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1680 sq. ft. Islamorada Vacation Rental | Private Dock, Oceanfront Pool & Sunrise Views
Step off your back door onto a private dock in one of the Florida Keys' most sought-after vacation rentals. Hooked on Islamorada is a 3-bedroom, 3-bath oceanfront townhome in the gated Peaceful Palms community — where you can arrive by boat, fish at dawn, kayak from a private sandy entry, and watch the Atlantic sunrise from your balcony every morning.
The Property
Set on the ocean at MM84 in Islamorada, this fully updated townhome sleeps 7 with modern finishes, high ceilings, and direct ocean views from the balcony and living area. Quiet, gated, and steps from the pool — it's the rare Keys rental that delivers both luxury and genuine waterfront access.
Guest-Favorite Features
Private dock up to 24' with power & water (advance reservation required)
Private sandy water entry for swimming, kayaking & paddleboarding
Fish cleaning station on dock
Resort-style oceanfront pool
Oceanfront balcony with direct ocean views
Pet-friendly with approval
Parking for 2 vehicles (garage + driveway)
Gated community — walkable to multiple restaurants, Starbucks & Theater of the Sea
Inside the Home
Master Suite: King bed, ensuite bath, private balcony with direct ocean views
Guest Room 1: Queen bed, ensuite bath
Guest Room 2: Queen bed, full bath, sleeper option available
Open-concept living and dining with direct ocean views
Fully equipped kitchen — ideal for fresh catch dinners
Smart TV, high-speed Wi-Fi, central A/C, washer/dryer
April through June is prime tarpon season in Islamorada — book early.
Registration Number: 26-0004
Unique Benefits
Why Hooked on Islamorada Stands Apart
Most Florida Keys vacation rentals offer a water view. Few offer this:
Private Dock with Power & Water — Bring your own boat (up to 24') or arrange a rental . Fish the flats at first light, run to the Islamorada Sandbar by afternoon, and rinse gear at the dock before dinner.
Private Sandy Water Entry — No boat ramp, no crowded beach. Launch a kayak, watch the sunrise from the shore with a coffee in hand.
Fish Cleaning Station On-Site — Bring in your catch and clean it steps from your kitchen. Not something you find at most rental properties.
Oceanfront Pool in a Gated Community — Relax without the resort crowds. The pool deck has direct ocean views and stays quiet — it's a small community, not a hotel.
Honest Waterfront Access — The dock, the sandy entry, the pool, and the balcony are all steps from your door. This isn't a "water view from the parking lot" situation.
Pet-Friendly — Approved pets welcome. Island life is better with them.
If you're booking in the Keys to actually be on the water — not just near it — this is the property.
Why Kids Love It
Why Families Choose Hooked on Islamorada
Traveling with kids in the Florida Keys is easy when your rental is built for it. Hooked on Islamorada gives families real space, safe water access, and a quiet setting — without sacrificing the quality that makes a vacation feel special.
Easy Water Access — The private sandy entry is a convenient launch point for kayaks and water gear — right at the property, no boat ramp or crowded beach required.
Oceanfront Pool Steps from Your Door — Kids swim while parents unwind. The gated pool deck has direct ocean views and stays quiet — no resort crowds or noise.
Room for Everyone — Three bedrooms, three full baths, and an open-concept living area give families space to spread out, cook together, and decompress after a full day on the water.
Gated, Low-Traffic Community — Kids can move freely in a safe, quiet setting. Parents appreciate the security without feeling isolated.
Theater of the Sea Within Walking Distance — One of Islamorada's most popular family attractions is steps away. Dolphin encounters, live shows, and tropical gardens — no long drive required.
Everything Already Here — Kayaks, beach chairs, and a fully equipped kitchen. Less packing, less logistics, more time enjoying the Keys.
Islamorada, Florida Keys — MM84
Islamorada is known as the Sportfishing Capital of the World — and it earns that title. Stretching across six islands in the upper Florida Keys, it sits at the intersection of the Atlantic Ocean and Florida Bay, giving anglers and water enthusiasts access to offshore, reef, and backcountry fishing all within minutes of the dock.
