Hotels in Islamorada (Florida, USA)

836 hotels in Islamorada

  1. Pines & Palms Resort

    Heated oceanfront pool and bar
    See prices from 10 sites
    from$404
  2. Bungalows Key Largo

    Tropical grounds with bicycle access
    See prices from 3 sites
    from$1,801
  3. Cheeca Lodge & Spa

    Three Distinct On-Site Restaurants
    See prices from 14 sites
    from$242
  4. Chesapeake Beach Resort

    Walking access to local restaurants
    See prices from 13 sites
    from$225
  5. Amara Cay Resort

    On-site fishing from dock
    See prices from 18 sites
    from$295
  6. Islander Resort

    Two distinct outdoor swimming pools
    See prices from 13 sites
    from$448
  7. Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

    Full-service marina and fishing
    See prices from 15 sites
    from$317
  8. La Siesta Resort & Villas

    Zero-entry infinity pool area
    See prices from 14 sites
    from$280
  9. Breezy Palms Resort

    Walkable access to local dining
    See prices from 5 sites
    from$239
  10. Casa Morada

    Private island with freshwater pool
    See prices from 11 sites
    from$231
  11. Hadley Resort and Marina

    Walkable access to local dining
    See prices from 11 sites
    from$219
  12. Fisher Inn Resort & Marina

    Outdoor Games and Fire Pits
    See prices from 13 sites
    from$232
  13. Drop Anchor

    Heated oceanfront swimming pool
    See prices from 10 sites
    from$254
  14. Matecumbe Resort

    Heated pool and boat docking
    See prices from 8 sites
    from$263
  15. Ragged Edge Resort & Marina

    Heated Freshwater Swimming Pool
    See prices from 12 sites
    from$306
  16. Drift Hotel

    Private beach and water access
    See prices from 12 sites
    from$189
  17. The Ocean View Inn

    Outdoor pool with waterfall feature
    Select dates to see exact prices
  18. The Islands of Islamorada

    Private beach with water sports
    Select dates to see exact prices
  19. Bayside Villas by Islander Resort

    Waterfront pool and barbecue area
    See prices from 12 sites
    from$411
  20. The Moorings Village & Spa

    Select dates to see exact prices
  21. The Caribbean Resort

    Outdoor pool with tropical landscaping
    Select dates to see exact prices
  22. Coconut Cove Resort and Marina

    24-Hour Zero-Entry Outdoor Pool
    See prices from 8 sites
    from$314
  23. Bud N Marys Fishing Marina

    Waterfront rooms with ocean views
    Select dates to see exact prices
  24. La Jolla Resort

    Relax in waterfront lounge areas
    See prices from 10 sites
    from$398
  25. Sands of Islamorada

    Proximity to Islamorada State Parks
    Select dates to see exact prices
  26. Lime Tree Bay Resort

    On-site Florida Boy restaurant access
    See prices from 13 sites
    from$148
  27. Spring & Summer Dates Available Licensed Rental Vr #131 ( No Boats)

    Select dates to see exact prices
  28. Flamingo Adventures Lodge

    Select dates to see exact prices
  29. Beach Residence / Private Overwater Dock / Heated Pool / Mahi Key

    Select dates to see exact prices
  30. Caloosa Cove Resort by CoolVacay

    Central Islamorada location for exploration
    Select dates to see exact prices
  31. Summer Promo Spacious Condo In Futura Yacht Club W/pool, Tennis, Marina; Bring Your Boat

    Select dates to see exact prices
  32. Gorgeous Anglers Reef Islamorada Florida Keys Oceanfront Pool

    Select dates to see exact prices
  33. Charming 2 Bedroom Ground Level Home With Bay Views - Little Bay Lower Level

    Select dates to see exact prices
  34. Topsider Resort by Capital Vacations

    Private beach and bicycle access
    Select dates to see exact prices
  35. Private Hideaway W/ Balcony + Lush Views @islamorada - Hideaway Suite

    Private Balcony With Lush Views
    Select dates to see exact prices

The prices and availability we receive from booking sites change constantly. This means you may not always find the exact same offer you saw on trivago when you land on the booking site.

ISLAMORADA, FOR A DREAM VACATION IN THE KEYS

Islamorada, FL, is a small beach paradise located at the beginning of the keys, more or less equally close to Key West and Miami. No one will blame you for choosing the peacefulness of this small town and its pure, unspoiled beaches over the very busy Miami and all its glitz.

If you’re thinking of Florida for your spring break but don’t really understand the hype about Miami, you should head a few miles further south, where you will enjoy a small harbor that will likely please you much more. All year round, whoever you are, wherever you’re from, the locals in Islamorada will welcome you into their lives with open arms. With a wide variety of available activities, ranging from hiking to fishing , you will never get bored in the fishing capital of the world!

NOT TO BE MISSED IN THE CITY

For such a small town, with less than 10,000 inhabitants, Islamorada offers a surprisingly high number of ways to visit it. A good example thereof is the cheap but comfortable air-conditioned buses that operate in the city, specifically to accommodate visitors. To discover the city’s marine riches, nothing better than a trip on a glass-bottomed boat , from which you can spot numerous species. And finally, for those who love all kinds of thrills, you can board an ultra-light airplane to fly over the region and discover all its marvels! Everyone who has ever done it regards it as a memorable experience, so you probably won’t be disappointed either!

