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1680 sq. ft. Oceanfront Islamorada Townhome with Private Dock, Pool & Sunrise Views
Wake up to panoramic ocean sunrises in Islamorada. This 3-bedroom, 3-bath oceanfront luxury townhome features a private dock, sandy entry for kayaks, and a resort-style pool just steps from your door.
Your Keys Escape
Set in the gated Peaceful Palms community, Hooked on Islamorada blends modern comfort with laid-back Keys charm. Enjoy unobstructed ocean views, quiet surroundings, and a location that puts you close to everything — from world-famous dining to the Islamorada Sandbar.
Guest-Favorite Features
• Oceanfront balcony with sunrise views
• ️ Private dockage up to 27’ (advance reservation required)
• ️ Private sandy entry for swimming, kayaking & paddleboarding
• Resort-style oceanfront pool
• Pet-friendly (with approval)
• Gated, quiet community within walking distance to Starbucks & restaurants
• Parking for 2 vehicles (garage + driveway)
Inside the Home
• Master Suite: King bed, ensuite bath, private oceanfront balcony
• Guest Room 1: Queen adjustable bed + ensuite bath
• Guest Room 2: Queen adjustable bed + optional twin air mattress + full bath
• Living Area: Open concept with dining space & panoramic views
• Kitchen: Fully equipped for fresh seafood dinners
• Extras: Smart TV, high-speed Wi-Fi, central A/C, washer/dryer
Why Guests Choose Hooked on Islamorada
From sipping coffee while boats head out at sunrise, to exploring Alligator Reef Lighthouse, to lounging by the pool with ocean breezes — every day feels like a postcard. Guests love the perfect mix of luxury, location, and relaxation.
Book Your Escape
Ready to experience the very best of the Florida Keys? Secure your dates at Hooked on Islamorada today and make unforgettable memories by the sea.
Registration Number: 25-0004
Unique Benefits
Why Stay at Hooked on Islamorada?
After exploring Islamorada’s world-famous restaurants, beaches, and attractions, return to a vacation rental that offers luxury, privacy, and rare waterfront perks you won’t find in most Florida Keys rentals:
• ️ Private Dock at Your Doorstep
Bring your boat (up to 27’) and enjoy world-class Keys fishing, snorkeling, and sunset cruises with unmatched convenience.
• Resort-Style Oceanfront Pool
Relax on the gated pool deck while soaking in sweeping Atlantic Ocean views.
• ️ Private Sandy Entry to the Water
Sip morning coffee by the sea, launch kayaks or paddleboards, or unwind with cocktails at sunset just steps from your townhome.
• Unforgettable Sunrises
Watch the sky ignite with color from your balcony, the sandy shore, or poolside every morning.
• Serenity in a Gated Community
Enjoy peace, security, and privacy while still being minutes from Islamorada’s best dining, shopping, and attractions.
• Pet-Friendly Luxury
Approved pets can enjoy the island life alongside you — because paradise is better shared.
Whether you’re docking after a day on the water or simply soaking in the ocean breeze, Hooked on Islamorada offers a rare Florida Keys vacation rental experience designed for travelers who value comfort, convenience, and the finer side of island life.
Why Kids Love It
Why Families Love Hooked on Islamorada
Designed for luxury and relaxation, but equally welcoming for families, Hooked on Islamorada makes travel easy for parents and fun for kids. Here’s why families return year after year:
• Oceanfront Pool
Safe, scenic, and endlessly fun — kids splash for hours while parents unwind with panoramic ocean views.
• ️ Cozy Sandy Spot by the Water
A private beachfront entry perfect for sand play, wading toes, or launching kayaks and paddleboards under a parent’s watchful eye.
• Walkable to Family Attractions
Minutes from Theater of the Sea, ice cream shops, and other kid-friendly Islamorada adventures.
• ️ Spacious 3-Bedroom Layout
Plenty of room for everyone to spread out, enjoy family meals, or gather for movie nights after a sun-soaked day.
• Quiet, Gated Community
Parents love the peace of mind and low-traffic setting, while kids enjoy safe freedom to play.
At Hooked on Islamorada, families discover a rare blend of upscale island living and kid-friendly comfort — creating stress-free, unforgettable vacations for all ages.
Discover Islamorada – The Heart of the Florida Keys
Known as the Sportfishing Capital of the World, Islamorada is more than legendary fishing — it’s the perfect blend of turquoise waters, laid-back charm, and island adventure. When you stay at Hooked on Islamorada, you’ll be at the center of everything the Keys are famous for.
• Crystal-Clear Waters & Scenic Shores
Snorkel vibrant reefs, kayak calm coves, paddleboard along the shoreline, or simply soak up the sun.
• ️ World-Class Fishing & Boating
Launch from your private dock or charter a trip for unforgettable offshore, reef, or backcountry adventures.
