See all properties
Condo

Islamorada Bay Harbour 2/2.5 Condo Free DOCK included MONTHLY DISCOUNTS!

Photo gallery for Islamorada Bay Harbour 2/2.5 Condo Free DOCK included MONTHLY DISCOUNTS!

beautiful pool
Bay Harbour
Living area
beautiful views!
living room

Reviews

10 out of 10, Loved by Guests
Top 10% of guest reviews in this area
2 bedrooms2+ bathroomsSleeps 41473 sq ft

Popular amenities

  • Ocean view
  • Hot tub
  • Kitchen
  • Washing machine
  • Dryer

Explore the area

View in a map
Islamorada, FL
  • Place, Anne's Beach
    ‪2 min drive‬
  • Place, Robbie’s of Islamorada
    ‪5 min drive‬
  • Place, Bud n' Mary's Dive Center
    ‪10 min drive‬
  • Airport, Marathon, FL (MTH-Florida Keys Marathon)
    ‪38 min drive‬

Rooms & beds

2 bedrooms (sleeps 4)

Guest Bedroom

1 King Bed

Masterbedroom

1 King Bed

2 bathrooms, 1 half bathroom

Bathroom 1

+1
Bathtub · Bidet · Toilet · Shower only · Jetted bathtub

Bathroom 2

Bathtub or shower · Toilet · Shower only

Bathroom 3

Toilet

Spaces

Deck or patio
Kitchen
Balcony
Dining area

About this property

Islamorada Bay Harbour 2/2.5 Condo Free DOCK included MONTHLY DISCOUNTS!


Unit B106
Village of Islamorada: License Number: 24-0368.
BOOK MONTHLY AND SAVE $$$$
Bay Harbour is a gated community located at MM 75 bayside in Islamorada, FL.
Upgraded unit with designer appointments and a beautiful view!
The location is quiet with the most beautiful blues and greens to make you feel like you have arrived in paradise, without actually leaving the country!
Call me for more information 305-240-0592.

This Immaculate two bedroom condominium has two master suites that each have a freshly remodeled private bathrooms, king beds, large TV's with a split floor plan.

The Great room has expansive glass doors overlooking the basin and ocean, Upgraded furniture make the home comfortable and luxurious.

Fully equipped/updated gourmet kitchen has stainless appliances and quartz counters. There is a full-size washer and dryer right in the condo. , Comfortable desk to work from "home", and great wifi, just bring your laptop.

Watch the sunrise in the morning and manatees in the afternoon, from your private screened terrace. Take a dip in the pool or relax in the spa. All this plus private deep water protected dock.

Right across the street is a walking, fishing, kite boarding, windsurfing beach. Within a mile is beautiful Ann's beach. Rent a boat, bicycles kayaks or paddle board, and it can be delivered right to your 30' boat dock.
Dockage included in rate! Sorry no trailer parking on site. (try Seabird marina).

Located in the heart of the Florida Keys at mile marker 75 in famous Islamorada. Here you’ll find your perfect vacation retreat for your “Keys Getaway”. Largest sport fishing fleet in the world, outstanding restaurants, beautiful reefs and local watering holes await you.
Whether your sport is fishing the deep water or the back country shallows, diving or snorkeling the beautiful reefs, sailing, kayaking, parasailing, windsurfing, or kite boarding, we have it all.
Boat/Fishing: private deep water dock, water, electricity fish cleaning stations, locked storage closet for your gear near dock.
We are licensed with the State of Florida and Monroe County.
Our prices include all fees. No hidden fees.

Add dates for prices

Amenities

Pool
Hot tub
Kitchen
Washing machine
Dryer
Air conditioning

Have a question?

AI iconBeta

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

Similar properties

All pictures were taken on January 15, 2018
Beautiful Condominium with with Ocean view, Protected Boat Slip, Tennis,
Matecumbe
  • Pool
  • Hot tub
  • Kitchen
  • Washing machine
10.0 out of 10, Exceptional, (61 reviews)
Beautiful Condominium with with Ocean view, Protected Boat Slip, Tennis,

House Rules

Check in after 4:00 PM
Minimum age to rent: 25
Check out before 10:30 AM
default

Children

Adults only
default

Events

No events allowed
default

Pets

No pets allowed
default

Smoking

Smoking is not permitted

Important information

You need to know

This property is managed by a private host (a party not acting within their trade, business or profession). EU consumer law, including the right of withdrawal, will not apply to your booking. The cancellation policy set by the private host will cover your booking.
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 indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a deadlock
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room

