2 Separate Unites W/ 2 Bedrooms, Kitchenette, Pool, Free Parking & Pool
4 5
resort , Islamorada, Village of Islands
This four-bedroom, two-bathroom holiday property, offering '2 Separate Units W/ 2 Bedrooms, Kitchenette, Pool, Free Parking & Pool', is located in Islamorada's Matecumbe district, near Indian Key Historic State Park and the Hurricane Monument. The self-catering villa, sleeping up to 16 guests, boasts a pool, free Wi-Fi, and balconies with views, plus easy access to watersports such as jet skiing and kayaking in the nearby waters.
Islamorada, FL
26/06 – 30/06
4624 ﺩ.ﺇ/nighttotal: 18496 ﺩ.ﺇ (4 )
2 Spacious Garden Suite W/ Kitchenette | Outdoor Pool + Beach Access
2 3
resort , Islamorada, Village of Islands
This beachfront property in Matecumbe, Islamorada, offers the '2 Spacious Garden Suites W/ Kitchenette | Outdoor Pool + Beach Access' option, situated within a 2.4km walk of Indian Key Historic State Park and Bud n' Mary's Dive Centre, and under 1.6km from the Hurricane Monument and Florida Keys Brewing Co. The 57 square metre suites, each sleeping up to 12 guests, feature two bedrooms, two bathrooms, a kitchenette, a terrace/balcony, and access to an outdoor pool, plus concierge services and on-site parking.
Islamorada, FL
07/07 – 11/07
3491 ﺩ.ﺇ/nighttotal: 13964 ﺩ.ﺇ (4 )
2 Suites W/queen Beds, Kitchenette, Outdoor Pool, Free Parking & Pet Friendly
2 4
resort , Islamorada, Village of Islands
This pet-friendly resort, offering '2 Suites W/queen Beds, Kitchenette, Outdoor Pool, Free Parking & Pet Friendly', is located in Islamorada's Matecumbe district, close to recreational parks and beaches, with convenient access to Indian Key Historic State Park and the Hurricane Monument, though precise distances aren't specified. The two-suite property sleeps up to 12 guests, each suite featuring queen-size beds, a kitchenette, and a balcony; on-site or nearby activities include watersports such as jet skiing, kayaking, and scuba diving, plus cycling.
9.2 2444 reviews
Islamorada, FL
07/08 – 23/08
1882 ﺩ.ﺇ/nighttotal: 30112 ﺩ.ﺇ (16 )
Pines & Palms Resort
1 4
resort , Islamorada, Village of Islands
Pines & Palms Resort is located in Islamorada, close to Alligator Reef and less than a mile from Miss Islamorada Fishing Charters, with John Pennekamp Coral Reef State Park a short 30-minute drive away. This resort has very good user ratings, an excellent location rating and a very good cleanliness rating. The resort offers a range of apartments with full kitchens and ocean views. Guests can enjoy a private beach, an oceanfront pool, a Tiki Bar, kayak and bike rentals, private boat docks, a covered cabana with a barbecue grill, and premium sport fishing areas.
9.3 50 reviews
Islamorada, FL
09/10 – 12/10
1049 ﺩ.ﺇ/nighttotal: 3147 ﺩ.ﺇ (3 )
Peaceful Island Getaway In Islamorada! Parking!
1 2
resort , Islamorada, Village of Islands
This apartment is located in Islamorada, a charming seaside village known for its stunning coral reefs, and is just a short walk from the Theater of the Sea and nearby tropical forests like Windley Key Fossil Reef Geological State Park and Lignumvitae Key Botanical State Park. This property has received excellent ratings for its location, cleanliness, and overall experience. The apartment has one bedroom and one bathroom, comfortably accommodating up to four guests. Guests can enjoy a range of amenities, including a private beach, a heated pool with ocean views, a private boat ramp, kayaks, stand-up paddleboards, bicycles, and a daily continental breakfast.
