Search Islamorada, FL accommodations

2091 available accommodation offers

7 nights
2
1
  • airbnb
  • booking
  • stayz
  • expedia
  • hotelscom
  • tripadvisor
  • tripcom
  • agoda
  • homestay
  • tuivillas
  • hostelworld
  • hotelopia
Islamorada, FL accommodation
Choose the perfect holiday accommodation
Price per night
Accommodation type
Rating

2091 Best accommodations in Islamorada, FL

Find Accommodations by the Sea in Islamorada, FL, United States

Step straight out of your front door directly onto the powdery white sand at seashore accommodation in Islamorada, FL, United States.

Tikibar With Tv &Stereo, Privatespa, Heated Pool, Hammock,sups, Kayaks,bikes,fp - Islamorada, FL
10 178 reviews

Tikibar With Tv &Stereo, Privatespa, Heated Pool, Hammock,sups, Kayaks,bikes,fp

apartment, Islamorada, Village of Islands
This family-friendly holiday home is located in Islamorada, just a short drive from the San Pedro Underwater Archaeological Preserve State Park, Robbie’s of Islamorada, and Indian Key Historic State Park, all within a 3 km radius. This property has consistently received excellent ratings for its location, cleanliness, and overall user experience.
This two-bedroom dwelling can comfortably accommodate up to five guests. The property offers a range of amenities, including a swimming pool, a Jacuzzi, a terrace, a garden, a spa, and concierge services, as well as a tennis court and free parking.

Find City Centre Accommodations in Islamorada, FL, United States

Stay right where the coastal dining meets the local nightlife strips at accommodation in the heart of Islamorada, FL, United States.

Keys Kottage & Bayside Villa W/ Free Onsite Boat Ramp Marina & Trailer Parking. - Islamorada, FL
10 115 reviews

Keys Kottage & Bayside Villa W/ Free Onsite Boat Ramp Marina & Trailer Parking.

house, Islamorada, Village of Islands
This charming villa is located in Matecumbe, just a short distance from the History of Diving Museum, Matecumbe United Methodist Church, and Florida Keys Brewing Co., making it a great base for exploring the area. The accommodation has received excellent user, location and cleanliness ratings.
The property spans 91 square metres and comprises two bedrooms, two bathrooms and a sofa bed, making it suitable for a small family or group of friends. It has a fully equipped kitchen, a garden with barbecue facilities, air conditioning, a terrace, free Wi-Fi and parking, ensuring a comfortable and enjoyable stay.
Cheeca Lodge & Spa - Islamorada, FL
9.0 1963 reviews

Cheeca Lodge & Spa

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.
Malayan Palm North 2 Bedrooms, 1 Bath, Garden View - Islamorada, FL
10 174 reviews

Malayan Palm North 2 Bedrooms, 1 Bath, Garden View

apartment, Islamorada, Village of Islands
The Caribbean Resort is a family-friendly hotel located on the waterfront in Islamorada, within a 3km radius of the Hurricane Monument and History of Diving Museum. It has received excellent user ratings, making it a popular choice for travellers.
The accommodation offers a range of facilities and activities, including a swimming pool, jacuzzi, and spa. Guests can also enjoy the convenience of a marina, laundry facilities, and bicycle rentals.
Islander Resort - Islamorada, FL
9.1 3931 reviews

Islander Resort

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.

Frequently asked questions about accommodations in Islamorada, FL

  • How can travelers reach Islamorada, FL?

    The most convenient way to get to Islamorada is by car, as it's located on US-1, the Overseas Highway. You can also fly into Key West International Airport (EYW) and drive about 100km north. If you are looking for a more scenic option, you can take the Florida Keys Scenic Highway, which runs along the coast.
  • What are the best accommodations in Islamorada, FL?

    Among the accommodations in Islamorada, FL, Sunset Inn, La Jolla Resort and Sands Of Islamorada are the most popular ones.

  • What outdoor activities can visitors enjoy in and around Islamorada, FL?

    Islamorada is a paradise for water sports enthusiasts! You can go fishing, diving, snorkelling, kayaking, paddleboarding, or simply relax on the beach. If you prefer something a little more adventurous, you can try kiteboarding or windsurfing. For a unique experience, take a boat trip to the nearby Alligator Reef Lighthouse.
  • What are the best accommodations with a pool in Islamorada, FL?

    Sunset Inn, La Jolla Resort and Sands Of Islamorada are the best accommodations with a pool in Islamorada, FL.

  • When is the ideal time to plan a trip to Islamorada, FL?

