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

Vacation home with private pool, 4-minute walk to Crescent Beach

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

Beach nearby - Crescent Cottage | Pet Friendly w/ Private Pool, Lounging Area, Short Walk to Crescent Beach (Siesta Key)
Dining - Crescent Cottage | Pet Friendly w/ Private Pool, Lounging Area, Short Walk to Crescent Beach (Siesta Key)
Fridge, microwave, oven, stovetop - Crescent Cottage | Pet Friendly w/ Private Pool, Lounging Area, Short Walk to Crescent Beach (Siesta Key)
A heated pool - Crescent Cottage | Pet Friendly w/ Private Pool, Lounging Area, Short Walk to Crescent Beach (Siesta Key)
Dining - Crescent Cottage | Pet Friendly w/ Private Pool, Lounging Area, Short Walk to Crescent Beach (Siesta Key)
Nestled on the southern end of Siesta Key, Crescent Cottage offers a luxurious backyard oasis with a private heated pool and sunroom. Perfect for up to 10 guests, this charming villa features modern amenities like WiFi, HDTV's and kitchen essentials. Enjoy outdoor dining space, poolside hammock and ample parking space.

Reviews

9.6 out of 10
Exceptional

Entire home

4 bedrooms3 bathroomsSleeps 101671 sq ft

Popular amenities

  • Kitchen
  • Washer
  • Dryer
  • Pet friendly
  • Free WiFi

Add dates for prices

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.

Property amenities

Beach

  • Beach nearby

Pool/Spa

  • Heated pool
  • Private pool

Internet

  • Available in the house: Free WiFi

Parking and transportation

  • Parking on site

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Microwave
  • Oven
  • Refrigerator
  • Spices
  • Stovetop
  • 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

  • Smoking not allowed

Services and conveniences

  • Iron/ironing board

Location highlights

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

Things to do

  • Heated pool
  • Optional golf privileges
  • Tennis
  • 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
  • Snorkeling 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

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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
Information provided by the property may be translated using automated translation tools

Pets

Pets allowed
Service animals are welcome, and 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

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

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

About the area

Located in Siesta Key, this vacation home is in the city center and near the beach. St. Armands Circle and Mall at University Town Center are worth checking out if shopping is on the agenda, while those wishing to experience the area's natural beauty can explore Siesta Key Beach and Crescent Beach. Mote Marine Laboratory & Aquarium and Jim Neville Marine Preserve are also worth visiting. Be sure to check out the area's animals with activities such as game walks and birdwatching. Visit our Siesta Key travel guide
View more Vacation homes in Siesta Key
Map
Siesta Key, FL

What's nearby

  • USA, Florida, Crescent Beach, Siesta Key, Sarasota, Seascape, Orange Sunset
    Crescent Beach
    5 min walk - 0.4 km
  • SiestaKey_SiestaKeyMarina_6295966-4
    Siesta Key Marina
    11 min walk - 1.0 km
  • Southwest Florida featuring general coastal views and a beach as well as a large group of people
    Siesta Key Beach
    18 min walk - 1.6 km
  • Lido Beach showing general coastal views and a sandy beach
    Lido Beach
    24 min drive - 17.4 km
  • Gulf Gate Mall
    4 min drive - 2.8 km

Getting around

  • Sarasota-Bradenton Intl. Airport (SRQ)
    34 min drive

Restaurants

  • Panera Bread
    3 min drive
  • McDonald's
    3 min drive
  • Culver's
    4 min drive
  • Hooters
    4 min drive
  • Five Guys
    4 min drive

Frequently asked questions

Does Crescent Cottage | Pet Friendly w/ Private Pool, Lounging Area, Short Walk to Crescent Beach have a pool?

Yes, this property has a pool. Pool types include heated pools.

Is Crescent Cottage | Pet Friendly w/ Private Pool, Lounging Area, Short Walk to Crescent Beach pet-friendly?

Yes, pets are allowed at this property.

How much is parking?

Onsite parking is available at the property.

What time is check-in at Crescent Cottage | Pet Friendly w/ Private Pool, Lounging Area, Short Walk to Crescent Beach?

Check-in begins at 4:00 PM.

What time is check-out at Crescent Cottage | Pet Friendly w/ Private Pool, Lounging Area, Short Walk to Crescent Beach?

Check-out is at 10:00 AM.

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

Located in the heart of Siesta Key, this vacation home is within a 5-minute walk of Point of Rocks and Crescent Beach. Siesta Key Beach and Turtle Beach are also within 3 mi (5 km).

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

Reviews

Exceptional

All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
More informationOpens in a new window
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

Cleanliness

9.6

Location

Reviews

10/10 Excellent

Monica L.