If you’re not planning to bust your wallet on your stay in Islamorada, you don’t have to worry either. Though in general the Keys are thought to be expensive, Islamorada is a place where you can find quality lodging at more accessible prices. This is especially true for those who aren’t too keen on traditional hotels and would much rather enjoy more personal places.

If you recognize yourself in that description, quickly book a room at Conch On, a bed and breakfast that will surprise you with its quality-price ratio.

Don’t forget that if you are interested in history you would be very well-advised to go to Pioneer Cemetery. This place includes a statue of an angel which has a wing broken off. The story behind it is the disastrous Labor Day Hurricane, which ravaged Islamorada in 1935. Various memorial points for the victims of this tragedy are to be seen around the city.

MANY BEACH OPTIONS TO EXPERIENCE

When you go to the keys, you’re probably aware that you are going to be at the beach, whether you want it or not. So make the most of it by enjoying the various options that Islamorada offers you.

Plantation Yacht Harbor features a large swimming area as well as restrooms and stands selling food and drinks. For a comprehensive beach experience, you can also go there on Sunday afternoons, where live music is played starting at 2pm. Sometimes, on weekends, Plantation Yacht Harbor also hosts parties revolving around rock shows.

In Islamorada County Park, you can enjoy a beach on one side. This beach is located in a natural creek, which is a perfect environment for snorkeling. Though the current is strong at times, you can put on your snorkel and discover how many rare species are to be seen off the Islamorada coast!

If you prefer beaches with boardwalks for the activity, head to Matecumbe Key. But finally, the beach that Islamorada is most known for is referred to as Islamorada Beach or the Sand Bar. This beach, which you can only reach by boat, is literally a bar of sand in the middle of the ocean. You will love its crystal-clear water which looks just like what you can see on postcards.

And of course, to live your beach experience to the fullest, why not opt for the only 5-star hotel in Islamorada? If that’s what you want, book a room at the Checca Lodge. There, you will experience the best luxury that Islamorada has to offer.

EXPERIENCE NATURE IN ISLAMORADA

Islamorada, which is sometimes referred to as Islandmorada, will please anyone who likes to be in contact with nature.

For example, those who enjoy fishing will have a blast. Why? First of all, the city has the largest concentration of fishing boats in the entire Keys. And if you can’t afford getting your own boat, no worries! Boat fishing is a very common practice there. However, don’t forget it requires a license and your own equipment. But once you get that sorted out, go ahead and have a boat take you fishing! Islamorada is said to be the fishing capital of the world so there’s plenty of fish in the sea for you. And to top it off, many restaurants in the city will even agree to cook your catch, so you can add the fun of fishing to the pleasure of eating freshly caught fish.

Islamorada and some neighboring cities are following the development of off-road tourism, and thus looking into alternative rentals, but for now the offer in this area is fairly limited. No need to worry though, because you will find what you need in Islamorada’s very large selection of hotels. Some are more close to nature than others, so you will find what you’re looking for.

Islamorada is a great place for diving. Three spots are to be highlighted in that matter. First, the San Pedro Underwater Archaeological Preserve. This is the place to go if you enjoy serious diving. Even more if wreck diving is your thing. However, for those who prefer snorkeling, Cheeca Rocks are the better options. And finally, Hen and Chickens Reef is perfect for both diving and snorkeling. There, you will focus on the immense coral reef you will get to see.

For a hike to explore the Keys’ fauna and flora, nothing better than a day at the Lignumvitae Key State Botanical Site. There, you can stop to enjoy heavenly beaches, swim in the water or hike to make the most of the site’s biodiversity.

And finally, at the Theatre of the Sea, you will love seeing the many marine creatures that the park has. Among other things, you could get the chance to swim with dolphins!

This should make Islamorada, FL a complete nature experience which everyone can enjoy.

When to book a hotel in Islamorada

  • Cheapest month: August
    $304 per night
  • Yearly typical price
    $607 per night
  • Peak month: March
    $892 per night

Frequently Asked Questions about Islamorada

  • When is the cheapest time to book a hotel in Islamorada?

    August is usually the cheapest month to book a hotel in Islamorada, with typical prices around $304 per night based on 61 price comparisons.

  • When are hotel prices highest in Islamorada?

    Hotel prices in Islamorada are usually highest during March, with typical prices around $892 per night.

  • How much does a hotel in Islamorada cost per night?

    Hotel prices in Islamorada usually range from $218 per night to $1,294 per night, with typical prices around $607 per night.

  • How do hotel prices in Islamorada change throughout the year?

    Hotel prices in Islamorada are typically lowest in August at around $304 per night, rising to around $892 per night in March.

  • November

    2026

    $443
    $258 — $801
  • December

    2026

    $546
    $300 — $1,063
  • January

    2027

    $525
    $340 — $930
  • February

    2027

    $650
    $423 — $1,187
  • March

    2027

    $892
    $547 — $1,294
  • April

    2027

    $708
    $386 — $1,104
  • May

    2027

    $628
    $398 — $902
  • June

    2027

    Select dates to see exact prices

  • July

    2027

    $727
    $594 — $1,355
  • August

    2027

    $304
    $218 — $480
  • September

    2027

    $586
    $349 — $1,107
  • October

    2027

    Select dates to see exact prices

Frequently Asked Questions about Islamorada

Hotels in Islamorada

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