
Holiday rentals with outdoor seating in Islamorada
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Top-rated Holiday Houses with Outdoor Seating in Islamorada
Guests agree: These Holiday Houses with Outdoor Seating are highly rated for location, cleanliness and more.

Sugar Cane - Florida Keys tropical retreat
We have just completely renovated this condo at Ocean Pointe Resort and it's Insta-worthy. Every detail has been designed and considered. Sugar Cane is conveniently located near the best of the Florida Keys - close to Islamorada and Key Largo. The property boasts a large outdoor pool with a pool bar, hot tub, oceanfront beach and boardwalk, boat ramp, marina, tennis courts and children's play area. We manage Sugar Cane ourselves and live nearby so we have local knowledge and are very responsive

Key Largo Coastal Condo-Ocean View ~ Pool ~ Beach
Welcome to our remodeled costal 1BR 1 Bath condo nestled in the premier oceanfront complex in Tavernier, FL. Escape to paradise and enjoy the wonderful Ocean views from the private balcony while just a few steps away from the sunny private beach, marina, minutes away from restaurants, shops, and attractions. ā Comfortable Queen BR ā Open Design Living ā Fully Equipped Kitchen ā Balcony ā Smart TVs/WI FI ā Complex Amenities (Pool, Hot Tub, Marina, BBQ, Sports, Free Parking) Learn more below!

Waterfront Sunsets, Great Price, Relaxing Spot!!!
Beautiful Waterfront, Modern Coastal DƩcor, Spacious !! Enjoy your vacation in this beautiful recently renovated home. Views from almost every window and door of the harbor. Walk to many local restaurants and bars for fresh local seafood and a cold draft beer!! Enjoy the sunsets from your private porch. Easy access to Atlantic Ocean. We Do Not Allow Fishing on our Property! 28 day I am a licensed charter captain and offer discounts to guests! Fishing, Sandbar or a Sunset Cruise!!!

6. Waterfront Key Largo Studio, Near Kayaks & Reef
Unwind in this Modern Key Largo waterfront studio, nestled on a canal with ocean access near Rodriguez Key, Mosquito Bank, and shipwrecks. Just minutes from John Pennekamp Park. Enjoy a full kitchen, ice-cold A/C, Smart TV, Wi-Fi, and assigned parking. Boaters can reserve our dock or use nearby Pilot House Marina. Snorkel reefs, kayak mangroves, or dine at local favorites like The Fish House, Sundowners, and Key Largo Fisheries. Comfort, adventure, and location in one perfect stay.

360 DEGREE WATERVIEW HOUSEBOAT
IMPORTANT Enjoy your own private retreat aboard a solar and wind powered houseboat moored 1/2 mile from land in the beautiful Islamorada Please do not arrive after dark and NO night riding. Need experience with hand pull outboard motors a 12 foot skiff with a 6hp outboard motor is provided reliable to go back and forth from shore NOT reliable for exploring No hot water on shower, heat water in Tpots or Solar bags. Please shave before arriving No suitcases, least amount of cloths.

2br/1ba w heated pool, 1 mile to robbies marina
Your slice of Islamorada awaits at the Key Lime Cottage! Step inside this charming 2 bedroom cottage and you will instantly feel at home. Located in the heart of the Florida Keys yet nestled in a serene neighborhood, it offers the perfect blend of comfort and relaxation. With a full kitchen, access to a gorgeous pool shared with only 6 other homes, outside seating with grill and a fire pit, beach chairs and key lime treats - there is something for everyone!

BEAUTIFULLY DESIGNED OCEANFRONT CONDO
Enjoy a Tavernier adventure on a private 60-acre oceanfront sanctuary. The condo was recently renovated & is beautifully designed with comfortable, beach chic decor. It offers an abundance of natural light surrounded by windows overlooking lush landscaping and the Atlantic Ocean. Ocean Pointe Suites offers a private sandy beach, a junior Olympic sized pool, a 14-person spa, a boardwalk, a pickleball court, deep-water marina, gazebo, 2 tennis courts & more!

Luxury Top Floor Suite W/ Unobstructed Ocean View
Our spacious, 2 bedroom, well-appointed condo provides the perfect home away from home. Step onto your private balcony and soak in the mesmerizing views of the azure ocean and lush mangrove gardens. Escape to a tropical paradise and experience the ultimate keys retreat! Nestled in Tavernier, this property offers a perfect blend of comfort and breathtaking natural beauty. Indulge in the array of fantastic amenities available to our guests.

