
Holiday rentals with outdoor seating in Islamorada
Find and book unique rentals with outdoor seating on Airbnb
Top-rated rentals with outdoor seating in Islamorada
Guests agree: these rentals with outdoor seating are highly rated for location, cleanliness and more.

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. ✔ Comfortable Queen BR ✔ Open Design Living ✔ Fully Equipped Kitchen ✔ Balcony ✔ Smart TVs/WI FI ✔ Complex Amenities (Pool, Hot Tub, Marina, BBQ, Sports, Free Parking) Learn more below!

Waterfront, GROUND LEVEL, Awesome Sunsets!!!
This ground level unique location is close to everything. Walk to some of the most iconic restaurants and bars Key Largo has to offer for fresh seafood and awesome drinks! We Do Not allow fishing on our Property! Dockage Available for additional fee! Enjoy the amazing sunsets over the water from your private porch and dock. John Pennekamp Coral Reef State Park close by. Walk to dolphin research center!! 28 day rental I am a licensed charter boat captain and offer discounts for all guests

Seaside Bungalow
Very private entire Cottage brand new walking distance to world famous Tiki Bar jet ski rentals kayaks Extremely private surrounded by exotic flowers and orchids.Less than 2 miles from Baker's Cay and close to the Key Largo and Islamorada wedding venues. We have a fully stocked home size kitchen. All the condiments coffee creamers sugar ketchup mustard etc. Giant stone shower with shampoos and conditioner and plenty of plush towels. Beach towels and chairs as well as 2 bicycles.

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.

Oceanfront Breeze, Stunning Views, Beach/Pool
Newly renovated ocean front condo with gorgeous, unobstructed views from every window. Beautiful studio condo on the 1st floor only steps away from the private beach and heated pool. Condo features a fresh, clean interior with brand furnishings, bathroom and kitchen stocked with everything (dishes, cookware, utensils, glassware, stove, oven, toaster, microwave, blender, fridge, etc). Guests enjoy the quiet private beach with lounge chairs, patio tables, tiki's and BBQ grills.

Ocean views at “Sangria Sunrise” 10% off Charters
Welcome to Sangria Sunrise at Ocean Pointe Suites in the beautiful Tavernier Key Florida. Relax and enjoy all of the options offered such as Jr. Olympic sized pool, beach, marina, kayak rentals, tennis courts, and so much more! We invite you to come stay at this cozy and updated one bedroom and one bathroom top floor condo with the most amazing ocean views. We offer a very comfortable queen sized bed and also a queen sleeper sofa that's equally as comfortable.

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!

Your Keys Getaway!
Beautiful two bedrooms, 1 bath Keys Home fully renovated interior in a quiet residential neighborhood. Large breeze veranda for open air meals and relaxation. Large fence yard for sunbathing or playing around. Close to restaurants, shopping center, major hospital, beaches, parks and water sport activities. Perfectly located between Key Largo and Islamorada. Once you've been here you will want to come back.

KCB Waterfront Split Home Walkable to Cabana Club
3BR/ 2 BA stilt home on crystal clear canal with open water views on deep water with 30 foot boat slip on a cul de sac. Short walking distance to multiple restaurants/bars, shops, and the Cabana Club with beach, pool, and hot tub. Fenced in waterfront patio with tiki hut. Kid friendly, with toys and high chair. Covered parking. Guests required to sign Regulations for Key Colony Beach form.

Key Largo! Tavernier! Welcome to Paradise!
A perfect tropical getaway! Life is good today! Bright, airy, 500 plus sq ft., canal front studio, close to the bay. From the dock you can KAYAK to mangrove tunnels, fish, or just relax. Cold drink in your hand, life is good today! You are going to have an awesome vacation!! ( NOTE: THE POOL MAY BE SHARED ON OCCASION, WITH OUR FAMILY. A SIGNED LIABILITY RELEASE IS REQUIRED AT CHECK IN )
Popular amenities for outdoor seating rentals in Islamorada
House rentals with outdoor seating

