Islamorada

Hotels with Parking in Islamorada

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Islamorada Hotels with Parking

Recommended Islamorada hotels with hassle-free Parking.
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Lowest price
Closest to downtown
Highest Rated
Cheeca Lodge & Spa
Cheeca Lodge & SpaCheeca Lodge & SpaCheeca Lodge & SpaCheeca Lodge & SpaCheeca Lodge & SpaCheeca Lodge & Spa
99+
Hotels in Islamorada
Welcome to Cheeca Lodge & SpaTurquoise water. Towering palms. Calm breezes. Imagine yourself whisked away to a tropical paradise where you indulge in mind, body, and spirit, as you rediscover an oasis called Cheeca Lodge & Spa. Romantic, serene, and dynamic, our Florida Keys Islamorada resort is a standard of excellence achieved by few. Be swept away by the casual elegance emanating from every detail and settle into the laid-back lifestyle of Islamorada.Stay in the Sportfishing Capital of the WorldLocated in the Sportfishing Capital of the World, Cheeca Lodge is a premier destination for serious anglers. Charter a boat and find over 500 species of fish within minutes from shore. The casual fisherman can cast a line from the end of our 525-foot pier – the longest in the Keys. A host of other activities can be found at our Islamorada luxury resort, including snorkeling, sea kayaking, bicycling, and scuba diving. Between activities, enjoy first-class dining at one of our three restaurants: Atlantic’s Edge, Mia Cucina, or Nikai Sushi.

"Great trip! We enjoyed it a lot! Great service, we love our room (ocean front) the only issue that we had is that we didn’t have access to internet through wifi"
Very Good
104 reviews
8.8/10
1 night
From SEK 1,872
Check availability
Sunset Inn
Sunset InnSunset InnSunset InnSunset InnSunset InnSunset Inn
68
Hotels in Islamorada
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.

"Its decent but its not easy to find in the evening or night when its dark. Would help if it has a bright sign for the Inn. It has a pool at the back and you can hear the noise if people are partying out there but it seems to quiet down fortunately for us for the day we were there."
Very Good
101 reviews
8.8/10
1 night
From SEK 1,403
Check availability
Breezy Palms Resort
Breezy Palms ResortBreezy Palms ResortBreezy Palms ResortBreezy Palms ResortBreezy Palms ResortBreezy Palms Resort
78
Hotels in Islamorada
With a stay at Breezy Palms Resort in Islamorada (Matecumbe), you'll be within a 15-minute walk of Bud n' Mary's Dive Center and Indian Key Historic State Park. This beach aparthotel is 1.3 mi (2.1 km) from Hurricane Monument and 1.5 mi (2.4 km) from Florida Keys Brewing Co.. Enjoy recreation amenities such as an outdoor pool or take in the view from a terrace. This aparthotel also features complimentary wireless internet access, gift shops/newsstands, and tour/ticket assistance. Featured amenities include luggage storage, laundry facilities, and a safe deposit box at the front desk. Self parking (subject to charges) is available onsite. Make yourself at home in one of the 40 guestrooms, featuring kitchens with full-sized refrigerators/freezers and microwaves. Complimentary wireless internet access keeps you connected, and cable programming is available for your entertainment. Conveniences include separate sitting areas and coffee/tea makers, and housekeeping is provided weekly.
Very Good
100 reviews
8.6/10
1 night
From SEK 1,354
Check availability
Islamorada
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Chesapeake Beach Resort
Chesapeake Beach ResortChesapeake Beach ResortChesapeake Beach ResortChesapeake Beach ResortChesapeake Beach ResortChesapeake Beach Resort
99+
Hotels in Islamorada
Located in Islamorada (Matecumbe), Chesapeake Beach Resort is within a 5-minute drive of History of Diving Museum and Windley Key Fossil Reef Geological State Park. This beach hotel is 1.2 mi (2 km) from Islamorada Brewery & Distillery and 1.7 mi (2.8 km) from Keys History & Discovery Center. Spend the day on the private beach or dip into one of the 2 outdoor swimming pools. This hotel also features complimentary wireless internet access and concierge services. Wrap up your day with a drink at the bar/lounge. A complimentary continental breakfast is served daily from 6:00 AM to 10:00 AM. Featured amenities include a computer station, a 24-hour front desk, and multilingual staff. Make yourself at home in one of the 60 air-conditioned rooms featuring microwaves and flat-screen televisions. Your room comes with a pillowtop bed. Complimentary wireless internet access keeps you connected, and cable programming is available for your entertainment. Bathrooms feature showers, designer toiletries, and hair dryers.

