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Crescent Cottage | Pet Friendly w/ Private Pool, Lounging Area, Short Walk to Crescent Beach

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Beach nearby
Outdoor dining
Fridge, microwave, oven, stovetop
Smart TV
Outdoor dining

Reviews

9.6 out of 10
Exceptional

Entire home

4 bedrooms3 bathroomsSleeps 10155 sq m

Popular amenities

  • Parking available
  • Air conditioning
  • Pet-friendly
  • Dryer
  • Washer

Explore the area

View in a map
Siesta Key, FL
  • Place, Crescent Beach
    ‪5 min walk‬
  • Place, Siesta Key Beach
    ‪18 min walk‬
  • Place, Point of Rocks
  • Airport, Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)
    ‪23 min drive‬

Room options

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About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

Crescent Cottage | Pet Friendly w/ Private Pool, Lounging Area, Short Walk to Crescent Beach

🌴 Crescent Cottage | Private Pool + 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, Ensuite Bath, First Floor, TV
• Bedroom 2: King Bed, Shared Bath, First Floor, TV
• Bedroom 3: Queen Bed, Shared Bath, First Floor, TV
• Bedroom 4: Two Twin Beds, Shared Bath, First Floor, TV
• Bonus: Queen Airbed – Available Upon Request

📍 Explore the Area
• 0.2 Miles to Crescent Beach – Just a 2-Minute Walk to Quartz-White Sand and Turquoise Waters
• 2.5 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
• 1.1 Miles to Turtle Beach – Quieter Sands, Kayak Launches, and Nature Views
• 6.5 Miles to St. Armands Circle – Boutiques, Restaurants, and Nightlife in a Historic Setting
• 7 Miles to Downtown Sarasota – Museums, Galleries, and Cultural Events Year-RoundEasy 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 private pool is heated seasonally from November 15 to April 15. A starter pack of kitchen and toiletry essentials is provided for your first couple of days. This home is pet-friendly for one dog up to 25 lbs, with prior approval and an additional fee (not included in your booking total). All bedrooms are located on the first floor for easy access—no stairs required.
During your stay at this vacation home, you're just a quick walk from Crescent Beach. Features include free WiFi in public areas, plus a water park and laundry facilities. Free WiFi and a private pool are available in the vacation home.
  • Air-conditioned home with private pool, kitchen, and washer/dryer
  • Free WiFi (speed: 100+ Mbps (good for 1–2 people or up to 6 devices))
  • Splash around at the water park
  • Amenities include laundry facilities
  • Onsite recreation includes tennis courts
  • Just a 4-minute walk from Crescent Beach and a 3-minute drive from Siesta Key Beach
This vacation home offers its guests a water park. WiFi is free in public spaces. This vacation home also features barbecue grills and laundry facilities.

Property amenities

Beach

  • Beach nearby

Pool/Spa

  • Heated pool
  • Private pool

Internet

  • Available in the house: Free WiFi

Parking and transport

  • Parking on site

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Hob
  • Microwave
  • Oven
  • Refrigerator
  • Toaster

Dining

  • Dining table

Bedrooms

  • 4 bedrooms
  • Bedsheets provided
  • Sofa bed

Bathroom

  • 3 bathrooms
  • Hair dryer
  • Shampoo
  • Shower
  • Towels provided

Living spaces

  • Dining table
  • Living room
  • Separate dining area

Entertainment

  • Smart TV with cable/satellite channels

Outdoor areas

  • Fenced yard
  • Gas grill
  • Patio

Laundry

  • Laundry facilities
  • Washer/dryer

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly

Suitability/Accessibility

  • Smoke-free property

Services and conveniences

  • Iron/ironing board

Location highlights

  • In a village
  • In the city centre
  • Near a health/beauty spa
  • Near a hospital
  • Near a zoo
  • Near an outlet shopping centre
  • Near the bay
  • Near the marina
  • Near the sea

Things to do

  • Heated pool
  • Optional golf privileges
  • Tennis
  • Water park
  • Basketball nearby
  • Birdwatching nearby
  • Cycling nearby
  • Ecotours nearby
  • Fishing nearby
  • Golfing nearby
  • Jet skiing nearby
  • Kayaking nearby
  • Motor boating nearby
  • Parasailing nearby
  • Sailing nearby
  • Scuba diving nearby
  • Snorkelling nearby
  • Swimming nearby
  • Water skiing nearby
  • Water tubing nearby
  • Wildlife walks nearby
  • Windsurfing nearby
  • Winery tours nearby

Safety features

  • Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • First aid kit
  • Fire extinguisher
  • Deadbolt lock

General

  • Unit size: 1,671 square feet

Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in available
Minimum check-in age: 26

Check-out

Check-out before 10:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions

Pets

  • Pets are welcome
  • Service animals are exempt from fees

Children and extra beds

  • Children are welcome.

