How can travelers relax during a week in and arond Islamorada, FL?

Islamorada is a perfect place to unwind. You can spend your days fishing, kayaking, or paddleboarding. For a truly relaxing experience, book a spa treatment at one of the many resorts in the area. You can also simply relax on the beach and enjoy the beautiful sunsets.

What are the best hotels with a swimming pool in Islamorada, FL?

Pines & Palms Resort , Cheeca Lodge & Spa and La Jolla Resort are among the best hotels with a swimming pool in Islamorada, FL.

What amenities can travelers expect in hotel rooms in Islamorada, FL?

Most hotels in Islamorada offer standard amenities like air conditioning, Wi-Fi, and TVs. Many also have swimming pools, fitness centres, and restaurants. Some hotels even have private balconies or patios with views of the ocean.

What are the most popular 2, 3 and 4-star hotels in Islamorada, FL?

Among 2, 3 and 4-star hotels in Islamorada, FL, La Jolla Resort , Sunset Inn and Sands Of Islamorada are the most popular ones.

When is the best time to book a hotel in Islamorada, FL?

The best time to book a hotel in Islamorada is during the off-season, which is generally from May to November. You'll find lower prices and fewer crowds during these months. However, if you're looking for warmer weather, you'll want to book during the peak season, which is December to April.

What are the best luxury hotels in Islamorada, FL?

Amara Cay Resort , La Siesta Resort & Villas and The Islands Of Islamorada are among the best luxury hotels in Islamorada, FL.

What are some pet-friendly activities in and around Islamorada, FL?

Islamorada is a great place to bring your furry friend. There are many dog-friendly beaches, like Anne's Beach and the beach at the Islander Resort. You can also take your dog for a walk on the Islamorada Footbridge or visit the Indian Key Historic State Park, which is also pet-friendly.

What are the best family friendly hotels in Islamorada, FL?

The best family friendly hotels in Islamorada, FL are Pines & Palms Resort , Cheeca Lodge & Spa and La Jolla Resort .

Which towns or cities worth a visit near Islamorada, FL?

If you're looking for a day trip, you can head to Key Largo, which is about 30 minutes north of Islamorada. There you can visit the John Pennekamp Coral Reef State Park or go snorkeling at Christ of the Abyss. Marathon is another great option, about 30 minutes south of Islamorada. You can explore the Florida Keys Aquarium Encounters or visit the Theater of the Sea.

What are the best pet friendly hotels in Islamorada, FL?

The best pet friendly hotels in Islamorada, FL are Pines & Palms Resort , Sunset Inn and Chesapeake Beach Resort .

What are the best hotels with jacuzzi in Islamorada, FL?

Cheeca Lodge & Spa , Chesapeake Beach Resort and Sands Of Islamorada are the best hotels with a jacuzzi in Islamorada, FL.

Compare all Hotels in Islamorada, FL

No reviews

Comfort And Relaxation! Free Parking, Minutes To History Of Diving Museum

hotel, Islamorada, Village of Islands

This beachfront property in Islamorada, Village of Islands, is a short walk (less than 2km) from Bud n' Mary's Dive Center and Indian Key Historic State Park, and within 3km of the Hurricane Monument and Florida Keys Brewing Co.
This 25 square metre self-catering apartment offers one bedroom, one bathroom, sleeps four guests, and includes a swimming pool, terrace, air conditioning, Wi-Fi, and concierge services.

No reviews

Short Distance From The Well Known Sites! 3 Family-friendly Units, Free Parking

hotel, Islamorada, Village of Islands

This beachfront property in Matecumbe, Islamorada, is a short walk (less than 2km) from Bud n' Mary's Dive Center and Indian Key Historic State Park, and within 3km of the Hurricane Monument and Florida Keys Brewing Co.
This three-bedroom, three-bathroom holiday home offers 25 square metres of living space for up to 12 guests, boasting a swimming pool, terrace, and concierge service, along with amenities including Wi-Fi and air conditioning.