"The place is beautiful and very clean. There were a couple of hiccups but the hotel was quick to fix it. The only part that is upsetting is using on the amenities: fish rod, it kept tangling up. But overall, we will be returning. The breakfast was like no other."
Very Good
104 reviews
8.8/10
1 night
From SEK 1,994
Check availability
Amara Cay Resort
Amara Cay ResortAmara Cay ResortAmara Cay ResortAmara Cay ResortAmara Cay ResortAmara Cay Resort
99+
Hotels in Islamorada
With a stay at Amara Cay Resort in Islamorada (Matecumbe), you'll be a 4-minute walk from Bud n' Mary's Dive Center and a 2-minute drive from Florida Keys Brewing Co.. This beach resort is 4.8 mi (7.6 km) from Windley Key Fossil Reef Geological State Park and 6.5 mi (10.4 km) from Anne's Beach. Head down to the water and enjoy a day at the private beach, or take advantage of other recreational amenities including an outdoor pool and a fitness center. This resort also features gift shops/newsstands, wedding services, and a television in a common area. You can enjoy a meal at the restaurant serving the guests of Amara Cay Resort, or stop in at the snack bar/deli. Relax with a refreshing drink from the poolside bar or one of the 3 bars/lounges. Cooked-to-order breakfasts are available daily from 6:00 AM to 11:00 AM for a fee. Featured amenities include a 24-hour front desk, multilingual staff, and luggage storage. Make yourself at home in one of the 110 air-conditioned rooms featuring flat-screen televisions. Your pillowtop bed comes with down comforters and Egyptian cotton sheets. Private bathrooms with bathtubs or showers feature complimentary toiletries and hair dryers. Conveniences include safes and desks, as well as phones with free local calls.

"Ameracay is a very nice resort. It's not too far and easily accessible. It gas a nice tiki brand beach as well as a very nice courtyard with game areas and firepits. The resort is in an area that has iguanas. These are harmless if left alone. Make sure yiu balcony door is shut so a curious iguana does not visit. You also should ve aware that in case of a cold snap, iguanas fall from trees. As long as they don't hit you in the head again they are harmless. Visited the outside bar fi a sandwich. Everything in the Keys cost more so prices are moderate. We shared a sandwich with no issues. The lobby area is very nice with suspended swinging chairs. Decorations are ”islandish” which is appropriate. There is a selfie wall which has keys mounted. There is also a wall mounted magnetic Scrapple game. There are nice restaurants within walking distance. Both Midway and Lazy Boys were busy. If you go out for dinner, expect moderate wait. Staff was exceptionally nice and helpful. The resort has a very snLl gift shop. Not much for men unless you need a bathing suit. The only problem was the entire area was having water issues. There was no hot water in the room. I would stay again. It's about half the cost of staying in Key West. There are places very close by if you want to plY in, on, or under the water. It may be possible to book a ride out to Alligator Reef Lighthouse via a service near by. Lots of places to hop on a fishing boat. The water off Islamadora is a nationally protected coral reef. Make sure you know what you can and can't do on the reef. The resort does not allow drone flying on property. You might be able to fly from a nearby bridge. I will probably visit again."
Very Good
102 reviews
8.4/10
1 night
From SEK 2,160
Check availability
La Jolla Resort
La Jolla ResortLa Jolla ResortLa Jolla ResortLa Jolla ResortLa Jolla ResortLa Jolla Resort
99+
Hotels in Islamorada
With a stay at La Jolla Resort in Islamorada (Matecumbe), you'll be steps from Islamorada Brewery & Distillery and 10 minutes by foot from Keys History & Discovery Center. This hotel is 0.6 mi (1 km) from Matecumbe United Methodist Church and 0.7 mi (1.1 km) from History of Diving Museum. Head down to the water and enjoy a day at the private beach, or take advantage of other recreational amenities, which include an outdoor pool. Additional amenities at this hotel include complimentary wireless internet access, concierge services, and a picnic area. The front desk is staffed during limited hours. Limited parking is available onsite. Make yourself at home in one of the 20 air-conditioned rooms featuring flat-screen televisions. Complimentary wireless internet access keeps you connected, and cable programming is available for your entertainment. Bathrooms with showers are provided. Conveniences include coffee/tea makers and ceiling fans, and housekeeping is provided daily.

