Best Parking Hotels in Islamorada, FL

Top 6 Parking Hotels in Islamorada, Florida

This guide to the best luxury, 5-star, and design-forward hotels in Islamorada, USA is manually curated by our editorial team based on first-hand research, verified guest reviews, location analysis, and overall service quality. Each hotel is selected to meet high standards of comfort, authenticity, and guest experience.

Cheeca Lodge & Spa
Hotels
Islamorada, FL, USA

Positioned on 27 acres of lush gardens and 1000 feet of private waterfront, Cheeca Lodge & Spa is a luxury resort in Islamorada, Florida. It features a 9-hole par 3 golf course, on-site spa, and 525-foot fishing pier. Each guestroom includes dark hardwood furniture and a balcony with views of the resort. Guests can watch movies on the 42-inch flat-screen TV with DVD player or browse the internet with free WiFi. An in-room safe and coffee maker are also provided. Adult and family-style swimming pools can be enjoyed at the resort. Additionally, a fully equipped fitness center, 6 tennis courts, and a full-service watersports facility are open to guests. Three restaurants and a tiki bar are located on-site at Cheeca Lodge & Spa. Atlantic’s Edge offers tropically-inspired cuisine amid a classic décor while Nikai Sushi Bar & Restaurant serves nigiri, sashimi, and more. Downtown Key Largo is a 20-minute drive from Cheeca Lodge & Spa. Long Key State Park is 13.7 miles from the resort.

Guest Reviews:

- "It was a wonderful experience." - "I was visiting for my birthday and it was one of the most beautiful places I’ve ever visited. The people were very welco" - "Took my 20-year-old niece with me I don’t think it’s a great place for younger kids" - "Did enjoy" - "Great romantic place to stay with gorgeous views from everywhere." - "Great facility warm and informative employees" - "Spectacular but make sure you’re not next door to any noisy dogs!"

Islander Resort
Hotels
Islamorada, FL, USA

A tranquil and relaxing retreat directly on the beach in the Florida Keys, this property offers spacious accommodations equipped with microwaves and refrigerators and easy access to attractions and activities. Relax and enjoy beautiful views from fully furnished private porches or lanais. Spend the afternoon lounging by the Islander's 2 on-site swimming pools. Enjoy on-site dining at Beachside Bar and Grill. Easily discover a variety of activities only minutes from the Islander Resort, including snorkeling and scuba diving. Enjoy deep-sea fishing, sailing or browsing the local shops, also only a short distance away.

Guest Reviews:

- "We enjoyed our stay room was beautiful clean and wonderful staff. We enjoyed all the amenities that were offered! We" - "Private, secluded, uncrowded, and dog-friendly!" - "Stay longer" - "The location was perfect and close to restaurants in the area. Hope to return !" - "Will definitely return!" - "A relaxing stay with polite and attentive staff. The location is perfect for restaurants and attractions within walking" - "Relaxing time at a beautiful smallish resort on the beach!"

Amara Cay Resort
Hotels
Islamorada, FL, USA

This beachfront hotel is located in Islamorada, Florida and features transfer services within 3.7 mi from the property. WiFi is included in the resort fee. Guests can relax on beachside hammocks or enjoy the outdoor pool at Amara Cay Resort. An on-site fitness center is available, as well as a meeting space. A flat-screen TV, work desk, and safety deposit box comes standard in every guestroom. Bicycle rentals and luggage storage are offered on site. Sample a custom cocktail at the Tiki Bar or experience Amara Cay Resort’s restaurant, ReelCatch. The History of Diving Museum is 3 mi away. Guests will be 8 minutes’ drive from Anne’s beach. Windley Key Fossil Reef Geological State park is 8 minutes’ drive.

Guest Reviews:

- "Good price, beautiful grounds" - "Stunning stunning" - "Excellent" - "We had such a beautiful family vacation at Amara Cay we will definitely be returning." - "The best place for relax and romantic" - "Lovely staycation in Islamorada!" - "Had a great stay. Thank you" - "Amazing" - "Beautiful place and location. Great pool and pool bar!" - "Relaxing and exactly what we needed" - "The resort was great. Room service disappointed as they wouldn't report left items."

