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Siesta Sun Oasis

New! Pool Home | Walk to Siesta Key Beach

Bedrooms: 5

Bathrooms: 3 Full, 1 Half

Sleeps: 10

Siesta Sun Oasis welcomes you with a spacious driveway and tropical landscaping.

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Exclusive Amenities Include: ↑↓

• Private Pool with Poolside Lounge Area
• Complimentary 6-Passenger Golf Cart – Available for bookings through November 1st and waiting for you upon arrival, courtesy of Robin Hood Rentals.
• Backyard Court with Pickleball Set
• Outdoor Soccer Nets
• Game Room with Pool Table
• Spacious Five Bedroom Layout with Office Sleeper Sofa
• Wine Cooler and Combo Microwave Air Fryer Oven
• Short Drive to Siesta Key Beach and Village
• 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 Pool Lounge Area Includes Dining Table, Gas Grill
• Enhanced cleaning protocols provided by our CottageClean Team

Overview ↑↓

☀️ Siesta Sun Oasis | Private Pool, Walk to Siesta Key Beach, Game Room & Large Backyard Court

Why You’ll Love This Home
Siesta Sun Oasis offers a spacious island retreat designed for gathering, relaxing, and enjoying time outdoors. With five bedrooms and a large backyard built for recreation, this home makes it easy to balance beach days with time spent at home. A complimentary 6-passenger golf cart is included with bookings through November 1st and ready upon arrival, courtesy of Robin Hood Rentals, making it easy to explore Siesta Key's beaches, shops, and restaurants. The private pool and oversized concrete court create a setting where everyone can find their favorite way to unwind, from poolside lounging to friendly games of pickleball or soccer. Inside, the home blends comfort and functionality with generous living spaces and a well-equipped kitchen featuring LG appliances, a wine cooler, and a combination microwave, air fryer, and oven for easy meals and entertaining. Siesta Sun Oasis provides the space to enjoy every part of your stay.

‍‍ Perfect For
Families, multi-generational groups, or friends looking for a spacious Siesta Key stay with outdoor activities, poolside relaxation, and room for everyone to spread out.

️ Imagine This
Start the day outside as the morning sun fills the backyard. Plan the day around a quick trip to Siesta Key Beach before returning home to cool off in the private pool. In the afternoon, challenge friends to a game on the backyard court, perfect for pickleball, soccer, or casual outdoor play while others relax by the pool or gather inside around the pool table. As evening settles in, the backyard becomes the heart of the home. Start up the grill, share stories from the day, and enjoy the warm island air before retreating indoors to comfortable bedrooms across the home.

Where You’ll Sleep
• Bedroom 1: King Bed, Ensuite Bath, TV
• Bedroom 2: King Bed, TV
• Bedroom 3: Queen Bed, TV
• Bedroom 4: Queen Bed, Ensuite Jack and Jill Bath, TV
• Bedroom 5: Queen Bed, Ensuite Jack and Jill Bath, TV
• Office: Sleeper Sofa (Connected to the Primary Suite)

Explore the Area
• 0.5 Miles to Siesta Key Beach – Powdery White Sand and Gulf Swimming
• 1.5 Miles to Siesta Key Village – Restaurants, Coffee Shops, and Island Boutiques
• 1.6 Miles to Crescent Beach – A Scenic Stretch of Shoreline with Calm Waters
• 6.0 Miles to Downtown Sarasota – Bayfront Parks, Arts, and Dining
• 9.2 Miles to St. Armands Circle – Upscale Shopping and Restaurants

⌛ Book Today: Your reservation includes peace of mind with our CottageClean™ program: a 6-hour deep clean and 35-point inspection.

Need to Know ↑↓

Starter packs of kitchen and toiletry essentials are provided for your first couple of nights. Free high-speed WiFi is included. We happily welcome one small dog (up to 25 lbs) with a $250 pet fee—breed guidelines apply to ensure a safe and comfortable stay for everyone. Please reach out prior to booking so we can help make your pup’s stay just as wonderful as yours.

