Osprey Bay Villa on the Bay! Spectacular Sunsets, Pool, Hot Tub & Private Dock! | House in Islamorada

10.0 (84 Reviews) |   5 Bedrooms  3 Bathrooms  10 Guests
Islamorada House | Osprey Bay Villa on the Bay! Spectacular Sunsets, Pool, Hot Tub & Private Dock!

5 Bedroom House in Islamorada

OSPREY BAY VILLA – Your private bayfront escape in the heart of Islamorada, Florida Keys!
Relax and enjoy incredible panoramic bay and sunset views from this elegant yet casual "Old Keys Charm" home, designed for the perfect family or group getaway. With a heated pool, hot tub, and deep-water dock, you’ll experience the best of island living—whether you’re soaking up the sun, exploring by boat, or strolling to local restaurants and shops.
KEY FEATURES:
*5 bedrooms, sleeps 10–12 guests
- 2 king bedrooms (including master suite)
- 1 queen bedroom
- 2 bedrooms with 2 queen beds
* 3 full bathrooms
- Master bath with separate vanity room
- Full bath with bathtub + separate shower, double sinks
- Pool-level bath with shower + direct outdoor access
* Fully equipped gourmet kitchen with open dining room and atrium garden
* Spacious living room with coral rock fireplace + wet bar
* Second-level master suite with private bayfront veranda + fireplace
* Multiple sunning decks, heated pool, and hot tub
* Deep-water dock + boat basin (perfect for boating, snorkeling, kayaking & paddleboarding)
* Lush tropical landscaping + private sandy beach area for wading
* Incredible sunset views from expansive waterfront lawn and outdoor spaces
* Secluded yet walkable to iconic Islamorada restaurants and local shops
Come, Relax & Enjoy!
Your perfect Florida Keys vacation awaits.

Osprey Bay Villa on the Bay! Spectacular Sunsets, Pool, Hot Tub & Private Dock! is located in Islamorada. Osprey Bay Villa on the Bay! Spectacular Sunsets, Pool, Hot Tub & Private Dock! provides accommodation, featuring Parking, TV, Private Pool, among other amenities. This House features Parking, TV, Private Pool, to make your stay a comfortable one.

Osprey Bay Villa on the Bay! Spectacular Sunsets, Pool, Hot Tub & Private Dock! has 5 Bedrooms , 3 Bathrooms, and max occupancy of 10 people. The minimum rental for this property is 1 nights, but this can change depending on the season you plan on staying. Previous guests have given good rated it, and VRBO labeled it a top-rated House because of the excellent services rendered by the owner or manager of this House, and has consistently provided great experiences for their guests. Most families or guests that use it recommend it to their friends and some of them are repeat guests. House has a friendly neighborhood, and the Islamorada has interesting places to visit. If you want to learn more about the House in Islamorada, such as places to visit and things to do nearby, you can check below to learn more.

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Amenities

Air Conditioner
Parking
Pool
TV
View
Private Pool
Ocean View
Balcony/Terrace
Security/Safety
Sports/Activities
Bedding/Linens
Wellness Facilities
Fireplace/Heating
Entertainment
Barbecue/Outdoor Cooking
Child Friendly
Hot Tub
Internet
Kitchen
Laundry

