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Crescent Cottage

🌴 Crescent Cottage | Private Pool, Pet Friendly, Walk to Crescent Beach

Bedrooms: 4

Bathrooms: 3 Full

Sleeps: 10

You'll love gathering around the fire pit as twilight wraps the sky in soft hues, the Adirondack chairs inviting conversations and cozy moments under the stars.

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Exclusive Amenities Include: ↑↓

• Private Heated Pool & Poolside Fire Pit
• Sunroom Overlooking the Pool Deck
• 2-Minute Walk to Crescent Beach & Short Drive to Siesta Key Village/Beach
• 4 Bedrooms, 3 Full Baths – Sleeps 10 with Linens Provided
• Outdoor Dining Area, Gas Grill & Ample Parking
• In-Home Laundry with Washer & Dryer
• Free WiFi & 5 HDTVs
• Regular & Keurig Coffee Makers, Dishwasher & Kitchen Essentials Provided
• Starter Pack of Toiletry & Home Essentials – Shampoo, Conditioner, Soaps, Lotion, Makeup Wipes, Dish Soap, Sponge, Dishwasher & Laundry Pods, Cleaning Wipes
• Beach Towels, Chairs, Cooler & Caddy Provided
• Enhanced Cleaning Protocols by Our CottageClean™ Team
• Pet Friendly with Fee (2 Small Dogs up to 25lbs)

Overview ↑↓

Crescent Cottage | Private Pool, Pet Friendly, Walk to Crescent Beach

Why You’ll Love This Home
Just 0.2 miles from world-famous Crescent Beach, this freshly renovated island villa blends beachy charm with upscale finishes—plus a private heated pool and pet-friendly perks. Whether you're gathering with family or escaping with friends, the home’s thoughtful layout and indoor-outdoor living promise effortless vacation vibes.

‍‍ Perfect For
Families with kids, multi-gen travelers, pet owners, and beach lovers looking for walkable luxury near Siesta Key's best shores.

️ Imagine This
Wake to the sound of palms swaying outside your window. Step into the sunroom with a fresh cup of coffee, the soft morning light warming the tiled floors. Head out for a beach stroll—just a 2-minute walk—and feel the quartz-crystal sand between your toes. Later, cool off in your private heated pool, grill lunch outdoors. As the sun sets, gather around the dining table or take a short drive to Siesta Key Village for fresh seafood and live music. End the night gathered around the fire pit, where laughter lingers and stars feel just a little closer. At Crescent Cottage, your beach days are effortless, and your evenings feel like vacation magic.

Where You’ll Sleep
• Bedroom 1: King Bed, TV
• Bedroom 2: King Bed, TV
• Bedroom 3: Queen Bed, TV
• Bedroom 4: Two Twin Beds, TV
• Sunroom: Queen Sleeper Sofa

Explore the Area
• 0.2 Miles to Crescent Beach – Just a 2-Minute Walk to Quartz-White Sand and Turquoise Waters
• 2.3 Miles to Siesta Key Village – Dine, Shop, and Explore the Island’s Iconic Beach Town
• 0.3 Miles to Captain Curt’s Crab & Oyster Bar – A Local Favorite for Seafood and Sunsets
• 2.0 Miles to Turtle Beach – Quieter Sands, Kayak Launches, and Nature Views
• 7 Miles to Downtown Sarasota – Museums, Galleries, and Cultural Events Year-Round, Easy Access to Grocery Stores, Bike Rentals, and Watersport Outfitters Nearby
• Located on the Quiet South End of Siesta Key – Perfect for Relaxed, Walkable Beach Days

⌛ Don’t Miss Out
Homes this close to the beach with private pools and pet access book quickly—especially newly renovated ones. Your reservation includes peace of mind with our CottageClean™ program: a 6-hour deep clean and 35-point inspection before every stay.

Need to Know ↑↓

The pool is heated from November 15th to April 15th. While the heater works to maintain comfortable temperatures, performance can vary during colder weather. We happily welcome up to 2 small dogs (up to 25 lbs) with a $250 fee per pet—breed guidelines apply to ensure a safe and comfortable stay for everyone. All bedrooms are located on the first floor for easy access—no stairs required. A starter pack of kitchen and toiletry essentials is provided for your first couple of days. The primary guest making the reservation must be at least 26 years of age.