Events

No events allowed

Smoking

Smoking is not permitted

Important information

You need to know

This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession.
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
Onsite parties or group events are strictly prohibited
Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit, and a deadbolt lock
This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
You will receive an email from the host with check-in and check-out instructions. You will also receive an email from Vrbo with a link to a Vrbo account which will enable you to manage your booking.
If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with EU regulations about consumer rights, property booking services are not subject to the right of withdrawal.

Property is also known as

Crescent Cottage One Cottages Key House Siesta Key
Crescent Cottage One Cottages Key House
Crescent Cottage One Cottages Key Siesta Key
Crescent Cottage One Cottages Key
Crescent Cottage - One of The Cottages on the Key Siesta Key
Crescent Cottage One of The Cottages on the Key
Crescent One Cottages Key
Crescent Ask About 99 Down
Crescent Cottage Only $99 Down
Crescent Cottage One of The Cottages on the Key
Crescent Cottage - Ask About $99 Down! Siesta Key
Crescent Cottage - Ask About $99 Down! Private vacation home
503500

Crescent Cottage | Pet Friendly w/ Private Pool, Lounging Area, Short Walk to Crescent Beach Reviews

Reviews

9.6

Exceptional

Rating 10 - Excellent. 52 out of 63 reviews
Rating 8 - Good. 8 out of 63 reviews
Rating 6 - Okay. 1 out of 63 reviews
Rating 4 - Poor. 2 out of 63 reviews
Rating 2 - Terrible. 0 out of 63 reviews

9.4/10

Cleanliness

Reviews

10/10 Excellent

Vasyl R.

Liked: Cleanliness
Stayed 7 nights in Jun 2025

10/10 Excellent

Julie H., Macon, USA

Liked: Cleanliness

Great place

Had all the comforts of hone. Very good floorplan for families that provided privacy
Stayed 4 nights in Apr 2025

10/10 Excellent

David S.

Liked: Cleanliness
Stayed 7 nights in May 2025

10/10 Excellent

Suzanne B.

Lovely, quaint, newly renovated in a perfect location steps away from Crescent Beach on Siesta Beach

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 .
Stayed 5 nights in May 2025

10/10 Excellent

Monica L.

Liked: Cleanliness

Beautiful place

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.
Stayed 4 nights in Sep 2024

10/10 Excellent

Kerri B.

Liked: Cleanliness

Sprint Break

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.
Stayed 6 nights in Mar 2024

10/10 Excellent

Richard O.

Liked: Cleanliness

Great Stay

Great stay and accommodations! Everything you need is provided for you! Highly recommend!
Stayed 3 nights in Oct 2023

10/10 Excellent

Michele S.

Liked: Cleanliness

Great location for our girls trip

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.
Stayed 4 nights in Jun 2023

10/10 Excellent

Shelley T.

Liked: Cleanliness

Wonderful Family Vacation

Our whole family came for this vacation, plus a friend of ours flew in for a few days to join us. We loved it. This was not our first time to Siesta Key, but we have enjoyed each time that we come so much. The location to the beach access from this house is amazing. The backyard pool area is amazing. We very much loved the house and it's location. If I had to have one complaint, it would be the bedroom that had to be accessed by another bedroom. I didn't love that. Would have rather it had it's own entrance. Everything else was great. Any questions I had were answered. Leaving a welcome on the board and welcome cupcakes was a very nice personal touch. We had a great time.
Stayed 7 nights in Apr 2023

10/10 Excellent

Carla H.

Liked: Cleanliness

Girls Trip

The property was very clean which was much appreciated.
Stayed 7 nights in Apr 2023

10/10 Excellent

dave g., San Francisco

Liked: Cleanliness

Lovely beach house

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.
Stayed 7 nights in Apr 2023

10/10 Excellent

Delfina O.

