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1680 sq. ft. Welcome to Hooked on Islamorada at Peaceful Palms—your private slice of paradise in the Florida Keys. This elegant 3-bedroom, 3-bath oceanfront townhome offers a rare combination of luxury living and direct access to the best of Islamorada—complete with a private dock, oceanfront pool, and breathtaking sunrise views.
Wake up to panoramic ocean vistas from your master suite, sip coffee on your private balcony, or dip your toes in the sand on your own private sandy spot—perfect for relaxing or launching a kayak or paddleboard.
Designed for travelers who appreciate comfort and coastal charm, this gated community retreat is ideal for boaters, couples, and families seeking an upscale island getaway.
Key Features:
- Unobstructed Ocean Views + Private Balcony
- Private Dockage (Up to 27’ boats, advance reservation)
- Private Sandy Spot for Relaxation & Easy Water Access
- Resort-Style Oceanfront Pool
- 3 Spacious Bedrooms | Sleeps 6 Comfortably
- Pet-Friendly (with approval)
- Gated, Quiet Community in Prime Islamorada Location
- Walk to Starbucks, dining, and attractions
The Space:
- Master Suite: King bed, ensuite bath, balcony with ocean views
- Guest Room 1: Queen adjustable bed + private ensuite
- Guest Room 2: Queen adjustable bed + optional twin air mattress + full bath
- Open-concept living & dining area
- Fully equipped kitchen—perfect for prepping fresh seafood
- Smart TV, high-speed WiFi, central A/C, washer/dryer
- 2 parking spaces (garage + driveway)
Whether you're setting sail from your dock, lounging by the pool with ocean breezes, or exploring Islamorada’s famous dining and attractions, Hooked on Islamorada offers the ultimate Florida Keys experience—wrapped in luxury and tranquility.
Ready to experience the best of the Florida Keys? Book your stay at Hooked on Islamorada today and start making memories by the sea.
Registration Number: 25-0004
Unique Benefits
Why Stay at Hooked on Islamorada?
Few places in Islamorada offer this blend of luxury, privacy, and waterfront access. At Hooked on Islamorada, you’ll enjoy:
- Private Dockage at Your Doorstep
Rare in vacation rentals—bring your boat (up to 27’) for easy access to world-class fishing, snorkeling, and sunset cruises.
- Oceanfront Pool with Endless Views
Swim, sunbathe, or unwind with the ocean as your backdrop in a resort-style setting.
- Private Sandy Spot for Relaxation & Easy Water Access
Perfect for morning coffee, sunset cocktails, or launching your kayak/paddleboard.
- Stunning Sunrises, Every Morning
Watch the sky light up from your private balcony, the beach, or poolside—it’s a daily experience you won’t forget.
- Gated Community Serenity
Enjoy peace, privacy, and security—away from the crowds but close to everything Islamorada has to offer.
- Pet-Friendly Luxury
Bring your four-legged family members along (with approval) to share in the island lifestyle.
Whether you're docking after a day on the water or simply soaking up the views, Hooked on Islamorada offers a rare Keys experience—designed for those who appreciate the finer side of island life.
Why Kids Love It
While Hooked on Islamorada is designed for luxury and relaxation, it’s also family-friendly—making it easy for parents and fun for kids. Here’s why families enjoy their stay:
- Oceanfront Pool
Hours of splash time in a safe, scenic setting while parents unwind with ocean views.
- Cozy Beachfront Seating Area
A small sandy spot perfect for enjoying coffee, placing chairs by the water, or walking kayaks and paddleboards right in. Little ones can dip their toes or play nearby under a parent’s watchful eye.
- Walkable to Family Attractions
Just minutes from Theater of the Sea, ice cream shops, and kid-friendly adventures.
- Spacious 3-Bedroom Layout
Plenty of room to relax, play games, or enjoy family movie nights after a day in the sun.
- Quiet, Gated Community
Peace of mind for parents in a secure, low-traffic environment.
At Hooked on Islamorada, families can enjoy a blend of upscale island living with thoughtful touches that make traveling with kids easy and enjoyable.