Topsider Resort
Hotels
Lower Matecumbe Beach, FL, USA

Topsider Resort features free bikes, outdoor swimming pool, a garden and private beach area in Lower Matecumbe Beach. Featuring family rooms, this property also provides guests with a grill. Guests can use the hot tub, or enjoy pool views. The hotel will provide guests with air-conditioned rooms offering a closet, a coffee machine, a fridge, a dishwasher, a safety deposit box, a flat-screen TV, a terrace and a private bathroom with a shower. Free WiFi is available to all guests, while some rooms come with a balcony. All guest rooms will provide guests with an oven. Activities such as fishing, snorkeling, canoeing can be enjoyed in the surrounding areas, and guests can relax along the beachfront. Sea Oats Beach is a 7-minute walk from Topsider Resort, while Upper Matecumbe Key is 6.5 miles away. Key West International Airport is 73 miles from the property.

Guest Reviews:

- "A perfect location" - "Lovely !" - "Love peaceful beach location with everything you need!" - "wonderful relaxing time" - "Nice place but rooms need to be rehabbed."

Casa Morada
Hotels
Islamorada, FL, USA

Located in Islamorada, a 10-minute walk from Upper Matecumbe Key, Casa Morada has accommodations with free bikes, free private parking, an outdoor swimming pool and a garden. With a terrace, the 5-star hotel has air-conditioned rooms with free WiFi, each with a private bathroom. The hotel provides a hot tub and luggage storage space. At the hotel, every room has a closet. Rooms come with a coffee machine, while some rooms include a balcony and others also feature sea views. The rooms in Casa Morada are equipped with a flat-screen TV and free toiletries. Guests at the accommodation can enjoy a buffet breakfast. Theater of the Sea on Islamorada is 2.3 miles from Casa Morada, while Windley Key is 2.9 miles from the property. Miami International Airport is 75 miles away.

Guest Reviews:

- "Best hidden gem in the keys" - "Overall great stay. Comfortable beds and room. And right next to where we wanted to be." - "Amazing place" - "A wonder escape from Miami" - "CLASSIC ESTABLISHMENT A MUST VISIT" - "perfect in every way" - "We found a hidden gem at Casa Morada. We plan to go again next year." - "Excellent!" - "It was a very nice stay. The reception was very helpful. Great outdoor area." - "Beautiful and relaxing environment"

Pines & Palms Resort
Hotels

This Islamorada resort in the Florida Keys is located near Alligator Reef. It features an oceanfront freshwater pool, a Tiki Bar and a private beach area. Each accommodations includes a full kitchen. A living area with a cable TV is included in all units at Pines & Palms Resort. The traditionally styled units feature light colors and island decor. Most offer a private terrace with ocean views. Guests at Resort Palms & Pines have access to kayak and bike rentals, private boat docks and premium sport fishing areas. A covered cabana with a barbecue grill, fridge and sink is available for guest use. This resort is less than 1 mi from Miss Islamorada Fishing Charters. The entrance to John Pennekamp Coral Reef State Park is less than 30 minutes’ drive away.

Guest Reviews:

- "Amazing stay!" - "Rest and relaxation" - "Amazing stay" - "Wish we could've stayed longer. We hope to get a chance to return." - "Home away from home" - "Palms & Pines - our home away from home - so glad we chose this place!" - "Family weekend" - "Strategic position!" - "Exceptional stay" - "Great place to stay in the keys." - "Relaxing getaway, you feel like your on a Caribbean island without leaving the states."

