This Islamorada apartment, situated on a private beach within walking distance of the Theatre of the Sea and close to Windley Key Fossil Reef and Lignum Vitae Key Botanical State Parks, offers convenient access to local attractions. This one-bedroom, one-bathroom flat sleeps four guests comfortably, boasting two queen-size beds, a private beach, on-site amenities including a heated pool, kayaks, paddleboards, bicycles, daily continental breakfast, daily housekeeping, and free parking.
8.3 758 reviews
Islamorada, FL
20/06 – 27/06
1246 ﺩ.ﺇ/nighttotal: 8722 ﺩ.ﺇ (7 )
Three Waters Resort And Marina, Islamorada, A Tribute Portfolio Resort
1 2
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.
9.0 4004 reviews
Islamorada, FL
02/07 – 05/07
4688 ﺩ.ﺇ/nighttotal: 14064 ﺩ.ﺇ (3 )
Islander Resort
2 5
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.
9.5 470 reviews
Islamorada, FL
25/07 – 01/08
3939 ﺩ.ﺇ/nighttotal: 27573 ﺩ.ﺇ (7 )
Ragged Edge Resort & Marina
2 5
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.
Islamorada, FL
28/06 – 01/07
3313 ﺩ.ﺇ/nighttotal: 9939 ﺩ.ﺇ (3 )
4 Spacious Units! Free Parking, Pets Allowed
4 5
resort , Islamorada, Village of Islands
This Islamorada resort, offering a four-bedroom apartment, boasts private beach access and is within walking distance of the Theatre of the Sea, and close to Windley Key Fossil Reef Geological State Park and Lignumvitae Key Botanical State Park. The 1160 sq ft property sleeps up to 16 guests, features four bathrooms, a private boat ramp (fee applies), daily housekeeping, a complimentary continental breakfast, and access to an on-site heated pool, kayaks, paddleboards, and bike rentals.
Islamorada, FL
24/07 – 26/07
1234 ﺩ.ﺇ/nighttotal: 2468 ﺩ.ﺇ (2 )
Best Place To Stay In Florida! Free Breakfast
1 2
resort , Islamorada, Village of Islands
This Islamorada hotel offers direct access to a private beach, placing you within 500 metres of the Theatre of the Sea and a short distance from Windley Key Fossil Reef Geological State Park and Lignumvitae Key Botanical State Park. Guests can enjoy complimentary breakfast and Wi-Fi in this pet-friendly accommodation, which features air conditioning, a heated outdoor pool, and is ideally situated for exploring nearby coral reefs for snorkelling and scuba diving.
10 2 reviews
Islamorada, FL
09/10 – 12/10
1969 ﺩ.ﺇ/nighttotal: 5907 ﺩ.ﺇ (3 )
Proximity Ats Its Best! 2 Convenient Units, Pool
2 2
resort , Islamorada, Village of Islands
This Islamorada apartment rental is situated on a private beach, within walking distance of the Theatre of the Sea and close to Windley Key Fossil Reef and Lignum Vitae Key Botanical State Parks. The 606 sq ft property comprises two bedrooms, two bathrooms, sleeps eight guests, and offers amenities including a heated pool, kayaks, paddleboards, bicycles, and complimentary continental breakfast.
Islamorada, FL
18/07 – 22/07
1826 ﺩ.ﺇ/nighttotal: 7304 ﺩ.ﺇ (4 )
Best Place To Unwind! 2 Classy Units, Onsite Pool
2 4
resort , Islamorada, Village of Islands
This Islamorada apartment complex boasts private beach access and is within walking distance of the Theatre of the Sea, and close to Windley Key Fossil Reef and Lignum Vitae Key Botanical State Parks. Offering two separate 290 sq ft (approx. 27 sq m) units, each with two queen-size beds, this pet-friendly property sleeps eight, and includes a heated pool, kayaks, paddleboards, bike rentals, daily continental breakfast, and complimentary parking for one car.
8.8 873 reviews
Islamorada, FL
02/07 – 05/07
2867 ﺩ.ﺇ/nighttotal: 8601 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.
