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Property Details

Updated: May 2, 2015
House, 1 Bedrooms, 1 Baths, 2 Sleeps

Our house is your house...

Come relax in our beautiful bayside paradise. The Bayside Cottages is a privately owned hidden jewel harboring three unique cottages. Ranging from one to two bedrooms, each residence is self-sufficient with its own well equipped kitchen, television, and all the comforts of home. Our property has been family owned and entertaining guest for over 35 years. Come see the keys through a locals eyes...

This cozy Islamorada cottage known as The Paradise House, is the perfect choice for your next get away.Extra clean with fresh tropical decor. Sleeps up to two guest.You will love the secluded private beach, beautifully landscaped with a fire pit surrounded by adirondack chairs and shady palm trees. A fishing dock extends out over 120 feet into the pristine waters of the Florida Bay, with plenty of shade and seating including hammock swings and lounge chairs. We even have an outdoor kitchen with a stainless steel grill and your own private tiki hut. Your furry friends are welcome and they will love our large fenced grassy yard with shallow water access for swimming and playing fetch! Dockage and fish cleaning station are available on site along with kayaks, floats, snorkel equipment, lobster gear, fishing poles and light tackle all free for you to enjoy! Dockage for boats up to 22 ft, inquire for details.

This is a shared property, if your dates requested are already booked you may be interested in one of our other cottages...

We also do weddings!

Call Lori for more information.

Visit our website for more photos of the property and to also view our other cottages available!

Deposits and cancellations:

The security/damage deposit of $300 is due at the time of booking. The remaining balance is due 30 days prior to your arrival date. Because of our size, cancellations affect us significantly. For any cancellation or change of dates, we must receive 30 days notice prior to your confirmed arrival for a refund of your deposit, less a $50 service charge. If any full, partial cancellation or change of dates is made within 30 days, regardless of the reason, you are financially responsible for the entire reservation, unless we can re-book your cottage. However, you are always welcome to send a friend or family member in your place. We realize that cancellations are often beyond your personal control. For this reason we recommend purchasing travel insurance for peace of mind. The Bayside Cottages will be happy to supply your travel insurance company with any needed documentation regarding our policy and your reservation.

More Details
  • Sleeps 2
  • 1 Bedroom
  • 1 Bathroom
  • Pets welcome

Recent Review

About the Owner

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Response time:
Within a few days
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Calendar last updated:
May 2, 2015

Guestbook comments from the owner

This place has it all!

Sivan (Winter Park)

Review submitted: October 6, 2011 Date of arrival: September 28, 2011

We (Me, my husband John, our friends Ronnie and Nikki and our lab Jett)stayed in the sparkling clean Paradise House. It slept all 4 adults and the dog very comfortably. We took full advantage of the fully stocked kitchen inside to save money and cooked all our meals here as well as the outdoor kitchen. We pretty much set up camp the whole time on their dock. It has plenty of seating, places to catch some rays or relax in the shade, easy access for swimming and snorkeling, a dining table for al fresco lunches or sunset cocktails and all the fish and lobster you can eat right off the dock. We felt very comfortable allowing our dog Jett to roam the property freely as the property is completly fenced in. We just had to keep our eye on him near the dock since he loves to swim. The other couple that checked in after us were so cool. They had a dog too about Jett's age and they played the whole time. Laurie and Cory hadn't even been there an hour when Cory dove in and grabbed 3 lobsters right off the dock and gave them to us. They went out again for about an hour the next day and brought back their limit, amazing! My highlight of our 4 night stay was Saturday night, when we all (the 4 of us, Laurie and Cory, and the owners Lori and Bobby) loaded the grill with steaks, lobsters, and hogfish and had dinner under the Tiki Hut. The Tiki Hut has seating for 6 and has a ceiling fan, plenty of lighting and surround sound speakers that you hook your iPod up to. After dinner we hung out by the campfire and roasted marshmallows. I think I drank too many Rum Runners, but it was a night I'll remember for awhile. This property is the biggest bang for your buck out there. We are already working out the details for when we can visit again. To Lori and Bobby: Thank you so much for having us. You both are so kind and down to earth. Your little piece of paradise is so well kept and beautifully designed and all the hard work that goes into it did not go unnoticed. Look no further for a truly affordable Florida Keys experience without sacrificing the luxury. It's really like having an entire resort all to yourselves.

