Places to stay in Islamorada, FL

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Islamorada, FL place to stay
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1677 Best places to stay in Islamorada, FL

Best Islamorada, FL accommodations with a balcony

Stay & Play; Enjoy Scenic Views  Ocean Pointe 5312 - Islamorada, FL
9.8 53 reviews
Islamorada, FL
26/06 – 30/06
£300/nightTotal: £1200 (4 )

Stay & Play; Enjoy Scenic Views Ocean Pointe 5312

2 3
apartment , Tavernier
This waterfront apartment is situated in Tavernier, within easy walking distance of Baker's Cay Resort Beach and Harry Harris Park, and just a short drive from Mariners Hospital and Florida Keys Dive Center. It enjoys a peaceful location, perfect for a relaxing getaway. The apartment has received excellent guest reviews and is rated highly for its amenities and service.
The apartment has two bedrooms, two bathrooms, and can comfortably accommodate up to six guests. It has a fully equipped kitchen, a terrace or balcony, a swimming pool, a spa, a tennis court, and free parking, providing everything you need for a comfortable and enjoyable stay.
Just Relisted! Discounts On Longer Stays ~ Heart Of Islamorada ~ Boat Dockage - Islamorada, FL
10 50 reviews
Islamorada, FL
01/01 – 31/05
£715/nightTotal: £107250 (150 )

Just Relisted! Discounts On Longer Stays ~ Heart Of Islamorada ~ Boat Dockage

3 2
apartment , Islamorada, Village of Islands
This apartment is situated in the Matecumbe district of Islamorada, less than 1.6 kilometres from restaurants, bars, and shops, and just 60 metres from a 24-hour grocery store. It has received excellent user ratings, making it a popular choice for travellers. This four-bedroom home spans 172 square metres and comfortably accommodates up to eight guests. It offers a private heated plunge pool, complimentary water sports, a fully equipped kitchen, and access to a community pool, boat dockage, and a private slip for watercraft.
Aquamarine Oceanview+special Rates+\ndock+pool+gym+spa+1535 Star Reviews!!! - Islamorada, FL
10 158 reviews
Islamorada, FL
27/06 – 04/07
£313/nightTotal: £2191 (7 )

Aquamarine Oceanview+special Rates+\ndock+pool+gym+spa+1535 Star Reviews!!!

2 2
apartment , Islamorada, Village of Islands
This waterfront apartment is situated in Islamorada's Matecumbe district, just a short distance from Bud n' Mary's Dive Center and Florida Keys Brewing Co., offering stunning views of the ocean and marina. The apartment has received excellent user ratings, indicating a high level of satisfaction among previous guests.
The apartment is spacious, measuring 158 square metres and accommodating up to 6 guests. It features a range of amenities and activities, including a private dock, a heated pool, a hot tub, a fitness centre, lighted tennis courts, a clubhouse, and a well-equipped equipment closet.
Oceans Fourteen - Ocean View- Balconies-dock-htd Pool - Islamorada, FL
Islamorada, FL
07/08 – 23/08
£416/nightTotal: £6656 (16 )

Oceans Fourteen - Ocean View- Balconies-dock-htd Pool

1 4
house , Islamorada, Village of Islands
This oceanfront holiday villa in Islamorada, Village of Islands, is a 10-minute walk from Windley Key and 0.4 kilometers from Theater of the Sea.
This 156 square meter holiday home accommodates up to 11 guests across 3 bedrooms and 3 bathrooms, featuring a heated outdoor swimming pool, private dock, on-site children's playground, and free WiFi.

