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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

Islamorada Bungalow #5 - Islamorada, FL
9.6 41 reviews

Islamorada Bungalow #5

apartment, Islamorada, Village of Islands
This Islamorada bungalow, ideally situated near pristine beaches and world-class fishing opportunities in the Village of Islands, offers easy access to various attractions.
The two-bedroom, one-bathroom house sleeps four, boasting a fully equipped kitchen, in-unit laundry, a private porch, and access to a community heated swimming pool; on-site bicycles are available for exploring the area.
3212 Across From Pool * King & Queen/twin Bunk Bed - Islamorada, FL
9.8 160 reviews

3212 Across From Pool * King & Queen/twin Bunk Bed

apartment, Tavernier
This Ocean Pointe Suites condo is located in Tavernier, Florida, just a short distance from Harry Harris Park, offering stunning ocean views and easy access to the park's playground, walking trails, and beautiful scenery. The property has received excellent user ratings, making it a popular choice for travellers seeking a comfortable and enjoyable stay.
This two-bedroom, two-bathroom apartment comfortably accommodates six guests. Guests have access to a range of amenities, including a heated swimming pool, a hot tub, a tropical beach, a marina, a pool bar, a lounge, tennis and pickleball courts, and parking for two cars.
Anglers Reef Is Oceanfront, Blue Marlin House2/2.5 - Islamorada, FL
9.7 42 reviews

Anglers Reef Is Oceanfront, Blue Marlin House2/2.5

apartment, Islamorada, Village of Islands
The Blue Marlin house, a Key West-style property in Islamorada's Anglers Reef neighbourhood, is situated approximately 0.03 kilometres from an oceanfront pool and dock (fee applies).
This two-bedroom, two-bathroom villa sleeps six guests and offers a fully equipped kitchen, air conditioning, a private garden, swimming pool access, complimentary paddleboards and kayaks, and proximity to a second, rentable house ideal for larger groups.
Charming 3-bedroom Condo With Wifi And Ac In Delightful Islamorada - Islamorada, FL
No reviews

Charming 3-bedroom Condo With Wifi And Ac In Delightful Islamorada

apartment, Islamorada, Village of Islands
This three-bedroom Islamorada condo is centrally located in the Village of Islands, offering easy access to John Pennekamp Coral Reef State Park and Windley Key Fossil Reef Geological State Park, both within a few kilometres.
The self-catering apartment sleeps six guests, boasting two queen beds and two bunk beds, two bathrooms with hairdryers, Wi-Fi, air conditioning, a washer/dryer, and a BBQ area; nearby attractions include the Old Road Gallery and History of Diving Museum.

Best family friendly Islamorada, FL accommodations

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

Renovated Anglers Reef 2br + Sleeper + Ocean Views, Pool, Marina, Sleeps 8 - Islamorada, FL
10 72 reviews

Renovated Anglers Reef 2br + Sleeper + Ocean Views, Pool, Marina, Sleeps 8

apartment, Islamorada, Village of Islands
This Islamorada holiday home is situated within 3km of Windley Key Fossil Reef Geological State Park, Rain Barrel Village, and Founders Park, with Islamorada County Park and the History of Diving Museum also nearby.
The 151 square metre property offers two bedrooms, three bathrooms, sleeps six guests, and includes a private pool, barbecue, washing machine, and a kitchen equipped with a fridge, microwave, and dishwasher.
Paradise Found! - Islamorada, FL
9.2 5 reviews

Paradise Found!

apartment, Islamorada, Village of Islands
This Islamorada holiday home, less than 320km from Fort Lauderdale and Miami International Airports, offers convenient access to local restaurants and attractions in the Village of Islands.
Sleeping eight guests across four bedrooms and three bathrooms, the property boasts a private pool, tiki area with BBQ, fire pit, games room with pool table, a new dock with boat lift and fish cleaning station, ideal for anglers exploring Islamorada's renowned fishing spots.
Private Beach | Heated Pool | Mahi Key - Islamorada, FL
9.8 12 reviews

Private Beach | Heated Pool | Mahi Key

apartment, Islamorada, Village of Islands
This Islamorada oceanfront property offers direct access to a secluded beach in the Village of Islands.
The three-bedroom, three-bathroom apartment sleeps up to ten guests (six adults), boasting a heated pool, private dock, gourmet kitchen, and ocean views; beach gear and Pure Fiji bath products are provided.
Sunshine And Sandbars Waterfront Condo - Islamorada, FL
9.4 34 reviews

Sunshine And Sandbars Waterfront Condo

apartment, Tavernier
This family-friendly apartment is situated in Tavernier, just a 15-minute walk from Baker's Cay Resort Beach and Harry Harris Park, with Mariners Hospital and Florida Keys Dive Center within a 3-mile radius. The property has received excellent user ratings, making it a popular choice for travellers.
The two-bedroom apartment spans 93 square metres and comfortably accommodates up to six guests. You'll enjoy a range of amenities including a swimming pool, jacuzzi, terrace, spa, bar, tennis court, parking, internet access, and a fully equipped kitchen.