Recommended for: adventure seekers, pet-friendly, romantic getaway
Sep 2011
  • 1 of 7

13 Reviews

based on 13 traveler reviews

Write a Review
Paradise House in Islamorada
Islamorada Upper Florida Keys
Arlington, VA

Unbelievable property. Very well kept, wonderful experience.

  • 5 of 5
My significant other and I just returned from a fantastic stay in the Keys. This property is absolutely remarkable. If you like snorkeling, fishing, swimming, and kayaking from a private beach/dock, then this place is for you. The grounds are kept in tip-top shape, and the cottages are wonderful. All of the outdoor amenities you could ever need are provided. Lori and Bobby are great hosts; they will stay out of your way if you want privacy, but if you have a question or need help with something, they'll be right there to assist. It's truly a special place, run by very competent hosts. Our only regret is that we couldn't say longer! But we'll definitely be back.
  • Submitted: Nov 27, 2013
  • Stayed: Nov 2013
  • Source: VRBO, from HomeAway
Recommended for:  Adventure Seekers, Pet-friendly, Romantic Getaway
Paradise House in Islamorada
Islamorada Upper Florida Keys
Seattle, WA

Magical Getaway!

  • 5 of 5
The Bayside Cottages are just fantastic; I cannot recommend them highly enough. My wife and I stayed at the Paradise House and found everything just as it's described and pictured on the website. The grounds are beautiful, and all the amenities included - kayaks, snorkels, fishing gear, etc. - add to an already wonderful and relaxing stay. Sitting out on the dock in the evenings and watching all the wildlife was a real highlight. Nearby restaurants abound, but we had a great time grilling outside - including snapper caught right off the dock! Just a magical place, and the owners are incredibly friendly and easy to work with.
  • Submitted: Nov 10, 2013
  • Stayed: Oct 2013
  • Source: VRBO, from HomeAway
Recommended for:  Age 55+, Adventure Seekers, Pet-friendly, Girls Getaway, Sightseeing, People with Disabilities, Romantic Getaway
Paradise House in Islamorada
Islamorada Upper Florida Keys
Little River, SC

Paradise Found

  • 5 of 5
I would highly recommend this to anyone. The owners have a piece of paradise. The property is clean and well maintained. They offer more then the average rental. The amenities include fishing equipment, snorkel gear, sea kayaks and more. It has everything you need. The picture are true and accurate. The owners were more then helpful. A huge bonus is they are pet friendly. We will be back. Thanks for the best vacation we have had in many years.
  • Submitted: Sep 23, 2013
  • Stayed: Sep 2013
  • Source: VRBO, from HomeAway
Recommended for:  Age 55+, Adventure Seekers, Pet-friendly, Girls Getaway, Sightseeing, Families with Teenagers, Families with Young Children, Romantic Getaway
Paradise House in Islamorada
Islamorada Upper Florida Keys
Ft. Pierce, fl

Truly paradise

  • 5 of 5
My husband and our 2 dogs really enjoyed our stay in the Paradise cottage. The property was gorgous, we caught lots of fish off the dock. It was a perfect get away :)
  • Submitted: Oct 31, 2012
  • Stayed: Oct 2012
  • Source: VRBO, from HomeAway
Recommended for:  Adventure Seekers, Pet-friendly, Girls Getaway, Sightseeing, Romantic Getaway
Paradise House in Islamorada
Islamorada Upper Florida Keys
Denver, Colorado