Best family friendly Islamorada, FL lodging

Among the 1677 accommodations in Islamorada, FL, here are the 4 best for families

Thesandbar: Partial Ocean View,pool,free Dockage - Islamorada, FL
10 23 reviews
Islamorada, FL
01/01 – 31/05
£748/nightTotal: £112200 (150 )

Thesandbar: Partial Ocean View,pool,free Dockage

1 2
apartment , Islamorada, Village of Islands
This Islamorada villa, situated in the Peaceful Palms community, is minutes from the Islamorada Sandbar and within a kilometre of the Morada Way Arts & Cultural District and the Theatre of the Sea.
The three-bedroom, three-bathroom property sleeps eight guests and boasts a private boat dock (dockage fee applies), a heated pool, a fitness centre, and a games room, all alongside a modern, open-plan kitchen and balconies with water views.
House ∙ 4 Bedrooms ∙ 8 Guests - Islamorada, FL
Islamorada, FL
01/01 – 31/05
£298/nightTotal: £44700 (150 )

House ∙ 4 Bedrooms ∙ 8 Guests

4 2
house , Islamorada, Village of Islands
This canalfront property in Islamorada, Village of Islands, is situated ocean side at mile marker 77, offering direct Atlantic Ocean access and a clear route to the Alligator Lighthouse.
This family-friendly holiday home accommodates up to eight guests across four bedrooms and four bathrooms, featuring a splash pool, sundeck with canal views, and convenient ground-level living spaces.
Chesapeake Beach Resort - Islamorada, FL
9.0 2591 reviews
Islamorada, FL
30/07 – 06/08
£360/nightTotal: £2520 (7 )

Chesapeake Beach Resort

1 2
resort , Islamorada, Village of Islands
Chesapeake Beach Resort is located in Islamorada, Florida, just two miles from Windley Key Fossil Reef Geological State Park and directly on the oceanfront, offering stunning ocean views and easy access to the beach. The resort has received very good ratings for location, cleanliness, and overall user experience.
The resort offers a range of rooms and suites, all featuring a 37-inch flat-screen cable TV and a small refrigerator. Guests can enjoy an outdoor pool with ocean views, a Jacuzzi, a terrace or balcony, a garden, and a restaurant and bar on-site.
Bella - Islamorada, FL
Islamorada, FL
08/09 – 06/10
£551/nightTotal: £15428 (28 )

Bella

1 2
house , Islamorada, Village of Islands
This holiday home in Islamorada, Village of Islands, is located 2.1 kilometres from Windley Key Fossil Reef Geological State Park and 3 kilometres from Theater of the Sea.
This spacious 404 square metre villa accommodates up to nine guests and features a private beach area, a year-round outdoor pool, a fully equipped kitchen, and a barbecue, with a billiards table available for entertainment.

Frequently asked questions about accommodations in Islamorada, FL

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

    You definitely want to check out the Islamorada Museum, which tells the story of the area's fishing history. And don't miss the Theater of the Sea, where you can see marine life shows and even swim with dolphins. For a beautiful natural attraction, Indian Key Historic State Park is a must.
  • What are the best places to stay in Islamorada, FL?

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

  • How can travelers reach Islamorada, FL?

    The easiest way to get to Islamorada is to fly into Miami International Airport (MIA) and then drive down the Overseas Highway, which is a scenic drive itself. You can also drive down from the north on the Florida Keys Overseas Highway, which is part of US-1.
  • What are the best places to stay with a pool in Islamorada, FL?

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

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

    Islamorada is a haven for watersports. You can go fishing, kayaking, diving, and even rent a boat to explore the Florida Keys National Marine Sanctuary. If you're looking for something a bit more relaxed, Anne's Beach is a lovely spot to relax and soak up the sun.
  • What are the best places to stay 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. The weather is still warm but the crowds are smaller and the prices are lower. You can also enjoy a bit of a break from the summer heat.
  • What are the best places to stay for families and kids in Islamorada, FL?

    The best places to stay 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?

    There's a great paved walking and cycling path that runs along the Overseas Highway, offering stunning views of the water. You can also explore the Islamorada village on foot, enjoying the shops and restaurants. For a more adventurous cycle, the Florida Keys Overseas Heritage Trail is a popular choice.
  • What are the best pet friendly places to stay in Islamorada, FL?

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

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

    You can easily make day trips from Islamorada to Key Largo, which is known for its diving and snorkeling. Further south, Marathon is a great place to visit the Turtle Hospital and learn about sea turtle conservation. And of course, you can't miss a visit to Key West, the southernmost point of the US.
  • What are the best places to stay with parking in Islamorada, FL?