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

Sirens Cove - Ocean Views, Game Room, Pool And Dock Access - Islamorada, FL
No reviews

Sirens Cove - Ocean Views, Game Room, Pool And Dock Access

house, Islamorada, Village of Islands
This waterfront villa in Islamorada, Village of Islands, is within walking distance of Windley Key Fossil Reef Geological State Park and a 15-minute walk to Hog Heaven.
This 156 square meter holiday home accommodates up to 8 guests with 4 bedrooms and 3 bathrooms, featuring a fully equipped kitchen, air conditioning, a shared swimming pool, a terrace, a spa, a tennis court, and on-site parking.
Dbl Master |Oceanview |Jacuzzi |Beach |Marina |Bbq - Islamorada, FL
9.9 335 reviews

Dbl Master |Oceanview |Jacuzzi |Beach |Marina |Bbq

apartment, Tavernier
This two-bedroom apartment is situated in the Ocean Pointe Suites gated resort community in Tavernier, directly on the Atlantic Ocean, just minutes from Tavernier Creek, offering direct access to both the bay and the ocean. It has received excellent ratings for its location, cleanliness, and overall experience.
The 78 square metre property comfortably accommodates up to six guests, with two bathrooms and a queen-size Murphy bed in the living room. Amenities include a fully equipped kitchen, air conditioning, a swimming pool, a Jacuzzi, a terrace, a garden, parking, and internet access, as well as access to the resort's private beach, tennis courts, and waterfront café.
Isla Guava: Boutique Resort, Free Boat Dockage Sept-oct Only! - Islamorada, FL
9.2 5 reviews

Isla Guava: Boutique Resort, Free Boat Dockage Sept-oct Only!

house, Islamorada, Village of Islands
Isla Guava: Waterfront Boutique Resort in Matecumbe, Islamorada, offers convenient access to the Islamorada Brewery & Distillery and Keys History & Discovery Centre (both within 1.6km), and the History of Diving Museum (within 2.4km).
This smoke-free villa boasts a 156 square metre floor area, sleeping up to six guests in three bedrooms and four bathrooms, and features a private balcony, fully equipped kitchen, swimming pool, spa, and free Wi-Fi.
Key Lime Cottage In The Heart Of Islamorada - Islamorada, FL
10 5 reviews

Key Lime Cottage In The Heart Of Islamorada

house, Islamorada, Village of Islands
Key Lime Cottage is situated in Islamorada, Florida, 2.6 km from Sea Oats Beach, 8.5 km from Upper Matecumbe Key, and 13.5 km from Windley Key.
This 49-square-metre property offers two bedrooms, one bathroom, sleeps nine guests, and features a private pool, garden, terrace, fully equipped kitchen, free parking, and satellite TV.

Best Islamorada, FL accommodations with a kitchen

Snowbird Deal: Tavernier Canal Home W/ Boat Lift & Dock  28+ Day Keys Getaway! - Islamorada, FL
No reviews

Snowbird Deal: Tavernier Canal Home W/ Boat Lift & Dock 28+ Day Keys Getaway!

apartment, Islamorada, Village of Islands
This Plantation Key Colony holiday home in Islamorada, Village of Islands, is situated approximately 3.2km from the Florida Keys Dive Center and Old Road Gallery, and 9.7km from Islamorada County Park.
This two-bedroom, two-bathroom property sleeps six guests and boasts a fully equipped kitchen, Jacuzzi, terrace, garden, laundry facilities, and barbecue grills, offering convenient access to local attractions and water activities.
Ocean Breeze Den Suite | Island Vibes - Islamorada, FL
10 2 reviews

Ocean Breeze Den Suite | Island Vibes

apartment, Islamorada, Village of Islands
This ground-floor suite in Islamorada, Village of Islands, is located within a resort and marina, offering direct beach access and proximity to Founders Park, which is accessible via a complimentary transport app.
This apartment offers accommodation for up to six guests, featuring a private bedroom with two queen beds and an en-suite bathroom, a compact kitchen, and access to resort facilities including a heated swimming pool, tennis courts, and beachside charcoal grills.
Reel Key Largo Escape Ocean Pointe 5209 - Islamorada, FL
9.8 11 reviews

Reel Key Largo Escape Ocean Pointe 5209

house, Tavernier
Ocean Pointe 5209, Key Largo, offers a two-bedroom house in Tavernier, a 2.4km walk from Harry Harris Park Beach and 4.5km from Pigeon Key.
This 77 square metre property sleeps six, boasting a private patio with ocean views, a swimming pool, jacuzzi, and fully equipped kitchen including a dishwasher; free Wi-Fi and on-site parking are also provided.
Flip-flops & Sunshine: Islamorada Studio Escape - Islamorada, FL
10 7 reviews

Flip-flops & Sunshine: Islamorada Studio Escape

studio, Islamorada, Village of Islands
This Islamorada studio apartment is situated in Matecumbe, close to San Pedro Underwater Archaeological Preserve State Park and Indian Key Historic State Park, offering easy access to Robbie's of Islamorada and Bud n' Mary's Dive Center.
The 37-square-metre (approximately 400 square feet) self-catering unit features a queen bed and twin sleeper sofa, accommodating up to three guests, and includes a kitchen with fridge, microwave, and dishwasher, a private balcony, and access to a swimming pool, parking, and free Wi-Fi.
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