A beach with white lounge chairs, a covered pavilion, and palm trees.

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Check availability on Islamorada Beach Hotels

Tonight
Sep 1 - Sep 2
Tomorrow
Sep 2 - Sep 3
This weekend
Sep 4 - Sep 6
Next weekend
Sep 11 - Sep 13

Our top choices for Islamorada beach hotels

1. Chesapeake Beach Resort

Chesapeake Beach Resort
Matecumbe
  • Unwind on Islamorada's private white sand beach with loungers, boat tours, and spectacular sunset views just steps away
NT$3,777
NT$6,032 total
includes taxes & fees
Sep 3 - Sep 4
Chesapeake Beach Resort

2. Breezy Palms Resort

Breezy Palms Resort
Matecumbe
  • Sink your toes in soft sand steps away from this beachside resort with private marina.
NT$2,562
NT$3,388 total
includes taxes & fees
Sep 3 - Sep 4
Breezy Palms Resort

3. Pines & Palms Resort

Pines & Palms Resort
Matecumbe
  • Unwind where the Florida Keys meet paradise: private beach bliss with water sports, yoga, and endless ocean adventures.
NT$5,540
NT$7,975 total
includes taxes & fees
Sep 3 - Sep 4
Pines & Palms Resort

4. Drift Hotel

Drift Hotel
Key Largo
  • Experience waterfront bliss with direct beach access, kayaking adventures, and sandy shores perfect for unwinding in the Florida sun.
NT$2,970
NT$3,697 total
includes taxes & fees
Sep 3 - Sep 4
Drift Hotel

5. Rock Reef Resort

Rock Reef Resort
Rock Harbor
  • Seaside adventure on a private sandy beach with kayaking, beach towels, and a sun-drenched outdoor pool for coastal relaxation.
NT$3,065
NT$3,448 total
includes taxes & fees
Sep 27 - Sep 28
Rock Reef Resort

6. The Pelican Key Largo Cottages

The Pelican Key Largo Cottages
Key Largo
  • Escape to paradise with a private sandy beach where breathtaking sunsets and tropical tranquility meet Florida's coastal charm.
NT$3,118
NT$3,507 total
includes taxes & fees
Sep 9 - Sep 10
The Pelican Key Largo Cottages

7. Kona Kai Resort and Gallery - Adults Only

Kona Kai Resort and Gallery - Adults Only
Rock Harbor
NT$3,769
NT$5,130 total
includes taxes & fees
Sep 9 - Sep 10
Kona Kai Resort and Gallery - Adults Only

8. Dove Creek Resort & Marina, Trademark Collection by Wyndham

Dove Creek Resort & Marina, Trademark Collection by Wyndham
Key Largo
  • Relax by the marina, offering easy beach access with free shuttle to private beach club.
NT$3,102
NT$4,492 total
includes taxes & fees
Sep 7 - Sep 8
Dove Creek Resort & Marina, Trademark Collection by Wyndham

9. Bayside Inn Key Largo

Bayside Inn Key Largo
Key Largo
  • Escape to a waterfront paradise with private beach access, sun loungers, and endless watersports to create unforgettable memories.
NT$3,655
NT$4,903 total
includes taxes & fees
Sep 2 - Sep 3
Bayside Inn Key Largo

10. Sunset Cove Beach Resort

Sunset Cove Beach Resort
Key Largo
  • Embrace the coastal escape at this hotel with free cabanas and loungers on its private beach, perfect for watching spectacular sunsets.
NT$3,706
NT$4,170 total
includes taxes & fees
Sep 8 - Sep 9
Sunset Cove Beach Resort
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Choose what matters most at beach hotels in Islamorada

Pool
Breakfast included
Adult-only
Family-friendly
4 stars

Beach hotels with pools in Islamorada

Chesapeake Beach Resort

Chesapeake Beach Resort
Matecumbe
NT$3,777
NT$6,032 total
includes taxes & fees
Sep 3 - Sep 4
Chesapeake Beach Resort

Bayside Inn Key Largo

Bayside Inn Key Largo
Key Largo
NT$3,655
NT$4,903 total
includes taxes & fees
Sep 2 - Sep 3
Bayside Inn Key Largo

Pines & Palms Resort

Pines & Palms Resort
Matecumbe
NT$5,540
NT$7,975 total
includes taxes & fees
Sep 3 - Sep 4
Pines & Palms Resort

Playa Largo Resort & Spa, Autograph Collection

Playa Largo Resort & Spa, Autograph Collection
Rock Harbor
NT$8,063
NT$10,814 total
includes taxes & fees
Sep 14 - Sep 15
Playa Largo Resort & Spa, Autograph Collection