"Bella struttura ristrutturata sapientemente, stanza ampia ed accogliente, zona esterna bella e suggestiva soprattutto al tramonto."
Very Good
102 reviews
8.8/10
1 night
From SEK 1,281
Check availability
Fisher Inn Resort & Marina
Fisher Inn Resort & MarinaFisher Inn Resort & MarinaFisher Inn Resort & MarinaFisher Inn Resort & MarinaFisher Inn Resort & MarinaFisher Inn Resort & Marina
99+
Hotels in Islamorada
A stay at Fisher Inn Resort & Marina places you in the heart of Islamorada, just a 3-minute walk from Windley Key Fossil Reef Geological State Park and within a 5-minute drive of Rain Barrel Village. This beach motel is 1.9 mi (3.1 km) from History of Diving Museum and 2 mi (3.2 km) from Founders Park. Relax on the private beach or enjoy other recreational amenities such as an outdoor pool. Additional amenities at this Art Deco motel include complimentary wireless internet access, concierge services, and gift shops/newsstands. A complimentary on-the-go breakfast is served daily from 8:00 AM to 10:30 AM. Featured amenities include express check-out, luggage storage, and coffee/tea in a common area. Free self parking is available onsite. Make yourself at home in one of the 22 individually decorated guestrooms, featuring refrigerators and microwaves. Complimentary wireless internet access keeps you connected, and cable programming is available for your entertainment. Private bathrooms with shower/tub combinations feature complimentary toiletries and hair dryers. Conveniences include coffee/tea makers and irons/ironing boards, and housekeeping is provided on request.

"The reception staff were lovely, so welcoming and helpful. Little heated pool and nice sun loungers, just missing some umbrellas to make it perfect. The outside grill was great to use and clean. Room didn’t get cleaned during our two night stay though… 🤷🏼♀️"
103 reviews
7.3/10
1 night
From SEK 1,524
Check availability
Pines & Palms Resort
Pines & Palms ResortPines & Palms ResortPines & Palms ResortPines & Palms ResortPines & Palms ResortPines & Palms Resort
99+
Hotels in Islamorada
With a stay at Pines & Palms Resort in Islamorada (Matecumbe), you'll be a 5-minute walk from Indian Key Historic State Park and 12 minutes by foot from Bud n' Mary's Dive Center. This beach hotel is 1 mi (1.6 km) from Hurricane Monument and 1.2 mi (1.9 km) from Florida Keys Brewing Co.. Relax on the private beach or enjoy other recreational amenities such as an outdoor pool and bicycles to rent. Additional features at this hotel include complimentary wireless internet access, concierge services, and wedding services. Take advantage of the hotel's room service. Need to unwind? Take a break at the bar/lounge, the beach bar, or the poolside bar for a tasty beverage. Featured amenities include limo/town car service, multilingual staff, and luggage storage. Free self parking is available onsite. Make yourself at home in one of the 26 individually decorated guestrooms, featuring kitchens with full-sized refrigerators/freezers and ovens. Flat-screen televisions with cable programming provide entertainment, while complimentary wireless internet access keeps you connected. Conveniences include separate sitting areas and microwaves, and housekeeping is provided daily.
Great
100 reviews
9.0/10
1 night
From SEK 2,136
Check availability
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio ResortThree Waters Resort and Marina, Islamorada, a Tribute Portfolio ResortThree Waters Resort and Marina, Islamorada, a Tribute Portfolio ResortThree Waters Resort and Marina, Islamorada, a Tribute Portfolio ResortThree Waters Resort and Marina, Islamorada, a Tribute Portfolio ResortThree Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
99+
Hotels in Islamorada
Welcome to Three Waters Resort & Marina, a one-of-a-kind destination named for the rare meeting of the Atlantic Ocean, Florida Bay, and the Gulf of Mexico. Set on 15 waterfront acres in Islamorada—the “Sportfishing Capital of the World”—our resort blends island adventure with serene relaxation. Relax in a range of island-inspired guestrooms and cottages, or retreat to The Cove, our adult-focused oasis with a private beach lagoon. Discover tropical beauty and the spirit of the Florida Keys, plus nine unique dining options—from the wood-fired warmth of Kindler to the iconic Tiki Bar. Cruise between experiences aboard our water taxi, Rum Runner. At our full-service marina, a seasoned fleet of captains welcomes anglers of every level. Whether you’re seeking world-class fishing, a family vacation, romantic escape, upscale retreat, or a dream beach wedding, Three Waters Resort & Marina is your ultimate Florida Keys escape.

