Vacation rentals in Islamorada, United States

Carefully selected & verified rentals in Islamorada, United States
Check-in
26Aug2025Select date
Check-out
27Aug2025Select date
Rooms and Guests2 Guests, 1 Room
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1-8 out of 8
Sort by: high popularity
  • Price: low to high
  • Price: high to low
  • Guest rating: high to low
  • Popularity: high to low
Angler'S Reef Resort Islamorada
Map10.0 mi from City Centre2.2 mi from
FromUS$ 484 /nightSelect
Ocean View Penthouse Retreat Amenities: Tennis Court Heated Pool Vista Key Two
Map7.9 mi from City Centre800 yd from
FromUS$ 1 446 /nightSelect
Beacon Reef #204
Map1400 yd from City Centre400 yd from History of Diving Museum
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Beacon Reef Condo Oceanside
Map1400 yd from City Centre300 yd from History of Diving Museum
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Little Bay Upper
MapUpper Matecumbe Key1.1km
  • Balconies with beautiful views
  • On-site water park available
  • Fitness centre and spa amenities
  • Water park
  • Fitness centre
  • Spa
Hotel offering water sports and wellness facilities
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Little Bay Lower
MapUpper Matecumbe Key1.1km
  • On-site spa and wellness centre available
  • Water park with various activities offered
  • Diving and snorkelling opportunities nearby
  • Water park
  • Spa Centre
  • Diving Activities
Resort featuring a water park and wellness amenities
FromUS$ 621 /nightSelect
Little Bay Prime
MapUpper Matecumbe Key1.1km
  • Beachfront property with water park
  • On-site fitness center and spa amenities
  • Diverse water sports and activities available
  • Water park
  • Fitness center
  • Spa services
Beachfront hotel offering water sports and wellness services
FromUS$ 1 510 /nightSelect

Flexible Price Range for Vacation Homes in Islamorada

From cozy retreats to luxury villas – Find the ideal stay for every budget

⬆️ The highest price
US$ 1 510
⬇️ The lowest price
US$ 150
đź’¸ Average price for
3-star hotels
US$ 299
Apartments
US$ 1 160

FAQs about Islamorada rentals

Get answers to common questions and plan your adventure smoothly

What are the top-rated vacation rentals in Islamorada according to guest reviews?
Angler'S Reef Resort and Little Bay Upper consistently receive high ratings for their accommodations and views, making them popular choices.
Which vacation rentals in Islamorada are close to popular landmarks?
Executive Bay Club Condos is conveniently located near the Anne's Beach Park, just 1.6 km away, making it easy to explore local attractions.
Are there vacation rentals in Islamorada with unique views?
Little Bay Lower and Beacon Reef #204 offer stunning ocean views that enhance your stay with scenic beauty and relaxing atmospheres.
What is the cheapest vacation rental option in Islamorada?
Little Bay Prime often offers the most budget-friendly rates, typically around $150 USD per night during the off-peak season.
Check-in
26Aug2025Select date
Check-out
27Aug2025Select date
Rooms and Guests2 Guests, 1 Room