The Cottages on the Key

The Cottages on the Key We provide a hospitality & concierge service to a boutique collection of luxury vacation rental homes The Cottages on the Key, Inc.

provides hospitality & concierge service to a boutique collection of specially chosen luxurious vacation rentals in Sarasota.

08/31/2026

You Deserve a Labor Day Escape 💙

Sunshine, sea breezes, and 10% off? Yes, please.

Treat yourself to a luxury stay in one of our handpicked homes across Sarasota, Siesta Key, Lido Key, St. Armands Circle, and Anna Maria Island. From private pools and stunning interiors to expansive outdoor living and effortless access to Florida's world-famous white-sand beaches, everything you need for an unforgettable getaway is waiting. 🌟

For a limited time, enjoy 10% off this month's Featured Homes!

Hit www.thecottagesonthekey.com and start planning your next unforgettable getaway.

Some new faces around here lately 👀🤍We had the absolute pleasure of having and his family recently as guests, and thank...
08/26/2026

Some new faces around here lately 👀🤍

We had the absolute pleasure of having and his family recently as guests, and thanks to him, a lot of new people have found your way to us. Welcome!

We’re The Cottages On The Key, a full-service vacation rental company based on Siesta Key. We manage around 140 homes across Siesta Key, Lido Key, Anna Maria Island and Sarasota, from luxury large accommodations to laid-back condos, and we take care of everything from housekeeping to guest support.

Headed somewhere beyond the Gulf Coast? Our sister brand has 65+ homes across Florida, California, Costa Rica, and more.

Stick around, there’s a lot more where this came from. 🤍

lidokey

Shore Thing | Your Private Siesta Key OasisBeach days are only the beginning at Shore Thing. This beautifully renovated ...
08/23/2026

Shore Thing | Your Private Siesta Key Oasis

Beach days are only the beginning at Shore Thing. This beautifully renovated 5-bedroom retreat brings resort-style living home with a sprawling private pool, spillover hot tub, lush tropical surroundings, and plenty of space to unwind together.
Spend your days soaking up the Florida sunshine, then gather around the fire pit or enjoy dinner under the covered patio as evening rolls in. ✨

With three private primary suites, spacious interiors, and Siesta Key Beach and Village just minutes away, Shore Thing makes it easy to settle into island time. ☀️

https://www.thecottagesonthekey.com/vacation-rentals/rental/shore-thing-185/

08/16/2026

🐢✨ Turtle season magic is happening along our Florida shores!

With nests hatching throughout the season, some lucky visitors may find themselves in the right place at the right time to witness tiny sea turtles beginning their journey toward the Gulf.

If you’re fortunate enough to experience it, remember to watch from a distance, keep beaches clean, avoid flashlights and flash photography, and never touch or interfere with the hatchlings.

It’s one of those incredible moments that reminds us just how special our beaches are. 💙

A little bit of everything at Casa Leone.Morning swims in the heated pool, afternoons perfecting your putt, ping pong co...
08/11/2026

A little bit of everything at Casa Leone.

Morning swims in the heated pool, afternoons perfecting your putt, ping pong competitions between beach trips, and evenings unwinding in the spa or catching the breeze from the upper deck.

With 4 bedrooms, space for up to 10 guests, and a pet-friendly setup, Casa Leone gives the whole crew room to settle in and enjoy Siesta Key at their own pace. ☀️

And when you're ready to explore? Siesta Key Beach, the Village, and Downtown Sarasota are all just a short drive away.

https://www.thecottagesonthekey.com/vacation-rentals/rental/casa-leone-3446/

08/09/2026

Sometimes all you need is a morning beach stroll to push away the Sunday Scaries!

What’s your favorite beach for walks? 🚶

Casita Mar | Steps to Crescent Beach Escape to the quieter side of Siesta Key, where beach days, snorkeling adventures, ...
08/07/2026

Casita Mar | Steps to Crescent Beach

Escape to the quieter side of Siesta Key, where beach days, snorkeling adventures, and laid-back island living await.

Highlights:
• 🏖️ Easy walk to Crescent Beach
• 💦 Access to the community pool
• 🐠 Near Point of Rocks for incredible snorkeling
• 🚋 Walk to Crescent Village & hop on the free trolley

Traveling with a larger group? Casita Mar has a sister unit, Casita Sol, and the two can be booked together for the perfect island getaway.

Bonus: Book your stay during the month of August and enjoy 10% OFF your reservation!

https://www.thecottagesonthekey.com/vacation-rentals/rental/casita-mar-1137e/

08/06/2026

🌦️ Rain in the forecast? No problem!

A little Florida rain is the perfect excuse to experience another side of Sarasota. Spend the day exploring world-class art at The Ringling or Sarasota Art Museum, check out Wyland Galleries, get up close with incredible marine life at Mote SEA Aquarium, catch the latest movie at CinéBistro (shout out The Odyssey and Spider-Man Brand New Day), or enjoy a leisurely lunch or dinner at one of the area’s amazing local restaurants.

Whether you’re looking for culture, family fun, or simply a cozy afternoon indoors, Sarasota has plenty to offer until the sunshine returns. And trust us, it always does. ☀️

07/31/2026

🦈 As Shark Week comes to a close, there’s no better time to plan your own treasure hunt!

Many of our homes are just a short drive from Venice Beach, proudly known as the Shark Tooth Capital of the U.S. Spend the day combing the shoreline for prehistoric shark teeth, enjoying the beautiful Gulf waters, and taking home a one-of-a-kind souvenir from your vacation.

Who knows? Your next beach walk might uncover your biggest find yet! 🦷

🌮 Partner Spotlight: Casa Masa Located in the heart of Siesta Key Village, Casa Masa brings the vibrant flavors of Oaxac...
07/28/2026

🌮 Partner Spotlight: Casa Masa

Located in the heart of Siesta Key Village, Casa Masa brings the vibrant flavors of Oaxaca to the island with an elevated, scratch-made approach to Mexican cuisine. Nearly everything on the menu is made in-house using quality ingredients and traditional cooking techniques, creating dishes that are as authentic as they are unforgettable.

🌴 Staying with The Cottages on the Key? Mention your stay and receive 10% OFF your meal. It's the perfect stop after a day at the beach!

https://www.casamasa-srq.com/

Address

5016 Calle Minorga
Siesta Key, FL
34242

Telephone

+18003851499

Website

Alerts

Be the first to know and let us send you an email when The Cottages on the Key posts news and promotions. Your email address will not be used for any other purpose, and you can unsubscribe at any time.

Contact The Business

Send a message to The Cottages on the Key:

Shortcuts

Share

Category