Hotels near Drop Anchor Resort & Marina

Hotels near Drop Anchor Resort & Marina, Islamorada

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Best Hotels near Drop Anchor Resort & Marina

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Closest to Downtown
Highest Rated
Cheeca Lodge & Spa Hotels near Drop Anchor Resort & Marina
Cheeca Lodge & Spa Hotels near Drop Anchor Resort & MarinaCheeca Lodge & Spa Hotels near Drop Anchor Resort & Marina
5.21km from Drop Anchor Resort & Marina
The Cheeca Lodge & Spa is an ideal spot for travelers wanting to discover the city. Visitors to Islamorada will find that the Cheeca Lodge & Spa is a fantastic accommodation choice. Famous local attractions Gyotaku by Lisa Lee, Monroe County Public Library and Skins and Fins Charters, can all be reached with a short walk. At the end of a busy day, travelers can unwind and relax in the hotel or go out and enjoy the city. For those driving themselves, parking is provided on site. This hotel is a popular accommodation for couples.
Very Good
102 reviews
8.8/10
Price from
SEK 1,470
per night
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La Siesta Resort & Villas Hotels near Drop Anchor Resort & Marina
La Siesta Resort & Villas Hotels near Drop Anchor Resort & MarinaLa Siesta Resort & Villas Hotels near Drop Anchor Resort & Marina
7.46km from Drop Anchor Resort & Marina
The La Siesta Resort & Villas is an ideal spot for travelers wanting to discover the city. The La Siesta Resort & Villas offers a pleasant stay in Islamorada for those traveling for business or leisure. Seeing Islamorada's sights from this hotel is easy with Lightly Salted Charters, Florida Keys Fun Fishing and Deep Sea Scuba formerly SeaMonkeys Water Sports all close by. This hotel makes a great place to kick back and relax after a long day of sightseeing. This Islamorada hotel provides parking on site. For guests traveling with families, this hotel is consistently one of the most popular choices.
Very Good
102 reviews
8.3/10
Price from
SEK 1,522
per night
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Pines & Palms Resort Hotels near Drop Anchor Resort & Marina
Pines & Palms Resort Hotels near Drop Anchor Resort & MarinaPines & Palms Resort Hotels near Drop Anchor Resort & Marina
7.37km from Drop Anchor Resort & Marina
The Pines & Palms Resort is an ideal spot for travelers wanting to discover the city. The Pines & Palms Resort offers a pleasant stay in Islamorada for those traveling for business or leisure. With multiple attractions nearby including Lightly Salted Charters, Florida Keys Brewing Co and Green Turtle Hammock Nature Preserve, guests will find plenty to keep themselves occupied. When guests have some time on their hands they can make use of the onsite facilities. For those driving themselves, parking is provided on site. According to our trusted guests, the facilities at this hotel are first-rate.
Great
100 reviews
9.0/10
Price from
SEK 1,171
per night
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Islamorada
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Amara Cay Resort Hotels near Drop Anchor Resort & Marina
Amara Cay Resort Hotels near Drop Anchor Resort & MarinaAmara Cay Resort Hotels near Drop Anchor Resort & Marina
8.03km from Drop Anchor Resort & Marina
The Amara Cay Resort is an ideal spot for travelers wanting to discover the city. Visitors to Islamorada will find that the Amara Cay Resort is a fantastic accommodation choice. This hotel is located near many of Islamorada's attractions including Florida Keys Farmers Market, Early Bird Fishing Charters and Deep Sea Scuba formerly SeaMonkeys Water Sports. At the end of a busy day, travelers can unwind and relax in the hotel or go out and enjoy the city. Guests of this Islamorada hotel can make use of the parking facilities. This hotel is a popular accommodation for couples.
Very Good
102 reviews
8.4/10
Price from
SEK 1,543
per night
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Islander Bayside Villas & Boatslips Hotels near Drop Anchor Resort & Marina
Islander Bayside Villas & Boatslips Hotels near Drop Anchor Resort & MarinaIslander Bayside Villas & Boatslips Hotels near Drop Anchor Resort & Marina
6.1km from Drop Anchor Resort & Marina
The Islander Bayside Villas & Boatslips is an ideal spot for travelers wanting to discover the city. The Islander Bayside Villas & Boatslips is an ideal choice for travelers who want to take in the sights and sounds of Islamorada. Keeping busy is easy, with Clearly Unique Charters, Green Turtle Hammock Nature Preserve and True Island Adventures all nearby. In their spare time, guests can explore the hotel's surroundings. Guests of this Islamorada hotel can make use of the parking facilities.
Very Good
66 reviews
8.7/10
Price from
SEK 2,150
per night
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Fisher Inn Resort & Marina Hotels near Drop Anchor Resort & Marina
Fisher Inn Resort & Marina Hotels near Drop Anchor Resort & MarinaFisher Inn Resort & Marina Hotels near Drop Anchor Resort & Marina
0.15km from Drop Anchor Resort & Marina
