Best Islamorada hotels on the beach

Cheeca Lodge & Spa

Address: Overseas Highway, Mile Marker 82 Marker 82 Islamorada FL

When you are searching for a luxury family-friendly Islamorada hotel on the beach that has a plethora of onsite amenities, then the best choice is the Cheeca Lodge and Spa. Located at 81801 Overseas Highway along eastern shoreline of Islamorada within the Florida Keys, the Cheeca Lodge and Spa is situated on 27-acres of lush tropical landscape overlooking the beautiful waters of the Atlantic Ocean. The Cheeca Lodge and Spa has a modern five story architectural design with 214 rooms and suites which feature an elegant West Indies decor. Lagoon, Golf Course, Resort and Oceanfront view rooms are sized at 361 square feet with a private screened balcony. Resort and Beach view bungalows are 415 square feet with a sitting area and private balcony. Golf Course and Oceanfront one-bedroom suites have 681 square feet with a private balcony and the one-bedroom Resort as well as Lagoon view suites are sized similar with a full kitchen. The Lodge Island and Lodge Oceanfront are sized at 840 square feet with a Jacuzzi on the private balcony as well as a large living room. The Islamorada suite has 1,400 square feet with one-bedroom, a separate living room, full kitchen and private balcony with Atlantic Ocean views. The Cheeca Lodge and Spa has an excellent 1,100-foot stretch of white sand beach for lounging as well as swimming and offers complimentary non-motorized watersport equipment. Children will like Camp Cheeca which offers nature classes and other organized activities throughout the day. The Cheeca Lodge and Spa Islamorada hotel on the beach is situated close to many outstanding art galleries such as Seaside Glassworks, Gallery Morada and the Lobster Trap Art Gallery are all within walking distance. There is plenty of attractions onsite which include a fishing pier with use of free gear, a 9-hole executive style golf course, tennis courts, a fitness center, game room, video arcade, dive shop, shopping boutique, fishing pier and a full service spa. In addition there are two freshwater swimming pools including an adults-only pool. Dining onsite includes Atlantic’s Edge which serves all three meals; the Tiki Bar serves pool fare for lunch poolside and Limoncello as well as Nikai Sushi Bar and Restaurant are open for dinner. Nightlife includes live music in the Lobby Bar, movie night on the beach as well as a cold libation at the Tiki Bar.

Postcard Inn Beach Resort & Marina

Address: Overseas Hwy Islamorada FL

If you are looking for a mid-range family-friendly and lively atmosphere within an Islamorada hotel, then an ideal option for you is the Postcard Inn Beach Resort and Marina. Located at 84001 Overseas Highway along the northeastern coastline of Islamorada within the Florida Keys, the Postcard Inn Beach Resort and Marina are situated on the waterfront with a beautiful view of the Atlantic Ocean. The Postcard Inn Beach Resort and Marina has a modern four story architectural style with 150 rooms, suites as well as cottages that have been renovated in 2015 and feature a contemporary decor. Classic rooms have a choice of bedding and a private balcony with resort views. Oceanfront rooms are slightly larger with a sitting area, choice of bedding and a private balcony. These are also available in a double room deluxe layout which is ideal for families. The Oceanfront King suites have a living room as well as private balcony and are available in a double room layout for families. Cottages range from resort view to direct beach access with a choice of bedding as well as a one and two-bedroom with a separate living room that feature direct beach access. The Postcard Inn Islamorada hotel on the beach have a great white sand beach area with plenty of space to lounge and complimentary use of a standup paddleboard. You can rent your favorite watersport equipment or activity at the onsite dive shop. There is a full time entertainment that keeps activities lively throughout the resort all day. Offsite attractions include Theater of the Sea, Pelican Cove and the Windley Key Fossil Reef Geological State Park. The Postcard Inn Resort and Marina have a large freshwater swimming pool that overlooks the Atlantic Ocean. The property has a marina, dive shop, game room for children and a shopping boutique. Dining onsite includes the Raw Bar for all three meals and there is Italian cuisine in the evening at Ciao Hound. Offsite dining options include Abel’s Tackle Box and Deli as well as Wahoo’s Bar and Grill are within walking distance. Nightlife is abundant at the Postcard Inn Resort and Marina with live music at the Tiki Bar, movie nights on the beach and several themed party nights from reggae to local artwork.