But Islamorada is more than fishing. It's one of the most vibrant, well-rounded destinations in the Keys — with world-class dining, snorkeling, diving, and a laid-back island culture that keeps guests coming back year after year.
What Brings People Here
Fishing — Offshore, reef, backcountry, and flats fishing. Tarpon, mahi, sailfish, bonefish, and lobster season in late July. Launch from the private dock or book a charter at nearby Bud N' Mary's Marina, one of the most well-known fishing marinas in the Florida Keys.
Water Sports — Snorkel Alligator Reef, kayak the backcountry, or run to the Islamorada Sandbar at MM84 for a classic Keys afternoon.
Dining & Nightlife — Waterfront restaurants, tiki bars, and local institutions within walking distance or a short drive.
Family Attractions — Theater of the Sea is steps away. Glass-bottom boat tours, dolphin encounters, and marine wildlife exhibits.
The Pace — Islamorada moves slower than the mainland. That's the point.
Hooked on Islamorada puts you at MM84 — close to everything, far enough from the crowds.
Right Outside Your Door — MM84, Old Highway, Islamorada
Hooked on Islamorada sits on the Old Highway at MM84 — one of the best-located vacation rentals on the island. No car needed for most of your day.
Across the Street
Theater of the Sea — One of the Florida Keys' most popular family attractions. Dolphin encounters, live marine shows, and tropical gardens. Literally across the street.
Ocean View Inn & Sports Pub — Fresh seafood, cold drinks, live music, and a classic Keys atmosphere. Walk over for happy hour or a casual dinner.
Next Door
Three Waters Resort & Marina — Boutique shops, waterfront dining, cocktails, and island ambiance. Step out your front door and you're there.
Starbucks — Morning coffee without the drive.
Short Walk
Hog Heaven — Waterfront bar and grill known for fresh seafood and lively Keys energy. About a 10-minute walk along the Old Highway.
Where to Eat in Islamorada — Near Hooked on Islamorada
Islamorada punches well above its size for dining. From breakfast shacks to fine dining, here are the spots worth knowing:
Walk or Short Drive
Ocean View Inn & Sports Pub — Across the street. Classic Keys bar with fresh seafood, cold drinks, and live music. Good for a casual night without getting in the car.
Hog Heaven — About a 10-minute walk. Waterfront bar and grill with a lively atmosphere, fresh catch, and strong drinks.
Three Waters Resort — Next door. Waterfront dining and cocktails with an upscale island vibe.
Short Drive
Mangrove Mike's Café (MM82) — The go-to breakfast spot. Open 6am–2pm daily. Locals swear by it — arrive early on weekends.
Ziggie & Mad Dog's (MM83) — Islamorada's premier steakhouse. Prime cuts, fresh seafood, and a storied Keys history. Dinner only.
Square Grouper — Upscale island cuisine. Best choice for a special dinner or date night.
Marker 88 (MM88) — A Keys institution since 1967. Beachfront dining, craft cocktails, and some of the best sunset views on the island. Worth the short drive.
Inside Scoop — Local Tips for Your Stay
A few things worth knowing that don't always make it into the travel guides:
The Islamorada Sandbar is in your backyard — The sandbar is right offshore from MM84. Rent a boat, anchor up, and spend the afternoon floating in turquoise water with half of Islamorada on a weekend. One of the best free experiences in the Keys — you just need a boat to get there.
Sunset at Lorelei — Head to Lorelei Restaurant & Cabana Bar at MM82 for the nightly sunset celebration. Live music, happy hour 4–6 PM daily, bayside views. Arrive at least an hour before sunset to get a waterfront table — it fills up fast.
Hook and Cook — Bring in your day's catch and have the kitchen at Lazy Days or Chef Michael's cook it for you. Fresh-caught fish, prepared the way you want it. It's one of those Keys experiences worth planning around.