10 1 review
Islamorada, FL
24/07 – 26/07
2221 ﺩ.ﺇ/nighttotal: 4442 ﺩ.ﺇ (2 )
Spacious 1br Suite W/kitchenette, Outdoor Pool, Free Parking & Pet Friendly
1 2
resort , Islamorada, Village of Islands
This Islamorada resort, in the Matecumbe district, offers the 'Steps Away From The Beach | Spacious 1br Suite W\/ Kitchenette' option, conveniently located near Sea Oats Beach and a short drive from the Hurricane Monument and Indian Key Historic State Park. The 57 square metre apartment features a one-bedroom suite sleeping up to six guests, boasting a kitchenette, balcony, and access to an on-site pool, restaurant, bar, boat slips, and complimentary water sports equipment; pet-friendly accommodation is also available.
Islamorada, FL
02/07 – 05/07
7131 ﺩ.ﺇ/nighttotal: 21393 ﺩ.ﺇ (3 )
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.
Islamorada, FL
03/07 – 05/07
1651 ﺩ.ﺇ/nighttotal: 3302 ﺩ.ﺇ (2 )
Villa W/ Ocean Views & Front Porch! Free Breakfast
1 2
resort , Islamorada, Village of Islands
This villa in Islamorada, Village of Islands, offers direct access to a private beach and is conveniently located within 2 kilometers of world-renowned coral reefs for snorkelling and scuba diving, Windley Key Fossil Reef Geological State Park, and Lignumvitae Key Botanical State Park. The pet-friendly accommodation, named "Villa W/ Ocean Views & Front Porch! Free Breakfast," accommodates up to four guests with one bathroom, features air conditioning and Wi-Fi, and provides a heated outdoor swimming pool and complimentary on-site parking.
Best Islamorada, FL resorts with a jacuzzi
Among the 69 accommodations in Islamorada, FL, here are the 2 best resorts with a jacuzzi
9.0 2594 reviews
Islamorada, FL
28/06 – 01/07
3136 ﺩ.ﺇ/nighttotal: 9408 ﺩ.ﺇ (3 )
Chesapeake Beach Resort
1 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.
9.1 3678 reviews
Islamorada, FL
03/07 – 05/07
6015 ﺩ.ﺇ/nighttotal: 12030 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 pool
Among the 69 accommodations in Islamorada, FL, here are the 4 best resorts with a pool
Islamorada, FL
18/07 – 22/07
1193 ﺩ.ﺇ/nighttotal: 4772 ﺩ.ﺇ (4 )
Convenient Stay, Superb Location, Free Breakfast
1 4
resort , Islamorada, Village of Islands
This Islamorada resort offers a "Convenient Stay, Superb Location, Free Breakfast" package, situated on a private beach just 200 metres from the History of Diving Museum and within easy reach of Windley Key Fossil Reef Geological State Park and Lignumvitae Key Botanical State Park. This family-friendly accommodation, suitable for up to four guests, features air conditioning, Wi-Fi, an outdoor heated swimming pool, and allows pets for an additional fee, with complimentary parking available.
9.3 3 reviews
Islamorada, FL
18/07 – 22/07
1826 ﺩ.ﺇ/nighttotal: 7304 ﺩ.ﺇ (4 )
2 Comfortable Units, Onsite Pool, Pets Allowed
2 4
resort , Islamorada, Village of Islands
This Islamorada apartment complex, situated on a private beach, offers easy walking access to the Theatre of the Sea and is close to Windley Key Fossil Reef and Lignum Vitae Key Botanical State Parks. Two 290 sq ft (approx. 27 sq m) units, each sleeping up to eight guests, feature two bedrooms, two bathrooms, a swimming pool, fitness centre, parking, and daily housekeeping, plus kayaks, paddleboards and bike rentals are available on-site.