Islamorada, FL
03/08 – 05/08
2858 ﺩ.ﺇ/nighttotal: 5716 ﺩ.ﺇ (2 )
4 Pet-friendly Units! Onsite Pool, Free Breakfast
4 5
resort , Islamorada, Village of Islands
This resort in Islamorada, Village of Islands, provides direct access to a private beach and is situated within 1 kilometre of Windley Key Fossil Reef Geological State Park, Lignumvitae Key Botanical State Park, the History of Diving Museum, and the Theater of the Sea. The "4 Pet-friendly Units! Onsite Pool, Free Breakfast" package offers accommodation for up to 16 guests across four bedrooms and four bathrooms, featuring an outdoor heated swimming pool, air conditioning, internet, and complimentary parking, with pets permitted for an additional fee.
Islamorada, FL
28/06 – 01/07
2564 ﺩ.ﺇ/nighttotal: 7692 ﺩ.ﺇ (3 )
Relaxing Stay! 3 Classy Units, Free Breakfast
3 5
resort , Islamorada, Village of Islands
This Islamorada resort apartment, offering private beach access, is located within walking distance of the Theatre of the Sea and close to Windley Key Fossil Reef and Lignum Vitae Key Botanical State Parks. The property comprises three separate 88-square-metre units, each sleeping four, with a total guest capacity of twelve, and includes on-site amenities such as a heated pool, kayaks, paddleboards, bike rentals, daily continental breakfast, and daily housekeeping.
8.7 508 reviews
Islamorada, FL
04/08 – 09/08
2033 ﺩ.ﺇ/nighttotal: 10165 ﺩ.ﺇ (5 )
Matecumbe Resort
2 5
resort , Islamorada, Village of Islands
The Matecumbe Resort is situated in Islamorada, a short distance from Sea Oats Beach, Upper Matecumbe Key, and Windley Key, offering a convenient base to explore the beautiful Florida Keys. This 2-star aparthotel consistently receives very good user ratings for its cleanliness, location, and overall experience. Each self-catering apartment comes equipped with a kitchen, including a fridge, microwave, and other essentials. Guests can enjoy a range of amenities, including a swimming pool, a terrace, a garden, free parking, and Wi-Fi, as well as access to a private beach.
9.0 2591 reviews
Islamorada, FL
03/08 – 05/08
2594 ﺩ.ﺇ/nighttotal: 5188 ﺩ.ﺇ (2 )
Chesapeake Beach Resort
2 5
resort , Islamorada, Village of Islands
Chesapeake Beach Resort is located in Islamorada, Florida, just two miles from Windley Key Fossil Reef Geological State Park and directly on the oceanfront, offering stunning ocean views and easy access to the beach. The resort has received very good ratings for location, cleanliness, and overall user experience. The resort offers a range of rooms and suites, all featuring a 37-inch flat-screen cable TV and a small refrigerator. Guests can enjoy an outdoor pool with ocean views, a Jacuzzi, a terrace or balcony, a garden, and a restaurant and bar on-site.
Islamorada, FL
03/08 – 05/08
2144 ﺩ.ﺇ/nighttotal: 4288 ﺩ.ﺇ (2 )
3 Relaxing Units, Free Parking, Breakfast, Pool
3 5
resort , Islamorada, Village of Islands
This Islamorada resort offers direct access to a private beach and is situated within 600 metres of the History of Diving Museum and the Theater of the Sea, with easy access to Windley Key Fossil Reef Geological State Park and Lignumvitae Key Botanical State Park. The "3 Relaxing Units, Free Parking, Breakfast, Pool" offer at this Islamorada accommodation provides 3 bedrooms and 3 bathrooms for up to 12 guests, featuring air conditioning, internet, a heated outdoor swimming pool, a garden, and allows pets for an additional charge.
Islamorada, FL
07/08 – 23/08
3831 ﺩ.ﺇ/nighttotal: 61296 ﺩ.ﺇ (16 )
One Bedroom Suite W/2 Queen Beds, Kitchenette, Pool, Free Parking & Pet Friendly
2 4
resort , Islamorada, Village of Islands
This pet-friendly resort, offering the 'One Bedroom Suite W/2 Queen Beds, Kitchenette, Pool, Free Parking & Pet Friendly' package, is located in Islamorada's Matecumbe district, directly on the beach and within easy reach of Indian Key Historic State Park and the Hurricane Monument. The self-catering suite features two bedrooms, two bathrooms, sleeps up to twelve guests, and includes a kitchenette, balcony, free Wi-Fi, and access to on-site and nearby water sports.