Waterfront with Boat Lift/Kayaks and Hot Tub

Private Home,Hot Tub,BBQ.Boat & RV Parking FL Keys

Key Largo Waterfront: Tiki, Dock, Kayak & Pool

Mariners 212 Great Location with Marina Views

Waterfront House with 37 ft Dock & Cabana Club

Bohemian Beach Bungalow

Salt&Seaglass. Key Colony. Screen Porch. Pool Club

Angler’s Terrace Conde Nast Traveler’s Best Airbnb
Apartment rentals with outdoor seating

Ocean View Duplex Penthouse | Pool | Vista Two

Beachside Unit 22 - Private Beach on Atlantic

Dive Into Comfort – 2BR Key Largo Retreat

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

Welcome to the Pelican Lodge !

Waterfront Studio 1| Kayaks | Pool |Bay View |Wifi

4 Flr |2 Mastr |Oceanview |Jacuzzi |Beach |Marina

Studio apartment in Calusa Resort & Campgrounds
Apartment rentals with outdoor seating

Villa 5087 on Duck Key BOAT SLIP available

2BR - Key Largo Sunshine Getaway

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

Enjoy sunsets & sunrise in your home away home.

Sunrise Views in Key Largo | Boat Slip Access

🏝 Oceanfront Paradise Awaits You

Just a Few Friends - Ocean View and Bring your Boa

Kawama Suntastic @ Key Largo !* NO Airbnb Fees *!
When is the best time to visit Islamorada?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $459 SGD | $506 SGD | $506 SGD | $450 SGD | $439 SGD | $442 SGD | $442 SGD | $405 SGD | $389 SGD | $386 SGD | $442 SGD | $472 SGD |
| 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 $51 SGD 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 & child-friendly amenities

Pet-friendly holiday rentals
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

Wifi availability
280 of Islamorada holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Islamorada rentals

4.9 Average rating
Islamorada stays are highly rated by guests – averaging 4.9 out of 5!
Destinations to explore
- Seminole Holiday rentals
- Central Florida Holiday rentals
- Miami Holiday rentals
- St Johns River Holiday rentals
- Orlando Holiday rentals
- Gold Coast Holiday rentals
- Miami Beach Holiday rentals
- Havana Holiday rentals
- Fort Lauderdale Holiday rentals
- Tampa Holiday rentals
- Four Corners Holiday rentals
- Kissimmee Holiday rentals
- Luxury rentals Islamorada
- Fitness-friendly rentals Islamorada
- Townhouse rentals Islamorada
- Rentals with beach access Islamorada
- Waterfront rentals Islamorada
- Rentals with an EV charger Islamorada
- Family-friendly rentals Islamorada
- Flat rentals Islamorada
- Rentals with a fireplace Islamorada
- House rentals Islamorada
- Rentals with a washing machine and dryer Islamorada
- Beach apartment rentals Islamorada
- Rentals with breakfast Islamorada
- Pet-friendly rentals Islamorada
- Apartment rentals Islamorada
- Villa rentals Islamorada
- Resort rentals Islamorada
- Hotel rooms Islamorada
- Rentals with a hot tub Islamorada
- Rentals with a kayak Islamorada
- Serviced apartment rentals Islamorada
- Bungalow rentals Islamorada
- Rentals with a patio Islamorada
- Rentals with pools Islamorada
- Beach house rentals Islamorada
- Beachfront rentals Islamorada
- Rentals with a firepit Islamorada
- Rentals with outdoor seating Monroe County
- Rentals with outdoor seating Florida
- Rentals with outdoor seating United States
- Everglades National Park
- Sombrero Beach
- John Pennekamp Coral Reef State Park
- Zoo Miami
- Biscayne National Park
- Calusa Beach & Loggerhead Beach
- Coral Castle
- Sea Oats Beach
- Schnebly Redland's Winery & Brewery
- Long Beach
- Everglades Alligator Farm
- Conch Key
- Bahia Honda State Park
- Theater of the Sea
- Homestead-Miami Speedway
- Monkey Jungle
- Key Largo Kampground And Marina
- Seven Mile Bridge
- Calusa Campground
- Sunset Park
- Robbies Marina Of Islamorada
- Dolphin Research Center
- Florida Keys Aquarium Encounters
- Founder's Park