Coconut Palm Inn

Coconut Palm Inn
Tavernier
NT$4,965
NT$6,833 total
includes taxes & fees
Sep 7 - Sep 8
Coconut Palm Inn

Baker's Cay Resort Key Largo, Curio Collection by Hilton

Baker's Cay Resort Key Largo, Curio Collection by Hilton
Key Largo
NT$7,507
NT$10,192 total
includes taxes & fees
Sep 28 - Sep 29
Baker's Cay Resort Key Largo, Curio Collection by Hilton

Rock Reef Resort

Rock Reef Resort
Rock Harbor
NT$3,065
NT$3,448 total
includes taxes & fees
Sep 27 - Sep 28
Rock Reef Resort

Breezy Palms Resort

Breezy Palms Resort
Matecumbe
NT$2,562
NT$3,388 total
includes taxes & fees
Sep 3 - Sep 4
Breezy Palms Resort

Dove Creek Resort & Marina, Trademark Collection by Wyndham

Dove Creek Resort & Marina, Trademark Collection by Wyndham
Key Largo
NT$3,102
NT$4,492 total
includes taxes & fees
Sep 7 - Sep 8
Dove Creek Resort & Marina, Trademark Collection by Wyndham

Ocean Pointe Suites at Key Largo

Ocean Pointe Suites at Key Largo
Tavernier
NT$3,676
NT$4,831 total
includes taxes & fees
Sep 21 - Sep 22
Ocean Pointe Suites at Key Largo
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Beach hotels with free breakfast in Islamorada

Chesapeake Beach Resort

Chesapeake Beach Resort
Matecumbe
NT$3,777
NT$6,032 total
includes taxes & fees
Sep 3 - Sep 4
Chesapeake Beach Resort

Coconut Palm Inn

Coconut Palm Inn
Tavernier
NT$4,965
NT$6,833 total
includes taxes & fees
Sep 7 - Sep 8
Coconut Palm Inn

Sunset Cove Beach Resort

Sunset Cove Beach Resort
Key Largo
NT$3,706
NT$4,170 total
includes taxes & fees
Sep 8 - Sep 9
Sunset Cove Beach Resort

Dove Creek Resort & Marina, Trademark Collection by Wyndham

Dove Creek Resort & Marina, Trademark Collection by Wyndham
Key Largo
NT$3,102
NT$4,492 total
includes taxes & fees
Sep 7 - Sep 8
Dove Creek Resort & Marina, Trademark Collection by Wyndham

Playa Largo Resort & Spa, Autograph Collection

Playa Largo Resort & Spa, Autograph Collection
Rock Harbor
NT$8,063
NT$10,814 total
includes taxes & fees
Sep 14 - Sep 15
Playa Largo Resort & Spa, Autograph Collection

Baker's Cay Resort Key Largo, Curio Collection by Hilton

Baker's Cay Resort Key Largo, Curio Collection by Hilton
Key Largo
NT$7,507
NT$10,192 total
includes taxes & fees
Sep 28 - Sep 29
Baker's Cay Resort Key Largo, Curio Collection by Hilton

Bay Harbor Lodge

Bay Harbor Lodge
Rock Harbor
NT$3,904
NT$4,392 total
includes taxes & fees
Sep 2 - Sep 3
Bay Harbor Lodge

Seafarer Key Largo

Seafarer Key Largo
Rock Harbor
NT$3,042
NT$3,868 total
includes taxes & fees
Sep 10 - Sep 11
Seafarer Key Largo

Coconut Bay Resort Key Largo

Coconut Bay Resort Key Largo
Rock Harbor
NT$5,217
NT$5,869 total
includes taxes & fees
Sep 2 - Sep 3
Coconut Bay Resort Key Largo
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Find out more about Islamorada

Islamorada and its attractions for beach lovers

Islamorada, Florida, is a hidden gem for beach lovers seeking a blend of relaxation and adventure. Start your days at Anne's Beach, a picturesque spot where you can stroll along the sandy shores or take a dip in the calm waters. For those interested in marine life, the Theater of the Sea offers interactive experiences with dolphins and sea lions, making it a memorable outing for families. If you enjoy fishing, the area is renowned for its deep-sea fishing charters, providing an adrenaline rush and the chance to catch your dinner. Don't miss the iconic Morada Bay Beach Café, where you can enjoy a delicious meal right on the beachfront, with stunning sunset views that create a magical atmosphere. Stay in the upscale resorts along the beachfront, where attentive service and luxurious amenities await. Imagine relaxing by the pool or your private balcony, with easy access to the beach for spontaneous swims or sandcastle building with the kids. Exploring Islamorada's vibrant marine culture and scenic beaches will create lasting memories for your family.