9.1 3677 reviews
Islamorada, FL
03/08 – 05/08
1873 ﺩ.ﺇ/nighttotal: 3746 ﺩ.ﺇ (2 )
Cheeca Lodge & Spa
2 5
resort , Islamorada, Village of Islands
Cheeca Lodge & Spa is situated on a 27-acre stretch of waterfront in Islamorada, just a 20-minute drive from downtown Key Largo and 13.7 miles from Long Key State Park. The resort has received very good user ratings, with excellent scores for location and cleanliness. The property features spacious rooms with balconies and resort views. Guests can enjoy a range of amenities, including a 9-hole golf course, spa, fishing pier, swimming pools, fitness centre, tennis courts, and watersports facilities.
Best Islamorada, FL resorts with a jacuzzi
Among the 69 accommodations in Islamorada, FL, here are the 2 best resorts with a jacuzzi
9.1 3677 reviews
Islamorada, FL
03/08 – 05/08
1873 ﺩ.ﺇ/nighttotal: 3746 ﺩ.ﺇ (2 )
Cheeca Lodge & Spa
2 5
resort , Islamorada, Village of Islands
Cheeca Lodge & Spa is situated on a 27-acre stretch of waterfront in Islamorada, just a 20-minute drive from downtown Key Largo and 13.7 miles from Long Key State Park. The resort has received very good user ratings, with excellent scores for location and cleanliness. The property features spacious rooms with balconies and resort views. Guests can enjoy a range of amenities, including a 9-hole golf course, spa, fishing pier, swimming pools, fitness centre, tennis courts, and watersports facilities.
9.0 2591 reviews
Islamorada, FL
03/08 – 05/08
2594 ﺩ.ﺇ/nighttotal: 5188 ﺩ.ﺇ (2 )
Chesapeake Beach Resort
2 5
resort , Islamorada, Village of Islands
Chesapeake Beach Resort is located in Islamorada, Florida, just two miles from Windley Key Fossil Reef Geological State Park and directly on the oceanfront, offering stunning ocean views and easy access to the beach. The resort has received very good ratings for location, cleanliness, and overall user experience. The resort offers a range of rooms and suites, all featuring a 37-inch flat-screen cable TV and a small refrigerator. Guests can enjoy an outdoor pool with ocean views, a Jacuzzi, a terrace or balcony, a garden, and a restaurant and bar on-site.
Best Islamorada, FL resorts with a pool
Among the 69 accommodations in Islamorada, FL, here are the 4 best resorts with a pool
Islamorada, FL
07/07 – 11/07
1498 ﺩ.ﺇ/nighttotal: 5992 ﺩ.ﺇ (4 )
Islamorada Stay! Free Breakfast | Pool & Parking!
2 4
resort , Islamorada, Village of Islands
This Islamorada resort offers a prime location in the Village of Islands, approximately 160 kilometres south of Miami, known for its upscale, small-town atmosphere and natural beauty. The accommodation provides a 2-bedroom, 1-bathroom unit for up to 4 guests, featuring air conditioning, free Wi-Fi, a swimming pool, complimentary breakfast and parking, and welcomes pets for an additional nightly charge under the "Islamorada Stay! Free Breakfast | Pool & Parking!" offer.
9.7 6 reviews
Islamorada, FL
09/10 – 12/10
1153 ﺩ.ﺇ/nighttotal: 3459 ﺩ.ﺇ (3 )
Perfect For Family Beach Vacation! Free Breakfast
1 2
resort , Islamorada, Village of Islands
This Islamorada apartment, situated on a private beach within a pet-friendly resort, is a short walk (less than 1km) from the Theatre of the Sea and close to Windley Key Fossil Reef and Lignum Vitae Key Botanical State Parks. The self-catering flat offers one bedroom, one bathroom, sleeps two guests, and includes a balcony, a swimming pool, fitness centre, free parking, and daily continental breakfast and housekeeping, plus access to kayaks, paddleboards and bikes.
