Find 4-Star Hotels in Islamorada

With a stay at Islander Resort in Islamorada (Matecumbe), you'll be steps from Keys History & Discovery Center and 7 minutes by foot from Islamorada Brewery & Distillery. This beach hotel is 0.4 mi (0.7 km) from Matecumbe United Methodist Church and 0.7 mi (1.1 km) from Florida Keys Brewing Co.. Spend the day on the private beach or dip into one of the 2 outdoor pools. Additional features at this hotel include complimentary wireless internet access, concierge services, and gift shops/newsstands. Satisfy your appetite at Tides Beachside Bar, one of the hotel's 3 restaurants. Relax with a refreshing drink at the beach bar, the poolside bar, or one of 2 bars/lounges. Full breakfasts are available daily from 7:00 AM to 11:00 AM for a fee. Featured amenities include dry cleaning/laundry services, a 24-hour front desk, and multilingual staff. Event facilities at this hotel consist of a conference center and 13 meeting rooms. Free self parking is available onsite. Stay in one of 114 guestrooms featuring Smart televisions. Rooms have private lanais. Complimentary wireless internet access keeps you connected, and cable programming is available for your entertainment. Private bathrooms with bathtubs or showers feature complimentary toiletries and hair dryers.

With a stay at Amara Cay Resort in Islamorada (Matecumbe), you'll be a 4-minute walk from Bud n' Mary's Dive Center and a 2-minute drive from Florida Keys Brewing Co.. This beach resort is 4.8 mi (7.6 km) from Windley Key Fossil Reef Geological State Park and 6.5 mi (10.4 km) from Anne's Beach. Head down to the water and enjoy a day at the private beach, or take advantage of other recreational amenities including an outdoor pool and a fitness center. This resort also features gift shops/newsstands, wedding services, and a television in a common area. Grab a bite at ReelCatch, one of the resort's 2 restaurants, or stay in and take advantage of the room service (during limited hours). Relax with a refreshing drink from the poolside bar or one of the 3 bars/lounges. Cooked-to-order breakfasts are available daily from 6:00 AM to 11:00 AM for a fee. Featured amenities include a 24-hour front desk, multilingual staff, and luggage storage. Make yourself at home in one of the 110 air-conditioned rooms featuring flat-screen televisions. Your pillowtop bed comes with down comforters and Egyptian cotton sheets. Private bathrooms with bathtubs or showers feature complimentary toiletries and hair dryers. Conveniences include safes and desks, as well as phones with free local calls.

With a stay at La Siesta Resort & Villas in Islamorada (Matecumbe), you'll be within a 15-minute walk of Indian Key Historic State Park and Bud n' Mary's Dive Center. This beach resort is 1 mi (1.7 km) from Hurricane Monument and 1.3 mi (2.1 km) from Florida Keys Brewing Co.. Head down to the water and enjoy a day at the private beach, or take advantage of other recreational amenities including an outdoor pool and bicycles to rent. Additional amenities at this resort include wedding services and a picnic area. Guests can catch a ride to nearby destinations on the complimentary area shuttle. Take advantage of the resort's room service (during limited hours). Wrap up your day with a drink at the poolside bar. Cooked-to-order breakfasts are available daily from 7:00 AM to 11:00 AM for a fee. Featured amenities include a 24-hour front desk and a water dispenser. Make yourself at home in one of the 55 individually decorated guestrooms, featuring kitchenettes with refrigerators and microwaves. Your pillowtop bed comes with Egyptian cotton sheets. Cable television is provided for your entertainment. Conveniences include phones, as well as safes and desks.

With a stay at The Islands of Islamorada in Islamorada (Matecumbe), you'll be within a 10-minute walk of History of Diving Museum and Islamorada Brewery & Distillery. This beach villa is 0.8 mi (1.3 km) from Keys History & Discovery Center and 1.1 mi (1.8 km) from Matecumbe United Methodist Church. Dip into one of the 2 outdoor pools or enjoy other recreational amenities including a 24-hour fitness center and 2 outdoor pickleball courts. This villa also features complimentary wireless internet access, concierge services, and wedding services. Wrap up your day with a drink at the poolside bar. Cooked-to-order breakfasts are available daily from 9:00 AM to 11:00 AM for a fee. The front desk is staffed during limited hours. Free self parking is available onsite. Make yourself at home in one of the 30 individually decorated guestrooms, featuring microwaves and Smart televisions. Your pillowtop bed comes with premium bedding. Rooms have private furnished balconies or patios. Complimentary wireless internet access keeps you connected, and cable programming is available for your entertainment. Bathrooms feature showers with rainfall showerheads and designer toiletries.

Tucked away in the vibrant Florida Keys, is our pristine Bungalow paradise. We are located in the heart of Islamorada, where the weather is always gorgeous, the fishing never disappoints, and the sunsets are mesmerizing. If you are seeking a relaxing getaway, look no further. Relax with the family in this cozy Island retreat. Completely remodeled! Come enjoy the community heated pool and a morning bike run. Enjoy the Florida Keys with your own private backyard and private parking.About pets:No pets allowed.About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 21.About events:No events allowed.

Tucked away in the vibrant Florida Keys, is our pristine Bungalow paradise. We are located in the heart of Islamorada, where the weather is always gorgeous, the fishing never disappoints, and the sunsets are mesmerizing. If you are seeking a relaxing getaway, look no further. Relax with the family in this cozy Island retreat. Completely remodeled! Come enjoy the community heated pool and a morning bike run. Enjoy the Florida Keys with your own private backyard and private parking.About pets:No pets allowed.About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 21.About events:No events allowed.