Liked: Cleanliness

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

We loved the house. So close to the beach and town. We love the pool, the bikes! Everything works perfectly!
Stayed 6 nights in Apr 2023

10/10 Excellent

Michele P., Fenton, Michigan

Liked: Cleanliness

Exceptional Location Close to the Beach!

Spacious, clean, large pool and a very short walk to the beach! I highly recommend!!!
Stayed 7 nights in Mar 2023

10/10 Excellent

Josh G.

Liked: Cleanliness

Great family home and pool

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!
Stayed 7 nights in Mar 2023

4/10 Poor

rona b., CT

photos online were not as it is in person

Dishwasher did not work for 2 weeks. They thought by giving us a gift card would be fair. We were not looking for money but rather a dishwasher that worked. Lack of hangers, storage, Keurig had to be replaced. The toilet screamed when flushed and was only fixed after many complaints.The outdoor furniture was moldy. Eventually most items were taken care of AFTER we called to complain. We expected this home to be in primo condition upon walking through the door.We were very disappointed in the maintenance of this home.
Stayed 14 nights in Feb 2023

8/10 Good

Margaret S., Lake Elmo, MN

Liked: Cleanliness

Location can’t be beat!

This was our first visit to Siesta Key. The location of the Cottage was great and the management staff was super responsive to any request we made. Unfortunately the dishwasher stopped working at the end of our first week but we were compensated with a $100 Visa gift card which was very thoughtful. The beds and other furniture were clean and comfortable. The kitchen sink could use an update. Bathrooms look recently updated and we’re very nice. The outdoor tables were showing their age. The landscape could use a good pruning and clean up. The back fence looked quite dilapidated, probably from the hurricane, and takes away from the beauty of the pool area. There was also a large dead tree at pool area. The pool itself was very clean and tended to weekly. The back storage shed was also in need of some repair. We were left with a shed full of items to use however one of the four bikes was heavily rusted as was the wagon. Overall we had a very enjoyable 2 week stay.
Stayed 14 nights in Feb 2023

10/10 Excellent

Linda P., Ocala, FL

Liked: Cleanliness

Great stay at Crescent Cottage

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!
Stayed 7 nights in Nov 2022

10/10 Excellent

Natalie R., Austin, Texas

Liked: Cleanliness

Backyard Oasis

Such a gorgeous backyard! The pool was amazing and ample space to cookout, entertain, take a nap in the hammock or grab a bike / beach chair from the shed and head down to the beach! So sweet of you all to have the custom welcome cupcakes and we had everything we needed for the perfect holiday weekend. One small issue was the cable / internet is spotty. Highly recommend!
Stayed 8 nights in Aug 2022

10/10 Excellent

RON M., NORTH CANTON, OHIO

Disliked: Cleanliness

GREAT LOCATION

Great location and had what we needed.
Stayed 7 nights in Jul 2022

10/10 Excellent

Vickie T.

Liked: Cleanliness

Celebration stay!

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!!
Stayed 5 nights in Jul 2022

10/10 Excellent

Ken B.

Liked: Cleanliness

Didn’t want to leave

Perfect layout for family vaca having center kitchen and BRs on each wing having private exits
Stayed 7 nights in Jun 2022

10/10 Excellent

Kim C.

Liked: Cleanliness

Excellent family vacation!

Our family truly loved it here! The rooms were great. We had a party of 10 and it was just the right size. The 12 and 13 year old just LOVED the pool! We loved having our own beautiful pool and back yard. And the walk to the beach was very , very short. It was such an easy walk. And we loved taking the shuttle to The Village. We hope to come back!
Stayed 6 nights in Jun 2022

10/10 Excellent

David S.

Liked: Cleanliness

Siesta key house

Good location, nice house
Stayed 14 nights in Feb 2022

10/10 Excellent

Brianne B.

Liked: Cleanliness

Awesome property

The property was clean. It was stocked with paper products (toilet paper and paper towels), cleaning products, trash bags , hand soap etc, which was super nice. It's a short walk to the beach. Check in was easy. The pool and backyard were amazing. Will definitely be returning.
Stayed 3 nights in Jan 2022

8/10 Good

David M., Hyde Park, UT

Liked: Cleanliness

Very nice!

Property was very nice and clean. We will be back!
Stayed 5 nights in Dec 2021