Islamorada, FL
03/08 – 05/08
1430 ﺩ.ﺇ/nighttotal: 2860 ﺩ.ﺇ (2 )
2 Pet-friendly Units, Free Breakfast, Pool
2 5
resort , Islamorada, Village of Islands
This resort offers two-bedroom, two-bathroom holiday accommodation for eight guests, situated on a private beach in Islamorada, Village of Islands, a short walk from the Theater of the Sea and near Windley Key Fossil Reef Geological State Park and Lignumvitae Key Botanical State Park. Enjoy the "2 Pet-friendly Units, Free Breakfast, Pool" offer, which includes access to a heated outdoor swimming pool, complimentary toiletries, and on-site parking, with pet-friendly options available for an additional charge, whilst being close to coral reef snorkelling and scuba diving.
9.5 469 reviews
Islamorada, FL
09/10 – 12/10
1111 ﺩ.ﺇ/nighttotal: 3333 ﺩ.ﺇ (3 )
Ragged Edge Resort & Marina
1 2
resort , Islamorada, Village of Islands
Ragged Edge Resort & Marina is located in Islamorada, just a short drive from Windley Key and Upper Matecumbe Key, offering easy access to the area's natural beauty. The resort has consistently received excellent ratings for location, cleanliness, and overall experience. The accommodation features a mix of rooms and suites, some with balconies offering sea views. Guests can enjoy amenities such as a swimming pool, terrace, free bikes, a communal grill, and free Wi-Fi.
Frequently Asked Questions about resorts in Islamorada, FL
How easy is it to get to Islamorada, FL?
Getting to Islamorada is pretty straightforward. You can fly into Key West International Airport (EYW) and drive about 100km, or fly into Miami International Airport (MIA) and drive about 200km. You can also take the Florida Keys Overseas Highway, which is a scenic drive that takes you over the water.
What are the best resorts with a swimming pool in Islamorada, FL?
What time of year is best to stay in a resort in Islamorada, FL?
The best time to visit Islamorada is during the shoulder seasons, from April to June and September to November. The weather is still warm and sunny, but the crowds are smaller and the prices are lower.
What are the best resorts with jacuzzi in Islamorada, FL?
You can easily take a day trip to Key West, which is about 160km from Islamorada. You can also visit the John Pennekamp Coral Reef State Park, which is a great place to go snorkeling or diving. If you're looking for something a little different, you can check out the Dolphin Research Center in Marathon.
What are the best family friendly resorts in Islamorada, FL?
What are the most romantic activities in and around Islamorada, FL?
Islamorada is a great place for a romantic getaway. You can take a sunset cruise, go for a walk on the beach, or have a romantic dinner at one of the many restaurants overlooking the water. For a truly special experience, you can book a private fishing charter or a sunset sail.
What are the best pet friendly resorts in Islamorada, FL?
What are the nearest cities to explore when you are in Islamorada, FL?
The nearest city to Islamorada is Marathon, which is about 30km away. You can also visit Key West, which is about 160km away. If you're looking for a bigger city, you can drive to Miami, which is about 200km away.
What are the most requested amenities in resorts in Islamorada, FL?
Most resorts in Islamorada offer swimming pools, private beaches, and water sports activities. You can also find resorts with restaurants, bars, and spas. If you're looking for a more luxurious experience, you can book a resort with a private balcony or a beachfront villa.
Destinations nearby
Best Islamorada, FL resorts with air conditioning
Islamorada, FL
03/08 – 05/08
2144 ﺩ.ﺇ/nighttotal: 4288 ﺩ.ﺇ (2 )
Pleasant Stay! 3 Classy Units, Onsite Pool
3 5
resort , Islamorada, Village of Islands
The "Pleasant Stay! 3 Classy Units, Onsite Pool" resort offers direct access to a private beach in Islamorada, Village of Islands, placing guests within easy reach of coral reefs for diving, and just a short walk from the History of Diving Museum. This pet-friendly accommodation comprises three separate hotel rooms, each measuring 27.95 square meters, with a total capacity of 12 guests, and features an on-site heated outdoor swimming pool and complimentary parking.
9.0 4007 reviews
Islamorada, FL
07/07 – 11/07
2752 ﺩ.ﺇ/nighttotal: 11008 ﺩ.ﺇ (4 )
Islander Resort
2 4
resort , Islamorada, Village of Islands
Islander Resort is situated directly on the beach in Islamorada, offering easy access to the beautiful waters of the Florida Keys and the area's attractions. The resort has received very good ratings for its overall experience, with excellent marks for its location and cleanliness. The resort provides spacious rooms with private porches or lanais, perfect for enjoying the tropical ambiance. Guests can enjoy a range of amenities including swimming pools, a bar and restaurant, a spa, a fitness centre, and a concierge service.
