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Osprey Bay Villa on Fla. Bay-Has it all! Spectacular Sunsets, pool, spa & dock!!

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Outdoor dining
Exterior
Exterior
Pool
Pool

Reviews

10 out of 10
Exceptional
5 bedrooms3 bathroomsSleeps 10488.2 sq m

Popular amenities

  • Parking available
  • Dryer
  • Air conditioning
  • Washer

Explore the area

Map
Islamorada, FL
  • Florida Keys Brewing Co.
    ‪2 min drive‬
  • Theater of the Sea
    ‪3 min drive‬
  • Bud n' Mary's Dive Center
    ‪4 min drive‬
  • Marathon, FL (MTH-Florida Keys Marathon)
    ‪40 min drive‬

Rooms & beds

5 bedrooms (sleeps 10)

Bedroom 1

1 King Bed

Bedroom 2

1 King Bed

Bedroom 3

2 Double Beds

Bedroom 4

1 Queen Bed

Bedroom 5

2 Double Beds

3 bathrooms

Bathroom 1

Bathroom 2

Bathroom 3

Spaces

Deck or patio
Porch or lanai
Kitchen
Balcony
Outdoor play area
Garden
Dining area

About this property

Osprey Bay Villa on Fla. Bay-Has it all! Spectacular Sunsets, pool, spa & dock!!

OSPREY BAY VILLA! Wonderful Bay front Home in the heart of Islamorada in the fabulous Florida Keys for rent by the week, or month; offering Incredible Panoramic Bay and Sunset Views. Heated pool & hot tub, sunning decks galore. Deep water dock & boat basin. Elegant, yet casual, spacious living room with coral rock fireplace, wet bar, open dining room, atrium garden,& gourmet kitchen. Sleeps 10-12 people comfortably. Private south wing offers 3 bedrooms; 1 with1 king bed, 1 with 1 queen bed, another 1 with 2 queen beds, and 1 full bathroom with bathtub & separate shower, double vanity sinks etc. Separate bedroom with two twin beds, tv, a/c, etc. adjacent to kitchen. Spacious second level master bedroom suite with king bed & it's own master bath & vanity room, fireplace & bay side veranda. Third full bathroom with vanity and shower downstairs has an entrance from the wet bar/living room area & also exits to and from the heated pool. Lush tropical landscape & expansive waterfront lawn & dock area with its own small beach for wading into bay, for snorkeling or for an easy launch for kayaks and paddleboards. This vacation home is secluded, yet situated in a perfect location for walking to classic restaurants & local shops.
Come, Relax & Enjoy!

Keywords: House

Property manager

Judy Moeller

Languages

English

Add dates for prices

Amenities

Pool
Hot tub
Kitchen
Washer
Dryer
Free WiFi

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House Rules

Check in after 4:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

No pets allowed
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Smoking

Smoking is not permitted
No Jet Skis, Wave Runners, or Ultra Light Gliders are Allowed. No RV's and/or Motor Homes are Allowed.
Property must be booked Saturday to Saturday for a minimum of 7 nights, otherwise we cannot accept the booking.

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
On-site 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 that there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit and a deadlock

We should mention

A car is required for transport to and from this property

About the area

Islamorada

Located on the waterfront, this holiday home is in Matecumbe, a neighbourhood in Islamorada. History of Diving Museum and Keys History & Discovery Center are cultural highlights, and some of the area's landmarks include Hurricane Monument and Indian Key Historic State Park. Make sure you get close to the area's animals with activities such as game walks and birdwatching.
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Map
Islamorada, FL

What's nearby

  • History of Diving Museum - 9 min walk - 0.8 km
  • Islamorada Brewery & Distillery - 9 min walk - 0.8 km
  • Florida Keys Brewing Co. - 2 min drive - 2.2 km
  • Theater of the Sea - 3 min drive - 3.4 km
  • Bud n' Mary's Dive Center - 4 min drive - 4.6 km

Getting around

  • Marathon, FL (MTH-Florida Keys Marathon) - 40 min drive

Restaurants

  • ‪Lorelei Restaurant & Cabana Bar - ‬17 min walk
  • ‪Islamorada Fish Company - ‬3 min drive
  • ‪Wahoo's Bar & Grill - ‬2 min drive
  • ‪Green Turtle Inn - ‬3 min drive
  • ‪Florida Keys Brewing Co. - ‬2 min drive

Frequently asked questions

Does Osprey Bay Villa on Fla. Bay-Has it all! Spectacular Sunsets, pool, spa & dock!! have a pool?