No reviews

Fun Under The Sun! Beachfront, W/ Pool Onsite, Free Parking | Pets Allowed

hotel, Islamorada, Village of Islands

This beachfront studio apartment in Matecumbe, Islamorada, offers convenient access to the Keys History & Discovery Centre and Morada Way Arts & Cultural District, precise distances unspecified.
The 34-square-metre self-catering unit sleeps two, includes a terrace, daily cleaning, a pool, and complimentary toiletries, plus nearby cycling opportunities.

8.4 4315 reviews

Breezy Palms Resort

hotel, Islamorada, Village of Islands

Breezy Palms Resort is situated in Islamorada, Village of Islands, just a short drive from Upper Matecumbe Key, Windley Key and Pigeon Key. This 3-star hotel has received very good user ratings for its location, cleanliness and overall experience.
The resort offers a range of amenities and features, including a private beach, an outdoor pool and terrace, and a kitchenette in select rooms. Guests can enjoy activities like swimming, sunbathing, and exploring the nearby attractions.

10 1 review

Marina Room With Direct Beach Access | Islamorado Ultimate Retreat

hotel, Islamorada, Village of Islands

The Marina Room With Direct Beach Access | Islamorado Ultimate Retreat is located in Islamorada, Village of Islands, offering convenient access to Indian Key Historic Park, the Theater of the Sea, and the History of Diving Museum.
This 29 square meter accommodation, suitable for up to four guests, features one bedroom and one bathroom, air conditioning, complimentary Wi-Fi, and direct beach access, with pets welcome for a fee.

No reviews

Ocean Pointe Suites At Key Largo

hotel, Tavernier

Ocean Pointe Suites At Key Largo, a 3-star hotel in Tavernier, offers an oceanfront setting with private beach access, located less than 5 minutes' drive from Harry Harris Park and Mangrove Marina.
This accommodation provides guests with complimentary Wi-Fi, charcoal grills, a swimming pool, tennis courts, and spacious rooms featuring full kitchens, complemented by an on-site beachfront restaurant and pool bar.

No reviews

Three Villa W/ Living Area & Private Patio | Close To Theater Of The Sea

hotel, Islamorada, Village of Islands

This beachfront property in Matecumbe, Islamorada, offers direct access to the beach and is situated near Indian Key Historic State Park and San Pedro Underwater Archaeological Preserve State Park.
The 265 square metre (2850 square foot) villa comprises three two-bedroom units, sleeping up to 15 guests, and boasts a private swimming pool, jacuzzi, and access to on-site water sports activities.

8.0 1806 reviews

Fisher Inn Resort & Marina

hotel, Islamorada, Village of Islands

The Fisher Inn Resort & Marina offers direct oceanfront accommodation in Islamorada, Village of Islands, located 22.5 kilometres from Key Largo and a short walk to the Theater of the Sea.
This resort provides rooms with complimentary Wi-Fi and cable TV, featuring an outdoor swimming pool, on-site marina access, and a range of water sports including fishing and kayaking, with options for units with kitchenettes and a 11:00 AM check-out time.

No reviews

Sunset Stay| 3 Mi To Diving Museum | Explore Marine Life

hotel, Islamorada, Village of Islands

The Sunset Stay offer is located oceanside in the Matecumbe district of Islamorada, Village of Islands, approximately 4.8 kilometres from the History of Diving Museum and offering convenient access to marine attractions.
This 34 square metre accommodation sleeps up to four guests, features one bedroom and one bathroom, and provides amenities such as air conditioning, Wi-Fi, and a terrace or balcony, with a shared outdoor pool available year-round and free on-site parking.

10 1 review

Relax And Recharge! Pets Allowed, Outdoor Swimming Pool, Free Parking+breakfast!

hotel, Islamorada, Village of Islands

This Islamorada ocean-view apartment, situated in Matecumbe, offers easy access to local breweries and is close to Indian Key Historic State Park and San Pedro Underwater Archaeological Preserve State Park.
The 51-square-metre suite features one bedroom, one bathroom, sleeps two guests, and includes amenities such as a private balcony, swimming pool access, and free parking.

