
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 $155 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

Gorgeous 3 Bdrm Home w/ private pool, 60' dockage
🌴 4 Ever Big Sky – Coastal Luxury Retreat | Private Pool + 60’ Dockage | Key Colony Beach, FL | 3 Bedroom plus bonus Florida Room/ 3 Bath Welcome to 4 Ever Big Sky, a sophisticated waterfront escape where modern coastal design meets effortless Florida Keys living. Ideally located on prestigious 12th Street in Key Colony Beach, this beautifully curated home features a private pool, 60 feet of dockage, and an unforgettable outdoor oasis designed for both relaxation and entertaining. ✨ The Expe

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!

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.

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.

Ocean Muse - Lux Waterfront Escape - Pool - Dock
Step into Ocean Muse, a luxurious 4BR 3Bath waterfront escape in peaceful Marathon, FL! Enjoy a private backyard with heated pool & spa, fire pit, dock, elevator, and stunning ocean views at Ocean Muse—just minutes from top attractions. ✔ 4 BRs (2 Master Suites, Bunk Room) ✔ Open‑Design Living ✔ Full Kitchen + Wet Bar ✔ Backyard w/ Lounge, Pool, Fire Pit, Games, BBQ ✔ 40' Dock w/ Fish Station ✔ Rooftop Ocean Views ✔ Elevator to All Levels ✔ Minutes from Top Attractions

Luxury 4/3 Waterfront/Private Heated Pool/Dock/Ice
Located on Sombrero Beach Road, Paradise Cove is a new and luxurious 4 bedroom and 3-bathroom Villa with plenty of space to comfortably accommodate up to 10 guests. The spacious Villa offers three Master King Suites, one on the first floor and two on the second floor. You will find a fourth Bedroom with full bunkbeds on the second floor as well! Daily rate includes unlimited use of Pool Heater, Ice Machine, and multiple amenities during your stay.

Largo Getaway: 3 King Suites + In-Law Space
TAKE A VIRTUAL TOUR OF THE ENTIRE UNIT ON YOUTUBE @KEYLARGOTRAVELS This property is managed by KEYLARGOTRAVELS Perfect for families or two couples, the home features a private in-law suite, 2 king rooms, queen with twin bunk beds Indoor & Outdoor Pickleball Courts Tennis & Basketball Courts with lights Two Resort-Style Pools Two Spas – Including Key Largo’s largest pool, which is permitted for night swimming. Fishing Dock BBQ Grills Throughout
Popular amenities for rentals with breakfast in Islamorada
House rentals with breakfast

Lazy Manatee

Marlin House | Waterfront Pool Home Near Marina

Happy Manatee - 3 bed/2 bath 1/2 duplex home water

Mango Moorings| 50' Dockage| 3bd 2bth|Beach close
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

Waterfront Condo, daily housekeeping & breakfast!

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

Sunset Cove Beach Resort

3 BEDROOM 3 BATHROOM ISLAND TOWN HOME

Dove Creek | Deluxe Room | Free Breakfast

La Siesta Resort & Villas

Amara Cay Resort
Destinations to explore
- Miami Holiday rentals
- Four Corners Holiday rentals
- Miami Beach Holiday rentals
- Orlando Holiday rentals
- Fort Lauderdale Holiday rentals
- Tampa Holiday rentals
- Hollywood Holiday rentals
- Kissimmee Holiday rentals
- Key West Holiday rentals
- Cape Coral Holiday rentals
- Clearwater Holiday rentals
- St. Petersburg Holiday rentals
- Bungalow rentals Islamorada
- Resort rentals Islamorada
- Rentals with an EV charger Islamorada
- Luxury rentals Islamorada
- Family-friendly rentals Islamorada
- Beach house rentals Islamorada
- Apartment rentals Islamorada
- Rentals with a washing machine and dryer Islamorada
- Flat rentals Islamorada
- Rentals with a firepit Islamorada
- Fitness-friendly rentals Islamorada
- Rentals with a patio Islamorada
- Pet-friendly rentals Islamorada
- Beachfront rentals Islamorada
- Villa rentals Islamorada
- Rentals with pools Islamorada
- Beach apartment rentals Islamorada
- Hotel rooms Islamorada
- Rentals with beach access Islamorada
- Waterfront rentals Islamorada
- Rentals with a fireplace Islamorada
- Townhouse rentals Islamorada
- Rentals with a hot tub Islamorada
- Serviced apartment rentals Islamorada
- Rentals with outdoor seating Islamorada
- Rentals with a kayak Islamorada
- House rentals Islamorada
- Rentals with breakfast Monroe County
- Rentals with breakfast Florida
- Rentals with breakfast United States
- Everglades National Park
- Sombrero Beach
- John Pennekamp Coral Reef State Park
- Zoo Miami
- Biscayne National Park
- Schnebly Redland's Winery & Brewery
- Calusa Campground
- Coral Castle
- Homestead-Miami Speedway
- Bahia Honda State Park
- Theater of the Sea
- Robbies Marina Of Islamorada
- Everglades Alligator Farm
- Seven Mile Bridge
- Ernest F. Coe Visitor Center
- Florida Keys Aquarium Encounters
- Monkey Jungle
- Harry Harris Beach and Park
- Key Largo Kampground And Marina
- Dolphin Research Center
- Founder's Park
- History Of Diving Museum
- Conch Key
- Homestead Bayfront Park