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Reviews ↑↓

Total reviews: 39

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Review Date: July 6, 2026

"Very convenient and nice home

Reviewed By: Brian

Response from The Cottages on the Key:
Hi Brian, Thank you so much for your five-star rating! We truly appreciate you choosing to stay with us and are so glad you had a great experience. We hope to have the pleasure of welcoming you back again soon. Warm regards, Guest Services Team

Review Date: July 1, 2026

"This house was the perfect place to stay. It was sparkling clean, the perfect location to a whole assortment of things, and a 2 min walk from the beach. They provide quick and friendly responses. They even went out of their way to write a sweet congrats card, have celebratory cupcakes, and a bottle of wine when I told them I was on my Bach trip! 100% would recommend to anyone looking for a relaxing or fun place!

Reviewed By: Abigail

Response from The Cottages on the Key:
Hi Abigail,
Thank you so much for your incredible review! We’re absolutely delighted to hear the home was the perfect place for your bachelorette trip and that you enjoyed the sparkling clean accommodations, unbeatable location, and easy walk to the beach.
It means so much to know the congratulatory card, cupcakes, and bottle of wine helped make your celebration even more special. We love creating thoughtful moments for our guests, and we’re so happy we could be a small part of such a memorable occasion.
Thank you as well for your kind words about our team’s communication. We truly appreciate your recommendation and are honored you chose to celebrate with us. We hope to have the pleasure of welcoming you back for another unforgettable getaway in the future!
Warm regards,
Guest Services Team

Review Date: June 27, 2026

Reviewed By: Keely

Response from The Cottages on the Key:
Hi Keely, Thank you so much for your five-star rating! We truly appreciate you choosing to stay with us and are so glad you had a great experience. We hope to have the pleasure of welcoming you back again soon. Warm regards, Guest Services Team

Review Date: June 27, 2026

"We had a wonderful time. The only issue was that the pool filter was broken most of our stay so there was a lot of accumulated sediment, and we didnt know until almost the last day. But honestly, thats such a small thing. It was lovely and wonderful and we will definitely be back.

Reviewed By: Mia

Response from The Cottages on the Key:
Hi Mia,
Thank you so much for your wonderful review! We’re delighted to hear you had such a lovely stay and that you’ll be returning. That truly means so much to us!
We’re sorry the pool filter issue affected your experience. Please know that if anything like this comes up during a future stay, we’re always just a call or message away and are happy to address concerns as quickly as possible so you can fully enjoy your vacation.
Thank you again for choosing to stay with us. We truly appreciate your kind words and can’t wait to welcome you back for another memorable getaway!
Warm regards,
Guest Services Team

Review Date: June 14, 2026

"We had 3 separate multi generational families staying for a week and we all felt like we had our “own space”. The pool and back yard felt private and the entire place was spotless and well stocked. The beach was just a quick walk and it was conveniently located to other amenities. The host was friendly and quickly responsive with any questions. They made our stay as smooth and easy as possible.

Reviewed By: Susan

Response from The Cottages on the Key:
Hi Susan,
Thank you so much for your wonderful review! We’re delighted to hear the home worked so well for your multi-generational group and that everyone felt they had their own space while still being able to gather together and make memories.
We truly appreciate your kind words about our team. We strive to make every stay as smooth and enjoyable as possible, and we’re glad we could help contribute to a memorable vacation for your families.
Thank you again for choosing to stay with us. We’d love to welcome all of you back again in the future!
Warm regards,
Guest Services Team

Review Date: June 10, 2026

Reviewed By: Ty

Response from The Cottages on the Key:
Hi Ty, Thank you for the five-star rating! We appreciate you choosing The Cottages on the Key and hope to welcome you back again soon. Warm regards, Guest Services Team

Review Date: May 25, 2026

"We loved our stay. Great place, amazing beach. Also, always a text or phone away with any questions. Great service. We will be back soon.

Reviewed By: Deivy

Response from The Cottages on the Key:
Hi Deivy,
Thank you so much for your kind review! We’re delighted to hear that you loved your stay and enjoyed the beautiful beach and great location. It’s also wonderful to know that our team was able to be responsive and helpful throughout your visit. We truly appreciate your feedback and look forward to welcoming you back again soon!
Regards,
The CottageCrew

Location was also very convenient.

Review Date: May 4, 2026

"Pleasantly surprised by this place! We usually stay right on the beach but could not find a place to fit our large family. This was really a short walk away and doable even with little kids. The beach wagon defiantly helped. The house was very comfortable, well stocked, beautiful private backyard with a large pool. Location was also very convenient. Recommend!

Reviewed By: Lena Torchilo

Excellent location, clean home with all the amenities.

Review Date: April 22, 2026

"Excellent location, clean home with all the amenities.

Reviewed By: Lakshmi Butcher

Loved the heated pool and short walk to the beach.