The Fisher Inn Resort & Marina provides a great place for travelers to relax after a busy day. The Fisher Inn Resort & Marina offers a pleasant stay in Islamorada for those traveling for business or leisure. Seeing Islamorada's sights from this hotel is easy with Theater of the Sea, Allergic to Land Charters and Easy Keys Charters all close by. In their spare time, guests can explore the hotel's surroundings. This Islamorada hotel features parking on site. This hotel is particularly popular with those traveling with friends.
103 reviews
7.2/10
Price from
SEK 872
per night
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Islander Resort Hotels near Drop Anchor Resort & Marina
Islander Resort Hotels near Drop Anchor Resort & MarinaIslander Resort Hotels near Drop Anchor Resort & Marina
4.69km from Drop Anchor Resort & Marina
The Islander Resort is an ideal spot for travelers wanting to discover the city. The Islander Resort is an ideal choice for travelers who want to take in the sights and sounds of Islamorada. This hotel is located near many of Islamorada's attractions including Blu Dog Charters, Islamorada Brewery & Distillery (Islamorada) and Southwinds Park. This hotel makes a great place to kick back and relax after a long day of sightseeing. This Islamorada hotel provides parking on site. This hotel is a popular accommodation for couples.
Very Good
101 reviews
8.8/10
Price from
SEK 1,911
per night
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Hadley Resort and Marina Hotels near Drop Anchor Resort & Marina
Hadley Resort and Marina Hotels near Drop Anchor Resort & MarinaHadley Resort and Marina Hotels near Drop Anchor Resort & Marina
3.72km from Drop Anchor Resort & Marina
The Hadley Resort and Marina provides a great place for travelers to relax after a busy day. The Hadley Resort and Marina offers a pleasant stay in Islamorada for those traveling for business or leisure. With multiple attractions nearby including Islamorada Brewery & Distillery (Islamorada), Islamorada Turtle Tours LLC and Otherside Boardsports, guests will find plenty to keep themselves occupied. At the end of a busy day, travelers can unwind and relax in the hotel or go out and enjoy the city. For those driving themselves, parking is provided on site.
Good
100 reviews
7.8/10
Price from
SEK 860
per night
Check Availability
Sunset Inn Hotels near Drop Anchor Resort & Marina
Sunset Inn Hotels near Drop Anchor Resort & MarinaSunset Inn Hotels near Drop Anchor Resort & Marina
4.41km from Drop Anchor Resort & Marina
With a stay at Sunset Inn in Islamorada (Matecumbe), you'll be a 5-minute walk from Islamorada Brewery & Distillery and 8 minutes by foot from Keys History & Discovery Center. This hotel is 0.5 mi (0.9 km) from Matecumbe United Methodist Church and 0.8 mi (1.3 km) from History of Diving Museum. Enjoy recreation amenities such as an outdoor pool or take in the view from a garden. Additional features at this hotel include complimentary wireless internet access, a picnic area, and barbecue grills. Featured amenities include luggage storage and a safe deposit box at the front desk. Free self parking is available onsite. Make yourself at home in one of the 30 air-conditioned rooms featuring refrigerators and flat-screen televisions. Complimentary wireless internet access keeps you connected, and cable programming is available for your entertainment. Private bathrooms with showers feature complimentary toiletries and bidets. Conveniences include laptop-compatible safes and coffee/tea makers, and housekeeping is provided daily.
Very Good
101 reviews
8.8/10
Price from
SEK 909
per night
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The Islands of Islamorada Hotels near Drop Anchor Resort & Marina
The Islands of Islamorada Hotels near Drop Anchor Resort & MarinaThe Islands of Islamorada Hotels near Drop Anchor Resort & Marina
3.53km from Drop Anchor Resort & Marina
With a stay at The Islands of Islamorada in Islamorada (Matecumbe), you'll be within a 10-minute walk of History of Diving Museum and Islamorada Brewery & Distillery. This beach villa is 0.8 mi (1.3 km) from Keys History & Discovery Center and 1.1 mi (1.8 km) from Matecumbe United Methodist Church. Dip into one of the 2 outdoor swimming pools or enjoy other recreational amenities including a 24-hour fitness center and a pickleball court. This villa also features complimentary wireless internet access, concierge services, and wedding services. Wrap up your day with a drink at the poolside bar. The front desk is staffed during limited hours. Free self parking is available onsite. Make yourself at home in one of the 30 individually decorated guestrooms, featuring microwaves and Smart televisions. Your pillowtop bed comes with premium bedding. Rooms have private furnished balconies or patios. Complimentary wireless internet access keeps you connected, and cable programming is available for your entertainment. Bathrooms have designer toiletries and hair dryers.
Amazing
34 reviews
9.5/10
Price from
SEK 5,187
per night
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See all Hotels near Drop Anchor Resort & Marina

Top Pick Hotels near Drop Anchor Resort & Marina

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Discover our most booked hotels near Drop Anchor Resort & Marina from the last 30 days!
No.1
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort Hotels near Drop Anchor Resort & Marina
8.0/10
19 review