Bad Boy Burrito — Tucked behind the Trading Post at MM82 in Village Square. Easy to miss, worth finding. Fresh tacos, fish burritos, Keys-casual atmosphere. Open Monday through Saturday.
Library Beach Park — A quiet, low-traffic swimming spot behind the Islamorada Library. Good option when you want calm water without the boat traffic or crowds.
Lobster Mini-Season — Typically the last Wednesday and Thursday of July. The reefs around MM84 are some of the best spots in the Keys. Go midweek during regular season to beat the crowds. Local dive shops near Bud N' Mary's can set you up with gear and reef intel.
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| Rate Period | Nightly | Weekend Night | Weekly | Monthly | Min Stay |
|---|---|---|---|---|---|
Jun 01 - Aug 01 2026 | $525 | $3,675 | $13,100 | 7 nights | |
Aug 02 - Nov 30 2026 | $476 | $3,332 | $11,225 | 7 nights | |
Dec 01 2026 - Jun 30 2027 | $695 | $695 | $4,865 | $14,710 | 7 nights |
Jul 01 - Aug 01 2027 | $695 | $695 | $4,865 | $14,595 | 7 nights |
Aug 02 - Oct 31 2027 | $500 | $500 | $3,500 | $10,500 | 7 nights |
Fees:
Notes:
Taxes for state and Monroe county tourism taxes
Tax ID: 33-2374696
Last updated on June 10, 2026
Mark E.Great vacation
We had a great time at peaceful palms. The townhouse was very comfortable and well stocked. Jamie and Charlie were great hosts, very responsive to anything we needed. We had our boat with us and spent most days out on the spectacular waters of Islamorada. There are very good restaurants and bars close by. I would highly recommend this luxury vacation home. Looking forward to returning.
Stayed: March 2026 Submitted: April 15, 2026
Sunshine B.Perfect home
This was our best stay yet in Islamorada. House was well stocked with everything we needed and the view was beautiful. Neighbors were awesome. We will definitely be back next year. Thank you for making this our best trip yet!!
Stayed: March 2026 Submitted: March 23, 2026
Dana M.Christmas vacation
Our family of 6, which consists of our two children and their spouses, stayed in Islamorada for a week right after Christmas. From the very beginning Jamie and Charlie were helpful. The booking and payment were so easy. Upon arrival to the house we were in love. The house was gorgeous and clean. The views were good and the property was perfect. We loved having the pool and the waterfront right there. The place was very quiet and the other people we met there were friendly. Everything was picture perfect. The furniture and amenities were spot on. This was our first time to the Keys and we will most definitely be back. Thank you to the Moores for a beautiful place we got to call our own for a week full of laughs and memories. Your hospitality is appreciated. We would Most definitely rent with you again!
Stayed: December 2025 Submitted: January 05, 2026
Kelly G.Paradise Found!
What a week in Islamorada! We just loved the condo, which was perfect for our family of 7! Location was amazing & walking distance to our favorite places-Ocean View, Three Waters & Theatre by the Sea. Every detail was well thought through-kayaks, floaties, beach chairs, coolers, pool, blow up mattress, grill, Adirondack chairs & dock space to pull up our boat rental for the week. Jamie & Charlie are delightful to deal with, responded quickly & made our stay feel like home. We cannot wait to come back & will be renting there again! Thank you J&C-you guys are the BEST!
Stayed: November 2025 Submitted: December 01, 2025
Ashlee B.Most amazing stay!!