Amara Cay Resort

Address: Overseas Hwy Islamorada FL

If you are searching for a mid-range value Islamorada hotel on the beach which features recently renovated rooms and a waterfront location, then the Amara Cay Resort is a perfect choice. Located at 80001 Overseas Highway along the southeastern shoreline of Islamorada within the Florida Keys, the Amara Cay Resort offers a few more amenities than your typical budget hotel on the island and boasts a waterfront that overlooks the Atlantic Ocean. The Amara Cay Resort was formerly a Hampton Inn and has a modern architectural style with accommodations that were renovated in 2015 that feature a modern Florida decor. Guest rooms are spacious and offer a variety of bedding choices as well as a private balcony with either an island or ocean view. Suites are larger with an integrated sitting area with sofa and private balcony that overlooks the ocean. The Amara Cay Resort boasts a private white sand beach which is protected by a seaside dock with hammocks for lounging as well as thatched huts for shade. You can swim off the pier and there is a dive shop onsite that can arrange your favorite watersport activity. Offsite attractions require a drive and include the Lignumvite Key Botanical State Park, the Ocean Gardens as well as Anne’s Beach. The Amara Cay resort has a freshwater swimming pool that overlooks the beach area with poolside service from Sparrows Rum Bar. The property has a fitness center, bocce ball court, dive shop and boat docking. Dining onsite includes breakfast and bar bites at Cucina Italiana Oltremare Ristorante as well as Sunday brunch; Sparrows Rum Bar serves light fare poolside. Offsite dining selections nearby include Lazy Days for seafood, Midway Cafe and Coffee Bar and Chef Michael’s for American fusion. Nightlife includes a drink at the Oltremare Bar and Lounge or Sparrows Bar.

Pelican Cove Resort and Marina

Address: Overseas Highway Islamorada FL

When you are searching for an upper-mid-range Islamorada hotel on the beach that has plenty of amenities onsite for couples and families, then the Pelican Cove Resort and Marina is an ideal selection. Located at 84457 Overseas Highway along the eastern coastline of Islamorada within the Florida Keys, the Pelican Cove Resort and Marina are situated along the waterfront overlooking the Atlantic Ocean within a beautiful tropical landscape. The Pelican Cove Resort and Marina has a modern four story architectural style with 63 rooms as well as suites which were renovated in 2014 and sport a contemporary modern decor. Partial-ocean and oceanfront view rooms are spacious with a private balcony and a variety of bedding choices which include an additional sofa sleeper. Junior suites are slightly larger in living space with a small kitchenette, an integrated living space and sport full-ocean or oceanfront views from a private balcony. The one-bedroom oceanfront suite has a separate living room, small kitchenette and oceanfront views from a private balcony. The Pelican Cove Islamorada hotel on the beach has a small white sand private beach which is ideal for lounging or swimming and you have access to free non-motorized watersport equipment such as kayaks, water-bikes as well as standup paddleboards. You have access to boat docking within the marina area for an additional charge. Offsite attractions close by include the Theater of the Sea, the Windley Key Fossil Reef Geological State Park and the popular History of Diving Museum. Pelican Cove Resort and Marina offer a freshwater swimming pool with a sundeck within a manicured garden. There are tennis courts but there is no fitness center or spa onsite. Dining includes a complimentary breakfast daily as well as light snacks are available at the Cabana Bar and Cafe during the day poolside. Offsite dining selections may include Ciao Hound for Italian, Island Grill prepares Caribbean specialties and Ziggie and Mad Dog’s grills steaks. Nightlife choices offsite include the Ocean View Inn and Sports Pub as well as Hog Heaven Sports Bar and Grill.

