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$516 per night from 28 Apr to 29 Apr
AU$516
includes taxes & fees
28 Apr - 29 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
Siesta Key Beachside Getaway Cottage Walking Distance to Beach and Village

Siesta Key Beachside Getaway Cottage Walking Distance to Beach and Village

Sarasota
With a stay at this cottage in Siesta Key, you'll be by the sea, a 5-minute walk from Siesta Key Beach and a 4-minute drive from Crescent Beach.
Siesta Key Beachside Getaway Cottage Walking Distance to Beach and Village
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
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.
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 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
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!
Siesta Key Sanctuary -Pool-Kayaks-TikiHut-King bed

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

Siesta Key
The price is AU$514 per night from 27 Apr to 28 Apr
AU$514
includes taxes & fees
27 Apr - 28 Apr
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!
Siesta Key Couple's Escape - Walk to Beaches!

Siesta Key Couple's Escape - Walk to Beaches!

Sarasota
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.
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.

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$318
Highest Price
AU$626
Popular accommodation
The Inn On Siesta Key, Siesta Key Beachside Getaway Cottage Walking Distance to Beach and Village, 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!, Siesta Key Sanctuary -Pool-Kayaks-TikiHut-King bed, Prem 2Bed/2Bath Gate House Cottage with private beach access!, Siesta Key Couple's Escape - Walk to Beaches!

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$318 per night from 1 May to 2 May
AU$318
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$605 per night from 6 May to 7 May
AU$605
includes taxes & fees
6 May - 7 May
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$626 per night from 4 May to 5 May
AU$626
includes taxes & fees
4 May - 5 May
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 9 minutes from Crescent ...
Tropical Breeze Resort
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Luxury Beach Home! Pool, Rooftop Deck & Fun Amenities! - Shell-Abrate Good Times

Luxury Beach Home! Pool, Rooftop Deck & Fun Amenities! - Shell-Abrate Good Times

Siesta Key
With a stay at this vacation home in Siesta Key (Siesta Key Village), you'll be within a 15-minute drive of Siesta Key Beach and Crescent Beach.
Luxury Beach Home! Pool, Rooftop Deck & Fun Amenities! - Shell-Abrate Good Times
Don't see what you're looking for?
See all available properties 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.

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^Subject to availability and chosen travel dates.