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

Is Osprey Bay Villa on Fla. Bay-Has it all! Spectacular Sunsets, pool, spa & dock!! pet-friendly?

No, pets are not allowed at this property.

What time is check-in at Osprey Bay Villa on Fla. Bay-Has it all! Spectacular Sunsets, pool, spa & dock!!?

Check-in begins at 4:00 PM.

What time is check-out at Osprey Bay Villa on Fla. Bay-Has it all! Spectacular Sunsets, pool, spa & dock!!?

Checkout is at 10:00 AM.

Where is Osprey Bay Villa on Fla. Bay-Has it all! Spectacular Sunsets, pool, spa & dock!! located?

This family-friendly Islamorada holiday home is located on the waterfront, within a 10-minute walk of History of Diving Museum and Islamorada Brewery & Distillery. Keys History & Discovery Center and Matecumbe United Methodist Church are also within 1 mile (2 km).

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 74 out of 75 reviews
Rating 8 - Good. 1 out of 75 reviews
Rating 6 - Okay. 0 out of 75 reviews
Rating 4 - Poor. 0 out of 75 reviews
Rating 2 - Terrible. 0 out of 75 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

10/10 Excellent

kathryn u.

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

Great house

We had a wonderful week in Islamorada in Osprey bay villa. Great, large very comfortable and accommodating home with all amenities. And great location in the middle of everything!Highly recommend staying here. Just was a great host and very responsive if needed
Stayed 7 nights in Mar 2025

10/10 Excellent

Jeff S.

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

Great week

Great property! Spent with my wife, children and grandchildren. We all enjoyed the pool and hot tub. Great access on the dock for fishing or just taking in the view. Would highly recommend. Great host she is a pleasure to work with.
Stayed 7 nights in Jan 2025

10/10 Excellent

Phil T.

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

Return Guests - As good as last time

Excellent family holiday once again. Couldn’t ask for anything more, great accommodation, great location and great fishing what more can you want.
Stayed 7 nights in Oct 2024

10/10 Excellent

Mary O.

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

Fantastic week- love

Wow-we’ve rented several houses over the years in Islamorada and this was by far THE BEST!! We all loved the heated pool, the dock, decking and the privacy!! The house is well stocked and the kitchen set up is amazing. Everyone wants to come back!! Thank you for sharing your beautiful home with us
Stayed 7 nights in Dec 2024

10/10 Excellent

Shannon S.

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

Islamorada Thanksgiving

My family of 10 stayed at this property the week of Thanksgiving. This property was AMAZING! We loved it. The owners of this property have thought of everything, ie, 2 kitchen sinks, 2 ovens, 2 washers, 3 dryers. Lots of room for the family, we were treated to stunning sunsets daily, we brought our boat, went fishing, explored the area restaurants. The pool area was spacious and gorgeous. We loved this property and hope to some day get to stay here again in the future! to to stunning sunsets
Stayed 7 nights in Nov 2024

10/10 Excellent

Edward M.

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

Review

Excellent place. Would definitely return. Just was very attentive to all our needs
Stayed 7 nights in Aug 2024

10/10 Excellent

Andrew C., USA

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

Great place to stay

House has it all. Great location, great host, everything was wonderful.
Stayed 7 nights in Nov 2023

10/10 Excellent

Aaron G.

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

Lovely house close to it all but quietly tucked away

Amazing house with views for days! Very clean and the owner was always quick to respond. Will definitely stay here again next time we are in the keys.
Stayed 7 nights in Jul 2020

10/10 Excellent

Judy M.

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

Beautiful home and entire property. .

Loved the fish at the dock and the great access to the ocean and/or the bay. Most glorious serene sunsets from the decks.
Stayed 7 nights in Jun 2019

10/10 Excellent

Luke B.

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

Paradise

Clean quiet and tranquil.
Stayed 7 nights in Feb 2023

10/10 Excellent

Judy M.

An Island Paradise!

Lovely home with love and warmth of family and friends. Not to mention the Spectacular Sunsets!
Stayed 4 nights in Oct 2018

10/10 Excellent

Laurie B.