Facility Overview

Air Conditioner
  • Air conditioning
  • Heating
Bathrooms
  • Towels provided
  • Soap
  • Hair dryer
  • 3 bathrooms
  • Toilet paper
  • Shampoo
Bedroom
  • Bed sheets provided
  • 5 bedrooms
  • Dining table
  • Living room
  • Fireplace
Kitchen
  • Ice maker
  • Dishwasher
  • Kitchen island
  • Stovetop
  • Lobster/crab pot
  • Refrigerator
  • Microwave
  • Coffee/tea maker
  • Oven
Laundry
  • Near laundromat
  • Washing machine and dryer
  • Laundry facilities
Ocean view
  • Beach towels
  • Beach sun loungers
Parking
  • Car required
  • Onsite parking
Pet Friendly
  • No pets allowed
Accessibility
  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • Upper floors accessible by stairs only
  • Wheelchair-accessible path of travel
  • Smoke-free property
  • No elevators
Activities
  • Tennis on site
  • Snorkeling nearby
  • Windsurfing nearby
  • Fitness facilities nearby
  • Parasailing nearby
  • Water park nearby
  • Ecotours nearby
  • Water tubing nearby
  • Birdwatching nearby
  • Wildlife and game walks nearby
  • Swimming nearby
Entertainment
  • DVD player
  • Video library
  • Smart TV with cable/satellite service
  • Books
  • Music library
  • Stereo
General
  • Unit size: 5255 sq ft (488 sq m)
  • English
  • Near a hospital
  • Near a health or beauty spa
  • On the waterfront
  • Near a zoo
  • Printer
Guest Services
  • Children's books
  • Travel crib
  • Playground
  • Children's dinnerware
  • Highchair
  • Iron/ironing board
  • Phone
Internet
  • Free WiFi
Outdoors
  • Outdoor furniture
  • Barbecue grill
  • Balcony
  • Garden
Security/Safety
  • First aid kit
  • Deadbolt lock
  • Carbon monoxide detector installed (host has indicated there is a carbon monoxide detector on the property)
  • Fire extinguisher
  • Smoke detector installed (host has indicated there is a smoke detector on the property)
Spa
  • Private pool
  • Fence around the pool
  • Hot tub
  • Heated pool

Policies

Check-in
Check-in time starts at 4:00 pm contactless check-in available minimum check-in age: 25
Check-out
Check-out before 10:00 am
Child Policy
Children are welcome.
Event Policy
No events allowed
Pet Policy
Pets not allowed
Smoking Policy
Smoking is not permitted

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 host has indicated there is a carbon monoxide detector on the property host has indicated there is a smoke detector on the property onsite parties or group events are strictly prohibited safety features at this property include a fire extinguisher, a first aid kit, and a deadbolt lock special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed 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

Reviews

Charles M.
Nov 30, 2025 08:46:19 AM
Review Score:   10
Summary: Excellent! Plenty of room for 9 people. Dock for fishing was amazing. We saw shark, grouper, moray eel, barracuda, clown fish, and more all from the dock. Overall, great place to stay with family, friends, or both. Beds in every room were very comfortable!!
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FAQ's

Is this Islamorada house pet-friendly for guests?

No, pets are not allowed at this property. Check the guest reviews to learn what guests had to share.

Does the Islamorada house have a swimming pool?

Yes, this Islamorada house has a swimming pool. Check the Facility Overview section for details about the pool and other available facilities.

How much does it cost per night to stay in Islamorada house?

Best-rates for the Islamorada house starts from $1,495 per night with includes Ocean View, Barbecue/Outdoor Cooking, Child Friendly, Kitchen, Entertainment, Laundry, Bedding/Linens, Wellness Facilities, Fireplace/Heating, Internet, Air Conditioner, Pool, View, Balcony/Terrace, Security/Safety, Sports/Activities, Hot Tub, Parking, TV, Private Pool with all other facilities. matches every traveler with their perfect accommodation, whether you are traveling with a group, friends, family, or pets.

Is Islamorada house a family-friendly place to stay?

Based on the information we have received from the owner or our partner, this is considered to be a family-friendly property. Families have rated this house Good or guests have recommended them suitable for families. As reported by the owner or manager, the house has specified that children are welcome. Please see details about suitability for your family or inquire with the property to learn more.

Is the Islamorada house wheelchair accessible or offer services for disabled guests?

Based on the information received from our partner, the Islamorada house has not specified they are wheelchair accessible. Likewise, there is not an elevator specified as being available at the property. Specific accessibility details may be addressed in the property details section of this page.

What is the minimum night stay policy for the Islamorada house?

Based on the information reported by the owner or manager, the Islamorada house indicates 1 day stay policy at this house. Guests are cautioned that the minimum stay policy may differ based on seasonality or availability and may be at the discretion of the owner or manager.

What cancellation policy is in place for Islamorada house?

Guests are cautioned that the cancellation policy may differ based on seasonality, availability, or current travel restrictions. Guests should also be aware that this policy may be subject to change and should be confirmed prior to booking. More details may be available on this page in the property description. However, early check-in or late check-out can sometimes be negotiated between the guest and the owner or the manager of this property.

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USD1,495
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