About the area

Islamorada

Located in Matecumbe, a neighbourhood in Islamorada, this condo is in a rural area and on the waterfront. San Pedro Underwater Archaeological Preserve State Park and Indian Key Historic State Park are local landmarks, and the area's natural beauty can be seen at Long Key State Park and Windley Key Fossil Reef Geological State Park. Make sure you get close to the area's animals with activities such as game walks and birdwatching.
Map
Islamorada, FL

What's nearby

  • Anne's Beach - 2 min drive - 2.1 km
  • Robbie’s of Islamorada - 5 min drive - 5.6 km
  • Bud n' Mary's Dive Center - 10 min drive - 10.6 km
  • Florida Keys Brewing Co. - 12 min drive - 13.9 km
  • Theater of the Sea - 17 min drive - 20.2 km

Getting around

  • Marathon, FL (MTH-Florida Keys Marathon) - 29 min drive

Restaurants

  • ‪Hungry Tarpon Restaurant - ‬5 min drive
  • ‪Lazy Days Restaurant - ‬7 min drive
  • ‪Papa Joe’s Waterfront - ‬7 min drive
  • ‪The Florida Boy Bar And Grill - ‬8 min drive
  • ‪Midway Cafe & Coffee Bar - ‬8 min drive

Frequently asked questions

Does Islamorada Bay Harbour 2/2.5 Condo Free DOCK included MONTHLY DISCOUNTS! have a pool?

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

How much does it cost to stay at Islamorada Bay Harbour 2/2.5 Condo Free DOCK included MONTHLY DISCOUNTS!?

As of 9 Apr 2026, prices found for a 1-night stay for 2 adults at Islamorada Bay Harbour 2/2.5 Condo Free DOCK included MONTHLY DISCOUNTS! on 9 May 2026 start from £243, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

Is Islamorada Bay Harbour 2/2.5 Condo Free DOCK included MONTHLY DISCOUNTS! pet-friendly?

No, pets are not allowed at this property.

How much is parking at Islamorada Bay Harbour 2/2.5 Condo Free DOCK included MONTHLY DISCOUNTS!?

On-site parking is available at the property.

What time is check-in at Islamorada Bay Harbour 2/2.5 Condo Free DOCK included MONTHLY DISCOUNTS!?

Check-in begins at 4:00 PM.

What time is check-out at Islamorada Bay Harbour 2/2.5 Condo Free DOCK included MONTHLY DISCOUNTS!?

Checkout is at 10:30 AM.

Where is Islamorada Bay Harbour 2/2.5 Condo Free DOCK included MONTHLY DISCOUNTS! located?

Located in Matecumbe, this condo building is within 1 mile (2 km) of Sunset Drive Beach and Anne's Beach. San Pedro Underwater Archaeological Preserve State Park is 2.2 mi (3.5 km) away.

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. 29 out of 29 reviews
Rating 8 - Good. 0 out of 29 reviews
Rating 6 - Okay. 0 out of 29 reviews
Rating 4 - Poor. 0 out of 29 reviews
Rating 2 - Terrible. 0 out of 29 reviews

10/10

Cleanliness

9.6/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Pat K.

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

Holiday retreat

Clean, great location, great amenities and would definitely book again.
Stayed 8 nights in Dec 2019
Verified

10/10 Excellent

Amanda S.

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

Great quiet retreat

Enjoyed our trip. Comfy beds and beautiful sunrises on the porch.
Stayed 7 nights in Oct 2022
Verified

10/10 Excellent

Cullen K.

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

Gorgeous place

Very stunning place and a very quiet area We definitely came around the right time!! House was stocked up:)
Stayed 7 nights in Oct 2023
Verified

10/10 Excellent

John D.

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

Amazing property. Will be back soon!!

This unit is top notch! Decorated to the nine, great views, pool right outside the front door, bait freezer downstairs. Just a great place to vacation!!
Stayed 7 nights in Jul 2022
Verified

10/10 Excellent

Donna M.

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

Beautiful condo with convenient boat slip

A truly stunning condo with a convenient boat slip. Lots of places to eat and shop close by. Can’t wait to book again here.
Stayed 7 nights in Jun 2021
Verified

10/10 Excellent

Grant L.

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

Return to the USA after Covid!

Would recommend this accommodation on the keys.
Stayed 13 nights in Sep 2022
Verified

10/10 Excellent

Pamela N.