8.0 1 review
Islamorada, FL
16/10 – 18/10
4042 ﺩ.ﺇ/nighttotal: 8084 ﺩ.ﺇ (2 )
Rare Find! 4 Pleasant Units! Free Breakfast
4 12
resort , Islamorada, Village of Islands
This Islamorada apartment rental, situated in the Village of Islands, offers private beach access within a pet-friendly resort, a short walk from the Theatre of the Sea and close to Windley Key Fossil Reef Geological State Park and Lignumvitae Key Botanical State Park. The 4-bedroom, 4-bathroom property boasts 290 sq ft units (approximately 27 sq m) with two queen beds each, sleeping up to 16 guests and including a heated pool, kayaks, paddleboards, bicycles, daily continental breakfast, and complimentary parking.
8.7 83 reviews
Islamorada, FL
30/07 – 06/08
1606 ﺩ.ﺇ/nighttotal: 11242 ﺩ.ﺇ (7 )
Three Waters Resort And Marina, Islamorada, A Tribute Portfolio Resort
1 2
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.
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
09/07 – 12/07
4252 ﺩ.ﺇ/nighttotal: 12756 ﺩ.ﺇ (3 )
2 Suites W/queen Beds, Kitchenette, Outdoor Pool, Free Parking & Pet Friendly
2 5
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.
8.0 1 review
Islamorada, FL
18/07 – 22/07
2130 ﺩ.ﺇ/nighttotal: 8520 ﺩ.ﺇ (4 )
1 Bedroom Suite W/kitchenette, Pool View, Free Parking & Pet Friendly
1 4
resort , Islamorada, Village of Islands
This beachfront suite, ‘Beachside Retreat In Islamorada - Suite W/ Pool View Queen | Family Ready’, is situated in Matecumbe, Islamorada, 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 42 square metre self-catering apartment offers a queen-size bed, one bathroom, sleeps six, and includes a pool, terrace, and concierge service, providing easy access to Islamorada's attractions.
Islamorada, FL
09/08 – 14/08
828 ﺩ.ﺇ/nighttotal: 4140 ﺩ.ﺇ (5 )
Premium Suites W/ Kitchenette! Pets Allowed, Pool
1 2
resort , Islamorada, Village of Islands
This resort in Islamorada, Village of Islands, offers premium suites with kitchenettes and is situated on a private beach, within 500 meters of the Theater of the Sea and close to Windley Key Fossil Reef Geological State Park and Lignumvitae Key Botanical State Park. These pet-friendly lodgings provide 31 square meters of space for two guests, featuring air conditioning, internet, and access to a heated outdoor swimming pool and gardens, with complimentary parking available.
10 3 reviews
Islamorada, FL
09/08 – 14/08
738 ﺩ.ﺇ/nighttotal: 3690 ﺩ.ﺇ (5 )
Luxury Beach Resort W/ Kayaking, Bike Rental, Pool
1 2
resort , Islamorada, Village of Islands
This Islamorada apartment, situated on a private beach within walking distance of the Theatre of the Sea and close to Windley Key Fossil Reef and Lignum Vitae Key Botanical State Parks, offers convenient access to local attractions. The 301 sq ft (28 sq m) self-catering flat features two queen beds, a balcony, and accommodates up to four guests, with amenities including a heated pool, kayaks, paddleboards, bike rentals, daily continental breakfast, and daily housekeeping.
Best Islamorada, FL resorts with a gym
9.0 4004 reviews
Islamorada, FL
02/07 – 05/07
4688 ﺩ.ﺇ/nighttotal: 14064 ﺩ.ﺇ (3 )
Islander Resort
2 5
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.
8.3 758 reviews
Islamorada, FL
20/06 – 27/06
1246 ﺩ.ﺇ/nighttotal: 8722 ﺩ.ﺇ (7 )
Three Waters Resort And Marina, Islamorada, A Tribute Portfolio Resort
1 2
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
30/07 – 06/08
1606 ﺩ.ﺇ/nighttotal: 11242 ﺩ.ﺇ (7 )
Three Waters Resort And Marina, Islamorada, A Tribute Portfolio Resort
1 2
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.
9.1 3678 reviews
Islamorada, FL
03/07 – 05/07
6015 ﺩ.ﺇ/nighttotal: 12030 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.