Gorgeous 30’ oceanfront heated pool. House on an exceptionally private, natural beach and oceanfront seawall in Islamorada - observation dock for paddle boarding, fishing and kayaking. Property is flanked by natural preserve on one side and has wide open expansive ocean views. The private beach is located along a wildlife protected turtle nesting beach that left natural for turtle nesting season. There is an incredible 180 degree water view from almost every room in the house. Spectacular sunrises flood the rooms with golden light reflected off the ocean. The sun rises over the water every morning within your view. The sunsets are equally stunning over the peninsula leaving the view with purple and pink clouds. Constant onshore breeze drifts through the house with pure, invigorating ocean scents. 2 Paddle boards and 2 kayaks are included with rental as the waters off the house are perfect for exploring by kayak. 2 cabanas for rest and relaxation - one by the pool and one the dock. The wildlife is stunning and you are bound to see amazing creatures during each outing! There is also an amazing State Park (an island) just a paddle away. Alligator Reef Lighthouse is on the horizon and the ocean views from the end of the observation dock are simply incredible. The oceanfront pool is heated to 86 degrees.The house is a 100% non-smoking property. The observation dock is for non-motorized vessels only as the tides can get very low during full moons.THIS PROPERTY RENTS SATURDAY TO SATURDAY Robbie's of Islamorada is down the street from the property a half mile and offering an outdoor restaurant, jet ski rentals, tarpon feeding, shops, fishing charters, snorkeling trips & sunset cruises to the Lighthouse.About the owner: Islamorada is absolute paradise - we love the island and happy to share the vacation house with guests looking to escape to a patch of paradise in the Keys. The is property is exclusively offered as a vacation rental so it is similar to staying at a hotel and is exceptionally clean and easy to enjoy.We privately own a total of 5 boutique vacation rentals in Islamorada:VRBO listing #1576833 (5 bedroom)VRBO listing #1054019 (5 bedroom)VRBO listing #1977457 (7 bedroom)VRBO listing #689629 (5 bedroom) (no boat dockage due to tides)LICENSE #: 26-0279 - IslamoradaAbout pets:No pets allowed.About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.About customRules:Absolutely no smoking, no access to the rooftop..About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 24.About events:No events allowed.

Village of Islamorada - Vacation Rental License No. 24-0248This home is remodeled every year in some way or form...We try to make it interesting and fun particularly for our repeat customers. Our objective is to provide the most rewarding and awesome experience possible. From the most comfortable beds you can find, to the various cooking options and outdoor eating choices. You can pretty much live outside with all the amenities for outdoor living provided at this vacation rental. This property is NOT AVAILABLE for any special events including WEDDINGSAbout pets:Pets allowed: dogs less than 20 lbs per pet (limit 2 pets total).No more than 15 pounds; ask about pet policy..About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.About customRules:No modifying TV connections to add on ancillary equipment to audio visual systems..Cancellations are up to 60- days before checkin to receive a full refund. If there is a medical emergency 100% full refunds granted before check in.,.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.No where on the property is smoking allowed.About minBookingAge:Minimum age to rent: 21.About events:No events allowed.

We are proud to announce- Castaway Island has been named for KW people’s choice awards as a FINALIST for Best Vacation Rental in the Florida Keys. . Being named top three of over 6,000 vacation rentals is the honor of a lifetime. Experience the ultimate tropical getaway in our enchanting bungalow, boasting 82 consecutive 10/10 guest reviews! Our hosts' lifetime in hospitality shines through in the meticulous restoration and thoughtful amenities, ensuring an unparalleled vacation experience. Discover your home away from home, where every detail is designed to exceed your expectations.About pets:Pets allowed: dogs less than 20 lbs per pet (limit 2 pets total).About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.About customRules:1 boat and trailer allowed.No More than 4 visitors. Visitors may not use the community pool.,Quite time is 10pm. pool hours are 8am to dusk.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 23.About events:No events allowed.

Located in Islamorada, the fishing capital of the world, this house is tucked away in a quite neighborhood on the bay side. The backyard consists of a private beach, tiki hut, an outdoor kitchen with a cook top, oven and gas bbq. In addition to the bar seating there is a full sized out door dining room table and outdoor living room set up for watching the game on the big screen. The house has a private pier with magnificent views of the Florida bay. There is ample room and depth to dock several boats in case you have any company. You will experience beautiful sunsets right off the end of the dock with a nice cool ocean breeze. During the day grab a rod and reel and toss in a line right off the dock, or jump in and grab a lobster nestled in the rocks below.If the surf is too much for you to handle you can test your skills on the putting green or hit the famous Tiki Bar, Marker 88 or the Lorelei Restaurant & Cabana Bar. Fantastic restaurants and bars abound, guaranteed not to disappoint.The house comes equipped with high speed Internet accessible throughout the house along with cable and HDTV. All the TV's are smart TV's so you can access your favorite streaming channels as well. All the bathrooms have been recently updated. The master bedroom is furnished with a king size bed and it has a big walk in closet and a master bath with a separate powder room. The upstairs guest room is made up of two twin beds.In the living room and family room there are plenty of couches just in case the sleeping quarters get too cramped. Just outside the living room and dining room there is a great screened in porch for relaxing and reading. There is a nice deck outside the screened in porch running the length of the house for catching some rays. Downstairs you will find a private 1 bedroom suite with a queen bed and a daybed with a trundle along with its own private bathroom. Just outside the suite is a fresh out door shower, Tiki hut, and full outdoor kitchen and living area so you can fire up the catch of the day. VR011PA130139DWE5403586About pets:No pets allowed.About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 3:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 25.About events:No events allowed.