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

Islamorada | 1.18KM from Drop Anchor Resort & Marina
"Good Location"
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No.2
Chesapeake Beach Resort Hotels near Drop Anchor Resort & Marina
8.8/10
104 review

Chesapeake Beach Resort

Islamorada | 2.27KM from Drop Anchor Resort & Marina
"Good Location"
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No.3
La Jolla Resort Hotels near Drop Anchor Resort & Marina
8.8/10
101 review

La Jolla Resort

Islamorada | 4.26KM from Drop Anchor Resort & Marina
"Good Location"
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No.4
Drop Anchor Resort & Marina Hotels near Drop Anchor Resort & Marina
8.8/10
100 review

Drop Anchor Resort & Marina

Islamorada | 0.0KM from Drop Anchor Resort & Marina
"Good Location"
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No.5
The Ocean View Inn Hotels near Drop Anchor Resort & Marina
8.3/10
22 review

The Ocean View Inn

Islamorada | 0.6KM from Drop Anchor Resort & Marina
"Good Location"
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No.6
Coconut Cove Resort & Marina Hotels near Drop Anchor Resort & Marina
7.4/10
100 review

Coconut Cove Resort & Marina

Islamorada | 0.35KM from Drop Anchor Resort & Marina
"Good Location"
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No.7
Breezy Palms Resort Hotels near Drop Anchor Resort & Marina
8.4/10
100 review

Breezy Palms Resort

Islamorada | 7.96KM from Drop Anchor Resort & Marina
"Good Location"
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No.8
Ragged Edge Resort & Marina Hotels near Drop Anchor Resort & Marina
9.2/10
79 review

Ragged Edge Resort & Marina

Islamorada | 2.53KM from Drop Anchor Resort & Marina
"Good Location"
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No.9
Treasure Harbor Hotels near Drop Anchor Resort & Marina
8.8/10
47 review

Treasure Harbor

Islamorada | 2.58KM from Drop Anchor Resort & Marina
"Good Location"
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No.10
Matecumbe Resort Hotels near Drop Anchor Resort & Marina
8.6/10
44 review

Matecumbe Resort

Islamorada | 13.95KM from Drop Anchor Resort & Marina
"Good Location"
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Frequently asked questions

Which hotels near Drop Anchor Resort & Marina are the most popular?

What hotels near Drop Anchor Resort & Marina offer breakfast?

A perfect breakfast gives you energy for the day. If you want to stay at a hotel near Islamorada Drop Anchor Resort & Marina with a high-quality breakfast, you can consider staying Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort (from SEK 983),Fisher Inn Resort & Marina (from SEK 1,069) and Chesapeake Beach Resort (from SEK 1,230) .These hotels are very popular, so book early.

Which hotels near Drop Anchor Resort & Marina have free Wi-Fi?

Hotel internet access is especially important for independent travelers and business travelers. Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort (from SEK 983),Chesapeake Beach Resort (from SEK 1,230) and Fisher Inn Resort & Marina (from SEK 1,069) are popular hotels with free Wi-Fi.

Which hotels near Drop Anchor Resort & Marina have gyms?

In recent years, public awareness for body health has increased, so many hotels have fitness rooms. Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort (from SEK 983),Cheeca Lodge & Spa (from SEK 1,358) and The Islands of Islamorada (from SEK 5,090) are popular hotels with a fitness room.

Which popular hotels near Drop Anchor Resort & Marina have parking?

If you're planning a road trip to Islamorada and Drop Anchor Resort & Marina, consider staying at Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort (from SEK 983),Chesapeake Beach Resort (from SEK 1,230) and La Jolla Resort (from SEK 838) . These are popular hotels with parking lots.

What hotels are recommended near Drop Anchor Resort & Marina?

If you're having trouble choosing a hotel, you might want to consider staying at Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort (from SEK 983),Chesapeake Beach Resort (from SEK 1,230) and Fisher Inn Resort & Marina (from SEK 1,069) . These hotels are highly rated, so you should book early.

Which popular hotels near Drop Anchor Resort & Marina have pools?

Many people travel to Islamorada Drop Anchor Resort & Marina for a family road trip during the summer or long holidays. Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort (from SEK 983), Chesapeake Beach Resort (from SEK 1,230) and Fisher Inn Resort & Marina (from SEK 1,069) are popular hotels with pools where you can relax and enjoy the summer vibe.

Which hotels near Drop Anchor Resort & Marina are family-friendly?

Drop Anchor Resort & Marina (from SEK 1,116) is a popular family-friendly hotel.

Islamorada weather

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28 Aug, 2025
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Islamorada Hotels near Drop Anchor Resort & Marina Information

Highest PriceSEK 18,233
Lowest PriceSEK 910
Number of Reviews1,762
Total Properties22
Average Price (Weekdays)SEK 3,241
Average Price (Weekends)SEK 4,025