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Reviews ↑↓

Total reviews: 3

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Review Date: September 3, 2026

"We had the most amazing stay! This villa honestly ruined Airbnb for us because I don’t know how we’re supposed to stay anywhere else after this. 😂 It really felt like having our own little luxury dream home in Florida. The house itself is absolutely beautiful spacious, spotless, comfortable and so tastefully decorated. But what impressed us the most was the attention to detail. They have truly thought of EVERYTHING you could possibly need during a vacation. The kitchen is fully equipped with beautiful plates and glassware, great cookware, Tupperware, kids’ cups and utensils… all those little things you normally realize you need once you arrive somewhere were already there. And it’s the same outside! Beach towels, a beach wagon, cooler, outdoor games, pool games and floats, bug spray… everything was ready for us to just enjoy the pool or pack up and head to the beach. We also loved the little arrival kits with shampoo, soap and other essentials. It’s one of those rare places where you really feel like you can just arrive with your bikini and they’ve taken care of the rest! 👙☀️ One of our favorite surprises was what they did for my son’s graduation. They had homemade cupcakes waiting for us and made him his own candy bouquet. It was so thoughtful and personal, and completely unexpected. Those little touches are what made this stay feel so much more special than simply renting a beautiful house. The service was amazing from beginning to end too. We had 24/7 communication by text, and they were always incredibly responsive, helpful and kind. Whenever we had a question, someone was there. When we did have an issue that needed attention, they had someone at the house in less than 15 minutes. We never felt like we were on our own trying to figure something out. And a special mention to Mike and Marco, who came to take care of the pool during our stay. They were both so respectful, hardworking and genuinely kind. Every single person we interacted with made us feel taken care of. The location was perfect for us too, close to the beach, the boulevard, restaurants and everything we wanted to do, but once we were home we had our own beautiful, peaceful space to relax. Between the cleanliness, the amount of space, the gorgeous décor, the pool, the location, all the amenities and especially the level of service, this was easily one of our favorite stays ever. Everything was so easy and comfortable that it really felt like home, except a much more luxurious version of home. 😂 It was genuinely hard to leave and come back to reality. We made such beautiful memories here and would come back in a heartbeat. ❤️

Reviewed By: Sarah Wilkins

Response from The Cottages on the Key:
Hi Sarah, Thank you so much for this incredible review! Hearing that the home may have “ruined Airbnb” for you is quite the compliment! We’re thrilled the beautiful home, pool, thoughtful amenities, and all those little details made it so easy for your family to settle in and simply enjoy your vacation. We’re especially happy the cupcakes and candy bouquet helped make your son’s graduation celebration even more memorable! Your kind words about our team truly mean the world to us. We’ll be sure to share your special recognition with Mike and Marco, and we’re so glad you felt genuinely cared for whenever you needed us. Knowing this was one of your favorite stays ever and that your family made such beautiful memories here is exactly what we hope for. Congratulations again to your son, and we would absolutely love to welcome you all back! Warm regards, Guest Services Team

Review Date: July 4, 2026

"Our family had the most wonderful time staying here. We came together for a family gathering, and this home was the perfect place to create beautiful memories.
The house was absolutely spotless, beautifully maintained, and so warm and welcoming. We felt at home from the moment we walked in. The kitchen was fully equipped with everything we could possibly need, and we truly appreciated how thoughtfully everything was prepared. Nothing was missing—we had everything we needed for a comfortable and relaxing stay.
Thank you for sharing such a beautiful home with us. We couldn’t have asked for a better place to spend this special time with our family. This definitely won’t be our last visit, and we are already looking forward to coming back. We highly recommend this place to anyone looking for a perfect getaway! Petra

Reviewed By: Petra

Review Date: May 30, 2026

"The house is newly remodeled and beautiful. It was perfect for our multigenerational family vacation.

Reviewed By: Wendy M.

Response from The Cottages on the Key:
Hi Wendy, Thank you for your wonderful review! We're so happy to hear that you enjoyed the newly remodeled home and found it beautiful. It's especially rewarding to know that the property was a perfect fit for your multigenerational family vacation, as we strive to create a comfortable and welcoming space for guests of all ages. We truly appreciate your feedback and hope to host you and your family again for another memorable stay! Regards, The CottageCrew