Find the best beach hotels and resorts in Islamorada

Islamorada, Florida offers a stunning array of beach hotels perfect for travelers seeking sun, sand, and surf. Here are some top picks that promise a delightful beachside experience.Chesapeake Beach Resort

  • Why it's great for the ultimate beach vacation spot: Chesapeake Beach Resort is an ideal choice for beach lovers seeking relaxation and adventure. With a remarkable review rating of 9.2, this resort features a private white sand beach where guests can unwind on sun loungers and soak up the sun. Onsite amenities include kayaking and boat tours, allowing travelers to explore the beautiful waters of Islamorada at their leisure.
  • Other amenities: Guests can enjoy a refreshing outdoor pool surrounded by sun loungers, complimentary beach towels, and a patio for casual lounging. The resort also offers a kitchenette in rooms for added convenience, daily housekeeping services, and a concierge who can assist in arranging local activities. For families, free cribs and a secure pool area enhance the experience for guests of all ages.
  • Neighborhood: Matecumbe
  • Nearby attractions: History of Diving Museum - 0.56 miles, Theater of the Sea - 1.08 miles, Windley Key Fossil Reef Geological State Park - 1.11 miles

Islander Resort

  • Why it's great for the ultimate beach vacation spot: The Islander Resort stands out with its beachfront location and luxurious amenities, earning a stellar review rating of 9.2. Guests can delight in the breathtaking ocean views and take advantage of water sports equipment, ensuring an exciting beach getaway. The resort's private beach area features cabanas and sun loungers, perfect for a relaxing day by the shore.
  • Other amenities: This upscale resort offers a rooftop bar with ocean views, beach volleyball courts, and an outdoor pool with cabanas for ultimate relaxation. Guests can indulge in beachfront dining at the onsite restaurant, enjoy complimentary beach towels, and explore local attractions with the help of the concierge. Fitness enthusiasts will appreciate the resort's fitness facilities and classes, while convenient amenities like electric car charging stations and free self-parking add to the ease of stay.
  • Neighborhood: Matecumbe
  • Nearby attractions: Matecumbe United Methodist Church - 0.53 miles, Islamorada Brewery & Distillery - 0.51 miles, Keys History & Discovery Center - 0.09 miles

Pines & Palms Resort

  • Why it's great for the ultimate beach vacation spot: Pines & Palms Resort is a true beach paradise, a review rating of 9.2. This resort features direct access to a private beach complete with sun loungers and a beach bar for refreshing drinks. Guests can enjoy a range of water sports activities, including snorkeling and kayaking, right from the hotel.
  • Other amenities: The resort offers comfortable accommodations with kitchenettes, a heated outdoor pool surrounded by lush gardens, and a terrace for enjoying the beautiful sunset views. Guests can take advantage of onsite yoga classes and boat tours, making the most of the scenic surroundings. With free parking and daily housekeeping, this resort ensures a straightforward beach vacation for all travelers.
  • Neighborhood: Matecumbe
  • Nearby attractions: Bud n' Mary's Dive Center - 0.62 miles, Indian Key Historic State Park - 0.23 miles, Hurricane Monument - 1.0 miles

Cheeca Lodge & Spa

  • Why it's great for the ultimate beach vacation spot: Cheeca Lodge & Spa is a luxurious beachfront resort with a review rating of 9.0, perfect for travelers looking to unwind in style. The resort features a stunning sandy beach with beach toys, sun loungers, and a range of water sports activities including parasailing and kayaking, ensuring an unforgettable beach experience.
  • Other amenities: Guests can indulge in gourmet dining at the beachfront restaurant, enjoy soothing massages on the beach, and relax in the hot tub or outdoor pool. The resort also features treatment rooms and a full-service spa, offering a variety of wellness services. For evening entertainment, guests can experience live music and themed events while enjoying their favorite cocktails by the beach.
  • Neighborhood: Matecumbe
  • Nearby attractions: Matecumbe United Methodist Church - 0.06 miles, Florida Keys Brewing Co. - 0.28 miles, MoradaWay Arts & Cultural District - 0.34 miles

Amara Cay Resort

  • Why it's great for the ultimate beach vacation spot: With a review rating of 8.8, Amara Cay Resort offers a delightful beach escape for sun-seeking travelers. This resort features a private beach area with complimentary beach towels and sun loungers, as well as onsite snorkeling and scuba diving opportunities for those who wish to explore the vibrant marine life.
  • Other amenities: The resort boasts a beachfront restaurant, an outdoor pool complete with a bar, and rooms equipped with kitchenettes for convenience. Guests can enjoy terrace views, daily housekeeping, and free parking. With a focus on relaxation and fun, the resort also offers boat tours and easy access to local attractions, making it a great choice for a beach getaway.
  • Neighborhood: Matecumbe
  • Nearby attractions: Bud n' Mary's Dive Center - 0.21 miles, Indian Key Historic State Park - 0.67 miles, Hurricane Monument - 1.4 miles