La Siesta Resort & Marina

Address: Overseas Highway Islamorada FL

When you are searching for a mid-range Islamorada hotel on the beach which has recently been updated and is appealing to families as well as couples then you should try the La Siesta Resort and Marina. Located at 80241 Overseas Highway on the southeastern shoreline of Islamorada within the Florida Keys, the La Siesta Resort and Marina are situated on 6-acres of manicured tropical landscape overlooking the Atlantic Ocean. The La Siesta Resort and Marina is a collection of modern low rise Caribbean style buildings with 54 suites which have been renovated in 2016 and sport a fresh contemporary decor. One-bedroom suites are spacious with a separate living room, kitchenette, choice of bedding and a private balcony that overlooks the garden, ocean or oceanfront. There are one-bedroom oceanfront standalone cottages that have direct beach access but do not have a kitchenette. Two-bedroom suites have a kitchenette, 1.5-bathrooms, a separate living room and private balcony with views of the gardens, pool or ocean. The Sea Glass House has three-bedrooms with a full kitchen, 2-bathrooms and a patio with a garden view. The Mermaid House is also three-bedrooms with a kitchenette, 2-bathrooms, a separate living room and a patio with ocean views. The Starfish House has five-bedrooms a full kitchen, a separate living room, 3-bathrooms and a patio with oceanfront views. The La Siesta Islamorada hotel on the beach has a nice stretch of white sand beach for lounging as well as swimming and you have access to limited complimentary non-watersport equipment. You can arrange for your favorite water adventure onsite at the 24 boat slip marina. Other attractions will require a short drive to the Hurricane Memorial, Indian Key State Historic Site or the Lobster Trap Art Gallery. There is one freshwater swimming pool but there is not fitness center or spa onsite. There is not a restaurant onsite but guests receive a complimentary continental breakfast daily. Dining options nearby include Midway Cafe and Coffee Bar, Lazy Days for seafood and Ma’s Fish Camp. Nightlife requires a drive or taxi ride to the Florida Keys Brewing Company or the Islamorada Beer Company Brewery and Tasting Room or you can catch live music at Hog Heaven.

Chesapeake Beach Resort

Address: Overseas Hwy Islamorada FL

When you are searching for a mid-range family-friendly Islamorada hotel on the beach that offers plenty of onsite amenities, then the Chesapeake Beach Resort is an ideal selection. Located at 83409 Overseas Highway on northeastern coastline of Islamorada within the Florida Keys, the Chesapeake Beach Resort is situated on 6.5-acres of tropical landscape that overlooks the Atlantic Ocean and a private lagoon. The Chesapeake Beach Resort has a low rise modern architectural design with 65 rooms, suites and villas which boast a tropical decor. The Garden view rooms have ample space with two double beds and a screened balcony. Deluxe rooms are slightly larger with a choice of bedding and a private balcony which feature views of the pool as well as ocean. Premium Ocean view rooms are even larger with a gorgeous Atlantic Ocean view from a private balcony. Premium Ocean view suites have a separate living room with a kitchenette, private Jacuzzi and view of the ocean from a private balcony. Villas are spacious with a full kitchen, separate living room and garden or ocean views but not all villas offer a private terrace. The Chesapeake Islamorada hotel on the beach has a superb spot along a private lagoon and white sand beach area which is ideal for swimming as well as lounging. You have access to complimentary kayaks, canoes as well as bicycles and you can arrange your favorite watersport adventure onsite. Other activities within a short distance from the Chesapeake Beach Resort include the History of Diving Museum, the Theater of the Sea or you can enjoy a cold libation as well as a tour at the Islamorada Beer Company Brewery and Tasting Room. The Chesapeake Beach Resort has two freshwater swimming pools with one overlooking the Atlantic Ocean. The property has tennis courts, shuffle board, a children’s playground, boat dock, shopping boutique and a tiki hut observation deck with bar service. Dining includes a free breakfast daily but there is no onsite restaurant. Offsite dining options within walking distance include Wahoo’s Bar and Grill for seafood and Chef Michael’s as well as the Green Turtle Inn is a short drive away. Nightlife within a short distance includes Jaws Raw Bar and the Lorelei Restaurant and Cabana Bar for live music.