No reviews

Stay Like Home | Pool Access, Free Breakfast & Free Parking | Pets Are Welcome!

hotel, Islamorada, Village of Islands

This hotel is located in the Matecumbe district of Islamorada, Village of Islands, offering proximity to the Hurricane Monument and Indian Key Historic State Park.
The "Stay Like Home" offer includes 559 sq. ft. rooms with one bedroom and one bathroom for two guests, featuring air conditioning, internet, concierge, complimentary toiletries, a TV, daily cleaning, free parking, and pool access, with opportunities for scuba diving and snorkelling nearby.

No reviews

Oceanstay W/ Pool Access | 2 Mi To Founders Pk | Bike & Picnic Outdoors

hotel, Islamorada, Village of Islands

This Islamorada lodging, located in Matecumbe, offers direct beach access and ocean views, with the Hurricane Monument and Indian Key Historic State Park within walking distance.
The Oceanstay W/ Pool Access offers 1-bedroom accommodation for up to four guests, featuring air conditioning, a balcony, and internet, with a shared outdoor pool available daily and complimentary toiletries provided in the 37 square metre rooms.

Top-Rated 5-Star Hotels in Islamorada, FL

There is a lot to be said for a well-chosen luxury hotel in Islamorada, FL, offering wonderful rooms, attentive service and a location worth the trip.

9.1 12 reviews

Casa Morada

hotel, Islamorada, Village of Islands

Hotel room listing in a 5 star hotel with an excellent rating of 91% based on 12 reviews. This accommodation is located in Islamorada, Village of Islands.
Facilities and services include a garden, a fridge and a jacuzzi.

8.5 1962 reviews

Amara Cay Resort

hotel, Islamorada, Village of Islands

Amara Cay Resort is located in Islamorada, Florida, directly on the beach and just 3.7 miles from transfer services. This 4-star hotel receives very good user ratings for its location, cleanliness, and overall experience.
The resort offers a range of amenities including a swimming pool, fitness centre, restaurant and bar, and guest rooms with flat-screen TVs, work desks, and safety deposit boxes. Guests can also enjoy a variety of activities such as swimming, sunbathing, and exploring the nearby attractions.

9.3 120 reviews

The Islands Of Islamorada

hotel, Islamorada, Village of Islands

The Islands of Islamorada hotel is situated in Islamorada, just a short distance from Upper Matecumbe Key, Windley Key and Pigeon Key, making it an ideal base for exploring the beautiful Florida Keys. This 4-star hotel has received excellent user ratings for its location, cleanliness and overall experience.
The accommodation offers a range of rooms with sea views, balconies and kitchens, catering to different needs. Guests can enjoy amenities such as a swimming pool, hot tub, restaurant, bar, spa, fitness centre, and a playground, making it suitable for families and couples alike.

8.5 1399 reviews

La Siesta Resort & Villas

hotel, Islamorada, Village of Islands

La Siesta Resort & Villas is located just off the Overseas Highway in Islamorada, a short distance from both the ocean and Theater of the Sea. The hotel is a 3-star property and has received very good user ratings for its location, cleanliness, and overall experience.
The resort offers a range of accommodations, including suites and cottages, all equipped with cable TV and air conditioning. Guests can enjoy a variety of amenities and activities, such as an outdoor pool, a bar serving light meals, and easy access to water activities like boating, fishing, and kayaking.

Compare Hotels with a Swimming Pool in Islamorada, FL

Every hotel near the water in Islamorada, FL includes a swimming pool, so a refreshing dip to complement a day by the sea is always an option.