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

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

    You'll find a wide range of accommodations in Islamorada, from budget-friendly motels to luxurious resorts. Many accommodations offer swimming pools, restaurants, and water sports rentals. Some even have private beaches or docks. There are also plenty of vacation rentals and Airbnb options available.

Destinations nearby

Top-Rated Coastal Lodgings in Islamorada, FL

Base your next maritime holiday at coastal lodging in Islamorada, FL, located short distances from local shorelines.

Newly Updated Studio Apartment, Summer Sea 303 - Islamorada, FL
Islamorada, FL
01/01 – 31/05
£87/nightTotal: £13050 (150 )

Newly Updated Studio Apartment, Summer Sea 303

1 2
apartment , Islamorada, Village of Islands
This Islamorada studio apartment, situated in Plantation Key at mile marker 88.5 (approximately 14.5 km from the centre of Islamorada), offers direct bayfront access within a gated community, close to the renowned Marker 88 restaurant.
The self-catering unit sleeps four, featuring a queen bed, two twin Murphy beds, a fully equipped kitchenette with fridge and microwave, and access to a shared swimming pool, fitness centre, and laundry facilities within the complex.

Best Islamorada, FL accommodations with a kitchen

Flip-flops & Sunshine: Islamorada Studio Escape - Islamorada, FL
10 6 reviews
Islamorada, FL
09/10 – 12/10
£285/nightTotal: £855 (3 )

Flip-flops & Sunshine: Islamorada Studio Escape

1 2
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.
Spring & Summer Dates Available Licensed Rental Vr #25-0235  No Boats - Islamorada, FL
10 61 reviews
Islamorada, FL
30/07 – 06/08
£189/nightTotal: £1323 (7 )

Spring & Summer Dates Available Licensed Rental Vr #25-0235 No Boats

2 2
apartment , Islamorada, Village of Islands
This family-friendly apartment is located on the beach in Islamorada, within a short distance of Islamorada County Park, Founders Park, and the Florida Keys Dive Center. It has received excellent user ratings, making it a popular choice for travellers.
The apartment is spacious, covering 74 square metres and comfortably accommodating up to six guests. It comes with a range of amenities, including a swimming pool, a tennis court, and a fitness centre, ensuring a comfortable and enjoyable stay.
Gulf View Retreat @ Bay Harbor - Islamorada, FL
10 15 reviews
Islamorada, FL
07/08 – 23/08
£272/nightTotal: £4352 (16 )

Gulf View Retreat @ Bay Harbor

2 4
apartment , Islamorada, Village of Islands
This two-bedroom apartment is situated in Matecumbe, just 3.5 kilometres from Sunset Drive Beach and Anne's Beach, and 3.5 kilometres from San Pedro Underwater Archaeological Preserve State Park. This highly rated property offers a comfortable and convenient stay for travellers seeking a relaxing getaway in the Florida Keys.
The apartment can accommodate up to four guests and features a fully equipped kitchen, a washing machine, a terrace, a garden, a swimming pool, a jacuzzi and a fitness centre. Guests can enjoy a range of amenities and activities, including relaxing by the pool, exploring the nearby beaches, and enjoying the beautiful surroundings.
Fishing Capital Of The World - Islamorada, FL
10 2 reviews
Islamorada, FL
01/01 – 31/05
£144/nightTotal: £21600 (150 )

Fishing Capital Of The World

1 2
house , Islamorada, Village of Islands
This two-bedroom townhouse is situated in a gated community of just ten homes, a short distance from Islamorada's restaurants, beaches and parks.
The property boasts a private swimming pool, a boat dock, and four terraces, perfect for enjoying the Florida sunshine and stunning sunsets, and can accommodate up to six guests.

Best Islamorada, FL lodgings with a pool

Among the 1677 accommodations in Islamorada, FL, here are the 4 best ones with a pool

Islamorada Anglers Reef! Sandbar Bungalow Villa" Amazing! Middle Row Location! - Islamorada, FL
9.8 163 reviews
Islamorada, FL
07/08 – 23/08
£391/nightTotal: £6256 (16 )

Islamorada Anglers Reef! Sandbar Bungalow Villa" Amazing! Middle Row Location!