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

Bay Harbor - Great condo!

Very nice property- clean and comfortable, well supplied and in a excellent location. Ideal for individuals with a boat - nice dock on the Gulf, well protected harbor with gas for boat, ice and bait close by. Owner is pleasant, helpful and responds quickly to questions. Great trip!
Stayed 7 nights in Jul 2020
Verified

10/10 Excellent

Jeff K.

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

Great place to stay

Overall very nice condo. Very well stocked (beach towels, kitchen spices, coolers etc) location was nice with boat dock availability a plus if needed. Many nice restaurants within a short drive. Resort is small and not over crowded which was a plus for us. Usually had the pool to ourselves. Would definitely recommend
Stayed 7 nights in Jul 2023
Verified

10/10 Excellent

Darlene S.

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

Great place to stay

This is a our second time staying here. Stayed in this unit in July 2021 and was able to get it again this year. Unit fully stocked with everything you need. Beautiful property. Host available by phone if needed.
Stayed 7 nights in Jul 2023
Verified

10/10 Excellent

Samantha B.

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

Amazing stay!

I can’t get over how amazing this property was! We had the best time, the location is perfect and really close to all of the fun things in the keys. The house had EVERYTHING you could need, towels, cups, plates etc. The views from the house were gorgeous and it felt like we were at a resort - the pictures online don’t do it justice! We can’t wait to come back. If you’re on the fence about this place just book it - by far the best place we’ve stayed at in the keys.
Stayed 7 nights in Jun 2022
Verified

10/10 Excellent

Capt. Jim H.

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

2nd time, still good as the first!

The property is quite nice, and well kept. The owner makes sure everything is fine.. We were staying here when the new owner took over, and she has done a fabulous job.. You can bet we will be staying there again.. Thanks Deb!
Stayed 7 nights in Oct 2021
Verified

10/10 Excellent

Susan F.

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

Bay Harbour Paradise

This condo is so beautiful and well appointed. We were so comfortable and peaceful. There wasn’t anything that was not already there, the decor was lovely. We will definitely return to this gorgeous property. Thank you!
Stayed 7 nights in Aug 2023
Verified

10/10 Excellent

Marcheta C.

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

Islamorada Key Stay

This condominium was a beautiful place to stay!! Very clean and beautifully decorated!!! Having 2 large bedrooms with bathrooms in each bedroom and an extra half bath was just what we were looking for. This place exceeded our expectations!!! Having a nice boat slip close to our room was a bonus!!! The condominium facilities were upscale! It is ideally located for great fishing and restaurants. We are looking forward to our next stay here. Thank you for sharing your beautiful place!!!
Stayed 7 nights in May 2024
Verified

10/10 Excellent

Verified traveller

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

Beautiful!!!

This place was AMAZING! Very clean, beautifully decorated, and the sunrises from the screened in deck were a great place to enjoy our morning coffee! Close enough to do activities, then unwind back at the condo. Nice, relaxing pool area, and having washer/dryer in unit made life so easy! Fully furnished and more! We couldn't have asked for a better place to make our memories! Thank you so much! We will definitely be staying here again!!!
Stayed 7 nights in May 2022
Verified

10/10 Excellent

Verified traveller

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

Perfect Location to Explore the Keys

This property was great! The location was perfect, we enjoyed the pool, we were close to many great bayside and gulf side resturants; only a few miles from Robbies where we rented Kayaks for the morning to explore the mangroves & nearby islands. We enjoyed the bikes that were provided and were able to go on long walks in the quiet neighborhood. The condo was clean, nicely decorated with all the comforts of home! We had a lovely large screened in porch overlooking the water. Thank you Jennifer for sharing your place with us; we will definitely return in the future.
Stayed 7 nights in Nov 2019
Verified

10/10 Excellent

Ursula G.

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

Perfect in every way

Our family has stayed in the Keys every summer for a week or 2 for over 30 years. This was by far one of the cleanest nicest condos ever!!This condo community was excellent, can’t say one bad thing. The pool, fitness center, dockage were excellent. Property maintenance was impeccable. We brought a 25’ boat and put in at Sea Bird Marina about 10 min south. The condo itself was pristine, bathrooms are new kitchen came fully stocked with plates, cups, utensils, just grab some groceries and you will be set. I plan to stay here every year and ask some friends to rent nearby units. Location in lower matecumbe right near white marlin beach, Robbie’s, Papa Joes, Islamorada boutiques. The property owner/manager was really helpful as well.
Stayed 7 nights in Jun 2025
Verified

10/10 Excellent

Devin C.