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

Excellent accommodations and location, host went above and beyond to make a great experience.

Very satisfied with the property and access to all Islamorada has to offer. Property is exactly as pictured and described on the vrbo site. Host was great with communication and hospitality. Would book again
Stayed 7 nights in Jan 2022

10/10 Excellent

Laura K., NC, USA

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

Amazing property

This is a beautiful home in a perfect location. The interior is cozy, kitchen has all you need, heated pool is perfect for the cooler Keys days that we had. Judy was super responsive to all questions. We really enjoyed kayaking on the bay and cooking in so we could dine looking out over the beautiful landscape! Would love to return one day!
Stayed 7 nights in Dec 2023

10/10 Excellent

Lori H.

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

Howell

It was a wonderful week. Home was fabulous and very clean. Great area near everything! Pool and jacuzzi were on point. Judy was very helpful with my booking. Definitely recommend staying here! Worth every penny! Thank you for sharing your home!
Stayed 7 nights in Feb 2024

10/10 Excellent

Jeff S.

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

Winter Break

Host was amazing and easy to communicate with. Very clean property. House was well stocked with everything you may need. Pool and shot tub were awesome for the kids. Dock and Bay Area were amazing. Would absolutely recommend.
Stayed 7 nights in Jan 2024

10/10 Excellent

Janna S.

Loved the house!

House, pool, and hot tub were perfect for our extended family vacation! Everyone could gather together or have time away if they needed a break! The pool was the favorite part of the trip for the kids!
Stayed 7 nights in Dec 2018

10/10 Excellent

Judy M.

Excellent!

Thoroughly enjoyed the home with the wonderful pool, dock, flora and fauna. The sunsets were stunning. Hope to return again.
Stayed 7 nights in Mar 2019

10/10 Excellent

Matt U.

Great location

Great host, house and location. Dock in backyard worked great for 27' boat. Easy access to the ocean. Great sunsets from the deck. Will be back!
Stayed 7 nights in Jun 2018

10/10 Excellent

Jim A., Charleston, SC

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

Osprey Bay Villa

Beautiful property! Amazing view. Very nice dock and pool. Centrally located to everything in Islamorada. Judy was very helpful with check-in and couldn’t have been more accommodating. Highly recommend Osprey Bay Villa!
Stayed 14 nights in Dec 2021

10/10 Excellent

colleen c.

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

Family getaway

We had an amazing time! The house is spacious, and perfect for a family! We had 2 toddlers and they graciously put the safety gate up around the pool! The views are unbelievable. We rented paddle boards and kayaks for the week that were delivered to the home. The beach area is a perfect spot to take off for a quick swim, snorkel, or ride. Would definitely come back.
Stayed 7 nights in Jan 2024

10/10 Excellent

Brian B.

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

Excellent

This is our second time staying at this property and we love it. The listing is accurate and the owner is very helpful. Thank You!
Stayed 7 nights in Jan 2021

10/10 Excellent

Sharman U.

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

Amazing house and stay in Islamorada!

We had a fantastic week at Osprey Bay. The house and grounds are just perfect for a relaxing but active getaway. There was plenty of room for our group of 9 and the house was well appointed with everything we needed. We also appreciated Judy's great communication. We are looking for another date to come back and stay!
Stayed 7 nights in Sep 2020

10/10 Excellent

Julie C.

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

love

The ocean is awesome!!!
Stayed 7 nights in Nov 2021

10/10 Excellent

Linda C.

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

Great rental property

This property was very well appointed-little things like paper products, coffee, spices that make a stay easier. Large kitchen for preparing meals,spacious common areas. Grounds were neat and tidy. Landlord was accommodating and available. Already booked for next year.
Stayed 7 nights in Mar 2023

10/10 Excellent

Carey N.

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

Wonderful!!

This was a fantastic place! It had everything we needed inside and out. We spent most of our time on the dock fishing and enjoying the water. Besides the amazing fish, including nurse sharks and lemon sharks, we saw manatees almost everyday. The pool and eco area were great and had tons of pool rafts/toys. The house was one of the most fully equipped houses we’ve stayed in. Everything was labeled and easy to find and in great condition. Would love to stay here again!!
Stayed 7 nights in Jul 2022

About the host

Hosted by Judy Moeller

Host profile image

Why they chose this property

What makes this property unique

Languages:

English
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