    The best time to visit Islamorada is during the spring (March to May) and autumn (September to November) when the weather is pleasant and there are fewer crowds. However, if you're looking for warm weather and sunshine, you can visit during the summer (June to August), but be prepared for some humidity and potential thunderstorms.
  • What are the best accommodations with a jacuzzi in Islamorada, FL?

  • What are the best walking or cycling routes in Islamorada, FL?

    For a leisurely stroll, try the Islamorada Founders Park, which offers a beautiful waterfront path. If you're looking for a more challenging ride, you can cycle the Overseas Highway, which offers stunning views of the ocean. There are also several bike paths along the coast, offering opportunities to explore the local shops and restaurants.
  • What are the best accommodations for families and kids in Islamorada, FL?

    The best accommodations for families and kids in Islamorada, FL are La Jolla Resort, Sands Of Islamorada and Amara Cay Resort.

  • What nearby towns or cities can be explored from Islamorada, FL?

    From Islamorada, you can easily explore the surrounding Keys, such as Key Largo, Marathon, and Key West. Each town has its unique charm and attractions. Key Largo is known for its diving and snorkeling, while Marathon offers a variety of restaurants and shops. Key West is a vibrant city with a rich history and a lively nightlife.
  • What are the best pet friendly accommodations in Islamorada, FL?

    The best pet friendly accommodations in Islamorada, FL are Sunset Inn, Sands Of Islamorada and Amara Cay Resort.

  • What amenities can travelers expect from accommodations in Islamorada, FL?

    You can find a wide range of accommodation options in Islamorada, from budget-friendly motels to luxurious resorts. Most accommodations offer amenities like swimming pools, hot tubs, and restaurants. Some also have private beaches, boat docks, and water sports rentals.
  • What are the best accommodations with parking in Islamorada, FL?

    Sunset Inn, La Jolla Resort and Sands Of Islamorada are the best accommodations with parking in Islamorada, FL.

Popular destinations

Your Guide to the Finest High-End Stays in Islamorada, FL, United States

Find luxury beach accommodation in Islamorada, FL, United States for an indulgent tropical escape.

Rare Gem! 4 Units, Free Parking, Pool + Breakfast! - Islamorada, FL
9.5 4 reviews

Rare Gem! 4 Units, Free Parking, Pool + Breakfast!

resort, Islamorada, Village of Islands
This Islamorada resort, offering four self-contained units, boasts private beach access with a boat ramp 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.
Each 93 square metre (301 sq ft) unit features two queen-size beds, a balcony with partial ocean views, and the property includes a heated pool, kayaks, paddleboards, bicycles, barbecue facilities, and accommodates up to sixteen guests.

Find the Best Accommodations with a Swimming Pool in Islamorada, FL, United States

Swim lines in total seclusion surrounded by coastal beauty at beach accommodation with a pool in Islamorada, FL, United States.

Brand New Home-  Islamorada On Ocean With Views - Islamorada, FL
10 1 review

Brand New Home- Islamorada On Ocean With Views

apartment, Islamorada, Village of Islands
This three-bedroom, two-bathroom oceanfront property in Islamorada, Village of Islands, boasts direct beach access and is situated near a boat marina.
Offering panoramic ocean views, a private pool with a waterfall and poolside bar, a gourmet kitchen with a large island, elevator access, and sleeps up to 15 guests, this brand-new luxury apartment provides unparalleled amenities.
2/1 Floating Villa W/ Water View The Pelagic - Islamorada, FL
9.6 77 reviews

2/1 Floating Villa W/ Water View The Pelagic

barge, Islamorada, Village of Islands
This unique barge accommodation in Islamorada, Village of Islands, offers unparalleled access to the Florida Keys' abundant marine life, with precise location details to be confirmed upon booking.
The two-bedroom, one-bathroom vessel sleeps six guests and boasts a full kitchen, air conditioning, Wi-Fi, and on-board grilling facilities, perfect for enjoying fresh seafood catches.
Bungalow #3 - 2 Bed/1 Bath & Pool In Islamorada - Islamorada, FL
9.6 84 reviews

Bungalow #3 - 2 Bed/1 Bath & Pool In Islamorada

apartment, Islamorada, Village of Islands
This charming cottage is situated in Islamorada, just a short distance from the Village of Islands' centre, offering easy access to fishing piers and the lively downtown area. It has received excellent ratings for location, cleanliness, and user experience, making it a great choice for a relaxing getaway.
The cottage comfortably sleeps four guests in two bedrooms and one bathroom. Guests can enjoy a range of amenities, including a private backyard, a community pool, a fully equipped kitchen, a washer and dryer, a private porch, and bikes for exploring the area.
Relax And Unwind! Pet-friendly Property, Onsite Pool, Free Breakfast - Islamorada, FL
No reviews

Relax And Unwind! Pet-friendly Property, Onsite Pool, Free Breakfast

apartment, Islamorada, Village of Islands
This Islamorada beachfront apartment, part of a pet-friendly resort, offers direct beach access and is centrally located, providing easy access to the Islamorada Brewery & Distillery and Florida Keys Brewing Co.
The 35 square metre (380 sq ft) self-catering flat sleeps four guests in two queen-size beds and includes a kitchenette, daily housekeeping, a heated pool with ocean views, and kayak/paddleboard rentals; complimentary continental breakfast is also provided.