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

Best Accommodations Ever

This room was very clean and FULLY stocked with everything we needed, down to staple spices in the kitchen and beach towels. Beds were clean and comfortable with plenty of fresh linens, dishes, and supplies. We have been to the area several times and stayed in many VRBO rentals...this was by far the best. Things to note: as with most rentals that offer boat slips, it is up to you to find trailer parking and boat ramp. The grounds keeper and maintenance supervisor (Bob) was extremely friendly and helpful as well. We will definitely be back!
Stayed 7 nights in Jun 2022
Verified

10/10 Excellent

Jennifer M.

We had a great time at your Islamorada Condo, can't wait to come back!

We really enjoyed our stay out the Dawson's Condo in Islamorada. The condo is super clean and had everything we needed. The check in and check out process was super easy and the view is FANTASTIC! We kept our 20' boat in the slip and had a great time exploring the islands, fishing, snorkeling and bar hopping. The pool is right across from the unit and is always really clean and refreshing! We also enjoyed using the gym and walking over to Habano's for dinner. Feeding the Tarpon at Robbie's was a highlight to our trip and they have great food there! This location is so nice, because it was conveinient to a lot of things and really quiet! Best of both worlds! We will be back for sure!
Stayed 7 nights in Apr 2019
Verified

10/10 Excellent

Natalie W.

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

Amazing Stay at Bay Harbour

We had an amazing stay at Bay Harbor. The unit was beautifully decorated and the perfect size for our family of 4. The kitchen was stocked with everything we needed. We utilized the washer and dryer often. The storage locker in the garage was a huge bonus! It was great to store our beach and fishing gear. We enjoyed fishing from the pier and lucked out by having a bait shop right around the corner. In general the complex was quite and we had the pool to ourselves several times. We have been vacationing in the Keys for over 20 years and this was the first time we decided to stay at a rental rather than a hotel. So glad we did and found this place! We definitely plan to be back again soon!
Stayed 7 nights in Jun 2021
Verified

10/10 Excellent

Lori D.

Liked: Cleanliness, communication, location, listing accuracy

Beautiful spot!

Great place with all the extras! The only potential issue was trying to catch up with the on-site property manager to register our vehicles. We made 5 attempts and No one was in the office when we stopped by. Somehow they managed to leave a tow away note on our vehicles for not registering! They were very nice when we finally caught up with them but maybe there is a better way. It was a busy week and parking was limited but It was a hassle!
Stayed 7 nights in Jul 2019
Verified

10/10 Excellent

Gail P.

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

Beautiful condo complex

This condo was perfect for our week’s stay. Spotless clean, updated and all amenities needed were included. Small, quiet and quaint complex. The grounds are kept up and pool is beautiful. We’d love to stay here again.
Stayed 7 nights in Dec 2021
Verified

10/10 Excellent

Tina R.

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

AMAZING PROPERTY!

This property was all Amazing! Wonderful sunrise views off the large balcony. Beautifully decorated (like a 5 star hotel) with all the comforts of home. Gated property with a great pool, short drive to grocery stores, restaurants & bars and attractions. Will definitely be back along with referring this unit to our friends and family!! Also, Jenifer and Deb were Awesome to work with!!
Stayed 7 nights in Oct 2021
Verified

10/10 Excellent

Edward H.

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

Great place to stay

Great place to stay, condo was clean and fully equipped for our stay. Location is great with a convenient boat slip. The property was very well maintained and great to have a pool to cool off in at the end of the day.
Stayed 7 nights in Jul 2021
Verified

10/10 Excellent

Kevin D.

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

Great stay!

My family (myself, wife, 5 year old son, and 3 year old daughter) thoroughly enjoyed this slice of paradise. The unit was easy to access, pristine, and stocked with everything we needed to enjoy our week in the Keys! The amenities are second to none and the location is excellent. Communication with the manager was great. Looking forward to our trip down to the Keys next year (31 years and counting) whether it is us or another family member staying at this unit!
Verified

10/10 Excellent

Douglas G.

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

Great place!

Property was nice queit and clean. Close to a lot of great resturants. Property owner Lenore was great, her recomondations were right on the money.
Stayed 7 nights in Apr 2021

About the host

Hosted by Jennifer Miller

Host profile image
Call Jennifer, our property manager for more information 305-240-0592.

Languages:

English
Tell us how we can improve our siteShare feedback