
Holiday rentals with breakfast in Islamorada
Find and book unique rentals with breakfast on Airbnb
Quick stats about holiday rentals with breakfast included in Islamorada

Total holiday rentals
Explore 50 holiday rentals in Islamorada

Nightly prices starting at
Islamorada holiday rentals start at $156 SGD per night before taxes and fees

Verified guest reviews
Over 180 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 40 rentals that welcome pets

Holiday rentals with a pool
50 properties feature pools

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wifi availability
50 of Islamorada holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Islamorada rentals
Top-rated rentals with breakfast in Islamorada
Guests agree: these breakfast rentals are highly rated for location, cleanliness and more.

Standard 1 Bedroom King Suite with Balcony
Our Standard King One Bedroom Suite offers you with all the comforts of a home with a private balcony overlooking the hotel grounds. All Standard Suites have a private bedroom with a King-sized bed with memory foam mattress and a Sleeper Sofa in the living room area. Each suite is equipped with a full living and dining room area, with two 42’’ flat screen TV’s and a desk with USB charging stations. The fully equipped kitchenette provides you with dinner & silver ware, cups & glasses, a mini fridge, microwave and a coffee maker. The private bathroom has custom tiled showers and designer bath amenities by Hydra Spa.

Waterfront Oasis w/Private Pool-Dockage-Beach
Our beautiful spacious home has been recently renovated & features 3 bedrooms & 3 bathrooms, making it perfect for families or groups of friends. The open floor plan and large windows allow for plenty of natural light and stunning views of the water. The kitchen is fully equipped for all your cooking needs and the large private backyard provides the perfect spot for outdoor dining & relaxing poolside. Book your stay at our home today & get ready for an unforgettable vacation in the Florida Keys!

Paradise Place in Grassy Key
Are you looking for a place in paradise? Paradise Place is located in Marathon, FL surrounded by excellent places where you can spend an unforgettable vacation, ample parking, canal with access to the Gulf of Mexico. Can comfortably sleep 6 people, has 4 bedrooms, 2 bathrooms, kitchen, dining room, and Florida room. Just 1 hour and a half from the historic city of Key West Minimum 7 nights as well as long term rentals more than 28 night. RESERVE NOW, and get ONE night FREE on your NEXT booking

Oasis in The Keys-Kayaks-Paddle Boards-Cabana Club
Oasis in The Keys, as the name implies, is a haven for guests looking to escape the everyday and enjoy the relaxing peace and beauty of The Florida Keys. Sit back and relax in this spacious and luxurious amenity filled waterfront home with floor to ceiling views of the turquoise blue Caribbean waters. This home has everything you need to enjoy your vacation without having to go far, though should you venture out it's central location makes it ideal for anyone looking to explore the middle keys!

It's 5 O'clock Somewhere 5 min drive to the beach
Escape to paradise in the heart of the Florida Keys! This stunning 4BR/3BA luxury home in Marathon offers the perfect blend of comfort, fun, & coastal charm. - Private heated/chilled pool - 36-ft dock with fish cleaning tables, water, and electric. Boat lift required. Fees apply. - Waterfront gazebo with 2-minute access to the ocean or gulf - Pet-friendly (fees apply) - Ping pong table and life-sized Connect Four - Sleeps up to 10 guests - 5 minutes to restaurants, attractions, & Beaches

Private Dock/Cabana Club/Bikes & Kayak
Key Colony Beach Duplex, 2 Bedrooms (w/4 beds) 2 baths w/Cabana Club Access & Private 37.5 ft Dock on 100 ft wide Canal. This home has been recently remodeled, includes new furnishings, coastal décor, bedding, appliances and cookware. Master bedroom has an en-suite bathroom with a shower, flat screen TV, King bed, ceiling fan, and hairdryer. The second bedroom offers a bunk bed w/full size on the bottom and twin on top, flat screen TV is adjacent to a full bath with a hairdryer and a sofa bed.

World-Class Oceanfront Pool/Hottub Sunset Escape
Escape to Oceans Cay Villas—luxury oceanfront in the Florida Keys. Why you’ll love the Islander: ✨ Heated swimming pool + Relaxing HOT TUB! ✨ Fire pit with perfect sunset views ✨ Fishing, snorkeling, and swimming in your backyard ✨ Free kayaks, paddle boards, and bicycles ✨ Walk or ride to Seven Mile Bridge ✨ Walking distance to restaurants and attractions ✨NO SEAGRASS SMELLS! ✨ Ping pong table ✨ Private dock for your boat ✨ Stylish, modern villa design ✨ Breathtaking SUNRISE and SUNSET views

Island Getaway in Islamorada! Parking! Breakfast!
The resort is situated on a private beach in Islamorada, a quaint seaside village known for its breathtaking coral reefs with snorkeling & scuba diving experiences. Tropical forests such as Windley Key Fossil Reef Geological State Park and Lignumvitae Key Botanical State Park are nearby. The History of Diving Museum includes exhibits, including a real 16th-century treasure chest. A short walking distance to Theater of the Sea. There's a range of fun activities to explore with the whole family.

