Exclusive Amenities Include: ↑↓

• Top-Floor Balcony with Sweeping Gulf Views
• Private Hot Tub Overlooking the Gulf
• Exclusive Beach Access Just Steps Away
• Access to Shared Pool at Calini Beach Club
• Walk to Crescent Village Dining and Shops
• Two King Bedrooms Accommodating up to 6 Guests
• Regular & Keurig Coffee Maker, Dishwasher, Washer and Dryer, and Kitchen Essentials Provided
• Starter Pack of Toiletry Essentials Included - Shampoo, Conditioner, Hand / Face Soap, Body Lotion, & Makeup Wipes
• Starter Pack of Home Essentials Included - Dish Soap, Dish Sponge, Dishwasher Tablets, Laundry Tablets, & Cleaning Wipes
• Beach Towels, Chairs, Cooler, & Caddy Provided
• Outdoor Kitchen with Grill
• Enhanced Cleaning Protocols Provided by Our CottageClean Team

Overview ↑↓

NEW! Gulf View Penthouse | Gulf Views, Hot Tub, Top-Floor Balcony
Now Welcoming Guests!

Why You'll Love This Home
Perched on the top floor with sweeping Gulf views, Gulf View Penthouse is designed for guests who want a front-row seat to Siesta Key's beautiful coastline. From the expansive balcony to the private hot tub, every space invites you to slow down and take in the scenery. Spend your days at the beach just steps away, relax by the Calini Beach Club community pool, and end each evening watching the sunset from your own private retreat above it all.

‍‍ Perfect For
Couples or small families looking for a top-floor Siesta Key escape with Gulf views, a private hot tub, exclusive beach access, and walkability to local dining and shops.

️ Imagine This
Spend the morning strolling to the exclusive beach access, just steps away, with the complimentary beach chairs, towels, cooler, and wagon making every beach day effortless. When you're ready for a change of pace, cool off in the Calini Beach Club community pool before returning to the penthouse for lunch overlooking the Gulf. As the afternoon fades into evening, fire up the grill on the balcony or take a short walk to Crescent Village for dinner. Later, sink into the private hot tub as the sun sets over the water and the island settles into a quieter pace.

Where You'll Sleep
• Bedroom 1: King Bed, TV
• Bedroom 2: King Bed, TV
• Living Room: Queen Sleeper Sofa

Accommodates up to 6 guests.

Explore the Area
• Less than 400 Feet to Crescent Beach
• Less than 300 Feet to Calini Beach Club
• Less than 400 Feet to Crescent Village – Shops and Dining
• 400 Feet to Free Trolley Stop – Easy Access Across Siesta Key
• 2.7 Miles to Siesta Key Village – Dining, Shopping, and Nightlife

⌛ Book Now
Highly sought after for its elevated Gulf views, private hot tub, and walkable location, Gulf View Penthouse offers an unforgettable island retreat. Your reservation includes peace of mind with our CottageClean™ program, featuring a six-hour deep clean and a detailed 35-point inspection before your arrival.

Please Note
Gulf View Penthouse is a top-floor unit within a multi-unit building. The kitchenette includes a microwave, griddle, and refrigerator/freezer but does not include an oven or range. This unit includes one guaranteed parking space. Your reservation includes access to the Calini Beach Club community pool. Complimentary beach towels, a beach wagon, and a cooler are also provided. The primary guest making the reservation must be at least 26 years of age.

Need more space? This home is part of a multi-unit building with other bookable options:
6 Bedroom Option: Gulf View Paradise (Sleeps 16)
4 Bedroom Option: Gulf View Suite (Sleeps 10)

Reviews ↑↓

Total reviews: 1

Submit a Review for Gulf View Penthouse

Review Date: August 26, 2026

"Amazing stay!! Beautiful, clean penthouse. The rental company was very responsive and allowed us early check in since we got there earlier. The place came with very cute starter kits for the bathroom and kitchen which was a very nice touch. They went above and beyond to make sure we were comfortable and had all our needs met. It was so sweet of them to leave us with custom welcome cupcakes! It was a very nice surprise. We will definitely be back!

Reviewed By: Cheyenne

Response from The Cottages on the Key:
Hi Cheyenne,
Thank you so much for your wonderful review! We’re thrilled you had such an amazing stay and loved the beautiful penthouse. We’re also glad we could accommodate an early check-in and that the bathroom and kitchen starter kits helped make settling in a little easier.
It’s especially wonderful to hear the custom welcome cupcakes were a fun surprise! Our team loves adding those personal touches, and knowing you felt well cared for throughout your stay means so much to us. We can’t wait to welcome you back!
Warm regards,
Guest Services Team

Gulf View Penthouse