
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 £91 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.

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!

The Pearl at SeaGlass Cove Waterfront Luxury Home!
Welcome to The Pearl at SeaGlass Cove, a professionally designed waterfront retreat in Marathon. This modern coastal home features refined interiors, curated finishes, and serene water views throughout. Known as the true gem of the SeaGlass community, it offers seamless indoor outdoor living and elevated comfort in a relaxed island atmosphere. Perfect for families or groups seeking luxury, style, and an unforgettable Florida Keys escape in an exclusive gated oceanfront setting with water views.

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.

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.

Marlin House | Waterfront Pool Home Near Marina
Marlin House, a waterfront 2BR/2BA townhouse on beautiful Duck Key in the Florida Keys. Perfect for couples, families, or friends, it's your ideal home for boating, fishing, and exploring the Keys. Enjoy canal views, a heated plunge pool, waterfront patio, grill, fully equipped kitchen, high-speed Wi-Fi, cable TV, and all the comforts of home. House is privately owned; not affiliated with Hawks Cay Resort. Resort pools excluded. Public marina, dining, and spa are available separately.

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

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.
Popular amenities for rentals with breakfast in Islamorada
House rentals with breakfast

Lazy Manatee

Oasis in The Keys-Kayaks-Paddle Boards-Cabana Club

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

Flamingo House

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

Las Olas

The Pearl at SeaGlass Cove Waterfront Luxury Home!

Luxury 4/3 Waterfront/Private Heated Pool/Dock/Ice
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
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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