We booked this property last minute for a two family getaway in Islamorada Labor Day weekend and it exceeded every expectation! From the very beginning, the owner was beyond communicative and responsive, making the entire process smooth and stress-free.The home itself is stunning—beautiful new construction with a modern yet comfortable feel. It was stocked with absolutely everything we could possibly need, from a fully equipped kitchen to bathroom essentials and even cleaning/laundry supplies. The attention to detail made it feel like a true home away from home. The sailfish mount on the wall was actually caught by Jamie (the owner) herself! We are a huge fishing family so that made the space even more awesome!!The outdoor space was a dream! Each floor had huge balconies where we could sit and relax! We had our own personal dock for the boat, which made getting to the water effortless. Each slip had a convenient hose to wash down the boat and gear. The fish cleaning station was definitely a plus for my husband! Right next to the dock was a beach area where the kids were able to get kayaks and paddle board's easily in and out of the water.The relaxing pool was perfect for both adults and kids, and having garage space to store all of our equipment was such a bonus. We loved how close we were to everything—the famous Islamorada sandbar was only a couple of minutes away, and the area offered some of the best fishing and lobstering around. Plus, there were amazing restaurants just a short drive away on the nights we didn’t feel like cooking.This property is incredibly kid-friendly, which gave us peace of mind and allowed the whole family to relax and enjoy.We can’t recommend this place enough—it’s truly the perfect spot to enjoy everything Islamorada has to offer. We’re already looking forward to booking again!
Stayed: August 2025 Submitted: September 03, 2025
Lance Smith & Fred T.Great Place great times
Great stay. Jamie and their team had an excellent place to stay. Incredible sunrises and the star gazing was epic. Boats had safe place to be docked and easily accessed, with hose bibs and power. Pool was just steps away to get cooled off quickly. We are hoping to go and stay again soon. Thank you Jamie
Stayed: August 2025 Submitted: August 14, 2025
Brad W.Islamorada
We spent a week at the condo on our family vacation. Condo was really nice all new Construction. Great location in Islamorada and we rented a boat for the week. kept it right there in the condo boat slips. Atmosphere was really quiet with private pool. Hosts were very responsive and helpful in booking our trip. Definitely would stay there again.
Stayed: July 2025 Submitted: August 14, 2025
Peacock F.Islamorada Fun for All
We had the most fabulous time at Peaceful Palms. The hosts (Jamie and Charlie) were amazing in every way, from booking questions to where to eat, things to see and local contacts to make our stay worthwhile. The home is immaculate, and comfortable. Whether it’s just the two of you or a whole family. The kitchen has a great supply of cookware, utensils and some basic cooking supplies. The home is right on the water where our daughter fished everyday off the pier, catching an array of different fish. Views beyond belief, from watching boats navigate to the Sandbar, to watching the sun go down off your balcony! The property is close to several great eateries that you could walk to (it was very warm, so we drove). We loved the home, the area, restaurants, and everything about this amazing property and can’t wait for our next visit.
Stayed: July 2025 Submitted: July 26, 2025
Sonya and J.Awesome Vacation!
We loved our two week stay at this beautiful place! We brought our dog, Keys, and she probably had more fun than we did. We also brought our boat. The owners had everything we needed and more. They are the best! The home was immaculate, one of the cleanest places we have ever stayed. We go to Islamorada at least twice a year and have stayed at different locations, this view was one of our favorites. We will be returning. Thank you for an incredible stay! Can't wait to come back!!!
Stayed: June 2025 Submitted: June 26, 2025
Gilbert L.Stunning and comfortable
Staying here was an absolute dream. We love visiting Florida and have driven to key west in the past. I have always wanted to stay in Islamorada. These hosts set us up with a boat rental place and the charter captain at that rental spot does shark fishing in the evenings!! Soooo much fun! The home is immaculate with high ceilings beautiful furnishings top of the line appliances, including washer/dryer. Beds were so comfortable! Spectacular views of the ocean from both decks ( living room and master bedroom deck). my wife and I loved this house and the area restaurants/ fun pubs/brewery. There is dock space and chairs to watch boats, sunset and sunrise. The pool is wonderful area with views of the boats at the sandbar! Rent a boat and go to the sandbar for the day!! We did and was a blast meeting new people. This is how the Florida keys should be spent. Relaxing and fun. 100% will go back!
