Vacation Rentals in Islamorada, United States from 150$/Night

Islamorada offers attractions like Anne's Beach, where you can sunbathe, and the Florida Keys History & Discovery Center, where you can learn about the area's rich past. For water activities, visit the Islander Watersports for kayaking and paddleboarding. You'll find beachfront hotels like the Moorings Village and Postcard Inn that feature ocean views and direct access to sandy shores. With a carefully selected range of accommodations, you're sure to find the ideal spot for your stay. Book early, especially in peak season, to secure the best deals and plan your experience around local events.

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Ocean View Duplex Penthouse Retreat Amenities: Tennis Court Heated Pool Vista Key One Islamorada

Map12.8 km from City Centre700 m from

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Ocean View Two Duplex Penthouses Retreat Amenities: Tennis Court Heated Pool Vista Key Islamorada

Map12.7 km from City Centre600 m from

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Ocean View Penthouse Retreat Amenities: Tennis Court Heated Pool Vista Key Two

Map12.8 km from City Centre700 m from

FromUS$ 1 446 /nightSelect

Islamorada Retreat For 2

Map6.8 km from City Centre2.7 km from Windley Key

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Beacon Reef #204

Map1.3 km from City Centre300 m from History of Diving Museum

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Beacon Reef Condo Oceanside

Map1.3 km from City Centre300 m from History of Diving Museum

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Escape To The Keys

MapProximity to Theater Of The Sea4.9km

Outdoor swimming pool access
Private beach area available
Fully equipped kitchen in rooms

Outdoor pool
Private beach
Heated pool

Resort featuring private beach and outdoor activities.

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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

Executive Bay Club Condo M-1

The largest option:

6 adults

2 bedrooms

3 beds

MapBeautiful natural setting3.7km

Private beach access and outdoor pool
Fully equipped kitchenette in all rooms
On-site activities like cycling and fishing

Outdoor pool
Private beach
Fully equipped kitchenette

Resort with beachfront access and recreational activities

FromUS$ 150 /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

💸 Average price for

Apartments

US$ 930

Top vacation homes in Islamorada

Based on guest reviews from the past 12 months

Romantic Getaway:

Islamorada Retreat For 2

Family Friendly Fun:

Escape To The Keys

Oceanfront Luxury:

Ocean View Penthouse Retreat Amenities: Tennis Court Heated Pool Vista Key Two

Active Adventurers:

Executive Bay Club Condo M-1

Scenic Relaxation:

Beacon Reef Condo Oceanside

Spacious Groups:

Ocean View Two Duplex Penthouses Retreat

FAQs about Islamorada rentals

Get answers to common questions and plan your adventure smoothly

Which vacation rentals in Islamorada are best for families?

Beacon Reef Condo Oceanside and Ocean View Penthouse Retreat are ideal for families, featuring amenities like heated pools and spacious living areas.

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.

Vacation Rentals in Islamorada: Key Insights

This guide provides an analysis of 11 vacation rentals in Islamorada, presenting essential details such as pricing, proximity to attractions, and other local specifics to assist travelers in making informed decisions.

Typical nightly rates range from $150 to $400.

Peak travel seasons are from December to April.

Local taxes and fees average 12.5%.

Most rentals are within 5 miles of the Theater of the Sea.

Booking tips include reserving at least 2 months in advance for peak times.