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Featured Cottages in Siesta Key

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The Inn On Siesta Key

The Inn On Siesta Key

3.5 out of 5.0 515 Beach Road, Siesta Key, FL
5/5
(1 Reviews)
An outdoor pool, free self parking, and laundry facilities are featured at this cottage. WiFi in public areas is free. A terrace, a garden, and a picnic area are also on offer.
 
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Cottage by the Sea by Beachside Management

Cottage by the Sea by Beachside Management

3.0 out of 5.0 303 Beach Road, Siesta Key, FL
3/5
(2 Reviews)
This cottage doesn't skimp on freebies - guests receive free WiFi and free self parking. Luggage storage, laundry facilities, and concierge services are also on offer.
 
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Heated Pool, Beach and Amenities, 2-3 min walk.

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

Siesta Key, FL
Situated in Siesta Key, this cottage is within a 10-minute walk of Siesta Key Public Beach and Siesta Key Marina. Turtle Beach is 2.1 mi (3.4 km) away.
 
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Cleaned to new Standards: Two Beautiful Cottages Side By Side - Private Pool

Cleaned to new Standards: Two Beautiful Cottages Side By Side - Private Pool

Siesta Key, FL
A spa tub is featured at this cottage, along with barbecue grills.
 
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Across The Street From #1 Beach- w/ Relaxed Cancellation Policy Thru 12/31/2020

Across The Street From #1 Beach- w/ Relaxed Cancellation Policy Thru 12/31/2020

Siesta Key, FL
A fitness center is available at this cottage.
 
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Cleaned to new Standards: Gorgeous Cottages Steps From Beach/heated Pool

Cleaned to new Standards: Gorgeous Cottages Steps From Beach/heated Pool

Siesta Key, FL
This cottage features an outdoor pool and a spa tub. A garden and barbecue grills are also provided.
 
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Heated Pool, Beach and Amenities, 2-3 min walk.

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

Siesta Key, FL
A garden is available at this cottage.
 
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Siesta Key Village - Cottage for Two

Siesta Key Village - Cottage for Two

Siesta Key, FL
A garden is available at this cottage.
 
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Cancel at Anytime! Siesta Key Beachside Getaway Cottage Walking Distance to Beach and Village

Cancel at Anytime! Siesta Key Beachside Getaway Cottage Walking Distance to Beach and Village

Siesta Key, FL
Situated by the ocean, this cottage is 0.2 mi (0.4 km) from Siesta Key Public Beach and 2.1 mi (3.3 km) from Siesta Key Marina. Crescent Beach and Shell Beach are also within 3 mi (5 km).
 
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Bungalow Beach Living W/private Back Yard

Bungalow Beach Living W/private Back Yard

Siesta Key, FL
A garden is available at this cottage.
 
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Best Siesta Key Condo With Heated Saltwater Pool and Private Beach Access

Best Siesta Key Condo With Heated Saltwater Pool and Private Beach Access

Siesta Key, FL
Situated by the ocean, this cottage is within a 5-minute walk of Crescent Beach and Siesta Key Public Beach. Turtle Beach and Siesta Key Marina are also within 3 mi (5 km).
 
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NEW LISTING- Across From #1 Beach- w/ RELAXED CANCELLATION POLICY Thru 12/31/20

NEW LISTING- Across From #1 Beach- w/ RELAXED CANCELLATION POLICY Thru 12/31/20

Siesta Key, FL
Situated by the ocean, this romantic cottage is 0.1 mi (0.2 km) from Siesta Key Public Beach and 2.5 mi (4 km) from Siesta Key Marina. Shell Beach and Crescent Beach are also within 3 mi (5 km).
 
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Siesta Key Cottages For Rent

Dreaming of a getaway that’s reminiscent of a fairytale? Travelocity doesn’t have magic wands or talking animals in our inventory—at least, none that we can find—but we do have holiday cottages in Siesta Key that will make you feel like you’ve stepped inside your vacation dreams.

The word “cottage” may make you think of whitewashed walls, flower print curtains, and sprawling views of rolling green hills—lucky for you, we do offer tons of country cottages that were furnished with a rustic feel in mind. Appreciate the vase of daffodils on your dining room table, and peek out the window onto the private patio that surrounds yours and other rustic cottages in the area.

These charming “home away from homes” have long been a beacon for those who love the outdoors, so pick a spot peppered with hiking trails and spend lazy afternoons meandering through the gorgeous scenery Siesta Key is known for. Snap some pictures while you’re at it—you’ll want to remember sunset over this waterfall for the rest of your life. When the sun goes down, cuddle up in front of a cheerful fire, or head into town to explore the shops, restaurants, and art galleries that have sprung up over the years. Ah, it’s nice to return to civilization every once in a while, isn’t it?

Whether you select cottages minutes away from the bustling city center, or coastal cottages that are footsteps from the sand and surf, you’ll find the accommodation you’re looking for here on Travelocity. Just because you’re booking a place that reminds you of a fairytale doesn’t mean you need a fairy godmother to find the best deal around! Just a gnome…

Top Trending Hotels in Siesta Key

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$127
Tropical Beach Resorts

Tropical Beach Resorts

3.5 out of 5.0 6717 Sara Sea Circle, Siesta Key, FL
Situated near the beach, this Siesta Key aparthotel is by the ocean and within walking distance of Point of Rocks, Crescent Beach, and Siesta Key Marina. Local attractions also include Siesta Key Public Beach and Turtle Beach.
 
$116
Captiva Beach Resort

Captiva Beach Resort

2.0 out of 5.0 6772 Sara Sea Circle, Siesta Key, FL
Nestled on the beach, this Siesta Key condo building is just steps from Crescent Beach and Siesta Key Public Beach. Turtle Beach and Siesta Key Marina are also within 3 mi (5 km).
 
$137
Tropical Breeze Resort

Tropical Breeze Resort

3.0 out of 5.0 140 Columbus Blvd., Siesta Key, FL
Offering direct access to the beach, this Siesta Key Village resort is in the entertainment district, 0.2 mi (0.3 km) from Siesta Key Public Beach, and 3 mi (4.8 km) from Siesta Key Marina. Crescent Beach and Shell Beach are also within 3 mi (5 km).
 

*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.