Review Date: March 31, 2026

"Loved the heated pool and short walk to the beach. Many nice shells really early in the morning. My sisters and I enjoyed the four bedrooms and three baths. The managers (helping with bag drop offs and early check in) and service people (picking up trash from bins outside, cleaning inside) were very friendly and helpful. We were within walking distance to the restaurants/bars and live music. Centrally located to other beaches and areas we wanted to explore. I couldn't think of any other items they could place in this cottage as it was very well stocked. The “Five Sisters on the Loose” had a great time for our first vacation together.

Reviewed By: Cristina Johari

Excellent place - highly recommend!

Review Date: February 26, 2026

"We had a fantastic stay. The beds and bedding extremely comfortable and the pool and backyard are top notch. We loved the area and the beach was accessible and beautiful. Excellent place - highly recommend!

Reviewed By: Sara Grushka-Hicks

This property is in a great location to be able to walk to the beach.

Review Date: October 20, 2025

"We stayed here with our friends for Fall Break and it was perfect for 2 families with small kids. The pool was a great spot for the boys & the babies to hang out and this property is in a great location to be able to walk to the beach.

Reviewed By: Mark Guyer

Everything was excellent, from cleaning to communication with the host and the resolution of any kind of issue.

Review Date: September 24, 2025

"Everything was excellent, from cleaning to communication with the host and the resolution of any kind of issue. Unbeatable location, ideal for spending time with the family. The only negative thing is that there is no storage space for personal clothes.

Reviewed By: Luciano Corrao

The host was responsive

Review Date: September 5, 2025

"We had a great staying at this place. walkable to the beach, great quiet area. the house was in perfect condition and had everything we needed. the host was responsive and we got luck with an arrangement for late check out. we appreciated that very much.

Reviewed By: Eduardo Koch

Great stay with friends and had a great time!

Review Date: August 29, 2025

"Great stay with friends and had a great time!

Reviewed By: Jesse Weigle

Very good floorplan for families that provided privacy

Review Date: June 9, 2025

"Had all the comforts of home. Very good floorplan for families that provided privacy

Reviewed By: Julie Hoots

The house was perfect for my family to relax in for a week.

Review Date: June 2, 2025

"The house was perfect for my family to relax in for a week. The pool was used every single day. My family truly enjoyed the backyard oasis and never wanted to leave. The beach is about 5 minute walk. Most of my family preferred to stay at the house and use the large swimming pool. We were all very happy with the host and how great the house was for us. Also, thank you for the lovely cupcakes. That was a nice touch.

Reviewed By: Dawn Wilcox

Comfortable, newly renovated home.

Review Date: May 26, 2025

"Comfortable, newly renovated home. We had 7 adults & the sleeping arrangement worked very well amongst us. Location was outstanding!!! Literally steps away from Crescent Beach. The property & living space was delightful . Making our visit exceptional .

Reviewed By: John Rodman

We will definitely be return guests.

Review Date: October 10, 2024

"This house exceeded our expectations. We were first timers to Siesta Key and had no-idea what to expect. So happy with the house and location. We will definitely be return guests.

Reviewed By: Monica Lewis

Our family had a fantastic vacation stay!

Review Date: July 29, 2024

"Such a great home like cottage. Very Roomy and spacious. Great location, peaceful yet walkable to busy areas. Our family had a fantastic vacation stay!

Reviewed By: Laura Elmer

Nice cottage close to the ocean.

Review Date: June 13, 2024

"Nice cottage close to the ocean. Management company was very helpful. We wished the owners invested in a new garden fence and some nice bedlinen.

Reviewed By: Maria Mueller

wonderful property and hosts!

Review Date: May 31, 2024

"wonderful property and hosts! very responsive and helpful when we needed a place to keep our luggage until the unit was ready for check-in.

Reviewed By: Rachel Minehart-Ray

The cottage was clean and comfortable, and the pool was a perfect size.

Review Date: April 16, 2024

"We stayed here over Spring Break with the family. The cottage was clean and comfortable, and the pool was a perfect size. The remodeled bathrooms were so nice, and having three full baths was a plus with teenagers. The location was close to everything. We would definitely stay again.

Reviewed By: Kerri Bobnar

The staff was very attentive and went out of their way to make our stay amazing.

Review Date: March 5, 2024

"This is one of the nicest vacation houses I have stayed in. The pool area is nothing short of magical and it's only a 4-minute walk to one of the most beautiful beaches I have ever seen. The staff was very attentive and went out of their way to make our stay amazing. Would definitely come back.

Reviewed By: Andrew Whitfield

We had such a great time at our cottage in the siesta keys!