Perfect And Fantastic Value

  • 5 of 5
All we can say is WOW. This property was everything we wanted from a vacation in The Keys. Despite only making our reservation 2 days before arriving, the owners were very accommodating in getting us all sorted before our arrival. If you are looking to get away from the craziness of Key West, this is your place... Private beach; Kayaks; Fishing gear; Tiki Hut; Dock, Beautiful outdoor kitchen, Great Restaurant next door... etc. The photos on VRBO were EXACTLY what we got in our Paradise House. No bait 'n switch like others we have stayed at. What you see is what you get - Love It !! Our accommodations were SPOTLESS. The interior was Modern and a joy to come home to every day. The kitchen had everything we needed for our stay. Would I recommend Bayside Cottage to anyone? Absolutely and without any reservations. My only note to anyone is that this is a shared property... There are two (maybe three) other cottages that you'll have to share the outside space with. While we were there, we barely saw anyone else... Summary: The place is exactly as advertised; clean; quiet and beautiful. The owners run a 100% professional business. They are awesome!! Their property is awesome!!
  • Submitted: Oct 18, 2012
  • Stayed: Oct 2012
  • Source: VRBO, from HomeAway
Recommended for:  Pet-friendly, Sightseeing, Romantic Getaway
Paradise House in Islamorada
Islamorada Upper Florida Keys

Better than I imagined!

  • 5 of 5
After months of research for accomodations in Islamorada, I found your cottage which seemed to have met all the criteria we were looking for. The anticipation to actually see the cottage in person was making me so nervous. You just never know if you've made a good decision until you see it for yourself. I can tell you that I was not the least bit disappointed at all. The grounds were so nice and relaxing. My fiancee and I actually did more snorkeling off the dock than anywhere else. We started every morning drinking our coffee on the edge of the dock and ended almost every evening watching the boats go by and/or the beautiful sunset. The cottage itself was very charming and I can only hope that if we come back down that way, we can rent it again.
  • Submitted: Sep 20, 2012
  • Stayed: Sep 2012
  • Source: Vacation Rentals, from HomeAway
Recommended for:  Age 55+, Pet-friendly, Sightseeing, Romantic Getaway


Activity and Interests

Local artistry and shopping

Fishing capital of the world


Kite boarding

Dolphin encounters

Waterfront dining

Day Spas


Rental rates


  • *Three night minimum
    The Paradise House
    $250-$300 per night
    $1700-$2050 per week
    December 15th - April 15th Nightly $300 Weekly $2050
    April 16th - September 15th Nightly $275 Weekly $1875
    September 16th -December 14th Nightly $250 Weekly $1700
    7.5% sales tax not included in rate
    Rates are subject to change at anytime until deposit is received.
    Inquire for Holiday Rates.
    One time pet fee of $50 per pet (dogs only) limit 2
    Cleaning Fee $125
    Three night minimum
    Boat dockage $20 per day (no onsite trailer parking)
    Refundable Deposit of $300 due up front to reserve.
    Forms of Payment
    Visa, Mastercard or Discover Credit Cards. Check, Cashiers Check or Money Order.
    The Refundable Deposit is due at the time of booking to reserve. Total payment is due 30 days prior to arrival date. For any booking made within 30 days of the arrival date the total payment will be due at the time of booking.
Enter your travel dates
Updated: May 2, 2015


Property Type

  • house


  • Adventure
  • Family
  • Romantic
  • Spa


  • pets considered

Location Type

  • Beach View


  • 1 Bathroom
  • Bathroom 1


  • 1 Bedroom, Sleeps 2
  • Bedroom 1


  • * Private Beach with fire pit * Outdoor kitchen and tiki hut * Kayaks and paddle boat * Fishing Dock * Fishing poles, tackle and fish cleaning station * Snorkle gear * Lobstering equipment * Coolers * Dockage available * Flat screen TV DVD player *

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