Holiday rentals in Key Largo

4.9 out of 5 average rating, 420 reviews

Guest suite in Homestead

Honeymoon Suite~full kitchen & free parking

🌴Come and relax in our clean and cozy private guest suite, nested within a beautiful and safe gated community. Located just north of Key Largo, near Everglades National Park and Biscayne National Park. Whether you plan on exploring the fun city of Miami or enjoy the gorgeous Florida Keys, you will be in a great central location! Our guest suite has a luxurious and comfortable bed, high end amenities and a Smart TV. Everything you need to unwind, relax and recharge after a fun day of exploring! 😴

Campervan/Motorhome in Key Largo

4.96 out of 5 average rating, 115 reviews

Paradise Casa Bayfront sunsets,pool,King bed ,dock

Welcome to Paradise Casa! Just five feet from the waterfront, you will think your on a cruise ship when you look out the windows. Breathtaking Unobstructed views of the sunset every night. This Glamping at its finest with an amazing pool. 2 bedrooms plus loft, with the main bedroom having a king size bed. Fireplace, fully stocked kitchen, massage chairs, 2 AC units for your comfort. 2 miles from John Pennekamp that has kayak rentals, glass bottom boats, create memories scuba diving/snorkeling

4.9 out of 5 average rating, 287 reviews

Apartment in Tavernier

SPECTACULAR VIEWS OCEAN FRONT MODERN BEACH CONDO!

Enjoy a Top Floor condo with stunning ocean views from your living room and balcony. This condo features a King bed in the bedroom, updated kitchen, a queen pull out sofa and a new washer and dryer. Enjoy the wonderful amenities the property offers to include a Large pool/ spa area or relax on the private beach with lounge chairs provided. There are lighted tennis courts, areas to grill out and a small playground. This property sits on 68 acres and one side is surrounded by a nature preserve.

4.87 out of 5 average rating, 444 reviews

Guest house in Key Largo

Romantic Cabin/Guesthouse, beach Sunsets, fishing.

Private Romantic Bayside Cabin/Guesthouse, peaceful settings, lovely sunsets, beach, fishing pier, lush gardens surrounded by nature and wildlife, birds, iguanas, manatees, dolphin’s, eagles, the beach is just a short walk away from the Guesthouse enjoying a cocktail, fishing, boats cruising by, kayaking, snorkeling or an amazing sunset. *This Guesthouse is on bayside not Bayfront ! Same property but private from the residence! "No pets, Airbnb-granted pets Exemption cus allergies reasons"

4.99 out of 5 average rating, 182 reviews

Waterfront Sunsets, Great Price, Relaxing Spot!!!

Beautiful Waterfront, Modern Coastal Décor, Spacious !! Enjoy your vacation in this beautiful recently renovated home. Views from almost every window and door of the harbor. Walk to many local restaurants and bars for fresh local seafood and a cold draft beer!! Enjoy the sunsets from your private porch. Easy access to Atlantic Ocean. We Do Not Allow Fishing on our Property! 28 day I am a licensed charter captain and offer discounts to guests! Fishing, Sandbar or a Sunset Cruise!!!

Holiday home in Key Largo

4.88 out of 5 average rating, 263 reviews

6. Waterfront Key Largo Studio, Near Kayaks & Reef

Unwind in this Modern Key Largo waterfront studio, nestled on a canal with ocean access near Rodriguez Key, Mosquito Bank, and shipwrecks. Just minutes from John Pennekamp Park. Enjoy a full kitchen, ice-cold A/C, Smart TV, Wi-Fi, and assigned parking. Boaters can reserve our dock or use nearby Pilot House Marina. Snorkel reefs, kayak mangroves, or dine at local favorites like The Fish House, Sundowners, and Key Largo Fisheries. Comfort, adventure, and location in one perfect stay.

4.93 out of 5 average rating, 349 reviews

Boat in Islamorada

360 DEGREE WATERVIEW HOUSEBOAT

IMPORTANT Enjoy your own private retreat aboard a solar and wind powered houseboat moored 1/2 mile from land in the beautiful Islamorada Please do not arrive after dark and NO night riding. Need experience with hand pull outboard motors a 12 foot skiff with a 6hp outboard motor is provided reliable to go back and forth from shore NOT reliable for exploring No hot water on shower, heat water in Tpots or Solar bags. Please shave before arriving No suitcases, least amount of cloths.

4.94 out of 5 average rating, 128 reviews

Little Cottage on an island

Very nice quiet neighborhood. Clean updated home with new appliances. Owner does live on property. There is a shared washer/dryer outside. The house is fully furnished with a queen bed and pullout sofa bed twin size. The home has a beautiful little office to work in and a full kitchen with all dishes and cooking utensils. Centrally located in Key Largo... 1 mile away from everything you need! There is a 21 yrs and over policy - house does have liquor bar. Thank you! 🏝️😊

4.9 out of 5 average rating, 351 reviews

Cottage in Key Largo

Cottage By The Sea

Cottage By The Sea....Your home away from home in the Florida Keys!!! Our 2 bedroom Guest House is located on the Oceanside of Key Largo in a quaint and quiet neighborhood, with a huge yard surrounded by exotic flowers and trees. Be sure to meet Frank out 120 pound Sulcata tortoise.Minutes from either Oceanside or Bayside boat ramps. It is walking distance to a famous local's Tiki Bar and Restaurant as well as Jet ski and Kayak rentals

Superhost

Guest house in Key Largo

4.89 out of 5 average rating, 252 reviews

Oceanside, 1 bedroom, Bungalow in Key Largo

Canal front bungalow with beautiful views of the ocean. Private water front and pergola with steamer chairs and hammock. BBQ your fresh catch while lounging on the back porch, relaxing in the tropical landscape. One bedroom with Queen bed. Queen size pull-out couch in the living-room. Full kitchen boasting high-end appliances. One Car Parking by unit. Centrally located between shopping centers and destination activities.