Review Date: March 4, 2024

"We had such a great time at our cottage in the siesta keys! Part of what made this so great was the excellent management team of the property. They were very responsive and kind and helped us if we needed it. The next time we come we will certainly book through this company. They are the best!

Reviewed By: Andrew Whitfield

Everything you need is provided for you!

Review Date: October 16, 2023

"Great stay and accommodations! Everything you need is provided for you! Highly recommend!

Reviewed By: Richard Obrien

Loved our stay!

Review Date: July 23, 2023

"Loved our stay!

Reviewed By: Sara Neighborgall

Review for Crescent Cottage - 1034

Review Date: July 17, 2023

"The house was super clean and well appointed. We ended up having 9 adult women celebrating 50th birthdays. We were very comfortable. The pool in the back yard made our vacation even better. The house was laid out very well and perfect for our five day stay. The beach was a few blocks walk. You could also call Johnnys Free Ride and they will drive you for free and only take tips. It was a 10 minute drive to downtown siesta key which was fun for live music and good food. Theee of the four bikes were functional and we took them down to turtle beach. The roads are bike friendly. Overall this house was perfect and if I come back to siesta key would not hesitate to stay here again.

Reviewed By: Michele Spink

Review for Crescent Cottage - 1034

Review Date: June 5, 2023

"A wonderful house and great location. The team at the Cottages was incredibly helpful and responsive. We would love to return.

Reviewed By: Mindy B.

Lovely beach house

Review Date: April 27, 2023

"Fantastic house near a beautiful beach. The place had everything we needed for a fun week - well stocked kitchen, nice beds, wonderful backyard and swimming pool. Wonderful prompt communication and service when we had any questions.

Reviewed By: Dave Gordon

Girls Trip

Review Date: April 27, 2023

"The property was very clean which was much appreciated.

Reviewed By: Carla Herrnberger

We had a great time. Perfect location to walk to the beach

Review Date: April 18, 2023

"We loved the house. So close to the beach and town. We love the pool, the bikes! Everything works perfectly!

Reviewed By: Delfina Oyenard

Exceptional Location Close to the Beach!

Review Date: April 4, 2023

"Spacious, clean, large pool and a very short walk to the beach! I highly recommend!!!

Reviewed By: Michele Papatheodore

Review for Crescent Cottage - 1034

Review Date: March 27, 2023

"Loved the place!

Reviewed By: Mitch F.

Great family home and pool

Review Date: March 21, 2023

"Lovely location with ease of access on southern end of Siesta Key, walkable to small grocery store and multiple restaurants! Great backyard space and pool, clean gas grill and outdoor shower! Thanks for a great space!

Reviewed By: Josh Garfein

The best!

Review Date: February 1, 2023

Vacation Date: January 20, 2023

"This is an amazing property! Very clean and updated. The location is ideal! We loved that we could walk to the beautiful beach in just a couple of minutes and it was just a short walk to some great restaurants. The tropical backyard was so pretty with a nice-sized heated pool. We really liked the layout with 2 bedrooms on one side of the house and 2 more bedrooms on the other side. It was nice to have a washer and dryer as well. We had 6 adults and 2 toddlers and had an amazing week. Can't wait to come back!

Reviewed By: DM

The best!

Review Date: February 1, 2023

Vacation Date: January 20, 2023

Reviewed By: DM

Our week long stay over Thanksgiving was wonderful and full of memories

Review Date: December 6, 2022

"Overall, our week long stay over Thanksgiving was wonderful and full of memories. The greeting of cupcakes and Key Lime Pie with a personal note was a nice touch. The bedrooms and baths were fully equipped. And there were extra towels in the hallway closets if needed. There were plenty of beach towels for our crowd, pool noodles, balls, etc. to keep everyone busy and loving hanging out in the backyard pool that had an awesome garden surrounding it. The kitchen was stocked with everything we needed. Most bicycles were in good condition and all 4 were used daily. Maintenance arrived same day issue was called in (ants and a running toilet). They supplied a great number of books for those that love to read. Grill looked like it was in great condition although we didn't use it. Nearby beach is great for shelling and fishing. Short ride to larger beach down the road. All in all a very successful week!

Reviewed By: Linda Prather

Celebration stay!

Review Date: July 11, 2022

"Wonderful stay!! Celebrating our country on the 4th and our granddaughter turning 13 on the 5th! Pool was a BIG hit and the beach was so close! The layout was perfect for our family of 10 to spread out yet have places to gather for meals, board games and more! Hope to return soon!!

Reviewed By: Vickie Taylor

Crescent Cottage