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Islamorada, FL accommodation
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2091 Best accommodations in Islamorada, FL

Best Islamorada, FL accommodations with a pool

Among the 2091 accommodations in the area, here is the list of the 4 best ones with a pool

Oceans Fourteen: Direct Ocean View- Htd Pool - Islamorada, FL
9.0 2 reviews

Oceans Fourteen: Direct Ocean View- Htd Pool

apartment, Islamorada, Village of Islands
This oceanfront flat in Islamorada offers direct sea views from two private balconies within the Peaceful Palms community, located just 4 kilometres from the Theater of the Sea and 7 kilometres from the Morada Way Arts Cultural District.
Sleeping up to six guests, this family-friendly accommodation provides air conditioning, a communal heated swimming pool, paddleboards, bikes, and a game room, with a community boat dock also available.
Exquisite Unit W/ Balcony And Kitchenette! Pool Pets Allowed, Bike Rental! - Islamorada, FL
10 1 review

Exquisite Unit W/ Balcony And Kitchenette! Pool Pets Allowed, Bike Rental!

apartment, Islamorada, Village of Islands
This Islamorada holiday apartment is centrally located in the Village of Islands, close to the History of Diving Museum and Keys History & Discovery Centre.
The 30-square-metre property features a king-size bed, twin sofa bed, kitchenette, and balcony, accommodating up to four guests, with on-site amenities including a heated pool, kayaks, paddleboards, and bike rentals, plus daily continental breakfast and complimentary parking.
Anglers Reef Islamorada, Bikes,kayak,paddle Boards Dock Available-pool - Islamorada, FL
9.8 113 reviews

Anglers Reef Islamorada, Bikes,kayak,paddle Boards Dock Available-pool

apartment, Islamorada, Village of Islands
This two-bedroom apartment is located in the Anglers Reef community in Islamorada, just a short distance from local shops, bars, and restaurants, and within easy reach of the famous Islamorada "sandbar" and Alligator Reef. The apartment has received excellent ratings from previous guests and offers a peaceful, gated oasis with minimal traffic and stunning ocean views.
The 128 square metre apartment can accommodate up to six guests and features a spacious open layout, granite countertops, updated appliances, and a comfortable king-size bed in the master bedroom. Guests can enjoy a range of amenities, including a private swimming pool, boat docks, private beaches, three flat-screen TVs with Hulu and Netflix, complimentary wireless internet, a Keurig coffee pot, a full-size washer and dryer, and a fully equipped kitchen.
Charming 3-bedroom Condo Islamorada, Fl. 2 Wk. Min - Islamorada, FL
No reviews

Charming 3-bedroom Condo Islamorada, Fl. 2 Wk. Min

apartment, Islamorada, Village of Islands
This Islamorada condo provides a peaceful family retreat, offering easy access to the village's attractions and an authentic local experience.
This 3-bedroom, 2-bathroom apartment accommodates up to 6 guests and features a newly renovated community pool, beach, and clubhouse, alongside a private outdoor BBQ area for convenient al fresco dining.

Best family friendly Islamorada, FL accommodations

Among the 2091 accommodations in the area, here is the list of the 4 best family friendly ones

Island Time | Ocean Pointe 1207 | Oceanfront 2br Condo In Key Largo - Islamorada, FL
9.0 100 reviews

Island Time | Ocean Pointe 1207 | Oceanfront 2br Condo In Key Largo

apartment, Tavernier
This two-bedroom apartment in Tavernier is conveniently located within a 15-minute walk of Baker's Cay Resort Beach and Harry Harris Park, offering easy access to Tavernier's laid-back charm. The apartment has received excellent user and location ratings and a very good cleanliness rating.
The apartment comfortably accommodates up to six guests and features a fully equipped kitchen, two bathrooms, a washing machine, and a coffee/tea maker. Enjoy relaxing amenities like a TV, internet access, and a terrace/balcony, as well as the convenience of parking and an elevator.
Marlin House @ Tarpon Point - Islamorada, FL
10 5 reviews

Marlin House @ Tarpon Point

apartment, Islamorada, Village of Islands
Marlin House, an oceanfront property in the exclusive Tarpon Point community of Islamorada, offers direct access to the beach and is conveniently located near local attractions.
This four-bedroom, four-bathroom dwelling boasts a chef's kitchen, private pool access, smart TVs, and sleeps up to eight guests, perfect for families seeking a luxurious Islamorada getaway.
Bayside Villas By Islander Resort - Islamorada, FL
8.9 894 reviews

Bayside Villas By Islander Resort

resort, Islamorada, Village of Islands
Islander Bayside Villas & Boatslips is located in Islamorada, Florida, just a short walk from the beach and a short drive from Windley Key Fossil Reef Park. The resort has received very good ratings for user experience, location, and cleanliness.
The villas offer a comfortable and convenient stay with fully equipped kitchens, flat-screen TVs, free WiFi, and laundry facilities. Guests can enjoy a refreshing dip in the outdoor pool, rent bicycles, and explore the nearby water sports activities.
Isla Kiwi: Free Boat Dockage Sep-oct Only! - Islamorada, FL
9.8 10 reviews