8.5 151 reviews

Treasure Harbor

hotel, Islamorada, Village of Islands

Treasure Harbor is located in Islamorada, just 2.9 kilometres from Windley Key and 8 kilometres from Upper Matecumbe Key, offering easy access to popular attractions and a peaceful setting. The hotel is a 3-star establishment with a very good user rating.
The accommodation features one bedroom and one bathroom, covering 23 square metres. Guests can enjoy free Wi-Fi, free parking, and the hotel's proximity to fishing, boating, and other water activities.

8.2 26 reviews

Fisher Inn Resort & Marina

hotel, Islamorada, Village of Islands

Book this hotel room in a luxury hotel with a good rating of 82% based on 26 reviews. You will be located in Islamorada, Village of Islands.
Services and facilities include a terrace, a ping pong table and a kitchen. This hotel in Islamorada, Village of Islands has a swimming pool!

8.7 565 reviews

Coconut Cove Resort & Marina

hotel, Islamorada, Village of Islands

Coconut Cove Resort & Marina is a 2-star hotel in Islamorada, Village of Islands, located a 9-minute walk from Windley Key and a 7-minute walk from Theater of the Sea.
This resort offers rooms with balconies and sea views, some featuring kitchens, alongside a swimming pool, fitness centre, and free WiFi, with buffet or continental breakfast options and proximity to fishing and cycling.

8.3 678 reviews

The Ocean View Inn

hotel, Islamorada, Village of Islands

The Ocean View Inn is located in Islamorada, just a short walk from Windley Key and a short drive from Upper Matecumbe Key and Pigeon Key, offering easy access to some of the area's most popular attractions. This 3-star hotel has received very good user ratings for its location, cleanliness, and overall experience.
The hotel provides comfortable accommodation with amenities like air conditioning, a swimming pool, and a terrace. Guests can enjoy on-site dining at the restaurant and bar, and explore the nearby attractions, including fishing, snorkeling, diving, and local shops and restaurants.

Frequently asked questions about hotels in Islamorada, FL

How can travelers relax during a week in and arond Islamorada, FL?
Islamorada is a perfect place to unwind. You can spend your days fishing, kayaking, or paddleboarding. For a truly relaxing experience, book a spa treatment at one of the many resorts in the area. You can also simply relax on the beach and enjoy the beautiful sunsets.
What are the best hotels with a swimming pool in Islamorada, FL?
Pines & Palms Resort, Cheeca Lodge & Spa and La Jolla Resort are among the best hotels with a swimming pool in Islamorada, FL.
What amenities can travelers expect in hotel rooms in Islamorada, FL?
Most hotels in Islamorada offer standard amenities like air conditioning, Wi-Fi, and TVs. Many also have swimming pools, fitness centres, and restaurants. Some hotels even have private balconies or patios with views of the ocean.
What are the most popular 2, 3 and 4-star hotels in Islamorada, FL?
Among 2, 3 and 4-star hotels in Islamorada, FL, La Jolla Resort, Sunset Inn and Sands Of Islamorada are the most popular ones.
When is the best time to book a hotel in Islamorada, FL?
The best time to book a hotel in Islamorada is during the off-season, which is generally from May to November. You'll find lower prices and fewer crowds during these months. However, if you're looking for warmer weather, you'll want to book during the peak season, which is December to April.
What are the best luxury hotels in Islamorada, FL?
Amara Cay Resort, La Siesta Resort & Villas and The Islands Of Islamorada are among the best luxury hotels in Islamorada, FL.
What are some pet-friendly activities in and around Islamorada, FL?
Islamorada is a great place to bring your furry friend. There are many dog-friendly beaches, like Anne's Beach and the beach at the Islander Resort. You can also take your dog for a walk on the Islamorada Footbridge or visit the Indian Key Historic State Park, which is also pet-friendly.
What are the best family friendly hotels in Islamorada, FL?
The best family friendly hotels in Islamorada, FL are Pines & Palms Resort, Cheeca Lodge & Spa and La Jolla Resort.
Which towns or cities worth a visit near Islamorada, FL?
If you're looking for a day trip, you can head to Key Largo, which is about 30 minutes north of Islamorada. There you can visit the John Pennekamp Coral Reef State Park or go snorkeling at Christ of the Abyss. Marathon is another great option, about 30 minutes south of Islamorada. You can explore the Florida Keys Aquarium Encounters or visit the Theater of the Sea.
What are the best pet friendly hotels in Islamorada, FL?
The best pet friendly hotels in Islamorada, FL are Pines & Palms Resort, Sunset Inn and Chesapeake Beach Resort.
What are the best hotels with jacuzzi in Islamorada, FL?
Cheeca Lodge & Spa, Chesapeake Beach Resort and Sands Of Islamorada are the best hotels with a jacuzzi in Islamorada, FL.

