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Vacation rentals with breakfast in Islamorada

Find and book unique breakfast rentals on Airbnb

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Popular amenities for Islamorada breakfast rentals

House rentals with breakfast

The exterior of a coastal home is shown, featuring a light blue facade and white trim. A covered porch with a white railing is visible, along with a palm tree and well-maintained landscaping at the base. Two levels are seen, with a door located at the ground level.
Home in Islamorada
4.88 out of 5 average rating, 26 reviews

Angler's Reef Oceanfront

CorinneRating, 5 stars41 months ago
My friend and I stayed at this lovely house in a well maintained community. The house is clean and very nice. The owner was very responsive. We had no issues during our week stay. The community pool was fantastic. We grilled a few nights and took advantage of the great restaurants within 10 minutes away. Highly recommend unit and location.
Top guest favorite
A serene pool area features a heated swimming pool surrounded by palm trees. A small table with an umbrella provides shade, while lounge chairs invite relaxation. The water view is visible beyond the pool, enhancing the tranquil outdoor setting.
Home in Marathon
5 out of 5 average rating, 12 reviews

Waterfront Oasis w/Private Pool-Dockage-Beach

DaveRating, 5 stars5 months ago
Incredible property. Perfect gathering space for my entire family of 6. Private yet close to commerce like Publix and local gym to work out. Great memories made.
The vacation home features a spacious under-house parking area surrounded by lush palm trees. The two-story structure has a wrap-around balcony adorned with wooden railings. Clear blue skies provide a bright backdrop, enhancing the home's inviting presence.
Home in Marathon
4.9 out of 5 average rating, 20 reviews

Villa Casa Cayo

AmyRating, 5 stars5 months ago
This home was just what my family needed for our vacation! We all loved relaxing in the outdoor living room surrounded by greenery. We also enjoyed swimming in the pool and kayaking through the canals and Boot Key. We made most of our meals due to dietary restrictions, and the kitchen here was adequate. The location in Marathon is excellent! It was just a 5-minute walk to Sombrero Beach, so we never had to worry about parking. We could easily drive to all the activities we wanted to do in the area, too.
Guest favorite
A private pool and spa are framed by tropical palm trees, with a serene canal visible beyond. The scene captures bright blue skies and lush greenery, emphasizing the outdoor oasis. Lounge chairs are positioned nearby for relaxation.
Home in Marathon
5 out of 5 average rating, 15 reviews

Waterfront 2-bedroom Home w/Pool and Spa

ChrisRating, 5 stars6 months ago
Great place! Exactly like the pictures. AMAZING heated pool! Very clean. Ruth was an excellent host! She had fresh flowers, toiletries and even snacks and breakfast items to get us started! Most Airbnb’s you have to provide your own TP, paper towels, trash bags and soap but not here! Ruth had the place very well stocked. We will definitely be returning! Thanks for a memorable Thanksgiving week Ruth!!
Superhost
The exterior of the home showcases a two-story structure with a spacious deck adorned with string lights. Palm trees line the gravel pathway leading to the entrance, while the sky transitions to a soft purple hue at dusk, creating a serene ambiance.
Home in Key Largo
4.63 out of 5 average rating, 27 reviews

The Fountain

CarterRating, 5 stars2 weeks ago
Everything was amazing. No problems!
An airy living space is showcased with a light-filled ambiance. Soft seating arrangements include a plush sofa and two patterned chairs. A dining area with metal chairs flows into a kitchen countertop, and sliding glass doors lead to a view of the outdoor area.
Home in Key Colony Beach

Key Colony Beach with Cabana Club Access

ElizabethRating, 5 stars1 week ago
We loved this house. It was in a great location. Close to great restaurants and all Keys activities. It was easy access to both the Gulf and Atlantic side. We had plenty of room to park our boat trailer but there is a boat trailer parking lot across the street. Tennis courts and playgrounds close by. The set up was perfect for our family. Two private masters and an awesome bunk room. The house had all the amenities of home. Great kitchen to cook in, games, cleaning stations, plenty of chairs for dock sitting and close by to the Cabana club. We also brought bikes, bike trails everywhere in the community and close the main bike trails. Great time and would most definitely stay here again.
A two-story, light blue house is surrounded by well-maintained landscaping, featuring palm trees and green shrubs. A wraparound porch with white balusters is visible, along with several window units adorned with shutters. The path leading to the house is paved with light-colored stones.
Home in Islamorada
4.92 out of 5 average rating, 13 reviews