Isla Kiwi: Free Boat Dockage Sep-oct Only!

house, Islamorada, Village of Islands
Isla Kiwi Villa #2, a three-bedroom upscale villa, is located in Islamorada's Art District, within walking distance of shops and restaurants, and a short drive (approximately 1.3 km) from Robbie's Marina and the Theatre of the Sea.
This luxury holiday home sleeps six guests, boasting three ensuite bathrooms, a private deck with partial water views, access to a heated communal pool and BBQ area, and is fully equipped with top-of-the-line appliances.

Frequently asked questions about accommodations in Islamorada, FL

  • What are the must-see sites in or near Islamorada, FL?

    Islamorada is known for its beautiful beaches and watersports, but you should also check out the Theater of the Sea, a marine park with dolphin shows and sea lion encounters. If you're into fishing, the Islamorada Fishing Museum is a must-visit. For a taste of local history, head to the History of Islamorada Museum.
  • What are the best accommodations in Islamorada, FL?

    Among the accommodations in Islamorada, FL, Sunset Inn, La Jolla Resort and Conch Villa 4 are the most popular ones.

  • How can travelers reach Islamorada, FL?

    The easiest way to get to Islamorada is by car, as it's located on the Overseas Highway (US-1), which connects the Florida Keys. You can also fly into Key West International Airport (EYW) and drive about 100 km north. If you're arriving by boat, there are several marinas in Islamorada.
  • What are the best accommodations with a pool in Islamorada, FL?

    Sunset Inn, La Jolla Resort and Conch Villa 4 are the best accommodations with a pool in Islamorada, FL.

  • What outdoor activities can visitors enjoy in and around Islamorada, FL?

    Islamorada is a paradise for water sports enthusiasts! You can go diving, snorkeling, fishing, kayaking, paddleboarding, and even jet skiing. If you prefer to stay on land, there are plenty of hiking trails and biking paths, including the scenic Overseas Highway itself.
  • What are the best accommodations with a jacuzzi in Islamorada, FL?

  • When is the ideal time to plan a trip to Islamorada, FL?

    The best time to visit Islamorada is during the shoulder seasons, from April to May or September to October, when the weather is still pleasant and the crowds are smaller. You can expect average temperatures between 21-27 degrees Celsius. The summer months are hot and humid, while winter can bring cooler temperatures and the occasional cold front.
  • What are the best accommodations for families and kids in Islamorada, FL?

    The best accommodations for families and kids in Islamorada, FL are La Jolla Resort, Sands Of Islamorada and Amara Cay Resort.

  • What are the best walking or cycling routes in Islamorada, FL?

    For a leisurely stroll, try the Anne's Beach Walk, a paved path that runs along the beach. If you're up for a longer ride, the Overseas Highway is a great option for cycling, offering stunning views of the ocean. You can also explore the many backroads and trails in the surrounding areas.
  • What are the best pet friendly accommodations in Islamorada, FL?

    The best pet friendly accommodations in Islamorada, FL are Sunset Inn, Conch Villa 4 and Sands Of Islamorada.

  • What nearby towns or cities can be explored from Islamorada, FL?

    From Islamorada, you can easily visit the charming town of Marathon, located about 20 km to the south. It's known for its historic district and the Seven Mile Bridge, a scenic drive that connects Marathon to the rest of the Keys. If you're looking for a bigger city, Key West is about 100 km south, offering vibrant nightlife and cultural attractions.
  • What are the best accommodations with parking in Islamorada, FL?

    Sunset Inn, La Jolla Resort and Conch Villa 4 are the best accommodations with parking in Islamorada, FL.

  • What amenities can travelers expect from accommodations in Islamorada, FL?

    Accommodation options in Islamorada range from budget-friendly motels to luxurious resorts. Most places offer amenities like swimming pools, restaurants, and bars. Some also have private beaches, fishing docks, and boat rentals. You can find accommodation options to suit every taste and budget.

Popular destinations

Best Islamorada, FL accommodations with a balcony

188 M² Condo ∙ 3 Bedrooms ∙ 6 Guests - Islamorada, FL
No reviews

188 M² Condo ∙ 3 Bedrooms ∙ 6 Guests

apartment, Islamorada, Village of Islands
This Islamorada condo is located in the Bay Harbour community on Lower Matecumbe Key, 2.4 kilometres from Anne's Beach and a 5-minute drive north of Robbie's.
This 188 square metre apartment offers accommodation for up to six guests with three bedrooms and two bathrooms, featuring direct Florida Bay access with a 30-foot deep water dock, resort-style amenities including a swimming pool and fitness centre, and stunning ocean views from its screened-in balcony.
Ocean Oasis At Ocean Pointe - Islamorada, FL
8.3 2945 reviews