4.97 out of 5 average rating, 106 reviews

The Paradise 2

Relax with the whole family at this peaceful place to stay. Our home is located right by the water. Modern spacious and spotless with private parking, fast Wi-Fi, cold AC plus cozy beds and pillows in every bed. Relax on the waterfront patio chairs, swim in our newly renovated pool, watch the manatees and dolphins swim by and go fishing from our backyard dock anytime. We are sure you will absolutely love our Tiny Home!

4.91 out of 5 average rating, 404 reviews

Your Keys Getaway!

Beautiful two bedrooms, 1 bath Keys Home fully renovated interior in a quiet residential neighborhood. Large breeze veranda for open air meals and relaxation. Large fence yard for sunbathing or playing around. Close to restaurants, shopping center, major hospital, beaches, parks and water sport activities. Perfectly located between Key Largo and Islamorada. Once you've been here you will want to come back.

Holiday rentals for every style

Get the amount of space that is right for you

Bungalows

Intimate homes, inviting architecture

Flats

Convenient locations with everyday essentials

Houses

A space that's all yours, with room for everyone

Popular amenities for Key Largo holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great holiday rentals in Key Largo

4.94 out of 5 average rating, 108 reviews

Townhouse in Key Largo

Kawama N2 Relaxing Lagoon View free bikes & kayaks

MingzeRating, 5 stars1 week ago

Very satisfied experience! The scenery is very beautiful. The room is very tidy and clean. And the nearby supermarket, restaurant, and CVS are very convenient! I will bring my family to stay here next time!

4.95 out of 5 average rating, 38 reviews

Townhouse in Key Largo

Newly decorated townhouse w/saltwater lagoon views

MathewRating, 5 stars3 weeks ago

We had a great time at this place! The host was great and super responsive even at 1am! She was proactive in letting us know that if we wanted to we could enter the property early! The home was beautiful and had all that we need if we wanted to cook! We had a great time and appreciate the host and her home!

4.94 out of 5 average rating, 109 reviews

Apartment in Key Largo

Gorgeous lagoon-front 2BR Townhouse with 2 pools

KateRating, 5 stars2 weeks ago

Came down to Key Largo for my beautiful niece’s destination wedding. So nice we could all stay in the same resort. So convenient! Felt totally safe there. It was so clean. Nice to have the back enclosed patio and also the one off the master. Comfortable bed. Slept well. So quiet. Good water pressure in the shower. Just minutes to anything we needed. Would definitely recommend.

5 out of 5 average rating, 13 reviews

Cottage in Key Largo

Kampground Paradise w/Kayaks, Heated Pool & Marina

CheriRating, 5 stars1 week ago

Fantastic place to vacation! Key Largo Kampground is a very cute and fun place to stay. We swam in the pool every day, got to see manatees at the docks, played on the playground - it was great! The house is right next to the office and a lot of amenities, so the location was excellent. Obviously it's a tiny house, but we found for our family of 4 that there was plenty of room, and we felt more than comfortable. I was originally concerned that the loft might get hot, but the A/C worked fantastic, and it was just a really easy, comfortable stay! There's also a neighborhood cat that decided we were its people, so that made for a fun little addition to our vacation! I highly recommend staying here, and we plan on coming back!

4.94 out of 5 average rating, 50 reviews

Apartment in Key Largo

Million dollar view in Key Largo!

DarrylRating, 5 stars2 months ago

The condo was very nice. Lots of room, clean and easy to access. We loved the balcony, and spent a lot of time there. We enjoyed the kayaks a couple of different times as well. Our first time to The Keys and we enjoyed this spot.

4.89 out of 5 average rating, 123 reviews

Paradise Palace 3/3 Waterfront Pool Kayak 60' Dock

NathanRating, 5 stars1 month ago

We had a great time visiting the FL keys and staying on Mangrove lane. It was awesome hanging on the dock, using the pool, fishing, and catching the sunsets each night. We also really enjoyed having the screened in porch upstairs and spent our breakfasts and night cap cocktails out there. Great spot on a private street! Looking forward to coming back in the future.

5 out of 5 average rating, 76 reviews

Townhouse in Key Largo

New Listing! Tropical Oasis at the Mariners Club!

TeresaRating, 5 starstoday

Staying at Lissette’s place was an absolute joy! It was so clear that she takes great pride in making sure her guests are comfortable, and well taken care of, with every detail lovingly considered. The condo has a great vibe and a positive, restorative feel. The decor was adorable, the beds were comfortable (especially the king!), and my kids loved the Murphy bed arrangement in the little cove just off of the living room. The property is close to great restaurants, and the amenities including pool, jacuzzi, gym and game room are wonderful! Although our stay was short (2 nights), we felt we got so much out of this long weekend get-away! I’ve been on Airbnb for almost 10 years, and Lissete is the best host ever, super communicative, and genuinely cares that her guests are happy! We would love to come back!