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$479 per night from 21 Jan to 22 Jan
AU$479
includes taxes & fees
21 Jan - 22 Jan
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
NEW REMODEL 5 Min walk to Bch & Village, Private Pool, On the Canal 502-639-4259

NEW REMODEL 5 Min walk to Bch & Village, Private Pool, On the Canal 502-639-4259

Siesta Key
With a stay at this cottage in Siesta Key, you'll be on the waterfront, within a 5-minute drive of Siesta Key Beach and Siesta Key Beach Playground.
NEW REMODEL 5 Min walk to Bch & Village, Private Pool, On the Canal 502-639-4259
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, and a 3-minute walk from Siesta Key Beach and 8 minutes by foot from Siesta Key Farmers ...
Across The Street From #1 Beach
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Siesta Key Old Florida Cottage, Great Location at a Great Price

Siesta Key Old Florida Cottage, Great Location at a Great Price

Siesta Key
When you stay at this cottage in Siesta Key, you'll be on the beach, within a 15-minute walk of Siesta Key Beach and St. Boniface Episcopal Church ...
Siesta Key Old Florida Cottage, Great Location at a Great Price
Siesta Key Sanctuary -Pool-Kayaks-TikiHut-King bed

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

Siesta Key
The price is AU$650 per night from 26 Jan to 27 Jan
AU$650
includes taxes & fees
26 Jan - 27 Jan
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
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$631 per night from 1 Feb to 2 Feb
AU$631
includes taxes & fees
1 Feb - 2 Feb
With a stay at this cottage in Siesta Key, you'll be within a 15-minute walk of Siesta Key Beach and Crescent 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!

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

Siesta Key
With a stay at this cottage in Siesta Key, you'll be a 4-minute walk from Siesta Key Beach and 12 minutes by foot from Siesta Key Beach Playground.
Palm Shade Cottage | Charming 1-Bedroom in SK, Access to Pool, Walk to Beach!
Siesta Key Beachside Getaway Cottage Walking Distance to Beach and Village

Siesta Key Beachside Getaway Cottage Walking Distance to Beach and Village

Sarasota
When you stay at this cottage in Siesta Key, you'll be by the sea, and a 5-minute walk from Siesta Key Beach and 8 minutes by foot from Siesta Key Beach ...
Siesta Key Beachside Getaway Cottage Walking Distance to Beach and Village
A Perfect Get-Away! Relaxing 3 Bedroom Home On Siesta Key!

A Perfect Get-Away! Relaxing 3 Bedroom Home On Siesta Key!

Siesta Key
When you stay at this cottage in Siesta Key, you'll be by the sea, just a 3-minute walk from Siesta Key Beach and 11 minutes by foot from St. Boniface Episcopal ...
A Perfect Get-Away! Relaxing 3 Bedroom Home On 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
32 Cottages
Lowest Price
AU$333
Highest Price
AU$1,133
Popular accommodation
The Inn On Siesta Key, NEW REMODEL 5 Min walk to Bch & Village, Private Pool, On the Canal 502-639-4259, Across The Street From #1 Beach, Siesta Key Old Florida Cottage, Great Location at a Great Price, Siesta Key Sanctuary -Pool-Kayaks-TikiHut-King bed, 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 Beachside Getaway Cottage Walking Distance to Beach and Village, A Perfect Get-Away! Relaxing 3 Bedroom Home On 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
The price is AU$333 per night from 26 Jan to 27 Jan
AU$333
includes taxes & fees
26 Jan - 27 Jan
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$397 per night from 26 Jan to 27 Jan
AU$397
includes taxes & fees
26 Jan - 27 Jan
With a stay at Siesta Key Beach Resort and Suites in Siesta Key (Siesta Key Village), you'll be steps from Siesta Key Beach and 3 minutes by foot from Siesta ...
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$697 per night from 29 Jan to 30 Jan
AU$697
includes taxes & fees
29 Jan - 30 Jan
With a stay at Tropical Breeze Resort in Siesta Key (Siesta Key Village), you'll be within a 5-minute walk of Siesta Key Beach and Siesta Key Farmers ...
Tropical Breeze Resort
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The Residences at Siesta Key Beach by Hyatt Vacation Club

The Residences at Siesta Key Beach by Hyatt Vacation Club

3.5 out of 5
915 Seaside Drive, Siesta Key, FL
The price is AU$1,133 per night from 3 Feb to 4 Feb
AU$1,133
includes taxes & fees
3 Feb - 4 Feb
With a stay at The Residences at Siesta Key Beach by Hyatt Vacation Club in Siesta Key, you'll be on the beach, within a 5-minute drive of Siesta Key Beach and ...
The Residences at Siesta Key Beach by Hyatt Vacation Club
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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.