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Featured Siesta Key Cottages

The Inn On Siesta Key

The Inn On Siesta Key

3.5 out of 5
515 Beach Road, Siesta Key, FL
$256 nightly
The price is $290 total per night
$290 total
Nov 11 - Nov 12
Total with taxes and fees
Guests of The Inn On Siesta Key enjoy features like an outdoor pool, free WiFi in public areas, and free use of bicycles. If you decide to drive, there's free parking. Front-desk staff can help with concierge services, and provide local restaurant recommendations. Other amenities at this beach cottage include a terrace, laundry facilities, and a picnic area.
Pool
Kitchen
Across The Street From #1 Beach

Across The Street From #1 Beach

At this cottage, guests have access to features like laundry facilities and local meal delivery service.
Kitchen
Washer
Siesta Key Beachside Getaway Cottage Walking Distance to Beach and Village

Siesta Key Beachside Getaway Cottage Walking Distance to Beach and Village

$354 nightly
The price is $395 total per night
$395 total
Nov 11 - Nov 12
Total with taxes and fees
At this cottage, guests have access to features like laundry facilities.
Kitchen
Washer
🌴 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!

Guests of this cottage enjoy access to a water park, laundry facilities, and barbecue grills.
Pool
Kitchen
Siesta Key Sanctuary -Pool-Kayaks-TikiHut-King bed

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

$305 nightly
The price is $305 total per night
$305 total
Nov 10 - Nov 11
Total with taxes and fees
At this cottage, guests have access to features like laundry facilities. This smoke-free cottage also has barbecue grills.
Pool
Kitchen
Remodeled Siesta Key Escape Walk to the Beach!

Remodeled Siesta Key Escape Walk to the Beach!

3 out of 5
This cottage features free WiFi in public areas and barbecue grills. If you decide to drive, there's free parking.
Kitchen
Parking included
5 Min walk to Beach & Village, Private Pool,On the Canal

5 Min walk to Beach & Village, Private Pool,On the Canal

At this cottage, guests have access to an outdoor pool, laundry facilities, and barbecue grills. This smoke-free cottage also has a garden.
Pool
Kitchen
Drift Inn A, Heated Pool, Beach and Amenities, 2-3 min walk.

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

At this cottage, guests have access to an outdoor pool, laundry facilities, and a garden. This smoke-free cottage also has barbecue grills.
Pool
Kitchen
Cabana Cottage Across street from Beach and Heated Pool

Cabana Cottage Across street from Beach and Heated Pool

Guests staying at this cottage enjoy a hot tub, laundry facilities, and a garden. This smoke-free cottage also has barbecue grills.
Pool
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 Beach Accommodation

    Siesta Key Beachside Villas

    Siesta Key Beachside Villas

    124 Columbus Blvd, Siesta Key, FL
    $246 nightly
    The price is $277 total per night from Nov 30 to Dec 1
    $277 total
    Nov 30 - Dec 1
    Total with taxes and fees
    8.8/10 Excellent! (884 reviews)
    Tropical Beach Resorts

    Tropical Beach Resorts

    6717 Sara Sea Circle, Siesta Key, FL
    $164 nightly
    The price is $185 total per night from Nov 10 to Nov 11
    $185 total
    Nov 10 - Nov 11
    Total with taxes and fees
    9.2/10 Wonderful! (5,071 reviews)

Hotel Options in Siesta Key

    Tropical Beach Resorts

    Tropical Beach Resorts

    6717 Sara Sea Circle, Siesta Key, FL
    $164 nightly
    The price is $185 total per night from Nov 10 to Nov 11
    $185 total
    Nov 10 - Nov 11
    Total with taxes and fees
    9.2/10 Wonderful! (5,071 reviews)
    Tropical Breeze Resort

    Tropical Breeze Resort

    140 Columbus Blvd., Siesta Key, FL
    $294 nightly
    The price is $332 total per night from Nov 11 to Nov 12
    $332 total
    Nov 11 - Nov 12
    Total with taxes and fees
    8.8/10 Excellent! (1,029 reviews)
    Captiva Beach Resort

    Captiva Beach Resort

    6772 Sara Sea Circle, Siesta Key, FL
    $167 nightly
    The price is $187 total per night from Nov 10 to Nov 11
    $187 total
    Nov 10 - Nov 11
    Total with taxes and fees
    9/10 Wonderful! (1,153 reviews)

Cottages

Book a cottage in Siesta Key
Spend your next getaway treating yourself to a quieter, simpler way of life in a private cottage in Siesta Key. Cozy and charming, cottage rentals are the ideal spot when you want the comforts of home paired with a one-of-a-kind experience. They’re perfect for a single traveler looking for peace and quiet, or small groups who want to get to know Siesta Key better.

Cottage apartments in Siesta Key range from rustic to luxurious, with just about everything in between. Orbitz gives you the best deals on all of them.

Find the best cottages in Siesta Key
City cottages are great if you want a cozy, comfy place to stay without being far from the all the cool spots you want to check out. A cottage makes a great home base for a day filled with adventure in Siesta Key and the surrounding area. Not willing to give up all the comforts of a fine hotel? A luxury cottage turns up the charm while offering perks like room service, cable television, sunken spa tubs and housekeeping.

Stay in a Siesta Key cottage and swap busy days for peaceful evenings. Use the kitchenette or full kitchen to come up with a meal or reheat leftovers from your afternoon in Siesta Key. You may even be able to use a pool and laundry facilities. Whether you’re in the mood for quiet relaxation or a night on the town, a cottage puts you right where you want to be.

Siesta Key Cottages essential information

Accommodation
32 Cottages
Lowest Price
$185
Highest Price
$395
Popular accommodation
The Inn On Siesta Key, Across The Street From #1 Beach, Siesta Key Beachside Getaway Cottage Walking Distance to Beach and Village, 🌴 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!, 5 Min walk to Beach & Village, Private Pool,On the Canal, Drift Inn A, Heated Pool, Beach and Amenities, 2-3 min walk., Cabana Cottage Across street from Beach and Heated Pool

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