Stayed: May 2025 Submitted: May 15, 2025
Tracy M.Perfect retreat
Outstanding location close to everything Islamorada. The accommodations are absolutely beautiful and thoughtfully designed. The hosts thought of everything and were very personable and communicative. You could even walk to some nearby restaurants and bars if you wanted. Publix is a short drive away (or walk if you feel so inclined). Would book here again!
Stayed: April 2025 Submitted: April 15, 2025
Kelly & Gordon A.Looking forward to returning.
My husband & I along with 4 friends had an amazing vacation in Islamorada. With it being our 1st time to the keys our hosts, Jamie & Charlie were extremely helpful in recommending the best local restaurants for food and cocktails, Key Lime pie, sunsets and more. Very responsive to any questions we had. This property is GORGEOUS! Great balcony with comfortable tables and chairs for morning coffee & conversations as well as Adirondack chairs to sink into while enjoying evening cocktails while overlooking the ocean. Jamie & Charlie thought of every detail with this home. Plush comfy beds, pillows and super soft towels. The amenities were abundant…they thought of everything. We can’t wait to return to see what else this beautiful area has to offer.
Stayed: April 2025 Submitted: April 14, 2025
DottieVacation
Beautiful place, upon arrival beautiful flowers were left :) spotless clean everything that you need… From coffee to beach towels…Very relaxing and quiet . beautiful pool, huge garage…. It’s like you’re home away from home…..What I did loved about the place it’s gated and spotless clean that was very important to us……Wasn’t sure how to work the TV called the owners 9 o’clock at night they answered and got everything working for us.A lot of great restaurants nearby where you can walk…..Jamie and her husband were fantastic to work with. And when I say the word fantastic their communication was fantastic through a phone call, through a text always answered and made It very easy to set up for GREAT VACATION…..
Stayed: February 2025 Submitted: February 25, 2025
Jill B.Luxurious!!
Oceanview Properties in Islamorada was the last stop of my winter travels and was definitely the best decision I’ve made. Tucked into the gated community with brand new amenities, it was very tastefully decorated and had a completely furnished kitchen with everything you would use at home to cook and feel comfortable. Hairdryers, shampoo and lotions, plus other luxuries were also provided, including a washer and dryer. It felt just like home only I was pampered.The location is perfectly located and close to many local treasures, including the entertainment at the Oceanview bar across the street and within walking distance to the Starbucks and Hog Heaven restaurant, which turned out to be one of my favorites. Fishing with The Tan Man Charters at Bud N’ Mary’s Marina is also close by.I definitely recommend this spacious and special rental and plan to make it my choice for future trips to The Keys. Loved it!
Stayed: February 2025 Submitted: February 25, 2025
Jennifer L.Paradise perfection
What a great vacation we had! Beautiful home with all the conveniences needed for our stay. Loved the views from the decks. Centrally located to all the activities we wanted to do during our stay. Perfect vacation. We will be back for sure!
Stayed: February 2025 Submitted: February 24, 2025
Host response
"Thank you Jennifer! We are so glad that you and your family enjoyed your stay and were able to relax with the ocean view from our balconies and the local activities. We are looking forward to your next stay!"
Yes, there are restaurants within walking distance. Great bar across the street.
The dock accommodates vessels up to 24' and includes power and water. Dock use requires advance reservation — contact us when booking to confirm availability for your dates.
Pets are welcome with prior approval. A $200 pet fee applies. Maximum 2 pets — no aggressive breeds. Pets must be kept off furniture and supervised on the dock and pool deck.
Two vehicles at the unit — one in the garage and one in the driveway. Additional parking spaces outside the gate as available
Kayaks, Fishing equipment and beach chairs are on-site. The property has a private sandy water entry for launching kayaks and a fish cleaning station on the dock.
Check-in is at 4:00 PM and check-out is at 10:00 AM. Early check-in or late check-out may be available depending on the booking schedule — contact us in advance to ask.
Yes — quiet hours are 10:00 PM to 9:00 AM per community rules. The pool and outdoor areas are subject to the same hours.
Member since 2025
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