2 4
apartment , Islamorada, Village of Islands
Islamorada Waterfront Paradise With 5 Bedrooms, Pool And Dock - Islamorada, FL
10 19 reviews
Islamorada, FL
01/01 – 31/05
£359/nightTotal: £53850 (150 )

Islamorada Waterfront Paradise With 5 Bedrooms, Pool And Dock

1 2
apartment , Islamorada, Village of Islands
Beautiful Vacation Home In The Heart Of Islamorada , Florida Keys - Islamorada, FL
10 2 reviews
Islamorada, FL
01/01 – 31/05
£277/nightTotal: £41550 (150 )

Beautiful Vacation Home In The Heart Of Islamorada , Florida Keys

2 2
apartment , Islamorada, Village of Islands
3/2 Condo Futura Yacht Club Pool, Dockage, Wifi, Dockage, Beach - Islamorada, FL
9.8 29 reviews
Islamorada, FL
27/06 – 04/07
£380/nightTotal: £2660 (7 )

3/2 Condo Futura Yacht Club Pool, Dockage, Wifi, Dockage, Beach

3 2
apartment , Islamorada, Village of Islands

Top-Rated Places to Stay with On-site Parking in Islamorada, FL

Having a car park at your accommodation in Islamorada, FL ensures the coast and local beaches are easy to reach every day with no extra faff.

Keezy Dream House+beach, Pool & Kayaks At Anglers - Islamorada, FL
9.8 25 reviews
Islamorada, FL
27/06 – 04/07
£366/nightTotal: £2562 (7 )

Keezy Dream House+beach, Pool & Kayaks At Anglers

2 2
apartment , Islamorada, Village of Islands
Waterfront Property With Beautiful Sunsets Views! - Islamorada, FL
Islamorada, FL
01/01 – 31/05
£354/nightTotal: £53100 (150 )

Waterfront Property With Beautiful Sunsets Views!

3 2
apartment , Islamorada, Village of Islands
Houseboat ∙ 1 Bedroom ∙ 4 Guests - Islamorada, FL
Islamorada, FL
01/01 – 31/05
£224/nightTotal: £33600 (150 )

Houseboat ∙ 1 Bedroom ∙ 4 Guests

1 2
boat , Islamorada, Village of Islands
Sunset Access + Boat Basin | Walkable Islamorada - Islamorada, FL
9.9 139 reviews
Islamorada, FL
26/06 – 30/06
£278/nightTotal: £1112 (4 )

Sunset Access + Boat Basin | Walkable Islamorada

2 3
apartment , Islamorada, Village of Islands

Handpicked Places to Stay with a Hot Tub in Islamorada, FL

Coming back to a hot tub after a day by the water changes the whole tone of your holiday, and each accommodation here features one.

Port Antigua New Luxury One Bedroom/2 Bath Apt With Pool - Islamorada, FL
10 1 review
Islamorada, FL
01/01 – 31/05
£285/nightTotal: £42750 (150 )

Port Antigua New Luxury One Bedroom/2 Bath Apt With Pool

1 2
apartment , Islamorada, Village of Islands
Beacon Reef 307 - Islamorada, FL
Islamorada, FL
08/09 – 06/10
£182/nightTotal: £5096 (28 )

Beacon Reef 307

2 2
house , Islamorada, Village of Islands
Ocean View Condo With Balcony/marina View - Islamorada, FL
9.2 358 reviews
Islamorada, FL
07/08 – 23/08
£205/nightTotal: £3280 (16 )

Ocean View Condo With Balcony/marina View

2 4
apartment , Tavernier
Luxurious Suite+open Ocean Views+pool & Cabana Bar - Islamorada, FL
9.8 241 reviews
Islamorada, FL
07/07 – 11/07
£326/nightTotal: £1304 (4 )

Luxurious Suite+open Ocean Views+pool & Cabana Bar

2 4
apartment , Tavernier
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