Siesta Key, 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, Across The Street From #1 Beach, Palm Shade Cottage | Charming 1-Bedroom in SK, Access to Pool, Walk to Beach!, Beachside Vacation Cottage at Beach Palms, Siesta Key Sanctuary -Pool-Kayaks-TikiHut-King bed, Prem 2Bed/2Bath Gate House Cottage with private beach access!, Beachside Vacation Cottage at Beach Palms in Siesta Key

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 AU$401 per night from 1 May to 2 May
AU$401
includes taxes & fees
1 May - 2 May
With a stay at Tropical Beach Resorts in Siesta Key, you'll be in the business district, within a 10-minute walk of Siesta Key Marina and Crescent Beach.
Tropical Beach Resorts
Siesta Key Beach Resort and Suites

Siesta Key Beach Resort and Suites

2.5 out of 5
5311 Ocean Blvd, Siesta Key, FL
The price is AU$621 per night from 8 Apr to 9 Apr
AU$621
includes taxes & fees
8 Apr - 9 Apr
With a stay at Siesta Key Beach Resort and Suites in Siesta Key (Siesta Key Village), you'll be a 1-minute drive from Siesta Key Beach and 6 minutes from Crescent ...
Siesta Key Beach Resort and Suites
Tropical Breeze Resort

Tropical Breeze Resort

3 out of 5
140 Columbus Blvd., Siesta Key, FL
Fully refundableReserve now, pay when you stay
The price is AU$770 per night from 21 Apr to 22 Apr
AU$770
includes taxes & fees
21 Apr - 22 Apr
With a stay at Tropical Breeze Resort in Siesta Key (Siesta Key Village), you'll be a 1-minute drive from Siesta Key Beach and 8 minutes from Sarasota Memorial ...
Tropical Breeze Resort
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The Ringling Beach House

The Ringling Beach House

3.5 out of 5
523 Beach Road, Siesta Key, FL
The price is AU$727 per night from 3 Apr to 4 Apr
AU$727
includes taxes & fees
3 Apr - 4 Apr
With a stay at The Ringling Beach House in Siesta Key, you'll be in a shopping district, steps from Siesta Key Beach and a 5-minute drive from Crescent ...
The Ringling Beach House
Don't see what you're looking for?
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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.