Happy Manatee - 3 bed/2 bath 1/2 duplex home water
Happy Manatee - Waterfront Keys Coastal Retreat | 37’ Dockage | Tiki Hut | Cabana Club Private Access with private pool, beach and tiki bar. Key Colony Beach, FL Welcome to Happy Manatee, a laid-back island escape in Key Colony Beach. This 3BR/2BA waterfront home offers 37’ dockage, a private tiki hut, fish cleaning station, and bait freezer. Perfect for boating, fishing, and relaxing in true Florida Keys style. Pet friendly. Walking distance to Cabana Club. Easy Atlantic and Gulf access.

Waterfront Condo, daily housekeeping & breakfast!
Escape to The Dapper Dolphin, a beautifully updated coastal 1-bedroom, 1-bath condo located at Skipjack Resort & Marina in the heart of Marathon. Sleeping up to 4 guests, this stylish retreat features a full kitchen, private balcony, and resort amenities including a pool, Tiki Bar, restaurant, Marina, and more. Situated in the heart of Marathon, it offers proximity to the beach, restaurants, activities, and all the essentials for an unforgettable vacation experience right on-site!

Villa Casa Cayo
Beautiful Marathon vacation home in the Sombrero Beach area, this waterfront vacation rental is surrounded by lush tropical gardens and a newly constructed pool. Only 300 meters from beautiful Sombrero Beach. Open concept home with wrap around balconies and views of the water. Hurricane impact doors and windows and new metal roof just completed in 2022. It's a 5 star! Tie your boat or kayak up for easy access to the Atlantic Ocean. Family friendly, just 45 minutes from Key West.

Marina Vista Gem• 2BR/2BA Pickleball • Marina•Pool
TAKE A VIRTUAL TOUR OF THE ENTIRE UNIT BEFORE BOOKING Youtube @Keylargotravels This property is managed by KEYLARGOTRAVELS Click on our profile picture for our listings. MARINA INFO: Boat slip available $4.25/ft/day. Ramp and trailer storage@ no cost. The development reserves the right to turn you away if boat parking is full. Also, you can only drop and return with high tide. AMENITIES: - 3 Heated Pools - Saltwater Lagoon - Ideal for kids to swim safely & spot marine life
Popular amenities for rentals with breakfast in Islamorada
House rentals with breakfast
Apartment rentals with breakfast

Waterfront Retreat | Marina Views & Pool

Accessible Deluxe 1 Bedroom King Suite w/ Balcony

Boot Key Harbor Retreat | Pool & Breakfast

Waterfront Escape | Pool, Tiki, Breakfast & Marina

Bay View 1 Bedroom King Suite with Balcony

Marina View Getaway | Pool & Free Breakfast

Waterfront Suite | Pool + Daily Housekeeping

Sitting at the Dock on the Bay Waterfront Pool Hom
Other holiday rentals with breakfast

Hawks Cay Resort

Great Location to Stay! Room w/ 2 Queen Beds, Pool

Sunset Cove Beach Resort

3 BEDROOM 3 BATHROOM ISLAND TOWN HOME

La Siesta Resort & Villas

Dove Creek | Deluxe Room | Free Breakfast

Amara Cay Resort

Fisher Inn Resort & Marina
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- Rentals with breakfast Monroe County
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- Everglades National Park
- Sombrero Beach
- John Pennekamp Coral Reef State Park
- Zoo Miami
- Biscayne National Park
- Schnebly Redland's Winery & Brewery
- Coral Castle
- Calusa Campground
- Homestead-Miami Speedway
- Bahia Honda State Park
- Theater of the Sea
- Robbies Marina Of Islamorada
- Everglades Alligator Farm
- Seven Mile Bridge
- The Turtle Hospital
- Ernest F. Coe Visitor Center
- Florida Keys Aquarium Encounters
- Monkey Jungle
- Dolphin Research Center
- Harry Harris Beach and Park
- Key Largo Kampground And Marina
- History Of Diving Museum
- Conch Key
- Founder's Park