"The resort was very beautiful and well maintained. The cottage we stayed in was spacious and we really liked the decor and how soft the beds were. The food was good but a little pricey. We were not impressed with the cabana rental. The cabana was not ready when we arrived. We had to wait for it to be cleaned and set up. The cabana was not labeled and we were confused on which cabana was ours as there were 2 next to each other. We asked when service would start and we were told 10am, then we asked again at 10:45, then went to the front office at 11:30 and when 12pm rolled around with no service we decided to leave and get our money back on the cabana. At that point all we paid for was a chair and towel which did not meet our expectation when spending $250.00 on a cabana for the day. I would recommend several things for the cabana. 1. Number the cabanas so you can clearly see the number. Telling us Cabana 2 does not help when they are beside each other. 2. Stock the min fridge with water. 3. Clearly explain on the cabana rental that food/service will not start until a certain time. We expected to at least get something to drink while in the cabana. 4. Install a call button or app that you can be in contact with someone when you need something. There was a significant delay on getting our refund. And we do appreciate the Manager helping us on Friday get that resolved before we checked out on Saturday morning. All in all, the resort was great. We loved the vibe and updates made to the property. The rooms were comfortable and fresh, and we loved the beds as they were very comfortable, and the sheets were so soft. Everyone was friendly and pleasant. We most enjoyed fish like a local with Patrick. We found that the pool in the middle of the property was less used and felt more quiet and more private therefore we spent our time with a good book. I would give the stay at 4.5 out of 5. Highly recommend trying out Three Waters Resort."
Very Good
59 reviews
8.6/10
1 night
From SEK 3,207
Check availability
La Siesta Resort & Villas
La Siesta Resort & VillasLa Siesta Resort & VillasLa Siesta Resort & VillasLa Siesta Resort & VillasLa Siesta Resort & VillasLa Siesta Resort & Villas
99+
Hotels in Islamorada
With a stay at La Siesta Resort & Villas in Islamorada (Matecumbe), you'll be within a 15-minute walk of Indian Key Historic State Park and Bud n' Mary's Dive Center. This beach resort is 1 mi (1.7 km) from Hurricane Monument and 1.3 mi (2.1 km) from Florida Keys Brewing Co.. Head down to the water and enjoy a day at the private beach, or take advantage of other recreational amenities including an outdoor pool and bicycles to rent. Additional amenities at this resort include wedding services and a picnic area. Guests can catch a ride to nearby destinations on the complimentary area shuttle. Take advantage of the resort's room service (during limited hours). Wrap up your day with a drink at the poolside bar. Cooked-to-order breakfasts are available daily from 7:00 AM to 11:00 AM for a fee. Featured amenities include a 24-hour front desk and a water dispenser. Make yourself at home in one of the 55 individually decorated guestrooms, featuring kitchenettes with refrigerators and microwaves. Your pillowtop bed comes with Egyptian cotton sheets. Cable television is provided for your entertainment. Conveniences include phones, as well as safes and desks.

"The hotel was very comfortable and was very comfortable."
Very Good
102 reviews
8.3/10
1 night
From SEK 1,739
Check availability
See More Hotels with Parking in Islamorada

Frequently Asked Questions

What are the best hotels with Parking in Islamorada?

How much does it cost to stay in Islamorada hotels with Parking?

For hotels with Parking in Islamorada, the average price on weekdays is SEK 4,725, and the average price on weekends (Friday - Saturday) is SEK 5,241.

Which hotels with Parking in Islamorada are good for families?

Drop Anchor Resort & Marina (price from SEK 1,193) is a popular choice for families. Spend quality time with your kids and family!

What are the best luxury hotels with Parking in Islamorada?

If you’re after premium services and first-class amenities, you’ll find plenty of luxury hotels with Parking in Islamorada to suit your needs. Cheeca Lodge & Spa (price from SEK 2,256) and Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort (price from SEK 2,205) are some of the best luxury hotels available.

What are the best hotel deals for Islamorada hotels with Parking?

Trip.com offers great travel deals all year long. Visit the promotions page to find the latest discounts and special offers on Trip.com.

Islamorada Hotels with Parking Information

Total Properties23
Number of Reviews 1,888
Highest PriceSEK 54,405
Lowest PriceSEK 2,315
Weekday Avg. PriceSEK 4,725
Weekend Avg. PriceSEK 5,241