The Best Family-Rated Stays in Islamorada, FL, United States

Browse family beach accommodation in Islamorada, FL, United States with space and facilities for all ages.

Chesapeake Beach Resort - Islamorada, FL
9.0 2591 reviews

Chesapeake Beach Resort

resort, Islamorada, Village of Islands
Key Largo-islamorada Area-1 Br, 1 Bath -Privately Owned Condo -Fab Reviews! - Islamorada, FL
10 197 reviews

Key Largo-islamorada Area-1 Br, 1 Bath -Privately Owned Condo -Fab Reviews!

apartment, Tavernier
Private Beach & Dock  / Heated Pool / Dolphin Key - Islamorada, FL
No reviews

Private Beach & Dock / Heated Pool / Dolphin Key

house, Islamorada, Village of Islands
Op-3 Ocean Pointe Suite - Islamorada, FL
8.0 4 reviews

Op-3 Ocean Pointe Suite

apartment, Tavernier

Leading Dog-Friendly Accommodations in Islamorada, FL, United States

Let your dog run wild through the sand and surf at these pet-friendly beach accommodations in Islamorada, FL, United States.

Single Story Home - Islamorada - Islamorada, FL
No reviews

Single Story Home - Islamorada

apartment, Islamorada, Village of Islands
Ultimate Islamorada Oasis With Pool, Dock, & More - Islamorada, FL
No reviews

Ultimate Islamorada Oasis With Pool, Dock, & More

apartment, Islamorada, Village of Islands
Isla Key Lime - Waterfront Boutique Resort, Htd Pool, Dock, Walkable - Islamorada, FL
10 1 review

Isla Key Lime - Waterfront Boutique Resort, Htd Pool, Dock, Walkable

house, Islamorada, Village of Islands
Paradise Shores - Islamorada, FL
No reviews

Paradise Shores

apartment, Islamorada, Village of Islands

Find the Best Accommodations with Balconies in Islamorada, FL, United States

Take in breathtaking, uninterrupted ocean sunsets directly from your personal balcony at beach accommodation in Islamorada, FL, United States.

7 Bedroom With Dockage, Pool, Firepit, Paddle Boards & Kayaks - Islamorada, FL
10 66 reviews

7 Bedroom With Dockage, Pool, Firepit, Paddle Boards & Kayaks

apartment, Islamorada, Village of Islands
Relax In Your One Bedroom Oceanfront Suite In Tavernier Fl. Florida Keys. - Islamorada, FL
9.6 85 reviews

Relax In Your One Bedroom Oceanfront Suite In Tavernier Fl. Florida Keys.

apartment, Tavernier
51 M² Condo ∙ 1 Bedroom ∙ 4 Guests - Islamorada, FL
No reviews

51 M² Condo ∙ 1 Bedroom ∙ 4 Guests

apartment, Islamorada, Village of Islands
Marlin House @ Tarpon Point - Islamorada, FL
9.6 19 reviews

Marlin House @ Tarpon Point

apartment, Islamorada, Village of Islands

Best Islamorada, FL accommodations with a kitchen

Oceanside Getaway: Beautiful Home With Boat Slip, Pool & Beach - Gated Community - Islamorada, FL
9.8 176 reviews

Oceanside Getaway: Beautiful Home With Boat Slip, Pool & Beach - Gated Community

apartment, Islamorada, Village of Islands
2br/1ba Serene Cozy Cottage Of Shady Palms In Islamorada With Heated Pool - Islamorada, FL
9.6 161 reviews

2br/1ba Serene Cozy Cottage Of Shady Palms In Islamorada With Heated Pool

cottage, Islamorada, Village of Islands
Second Floor Ocean View Studio  Gorgeous Waterfront Escape - Islamorada, FL
9.6 46 reviews

Second Floor Ocean View Studio Gorgeous Waterfront Escape

studio, Islamorada, Village of Islands
Islamorada Luxury Waterfront Condo With Boat Slip - Islamorada, FL
9.8 28 reviews

Islamorada Luxury Waterfront Condo With Boat Slip

apartment, Islamorada, Village of Islands
©2026 cozycozy.com