Entire home

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

Vacation home with a water park, 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
Smart TV
Fridge, microwave, oven, stovetop
Outdoor dining
Outdoor dining
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

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

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
  • 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
  • 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
  • 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

Similar properties

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 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 neighborhood

Map
Siesta Key, FL

What's nearby

  • Crescent Beach - 5 min walk - 0.3 miles
  • Siesta Key Marina - 11 min walk - 0.6 miles
  • Siesta Key Beach - 18 min walk - 1.0 mile
  • Turtle Beach - 4 min drive - 2.2 miles
  • Lido Beach - 22 min drive - 11.3 miles

Getting around

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

Restaurants

  • ‪Culver's - ‬4 min drive
  • ‪Captain Curt's Crab & Oyster Bar - ‬10 min walk
  • ‪Lenny’z Pizza - ‬7 min walk
  • ‪Gecko’s - ‬3 min drive
  • ‪Taco Jalisco - ‬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.

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 is 1.1 mi (1.8 km) away.

Have a question?

AI iconBeta

Get instant answers with AI powered search of property information and reviews.