Islamorada, USA Family Friendly Hotels

best hotels in Islamorada, USA
8.7
1451 reviews
From $348

At Islander Resort, families can enjoy a stress-free escape with spacious accommodations designed for bonding and relaxation. Kids will find hours of enjoyment with nearby activities like snorkeling, while parents appreciate the safe and welcoming environment. With convenient access to local attractions, there's something for everyone, making it the perfect spot for family adventures. Create lasting memories together as you explore the beautiful surroundings of the Florida Keys.

best hotels in Islamorada, USA
8.6
12 reviews
From $540

Experience a nurturing haven at this family-friendly resort, where kids can thrive in the engaging kids' club while parents relax worry-free. Safety is paramount, with secure environments and spacious accommodations designed for family bonding. Enjoy stress-free togetherness in self-catering apartments featuring all the essentials needed for a memorable family getaway. Unwind by the pools or explore nearby outdoor activities, ensuring delight for guests of all ages in Lower Matecumbe Beach.

best hotels in Islamorada, USA
8.1
607 reviews
From $254

Amara Cay Resort is a haven for families seeking stress-free bonding time. With spacious accommodations designed for comfort, parents can relax knowing their children are safe and entertained. Join in on engaging activities tailored for kids, ensuring everyone enjoys their vacation. The resort’s easy access to the beach offers plenty of opportunities for family fun, creating lasting memories together amidst the sun and surf.

best hotels in Islamorada, USA
8.7
977 reviews
From $865

This family-friendly resort in Islamorada offers a safe and welcoming environment for guests of all ages. With spacious accommodations and a variety of engaging activities, families can bond over swimming in the adult and kid-friendly pools or exploring the beautiful grounds. On-site restaurants cater to diverse tastes, making mealtime stress-free. Enjoy peace of mind while your children explore the resort's many amenities, providing a perfect backdrop for cherished family moments.

best hotels in Islamorada, USA
9.0
762 reviews
From $282

Pines & Palms Resort offers a reassuring environment for families seeking quality bonding time in the heart of the Florida Keys. Each accommodation features a full kitchen, allowing for stress-free meal prep, while kids can delight in on-site activities like poolside splashes and bike rentals. Safety is prioritized throughout the resort, ensuring peace of mind as you explore together. Create cherished memories without the hassle – your family adventure awaits!

Islamorada, USA Hotels with Private Beach

best hotels in Islamorada, USA
8.1
607 reviews
From $254

Escape to tranquility at this exclusive beachfront getaway, offering direct access to soft sandy shores. Experience serene moments as you lounge in beachside hammocks, soaking up the sun without the crowds. With stunning ocean views from your room, this elite destination provides a perfect backdrop for relaxation and rejuvenation. Whether taking long walks along the shore or enjoying quiet afternoons, blissful serenity awaits at this idyllic coastal retreat.

best hotels in Islamorada, USA
8.7
977 reviews
From $865

Escape the crowds and unwind on serene private waterfront at this luxury resort in Islamorada. Guests enjoy exclusive access to 1000 feet of pristine shoreline, where soft sands and tranquil waters create the ultimate beach getaway. Immerse yourself in nature as you relax on your balcony, taking in breathtaking views. Experience the luxurious ambiance that ensures a peaceful retreat, allowing you to savor the beauty of Florida's coastline in an elite atmosphere.

best hotels in Islamorada, USA
8.6
12 reviews
From $540

Escape to tranquility with direct access to a pristine private beach, where soft sand beckons you to unwind away from the crowds. This serene retreat offers an elite experience, allowing guests to savor breathtaking ocean views and refreshing sea breezes. Ideal for those seeking solace, each stay promises moments of rejuvenation beside the gentle waves. Explore the natural beauty of Lower Matecumbe Beach while indulging in the luxurious ambiance that surrounds you.

best hotels in Islamorada, USA
9.0
762 reviews
From $282

Escape the hustle and bustle at Pines & Palms Resort, where a serene private beach invites you to unwind on soft sands and soak up the sun. With direct access to the tranquil waters, indulge in moments of relaxation away from the crowds. Picture yourself enjoying peaceful strolls along the shoreline or watching mesmerizing sunsets from your own terrace. This elite sanctuary in Islamorada is designed for those seeking a tranquil retreat in the Florida Keys.

best hotels in Islamorada, USA
8.7
1451 reviews
From $348

Escape to your own serene paradise with direct access to soft sandy shores at Islander Resort. This elite beachfront retreat in the Florida Keys allows you to unwind in tranquil surroundings, far from crowded tourist areas. Immerse yourself in the soothing sounds of the ocean while lounging on a private porch or lanai, and enjoy the breathtaking views of the coastline. Retreat from the hustle and bustle, and indulge in a peaceful beach experience tailored for relaxation.