• Island Dining & Local Flavor
Savor fresh-caught seafood, tropical cocktails, and Keys-style cuisine at nearby waterfront restaurants and tiki bars.
• Family-Friendly Attractions
Explore Theater of the Sea, visit maritime museums, or take a glass-bottom boat ride to meet colorful marine life.
• Authentic Keys Vibes
Life here moves at the speed of flip-flops — breathtaking sunsets, salty breezes, and that unmistakable island rhythm.
With its unique mix of adventure, serenity, and coastal elegance, Islamorada isn’t just a destination — it’s a lifestyle. And at Hooked on Islamorada, you’ll have the ultimate oceanfront home base to enjoy it all.
Attractions Within Walking Distance
When you stay at Hooked on Islamorada, you’re just steps from some of the island’s best attractions, dining, and shopping — making it easy to embrace the Florida Keys lifestyle without ever needing to drive far.
• Theater of the Sea
Swim with dolphins, enjoy live marine shows, and stroll tropical gardens at one of Islamorada’s most beloved family attractions.
• Starbucks
Fuel your day with a morning latte or grab an afternoon refresher — just minutes from your front door.
• Waterfront Dining & Bars
Walk to local favorites like Hog Heaven and Ocean View Inn, where fresh seafood, handcrafted cocktails, and live music pair perfectly with an ocean breeze.
• ️ Three Waters Resort
A nearby resort offering dining, cocktails, and island-inspired ambiance — just a short stroll from your townhome.
• ️ Shops, Marinas & Island Stops
Browse boutique shops, explore nearby marinas, or discover hidden Keys gems — all within easy reach of your stay.
Favorite Places to Eat in Islamorada
One of the best parts of staying at Hooked on Islamorada is the easy access to top Florida Keys dining — where fresh seafood, tropical cocktails, and island vibes are always on the menu:
• Ocean View Inn & Sports Pub
A classic Keys hangout with hearty food, live music, and a laid-back locals’ atmosphere.
• Hog Heaven
Waterfront dining and bar known for fresh seafood, great drinks, and lively island energy.
• Square Grouper
Upscale island cuisine — ideal for a romantic dinner or a special night out.
• Ziggie & Mad Dog’s
A legendary Islamorada steakhouse combining classic Keys history with prime cuts and fine dining.
• Mangrove Mike’s Café
A must-visit breakfast favorite, loved by locals for its casual charm and generous portions.
• Marker 88
Elegant beachfront dining with panoramic ocean views and some of the Keys’ most memorable sunsets.
From casual bites to fine dining, Islamorada’s vibrant restaurant scene is just minutes from your front door — making it easy to savor the flavors of the Keys every day of your stay.
Inside Scoop – Local Favorites Only the Locals Know
Get the most out of your stay at Hooked on Islamorada with these insider picks and hidden gems you won’t always find in guidebooks:
• ️ Sandbar Social Scene
Rent a boat or join a charter to the iconic Islamorada Sandbar (MM84). This shallow turquoise oasis is a weekend tradition for swimming, floating, and soaking up pure Keys vibes.
• Best Sunset Views
Head to Lorelei Restaurant & Cabana Bar for a front-row seat to a classic Florida Keys sunset. Pro tip: Arrive before 6 PM to grab a happy hour table with the perfect view.
• Taco Tuesday… or Any Day
Swing by Bad Boy Burrito for fresh tacos and burrito bowls — a low-key local favorite packed with flavor.
• Fresh Catch, Island Style
Bring in your day’s catch and let the chefs at Lazy Days or Chef Michael’s cook it up “hook and cook” style — Keys dining doesn’t get fresher.
• ️ Secret Beach Spot
Slip away to Library Beach Park, hidden behind the Islamorada Library, for a peaceful swim or picnic without the crowds.
• Lobster Season Hack
Planning to dive? Go midweek to beat the rush. Local dive shops can set you up with gear and insider tips for the best reefs.
Want more personalized recommendations? At Hooked on Islamorada, we’re happy to share even more insider favorites — because here, you don’t just visit the Keys… you live like a local.
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| Rate Period | Nightly | Weekend Night | Weekly | Monthly | Min Stay |
|---|---|---|---|---|---|
Nov 01 2025 - Mar 31 2026 | $770 | $5,390 | $16,170 | 7 nights | |
Apr 01 - Apr 30 2026 | $650 | $650 | $4,500 | $13,000 | 7 nights |
May 01 - May 31 2026 | $695 | $4,865 | $12,500 | 7 nights | |
Jun 01 - Aug 01 2026 | $720 | $5,040 | $15,120 | 7 nights | |
Aug 02 - Nov 30 2026 | $660 | $660 | $4,620 | $12,500 | 7 nights |
Fees:
Notes:
Taxes for state and local taxes
Tax ID:
33-2374696
Last updated on November 16, 2025
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.
Member since 2025
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