Popular destinations

Browse Waterfront Hotels in Islamorada, FL

Base your holiday at scenic seaside hotels in Islamorada, FL, positioned just a short journey away from popular local beaches.

9.4 457 reviews

Casa Morada

hotel, Islamorada, Village of Islands

Casa Morada is a beachfront hotel in Matecumbe, Islamorada, located within a 10-minute walk of the Islamorada Brewery & Distillery and Keys History & Discovery Center, making it a great choice for exploring the local area. The 3.5-star hotel consistently receives excellent user ratings for its cleanliness, location, and overall experience.
Casa Morada offers a range of amenities and activities, including a swimming pool, a terrace, and a garden for relaxation, as well as a restaurant, a bar, and a fitness centre for those who want to stay active. Guests can also enjoy kayaking directly from the beach, exploring the beautiful waters and diverse marine life of the Florida Keys.

No reviews

3 Units | 3 Mi To Diving Museum | Snorkel & Learn Dive

hotel, Islamorada, Village of Islands

This beachfront property in Islamorada, Village of Islands, is a short walk (under 1.6km) from the Keys History & Discovery Centre and Islamorada Brewery & Distillery, with Matecumbe United Methodist Church and Florida Keys Brewing Co. within a 2.4km radius.
This three-bedroom, three-bathroom house offers 34 square metres of living space, sleeping up to 12 guests and including amenities such as a swimming pool, air conditioning, and parking; limited housekeeping is provided.

No reviews

Ideal 1br Comfort And Value! Pool, Free Parking, Near Anne's Beach & Sea Oats

hotel, Islamorada, Village of Islands

This beachfront property in Matecumbe, Islamorada, is conveniently located within a 2.4km radius of Bud n' Mary's Dive Center, Indian Key Historic State Park, and less than 3.2km from the Hurricane Monument and Florida Keys Brewing Co.
This 74 square metre holiday home offers one bedroom, one bathroom, sleeps six guests, and includes a swimming pool, terrace with ocean views, and concierge services.

10 1 review

Waterfront Retreat Perfect Romantic Couple Getaway | Free Parking And Pool

hotel, Islamorada, Village of Islands

This oceanfront resort in Islamorada, Village of Islands, spans 6 hectares and offers direct beach access, situated close to Indian Key Historic State Park and the History of Diving Museum.
The "Waterfront Retreat Perfect Romantic Couple Getaway | Free Parking And Pool" accommodation provides a 33 square meter suite with one bedroom and one bathroom, accommodating up to four guests, and includes amenities such as air conditioning, Wi-Fi, a balcony, and a concierge, with pets permitted for an additional fee.

Best Islamorada, FL hotels with air conditioning

No reviews

Breathtaking Bayfront Villa W/ Private Patio & Living Area, Perfect For Couple

hotel, Islamorada, Village of Islands

This two-bedroom villa is situated in Matecumbe, a neighbourhood in Islamorada, directly on the beach and close to theme parks. The area is peaceful and offers a range of water sports and activities.
The 97 square metre property comfortably accommodates up to five guests and offers a private patio, a fully equipped kitchen, and a swimming pool. Enjoy the on-site amenities, including a Jacuzzi, a garden, and free parking.