Islamorada, FL
30/07 – 06/08
1116 ﺩ.ﺇ/nighttotal: 7812 ﺩ.ﺇ (7 )
Rare Gem! Free Parking, Breakfast, Onsite Pool
1 2
resort , Islamorada, Village of Islands
This Islamorada resort offers direct access to a private beach and is situated conveniently close to renowned coral reefs for snorkelling and diving, Windley Key Fossil Reef Geological State Park, Lignumvitae Key Botanical State Park, the History of Diving Museum, and the Theatre of the Sea. The "Rare Gem! Free Parking, Breakfast, Onsite Pool" offer includes accommodation for two guests with one bathroom, featuring air conditioning, internet, a pet-friendly policy with additional charges, and an on-site outdoor heated swimming pool.
Islamorada, FL
03/08 – 05/08
5443 ﺩ.ﺇ/nighttotal: 10886 ﺩ.ﺇ (2 )
Two Bedroom Ocean Front Suite W/kitchenette, Pool, Free Parking & Pet Friendly
2 5
resort , Islamorada, Village of Islands
This pet-friendly oceanfront suite, part of a non-smoking resort in Islamorada's Matecumbe district, offers convenient access to beaches, parks, and attractions such as the Morada Way Arts & Cultural District and Indian Key Historic State Park (distances unspecified). The 'Two Bedroom Ocean Front Suite W/kitchenette, Pool, Free Parking & Pet Friendly' sleeps six, features a kitchenette, balcony access from each room, free Wi-Fi, and a shared pool; nearby water sports include jet skiing, kayaking, and scuba diving.
Best Islamorada, FL resorts with a gym
8.3 758 reviews
Islamorada, FL
07/08 – 23/08
1869 ﺩ.ﺇ/nighttotal: 29904 ﺩ.ﺇ (16 )
Three Waters Resort And Marina, Islamorada, A Tribute Portfolio Resort
1 4
resort , Islamorada, Village of Islands
The Postcard Inn Beach Resort & Marina is located on an island in the Florida Keys, just 3 km from Windley Key Fossil Reef Geological Park and 34 km from Key Largo. The resort has received very good ratings for user experience, location, and cleanliness. The resort offers a range of amenities and activities, including a swimming pool, a terrace, a garden, a restaurant, a bar, and a marina. Guests can enjoy fresh seafood at the Raw Bar, charter fishing trips, or explore the surrounding area by jet ski.
8.7 83 reviews
Islamorada, FL
03/08 – 05/08
2448 ﺩ.ﺇ/nighttotal: 4896 ﺩ.ﺇ (2 )
Three Waters Resort And Marina, Islamorada, A Tribute Portfolio Resort
2 5
resort , Islamorada, Village of Islands
Three Waters Resort And Marina, a Tribute Portfolio Resort, is located in Islamorada, Florida, offering fifteen waterfront acres with convenient access to the village's attractions and the renowned sport fishing opportunities of the area. This Islamorada resort boasts diverse lodging options, including rooms and cottages, a private beach lagoon at The Cove, nine restaurants ranging from casual to upscale dining (including the Kindler and Tiki Bar), a full-service marina, a fitness centre, and a swimming pool.
8.8 954 reviews
Islamorada, FL
28/06 – 01/07
1237 ﺩ.ﺇ/nighttotal: 3711 ﺩ.ﺇ (3 )
Bayside Villas By Islander Resort
1 5
resort , Islamorada, Village of Islands
Islander Bayside Villas & Boatslips is located in Islamorada, Florida, just a short walk from the beach and a short drive from Windley Key Fossil Reef Park. The resort has received very good ratings for user experience, location, and cleanliness. The villas offer a comfortable and convenient stay with fully equipped kitchens, flat-screen TVs, free WiFi, and laundry facilities. Guests can enjoy a refreshing dip in the outdoor pool, rent bicycles, and explore the nearby water sports activities.