Liked: Cleanliness, check-in, communication, location, listing accuracy

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, check-in, communication, location, listing accuracy

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

Julie H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

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

RON M., NORTH CANTON, OHIO

Disliked: Cleanliness, check-in, communication, location, listing accuracy

GREAT LOCATION

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

10/10 Excellent

Suzanne B.

Liked: Check-in, communication, location, listing accuracy

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

Richard O.

Liked: Cleanliness, check-in, communication, location, listing accuracy

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 P., Fenton, Michigan

Liked: Cleanliness, check-in, communication, location, listing accuracy

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

Greg F.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Had a great time with the whole family. Great location close to the beach and everything.

Only issue was loud neighbors very late at night.
Stayed 7 nights in Jun 2020

10/10 Excellent

Delfina O.

Liked: Cleanliness, check-in, communication, location, listing accuracy

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

Carla H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Girls Trip

The property was very clean which was much appreciated.
Stayed 7 nights in Apr 2023
This review was submitted before 2018 and has not been verified.

10/10 Excellent

Kari T.

Great house for large family.

We had a great time. Great house close to the beach. Well stocked kitchen, beautiful pool patio setting.
Stayed 9 nights in Sep 2017

10/10 Excellent

stephanie d.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Amazing getaway!

This place is exactly as described! Beautiful property and super attentive management company available when we needed some help. Can’t wait to return!
Stayed 6 nights in Dec 2020

10/10 Excellent

Michelle R.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great house, great location.

Went for my 50th birthday with 2 other couples. Couldn’t of asked for a nicer place. Very clean and well stocked. Would defiantly stay here again.
Stayed 4 nights in Jan 2020

10/10 Excellent

dennis t.

Beautiful Cottage with great location

This property far exceeded our expectations! The cottage was very clean and the rooms were perfect for our family. A very close 5 minute walk to the beach was a real bonus. The neighborhood was quiet and the backyard pool area was wonderful. We would definitely stay here again on our next visit to Siesta Key.
Stayed 4 nights in Nov 2018

10/10 Excellent

dave g., San Francisco

Liked: Cleanliness, check-in, communication, location, listing accuracy

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

Josh G.

Liked: Cleanliness, check-in, communication, location, listing accuracy

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

10/10 Excellent

Ken B.

Liked: Cleanliness, check-in, location, listing accuracy

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

Vickie T.

Liked: Cleanliness, check-in, communication, location, listing accuracy

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

Steven W.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect!

This property exceeded our expectations. Great location, great layout and amenities, and outstanding outside pool area. We would absolutely recommend this property to anyone! We will certainly be back!
Stayed 6 nights in Oct 2019

10/10 Excellent

Tiffany S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Backyard Oasis

This is the perfect property to enjoy with friends and family. Short walk to the beach. Beautiful backyard with large pool. Everything you need for beach and pool were included which was very convenient.
Stayed 7 nights in Apr 2021

10/10 Excellent

Yaroslav K.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great house, great location!

Great house, perfect for two families with kids. Less than 5 minutes walk from the beach. Almost, everything was provided in the house, beach chairs, umbrella, towells, even beach carriage. Backyard and pool were very nice. Thank you for making our vacation smooth and enjoyable!
Stayed 7 nights in Oct 2020

10/10 Excellent

Annette M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Totally perfect for a Family

We loved our stay -the house layout was perfect - having the pool was a plus for tired little kids that didn't want to do the beach - but yet can still be outside playing. Cresent Beach pubic access a little small - but nice to be able to walk to beach - love it! Thanks
Stayed 9 nights in Apr 2021

10/10 Excellent

Anyeliz D.

Liked: Cleanliness, check-in, communication, location, listing accuracy

The best Oasis

The check in process was so easy! They had everything you could think of, lots of towels, a shed full of water floaties, bikes, the backyard was absolutely beautiful, the landscaping, the pool, outdoor shower! I close access to the beach!!! I loved this place! We would def stay here again. They truly had this home stocked up!
Stayed 4 nights in Sep 2020

10/10 Excellent

Jason R.

Great house in Siesta Key

The property was beautiful and very convenient to the beach. The backyard was a perfect little oasis just as nice as the pictures. The responsiveness of the management to a few minor issues was extremely punctual and the personal touches/extra effort on their part was well noted. Would definitely rent this house or any other from this management company again.
Stayed 7 nights in Mar 2019

10/10 Excellent

Geri M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Social distancing on the Key

Amazing property. 10/10 would stay here again (preferably not right when a global pandemic is hitting next time). Very short walk to the beach (which we responsibly only went to at 6 pm to avoid crowds), private pool etc. Easy walk to the little cluster of stores and the south bridge onto the Key. Lovely.
Stayed 7 nights in Mar 2020