Top Islamorada Hotel Reviews

Amara Cay Resort

Amara Cay Resort

10/10 Excellent
"Wonderful resort, very friendly staff, would definitely stay again!"
Amy 2-night trip
Posted less than an hour ago
Amara Cay Resort
Cheeca Lodge & Spa

Cheeca Lodge & Spa

8/10 Good
"Amenities and the property are absolutely beautiful. Mixed feelings about the staff. The bartenders and pool waitress get an A+. Everyone else could be friendlier :) No problems getting through the gate, which I've had issues with at other properties. Even when the night guard steps away, they will send security in less than a minute to open the gate for you so that was great. We enjoyed our stay and I would go back."
BARBARA 2-night trip
Posted 12 hours ago
Cheeca Lodge & Spa
Islander Resort

Islander Resort

8/10 Good
"Great property with an amazing concept, especially in an area where there aren’t many high-end properties offering this style and experience. The facilities are excellent, and overall we really enjoyed our stay. My only negative feedback is that a few members of staff were constantly on their phones watching clips and videos, often with the volume turned up. We found this quite annoying, particularly when trying to relax quietly by the pool. It would be great if staff could be reminded to use headphones or keep phone use to a minimum in guest relaxation areas. Room maintaince could also be better."
Asoka 2-night trip
Posted 19 hours ago
Islander Resort
Breezy Palms Resort

Breezy Palms Resort

10/10 Excellent
"The staff was very helpful and it was a great location on the water with boat rentals and other things to do. Overall it was a great experience"
Marc 1-night trip
Posted 19 hours ago
Breezy Palms Resort
Coconut Cove Resort and Marina

Coconut Cove Resort and Marina

10/10 Excellent
"La propiedad en general estaba muy limpia, el personal bien atento, la piscina increíble, tiene una vista al mar espectacular y un desayuno estupendo, lo recomiendo"
Maite 2-night trip
Posted 20 hours ago
Coconut Cove Resort and Marina
Chesapeake Beach Resort

Chesapeake Beach Resort

10/10 Excellent
"Lindo y acogedor lugar, cerca del sandbar con marina para poner tu bote. Nuestra eetancia fue excelente. El staff bien amable y atento. Volveremos Gracias"
Leidys 2-night trip
Posted 1 day ago
Chesapeake Beach Resort
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

10/10 Excellent
"we loved it !!!"
Ilyan 2-night trip
Posted 1 day ago
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Drop Anchor

Drop Anchor

10/10 Excellent
"It was quite and clean. Feels like home"
mitzie 2-night trip
Posted 2 days ago
Drop Anchor
La Jolla Resort

La Jolla Resort

10/10 Excellent
"⭐️⭐️⭐️⭐️⭐️"
Steven 3-night trip
Posted 2 days ago
La Jolla Resort

Frequently asked questions

What is Islamorada like for travelers who love the beach?
Known for its snorkeling and diving spots, Islamorada has a lot to offer the traveler planning a beach vacation.
What's the best place to stay near the beach in Islamorada?
Cheeca Lodge & Spa is a top resort located on the beach. Other good options for your beach trip include Chesapeake Beach Resort and Amara Cay Resort.
How many beach hotels should I expect to find in Islamorada?
Choose from one of Expedia's 32 hotels in Islamorada for your beachside break.
When's the best time for a beach vacation in Islamorada?
Plan your trip to the beach with a look at year-round temperatures in Islamorada: The hottest months are usually August and July with an average temp of 83°F, while the coldest months are January and February with an average of 72°F. Average annual precipitation for Islamorada is 44 inches.
What is there to see and do around Islamorada?
After arriving and checking into your hotel, you'll probably want to explore your surroundings. Beach lovers can head straight to Anne's Beach or Sunset Drive Beach for some quality time by the water. Take advantage of the area's diving and snorkeling, and make time for local attractions like Bud n' Mary's Dive Center and Islamorada County Park. Other things to see and do in the area are Founders Park and Robbie's of Islamorada.
What's the best way to get to my beach hotel in Islamorada?
Here's some information to help you get to and around your beach accommodation in Islamorada with ease. To get to Islamorada, book a flight to Marathon, FL (MTH-Florida Keys Marathon), the closest major airport, which is located 30 mi (48.2 km) from the city center. If you'd like to venture out around the area, you may want to rent a car for your trip.

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