Ocean Oasis At Ocean Pointe

house, Tavernier
Ocean Oasis at Ocean Pointe is situated in Tavernier, a short walk from Harry Harris Park Beach and a short drive from Pigeon Key, offering a tranquil escape in a beautiful location. The property has received very good ratings for its location, cleanliness and overall experience.
This holiday home features a well-equipped kitchen, a private balcony with sea views and a private beach for your enjoyment. Guests can also relax in the hot tub, swim in the pool, or enjoy the garden and outdoor play equipment.
Fabulous Townhome In Tavernier - Islamorada, FL
No reviews

Fabulous Townhome In Tavernier

apartment, Key Largo
This townhome in Tavernier, at the southern end of Key Largo, is situated within the exclusive, gated community of Sunset Hammock on Florida Bay, offering convenient access to fishing, diving, boating, shopping, and dining, and is located 4 kilometres from John Pennekamp Coral Reef State Park.
This end-unit property features two bedrooms with en-suite bathrooms and private balconies, accommodating up to four guests, and boasts resort-style community amenities including a heated/chilled swimming pool, spa, tennis courts, and a bayside dock ideal for paddleboarding, kayaking, and snorkelling.
Keys Waterfront Condo: Beach, Pool & Sunset Views! - Islamorada, FL
9.7 233 reviews

Keys Waterfront Condo: Beach, Pool & Sunset Views!

apartment, Tavernier
This waterfront apartment in Tavernier is located a short 2.4 km walk from Baker's Cay Resort Beach and Harry Harris Park, offering easy access to the beautiful waters and the local area. It has received excellent ratings for its location, cleanliness, and overall experience.
The apartment spans 84 square metres and comfortably accommodates up to 6 guests, with 2 bedrooms and 2 bathrooms. You'll enjoy a range of amenities including a swimming pool, jacuzzi, terrace, garden, spa, tennis court, and parking, as well as a fully equipped kitchen and air conditioning.

Best Islamorada, FL accommodations with a kitchen

Amazing Newly Remodeled Coastal Condo W Ocean View - Islamorada, FL
9.8 211 reviews

Amazing Newly Remodeled Coastal Condo W Ocean View

apartment, Tavernier
This waterfront apartment is situated in Tavernier, Florida, just 2.4 kilometres from Baker's Cay Resort Beach and Harry Harris Park, offering easy access to the beautiful beaches and natural surroundings of the Florida Keys. The apartment has received excellent ratings for its location, cleanliness, and overall user experience, making it a popular choice for travellers.
The apartment offers 54 square metres of space, with one bedroom and one bathroom, comfortably accommodating up to three guests. This bright and comfortable apartment comes equipped with a range of amenities, including a fully equipped kitchen, a fireplace, a terrace, a swimming pool, a spa, a tennis court, and free Wi-Fi, ensuring a relaxing and enjoyable stay.
Villa ∙ 3 Bedrooms ∙ 6 Guests - Islamorada, FL
10 2 reviews

Villa ∙ 3 Bedrooms ∙ 6 Guests

house, Islamorada, Village of Islands
Palm Cottage South, located in the Port Antigua community of Islamorada at Mile Marker 75, offers direct canal frontage with dockage for a 24-foot boat and exclusive access to a private white sand beach within 500 meters. This elevated villa provides 4 bedrooms accommodating up to 8 guests, featuring a heated swimming pool, air conditioning, a kitchen with a fridge, microwave oven, and dishwasher, alongside internet access, garden, and parking.
Single Family Home In Angler's Reef Gated Community, Beaches,marina,heated Pool - Islamorada, FL
9.8 102 reviews

Single Family Home In Angler's Reef Gated Community, Beaches,marina,heated Pool

apartment, Islamorada, Village of Islands
This beachfront property is located in Islamorada, just under 5 kilometres from Windley Key Fossil Reef Geological State Park, Founders Park, and Islamorada County Park, and 3.5 kilometres from the History of Diving Museum. The home has received excellent ratings for location, cleanliness and user experience.
The house is spread over 149 square metres and can accommodate up to 6 guests. It features 2 bedrooms, 3 bathrooms, a fully equipped kitchen, a spacious balcony, a swimming pool, a jacuzzi, a garden, a spa and parking.
Cheeca Lodge & Spa - Islamorada, FL
9.0 1969 reviews

Cheeca Lodge & Spa

resort, Islamorada, Village of Islands
Cheeca Lodge & Spa is situated on a 27-acre stretch of waterfront in Islamorada, just a 20-minute drive from downtown Key Largo and 13.7 miles from Long Key State Park. The resort has received very good user ratings, with excellent scores for location and cleanliness.
The property features spacious rooms with balconies and resort views. Guests can enjoy a range of amenities, including a 9-hole golf course, spa, fishing pier, swimming pools, fitness centre, tennis courts, and watersports facilities.
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