Islamorada, USA Hotels with Entertainment

best hotels in Islamorada, USA
9.0
762 reviews
From $282

Dive into an unforgettable nightlife experience at Pines & Palms Resort, where the vibrant atmosphere energizes your stay! With a lively Tiki Bar and oceanfront freshwater pool, you'll have all you need to unwind after a day of adventure. Engage in exciting activities like kayaking and fishing right from our private docks, making every moment count. Whether you're mingling with fellow guests or enjoying live music, this resort is the heartbeat of fun in the Florida Keys!

best hotels in Islamorada, USA
8.7
1451 reviews
From $348

Dive into the vibrant nightlife of Islamorada with lively activities just moments away from your stay at Islander Resort. From exciting snorkeling excursions to thrilling deep-sea fishing adventures, the fun never ends. Unwind at the Beachside Bar and Grill for delicious cocktails and a festive atmosphere, or make a splash in one of the two on-site pools while soaking up the Florida sun. Experience the rich local culture and entertainment that awaits you outside your door.

best hotels in Islamorada, USA
8.7
977 reviews
From $865

Experience the vibrant nightlife and exhilarating activities at this luxury resort in Islamorada, Florida. With three on-site restaurants and a lively tiki bar, guests can indulge in delicious dining and refreshing cocktails without leaving the premises. The extensive recreational facilities include adult and family swimming pools, a full-service watersports center, and tennis courts, ensuring endless fun and social interactions. Embrace the energetic atmosphere that promises unforgettable evenings filled with laughter and excitement.

best hotels in Islamorada, USA
8.1
607 reviews
From $254

Dive into the vibrant nightlife at this beachfront resort, where the energetic atmosphere comes alive with fun activities and endless entertainment. Sip on custom cocktails at the lively Tiki Bar while enjoying live music that keeps the party going. Engage in beachside games or unwind by the outdoor pool, making every moment a chance to socialize and connect. Experience the excitement of Islamorada, where unexpected adventures await just outside your door.

Islamorada, USA Pet Friendly Hotels

best hotels in Islamorada, USA
8.1
607 reviews
From $254

At this welcoming beachfront resort, no family member is left behind. Enjoy a pet-friendly atmosphere complete with amenities designed for your furry companions. Explore the nearby scenic trails and beaches, perfect for leisurely walks with your beloved pets. With relaxed accommodations and a focus on comfort, both you and your pets can enjoy a stress-free getaway in the heart of Islamorada’s natural beauty.

best hotels in Islamorada, USA
9.1
90 reviews
From $603

best hotels in Islamorada, USA
8.7
1451 reviews
From $348

Bring your furry family member along to Islander Resort, where pets are welcomed with open arms! With pet-friendly amenities and nearby walking areas, your four-legged friend can enjoy their vacation too. Experience the joy of having no family member left behind while you explore the beautiful beaches and vibrant local attractions. Create unforgettable memories together, making every moment of your getaway enjoyable for both you and your beloved pet.

Islamorada, USA Hotels with Spa

best hotels in Islamorada, USA
8.7
977 reviews
From $865

Rejuvenate your senses at the tranquil spa nestled within this coastal oasis in Islamorada. Offering signature treatments designed to promote wellness and relaxation, the spa provides a zen escape from everyday stresses. Relax in serene surroundings while indulging in therapeutic massages and rejuvenating facials. The calming atmosphere combined with expert care enhances your experience, creating a restorative journey that leaves you feeling refreshed and revitalized during your stay.

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