Cottage By The Sea
Cottage By The Sea....Your home away from home in the Florida Keys!!! Our 2 bedroom Guest House is located on the Oceanside of Key Largo in a quaint and quiet neighborhood, with a huge yard surrounded by exotic flowers and trees. Be sure to meet Frank out 120 pound Sulcata tortoise.Minutes from either Oceanside or Bayside boat ramps. It is walking distance to a famous local's Tiki Bar and Restaurant as well as Jet ski and Kayak rentals

SaltSpray Bungalow Oceanside, 1 bedroom
Canal front bungalow with beautiful views of the ocean. Private water front and pergola with steamer chairs and hammock. BBQ your fresh catch while lounging on the back porch, relaxing in the tropical landscape. One bedroom with Queen bed. Queen size pull-out couch in the living-room. Full kitchen boasting high-end appliances. One Car Parking by unit. Centrally located between shopping centers and destination activities.

Ocean Shores Villa 2 with pool and boat slip
This centrally located boater's paradise is the perfect place to relax. Walk to restaurants, cook in kitchen or grill downstairs. With only 4 units in the building the guests have half an acre of waterfront entertainment (boatslip,kayaks,bikes,fire pit,hammock and heated pool). 32ft dock slip and trailer parking are included in the rental. Conveniently located near Sandbars, State Parks and many attractions.

Villa in Paradise. Plunge pool. Middle of the Keys
Baja Breeze š, a freshly updated, family-friendly, resort-style villa in the ā„ of the Keys. ā„ Please save Baja Breeze by clicking on the heart in the top right hand corner, this will help you find it again and share with others! š¶ Waterfront canal view š“ Gated Resort Area š Private spa pool š Halfway between Key Largo and Key West āļø Outdoor dining/lounge area š³ Fully stocked Kitchen š¶ 300Mbps+ Wifi
Popular amenities for Islamorada outdoor seating rentals
Holiday House Rentals with Outdoor Seating

Cancellation Deal: March 21 thru March 28

TheSandbar: Oceanfront,Pool,Free Dockage,Gameroom

Florida Keys Cottage with Pool - Hawks Cay Resort

The Paradise 2

Renovated Anglers Reef 2BR + Sleeper + Ocean Views

Key Largo Waterfront: Tiki, Dock, Kayak & Pool

NEW! CASA AZUL - Golf Cart, 2 Kings, Pool, Kayaks

Marathon one-level home on the Marina - with slip!
Apartment rentals with outdoor seating

New Coastal Escape 2BR/2BA Oceanfront Condo

Port Largo Villas Escape 5A

Beachside Unit 22 - Private Beach on Atlantic

Amazing Oceanview @Ocean Pointe

Waterfront Studio 2| Couples Oasis | Kayaks | Pool

Key's Cottage Escape

Ocean Pointe Condo | Beach, Pool, Hot Tub & Tennis

Welcome to the Pelican Lodge !
Condo rentals with outdoor seating

Villa 5087 on Duck Key BOAT SLIP available

Your Happy Place - Oceanfront

2BR - Key Largo Sunshine Getaway

Stylish & Secluded | Pool, Dock, Key Largo Living

Island Vibes / 1BR + Den & 2 Balconies

Waterfront Apt Key Largo #4, 10% Off 7+, 5% Off 4+

Enjoy sunsets & sunrise in your home away home.

Slip, Ramp, Pool, Trailer Parking, Bait Freezer
When is the best time to visit Islamorada?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $537 AUD | $592 AUD | $592 AUD | $527 AUD | $514 AUD | $518 AUD | $518 AUD | $474 AUD | $456 AUD | $425 AUD | $465 AUD | $561 AUD |
| Avg. temp | 20°C | 22°C | 23°C | 25°C | 27°C | 28°C | 29°C | 29°C | 28°C | 27°C | 24°C | 22°C |
Quick stats about holiday rentals with outdoor seating in Islamorada

Total holiday rentals
Explore 280 holiday rentals in Islamorada

Nightly prices starting at
Islamorada holiday rentals start at $59Ā AUD per night before taxes and fees

Verified guest reviews
Over 4,180 verified reviews to help you choose

Family-friendly holiday rentals
260 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 120 rentals that welcome pets

Holiday rentals with a pool
190 properties feature pools

Rentals with dedicated workspaces
170 properties have a dedicated workspace

Wi-Fi availability
280 of Islamorada holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Islamorada rentals

4.9 Average rating
Islamorada stays are highly rated by guestsāaveraging 4.9 out of 5!
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- Everglades National Park
- Sombrero Beach
- John Pennekamp Coral Reef State Park
- Zoo Miami
- Biscayne National Park
- The Turtle Hospital
- Coral Castle
- Calusa Beach & Loggerhead Beach
- History Of Diving Museum
- Sea Oats Beach
- Everglades Alligator Farm
- Conch Key
- Long Beach
- Theater of the Sea
- Monkey Jungle
- Schnebly Redland's Winery & Brewery
- Bahia Honda State Park
- Sunset Park
- Florida Keys Aquarium Encounters
- Key Largo Kampground And Marina
- Seven Mile Bridge
- Calusa Campground
- Dolphin Research Center
- Robbies Marina Of Islamorada