No reviews

Relax And Recharge! 2 Comfortable Units, Free Parking, Onsite Swimming Pool

hotel, Islamorada, Village of Islands

This beachfront property in Matecumbe, Islamorada, is situated near Bud n' Mary's Dive Center and Indian Key Historic State Park (within a 2.4km walk), and less than 3.2km from the Hurricane Monument and Florida Keys Brewing Co.
This two-bedroom, two-bathroom holiday home offers 25 square metres of living space, accommodating up to eight guests and boasting a swimming pool, terrace, and concierge service, alongside amenities such as a coffee maker and access to limited housekeeping.

9.0 232 reviews

Caloosa Cove Resort By Coolvacay

hotel, Islamorada, Village of Islands

Caloosa Cove Resort is situated in Islamorada, Florida, just 11 miles from the popular Theater of the Sea and Windley Key. This 3-star hotel offers a family-friendly environment with excellent user ratings for its location, cleanliness, and overall experience.
The resort provides spacious apartments with full kitchens, allowing guests to enjoy the convenience of home cooking. Caloosa Cove Resort also offers a range of amenities, including a swimming pool, tennis court, and on-site restaurant, ensuring a comfortable and enjoyable stay.

No reviews

Best Place To Unwind! Free Parking, Pet-friendly Property, Onsite Pool

hotel, Islamorada, Village of Islands

This beachfront property in Matecumbe, Islamorada, is a 15-minute walk from Bud n' Mary's Dive Center and Indian Key Historic State Park, and within 3.2km of the Hurricane Monument and Florida Keys Brewing Co.
This one-bedroom, one-bathroom house offers 25 square metres of space, sleeping up to four guests, and boasts a swimming pool, terrace, and concierge service, plus amenities including Wi-Fi and air conditioning.

Guest-Favourite Hotels with a Balcony in Islamorada, FL

Having the water and coastal scenery in view from your own private balcony is a detail that elevates any stay in Islamorada, FL.

9.0 2873 reviews

La Jolla Resort

hotel, Islamorada, Village of Islands

No reviews

Steps Away From Coral Bay Marina! Pool, Beachfront, Free Parking, Pets Allowed

hotel, Islamorada, Village of Islands

8.0 1 review

Relaxation At Its Finest In Islamorada! Free Parking, Swimming Pool!

hotel, Islamorada, Village of Islands

No reviews

Courtyard View Room W/patio, Outdoor Pool, Free Parking & Pet Friendly

hotel, Islamorada, Village of Islands

Top Hotels for Families in Islamorada, FL

Getting the hotel right makes all the difference on a family trip to Islamorada, FL, with lifeguarded beaches and room to spread out at every option.

8.7 698 reviews

Sands Of Islamorada

hotel, Islamorada, Village of Islands

9.2 230 reviews

Topsider Resort

hotel, Islamorada, Village of Islands

9.6 1 review

Topsider Resort

hotel, Islamorada, Village of Islands

9.6 737 reviews

Coconut Palm Inn

hotel, Tavernier

Best Pet-Friendly Hotels in Islamorada, FL

Stay at a dog-friendly hotel in Islamorada, FL, perfectly placed for coastal strolls and sandy paw adventures.

No reviews

Experience Soothing Moments & 1brluxury! Free Parking, Onsite Pool, Pet-friendly

hotel, Islamorada, Village of Islands

Choose the Right Hotel with Parking in Islamorada, FL

Parking is sorted from the start as every hotel near the water in Islamorada, FL includes free on-site parking for your stay.

9.6 496 reviews

Island Bay Resort

hotel, Tavernier

8.0 528 reviews

Snappers Key Largo

hotel, Key Largo

Search Hotels with Spa Facilities in Islamorada, FL

Spa and spa bath access come as standard at every hotel near the water in Islamorada, FL because waterside wellness should never be an afterthought.

9.2 230 reviews