
Holiday rentals with breakfast in Islamorada
Find and book unique Holiday Accommodation with Breakfast on Airbnb
Top-rated Holiday Accommodation 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.

*4 YR New* 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.

Peaceful Island Getaway in Islamorada! Parking!
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.

Oceanfront Hot Tub. Sunset Escape. January Special
Immerse into the finest Marathon Key has to offer.. Escape to the long ocean views, endless ocean sounds and breeze in this Brand New Built in 2024 Stunning Water Front Home. With Amities galore. Heated/ Chilled Pool/Spa/ Kayaks, Paddle Boards, Bicycles, Boat Dock, Games, Perfect Location, Walk or Bike to all. Fisherman's paradise. Instant Ocean or Gulf Access. One of 3 homes on this one-acre private ocean gulf lot that has the look and feel of a private island with 400 feet of bulk head

Marina View Suite w/ Pool, Tiki Bar & Boats
Step into a brand-new luxury 1 BR/1BA Waterfront Suite on scenic Boot Key Harbor, where sleek coastal design meets effortless Florida Keys living. Wake up to stunning marina views & boat slips just outside your door, then spend your days enjoying resort-style amenities—pool, tiki bar, restaurant, pickleball, gym, breakfast & more. Perfectly located midway between Islamorada and Key West, this is your refined home base for boating, beaches, fishing charters & unforgettable island adventures.

The Tiki room
Cool unique lil island hideaway villa with its own fenced in yard w private jacuzzi! Apliances include grill,electric coil plate to cook ! Blender, microwave, toaster oven , coffee maker ,coffee , sugar ,water kettle . Free laundry !: ) pet friendly : ) 2 bicycles also available complimentary if you like to go for a ride: ) john Pennecamp park is across the street from the neighborhood! restaurants aswell! Sunset at Caribbean Club , and Sundowners restaurant are great! : )

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

Endless Summer #42 4BR Key Largo Stay – Pool,
Discover a serene vacation rental where luxury meets tranquility. Ocean Residences offers modern design, a secluded retreat vibe, and access to the exclusive amenities of Playa Largo Resort & Spa, including pools, dining, and beachside relaxation (wristband required). Pet-friendly with a stunning clubhouse and Atlantic views, this destination ensures unforgettable memories. Complimentary shuttle service makes exploring effortless. Book your ultimate getaway today!

Grassy Key Paradise VACA-24-72
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 2 bedrooms, 2 bathrooms, kitchen, dining room, and Florida room. Just 1 hour and a half from the historic city of Key West. For long term rental more than 28 night this property has 4 bedrooms, send me any questions.

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, and coastal charm. - Private heated/chilled pool - 36-ft dock with fish cleaning tables, water, and electric - Waterfront gazebo with 2-minute access to the ocean or gulf - Pet-friendly - Ping pong table and life-sized Connect Four - Sleeps up to 10 guests - 5 minutes to restaurants, attractions, and Cocoplum Beach

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 Islamorada Holiday Accommodation with Breakfast
Holiday House Rentals with breakfast

Villa Casa Cayo

Waterfront 2-bedroom Home w/Pool and Spa

It's 5 O'clock Somewhere 5 min drive to the beach

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

Casa Carey, 2BR/2BA canal front home with boat doc

Largo Getaway: 3 King Suites + In-Law Space

Grassy Key Paradise VACA-24-72

*4 YR New* Private Dock/Cabana Club/Bikes & Kayak
Apartment rentals with breakfast

New Villa w/ Marina View, Tiki Bar & Pool

Accessible Deluxe 1 Bedroom King Suite w/ Balcony

Newly built! Waterfront Views, Pool & Tiki Bar

Bay View 1 Bedroom King Suite with Balcony

Marina, Pool & Boats with Beautiful Harbor Views

The viewpoint

Waterfront Suite w/ Marina, Pool, Tiki Bar

New Waterfront Villa w/ Pool & Marina
Other holiday rentals with breakfast

Strong Waves at Harry Harris Beach! Marina, Pool!

Florida Escape! Pets Allowed, Breakfast, Pool!

Relaxing Stay! 3 Classy Units, Free Breakfast

Relax and Recharge! Free Breakfast, Onsite Pool

4 Pet-Friendly Units! Onsite Pool, Free Breakfast

Pleasant Stay, Convenient Location, Pets Allowed

Large Unit Near Secret Beach! FREE Parking, Pool

Best Place to Stay in Florida! Free Breakfast
Quick stats about holiday rentals with breakfast included in Islamorada

Total holiday rentals
Explore 10 holiday rentals in Islamorada

Nightly prices starting at
Islamorada holiday rentals start at $232 NZD per night before taxes and fees

Verified guest reviews
Over 70 verified reviews to help you choose

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

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

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

5 Average rating
Islamorada stays are highly rated by guests—averaging 5 out of 5!
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- 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
- Everglades Alligator Farm
- Long Beach
- Conch Key
- Bahia Honda State Park
- Theater of the Sea
- Monkey Jungle
- Homestead-Miami Speedway
- Key Largo Kampground And Marina
- Calusa Campground
- Sunset Park
- The Turtle Hospital
- Dolphin Research Center
- Florida Keys Aquarium Encounters
- Founder's Park
- Seven Mile Bridge