Drop Anchor Resort

Address: Overseas Highway, 222 Islamorada FL

When you are searching for a mid-range Islamorada hotel on the beach that offers a tranquil setting, a boat launch and is ideal for families, then the Drop Anchor Resort is perfect for you. Located at 84959 Overseas Highway on Islamorada of the Florida Keys, the Drop Anchor Resort is situated overlooking the Florida Bay along the Windley Key within a lush tropical landscape. The Drop Anchor Resort is composed of five low rise buildings that have a modern architectural style with 18 suites that feature a modern decor. The smallest room has ample living space and a private balcony with views of the Florida Bay. Suites range from one to two-bedrooms with features such as full kitchens, a choice of bedding, separate living rooms with sofa beds and private balconies with a bay or garden view. The Drop Anchor Resort is directly on the waterfront with a beach for lounging and launching boats but there is no swimming allowed. Swimming can be found 2-miles away at Founders Park and you can arrange for your favorite watersport activity directly onsite. You are within walking distance to the Windley Key Fossil Reef Geological State Park and a short drive away from the Theater of the Sea where you can swim with dolphins as well as the History of Diving Museum. The Drop Anchor Islamorada has a small freshwater swimming pool, boat launch and a pier but there is no fitness or spa onsite. Dining is limited to cooking in your own suite and offsite selections within a short drive include the Island Grill for seafood, Ciao Hound prepares Italian and Ziggie and Mad Dog’s grills steaks. Nightlife includes watching the sunset from the pier or you can venture offsite to Hog Heaven Sports Bar and Grill or the Florida Keys Brewing Company for craft beers.

Casa Morada

Address: Madeira Road Islamorada FL

When you are seeking a romantic boutique Islamorada hotel on the beach that is specifically for adults-only, then the perfect spot for you is Casa Morada. Located at 136 Madeira Road on the western shoreline of Islamorada in the Florida Keys, Casa Morada is situated within a lush tropical landscape that was designed by Richard Jungles and features a small marina as well as a private island. Casa Morada is composed of two buildings that have a Caribbean low rise design which contain 16 suites that feature a decor of antique Mexican furniture with modern accents. The Garden House has four style of suites that include the Jacuzzi suite with a separate living room, private terrace and Jacuzzi that features spectacular views of the garden landscape; the Outdoor Shower suite features a separate living room, a private patio with garden views and an outdoor shower; the Garden suite has a separate living room with gorgeous views of the garden and the Jungles suite is the largest with an indoor Jacuzzi tub and large terrace with garden views. The Sea House has five styles of unique suites that include the Manatee which features a separate living room, oversized soaking tub and a private patio with a Florida Bay view; the Shangri-La suite has a separate living area and a private balcony with views of the bay as well as private island; the Sun suite has a separate sitting area, large picture windows and private terrace with views of the bay; the Starfish suite has a separate living room with a private patio that features bay views and the Iguana suite is largest unit on the property with a separate living room, an indoor Jacuzzi and terrace with big Florida Bay views. Casa Morada Islamorada hotel on the beach has a wonderful seaside spot which features a private island that sports a freshwater swimming pool and cabana bar for guests to enjoy. You have access to complimentary snorkeling equipment, standup paddleboards, kayaks as well as bicycles and you can arrange for your favorite watersport adventure directly with the hotel. You can also participate in free yoga classes and there is a bocce court within the garden area. There is no fitness center or full service spa but you can arrange for in-room massages. Dining includes a complimentary breakfast and you can indulge in light fare around the cabana bar during the day. Offsite dining within walking distance includes Islamorada Beer Company Brewery and Tasting Room, Mangrove Mike’s Cafe and Bayside Gourmet serves Italian cuisine. Nightlife within walking distance includes live music at Lorelei Restaurant and Cabana Bar as well as the Whistle Stop Bar and Grill.