Anglers Reef Oceanfront Home Sleeps 6

TamarahRating, 5 stars45 months ago
Amazing!! We had an incredible family vacation and planning our return for next year!! This place has everything you could ask for amazing restaurants right around the corner you can take a boat to or drive!! Chris was great to work with gave us awesome recommendations and answered questions. He rented us a boat dock for the boat we rented so we literally walked out our door jumped on the boat and headed out fishing or snorkeling. The cottage is just perfect with the three beds and the fold out couch. Don’t look any further this is the place to stay! Pool right there beach fishing pod the dock and a cleaning station. Perfect location!! Thanks for an incredible time!!!!
Guest favorite
A two-story yellow villa is seen against a clear blue sky, featuring a private pool surrounded by lounge chairs. The outdoor area includes a grassy lawn and is bordered by a white fence, enhancing the space for relaxation and enjoyment.
Home in Marathon
4.98 out of 5 average rating, 62 reviews

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

KimberlyRating, 5 stars3 weeks ago
We enjoyed our stay and had a very relaxing and worry free vacation. The house had everything we needed and more. Jorge was very attentive! The beds were very comfortable. The pool and ice machine were added bonuses!! The location was very convenient and close to all the places we enjoy visiting while in the Keys.

Apartment rentals with breakfast

A spacious pool area is illuminated in soft blue light, with lounge chairs arranged nearby. Palm trees frame the scene, providing a tropical ambiance. The pool is surrounded by a deck, with tables and umbrellas available for relaxation or socializing.
Apartment in Marathon
4.61 out of 5 average rating, 844 reviews

Standard 1 Bedroom King Suite with Balcony

CarolinaRating, 5 stars2 weeks ago
My boyfriend & I have been coming to Skipjack for his birthday for the last two years & we absolutely love it ! It has become a little tradition. We love the space and the dock in the back! During our stay we saw a manatee, a Manta Ray, & lots of Tarpon in that canal. Absolutely beautiful. The location couldn’t be better as it’s right in marathon, where you are close to Sombrero Beach, Publix, lots of delicious restaurants with great ambience, etc! We look forward to our next stay at SkipJack!! :)
A large swimming pool is surrounded by palm trees and lounge chairs. Umbrellas and shaded areas are present for guest comfort. The area is illuminated in a blue evening light, with a relaxed atmosphere enhanced by nearby dining options.
Apartment in Marathon
4.56 out of 5 average rating, 64 reviews

Accessible Deluxe 1 Bedroom King Suite w/ Balcony

MikeRating, 5 stars3 months ago
very clean and comfortable with plenty amenities and the continental breakfast was awesome
A spacious outdoor pool area is illuminated in evening light, surrounded by palm trees. Sun loungers line the edge of the pool, while shaded seating areas provide relaxation options. The pool reflects the sky, enhancing the inviting atmosphere of the resort.
Apartment in Marathon
4.5 out of 5 average rating, 16 reviews

Bay View 1 Bedroom King Suite with Balcony

AzkahRating, 5 stars12 months ago
The place was beautiful. The specific room we got (428) didn’t have the best bay view which is what we paid for, but the pool, the location, and the food (extra) was amazing. And the property is well maintained. They will need a credit card for a $1 hold and $25 refundable deposit for pool towels if you want them
The outdoor pool area is illuminated in soft blue tones, with lounge chairs positioned around the water. Umbrellas provide shade over seating areas, and palm trees line the background. Buildings with an inviting design are visible, creating a relaxed atmosphere.
Apartment in Marathon
4.51 out of 5 average rating, 138 reviews

Deluxe 1 Bedroom King Suite with Balcony

TaylorRating, 5 stars3 weeks ago
Had a great stay. Would def come back. Thank you!

Quick stats about vacation rentals with breakfast included in Islamorada

  • Total rentals

    40 properties

  • Nightly prices starting at

    G$23,006 GYD before taxes and fees

  • Total number of reviews

    100 reviews

  • Family-friendly rentals

    20 properties are a good fit for families

  • Pet-friendly rentals

    20 properties allow pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

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