Discover Islamorada – The Heart of the Florida Keys
Located between Key Largo and Marathon, Islamorada is known as the "Sportfishing Capital of the World"—but this island paradise offers far more than legendary fishing. With turquoise waters, laid-back charm, and endless opportunities for adventure or relaxation, Islamorada is where luxury meets island living.
When you stay at Hooked on Islamorada, you’re perfectly positioned to enjoy the best of the Keys:
- Crystal-Clear Waters & Scenic Shores
Snorkel, kayak, paddleboard, or simply soak up the sun along Islamorada’s stunning coastline.
- World-Class Fishing & Boating
Launch your own boat from our private dock, or book a charter for offshore, reef, or backcountry adventures.
- Island Dining & Local Flavor
Savor fresh seafood, tropical cocktails, and Keys-style cuisine at nearby waterfront restaurants and tiki bars.
- Family-Friendly Attractions
Explore Theater of the Sea, maritime museums, or take a glass-bottom boat tour to discover vibrant marine life.
- Authentic Island Vibes
Here, life moves at the speed of flip-flops—breathtaking sunsets, ocean breezes, and that unmistakable Florida Keys feeling.
With its perfect blend of adventure, serenity, and coastal elegance, Islamorada isn’t just a destination—it’s a lifestyle. And at Hooked on Islamorada, you’re right in the center of it all.
Staying at Hooked on Islamorada means you’re just steps away from some of Islamorada’s best spots:
- Theater of the Sea – Swim with dolphins, enjoy marine shows, and explore lush tropical grounds.
- Starbucks – Grab your morning coffee or afternoon refresher within minutes.
- Waterfront Dining & Bars – Walk to favorites like Hog Heaven and Ocean View Inn for fresh seafood, cocktails, and live music.
- Boutique shops, marinas, and local attractions are all nearby—no need to drive far to experience island charm.
Discover Islamorada’s top dining spots—where fresh seafood and ocean views are always on the menu:
- Ocean View Inn & Sports Pub – Classic Keys atmosphere with locals vibe and live local music.
- Hog Heaven – Lively waterfront dining with great drinks and music.
- Square Grouper – Upscale island cuisine, perfect for a night out.
- Mangrove Mike’s Café – A must-visit for a laid-back, local breakfast.
- Marker 88 – Elegant beachfront dining with unforgettable sunset views.
Get the most out of your stay at Hooked on Islamorada with these insider favorites—local spots and secrets 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 hotspot for swimming, floating, and soaking up island vibes.
- Best Sunset Views
Head to Lorelei Restaurant & Cabana Bar for happy hour and unbeatable sunsets. Pro tip: Arrive before 6 PM to snag the perfect waterfront seat.
- Taco Tuesday... or Any Day
Bad Boy Burrito serves up fresh tacos and burrito bowls—a hidden gem beloved by locals.
- Fresh Catch, Island Style
Reel in your own fish and let the chefs at Lazy Days or Chef Michael’s cook it to perfection. Ask about their “hook and cook” options.
- Secret Beach Spot
Visit Library Beach Park behind the Islamorada Library for a peaceful swim or picnic away from the crowds.
- Lobster Season Hack
Plan midweek dives to avoid the rush. Local dive shops will gladly offer tips and gear for the best reefs.
Want more personalized recommendations? We’re happy to share our favorite spots when you book Hooked on Islamorada—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 |
|---|---|---|---|---|---|
Jun 01 - Aug 01 2025 | $720 | $5,040 | $15,120 | 6 nights | |
Aug 02 - Aug 28 2025 | $550 | $550 | $3,850 | $12,000 | 6 nights |
Aug 28 - Oct 31 2025 | $660 | $4,620 | $13,860 | 6 nights | |
Nov 01 2025 - Mar 31 2026 | $770 | $5,390 | $16,170 | 6 nights | |
Apr 01 - Apr 30 2026 | $650 | $650 | $4,500 | $13,000 | 6 nights |
Fees:
Notes:
Taxes for state and local taxes
Tax ID:
33-2374696
Last updated July 10, 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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