Vacation homes in Islamorada - Casamundo base64Hash Vacation homes in Islamorada - Casamundo

Vacation homes in Islamorada

Anytime
Guests
Anytime
Guests
67 accommodations available

  • Price per night

    • Up to €100
    • €100 - €199
    • From €200

  • Accommodation types

    • House
    • Apartment
    • Other

  • Distance to center

    • 1 mi
    • 2 mi
    • 3 mi

  • Rating

    • 4.5+
    • 4+

  • Popular amenities

    • Pool
    • WiFi
    • Air conditioning
    • Kitchen
    • Parking
    • Balcony/patio
    • Washing machine
    • TV
    • Dishwasher
    • Microwave
    • Hot tub
    • Garden
    • Sauna
    • Cot
    • Fireplace

  • Other Services

    • Pet-friendly
    • No smoking
    • No pets
    • Wheelchair access

  • Activities

    • Fishing
    • Grill

Top 15 most Recommended Vacation Rentals in Islamorada

Discover your ideal Islamorada vacation rental with real-time comparisons of 67 properties, featuring recommended options based on the property location, value for money, and verified guest reviews.

We use AI to generate the short summary in each offer below – check the full description before booking.
Condo Islamorada
208 m² condo ∙ 12 guests ∙ 5 bedrooms

Condo with barbeque | Water view | Suitable for remote work

Islamorada, Monroe County, Florida, United States
This spacious waterfront condo in Islamorada offers stunning sea views, a fully equipped kitchen, and a relaxing spa, making it perfect for family gatherings and events. ...
from €595
per night
Outstanding(4 ratings)
from €595
per night
Check prices
Accommodation Islamorada
Accommodation ∙ 18 guests ∙ 6 bedrooms

Letting with terrace, BBQ & garden | Water view

Islamorada, Monroe County, Florida, United States
This exceptional accommodation in Islamorada offers stunning sea views, beach access, and a spacious yard. Ideal for families and events, it features a kitchen, spa, and ...
from €1,684
per night
from €1,684
per night
Check prices
House Islamorada
House ∙ 5 guests ∙ 2 bedrooms

House with private pool, garden & BBQ | City view

Islamorada, Monroe County, Florida, United States
This stunning house rental in Islamorada features a private heated pool, spa, and spacious yard, making it perfect for families and events. Enjoy a fully equipped kitchen...
from €181
per night
from €181
per night
Check prices
Condo Islamorada
77 m² condo ∙ 3 guests ∙ 1 bedroom

Family-friendly flat with hot tub, barbeque & heated pool | Water view

Islamorada, Monroe County, Florida, United States
This stunning waterfront condo in Islamorada offers breathtaking sea views, a heated pool, hot tub, and easy beach access, making it perfect for family getaways and speci...
from €109
per night
Outstanding(2 ratings)
from €109
per night
Check prices
House Islamorada
House ∙ 3 guests ∙ 1 bedroom

Family-friendly house with barbeque | Beach view | Pets are welcome

Islamorada, Monroe County, Florida, United States
This delightful house rental in Islamorada offers a perfect blend of family-friendly amenities, stunning sea views, and direct beach access, making it an ideal spot for y...
from €317
per night
Outstanding(4 ratings)
from €317
per night
Check prices
House Islamorada
House ∙ 12 guests ∙ 4 bedrooms

Family-oriented pleasant house with BBQ | Water view | Beach nearby | Dogs allowed

Islamorada, Monroe County, Florida, United States
This stunning waterfront house rental in Islamorada accommodates up to 12 guests, featuring a spa, family-friendly amenities, and breathtaking sea views—perfect for your ...
from €844
per night
Excellent(3 ratings)
from €844
per night
Check prices
Condo Islamorada
Condo ∙ 6 guests ∙ 2 bedrooms

Condo with pool, garden & barbeque | Water view

Islamorada, Monroe County, Florida, United States
This stunning waterfront condo in Islamorada offers breathtaking ocean views, a heated pool, and family-friendly amenities, making it perfect for events and unforgettable...
from €227
per night
Excellent(1 rating)
from €227
per night
Check prices
House Islamorada
149 m² house ∙ 6 guests ∙ 3 bedrooms

House with BBQ | Water view

Islamorada, Monroe County, Florida, United States
This stunning waterfront house rental in Islamorada offers sea views, a spa, and a balcony, perfect for family gatherings and pet-friendly getaways. Enjoy a fully equippe...
from €355
per night
from €355
per night
Check prices
House Islamorada
House ∙ 6 guests ∙ 3 bedrooms

Holiday home with private pool, hot tub & BBQ | City view

Islamorada, Monroe County, Florida, United States
This stunning house rental in Islamorada offers a private pool, hot tub, and beach access, perfect for families or events. Enjoy waterfront views and modern amenities for...
from €629
per night
from €629
per night
Check prices
House Islamorada
House ∙ 5 guests ∙ 2 bedrooms

House with BBQ | Water view

Islamorada, Monroe County, Florida, United States
This beautiful waterfront house rental in Islamorada offers stunning sea views, a relaxing spa, and a fully equipped kitchen, making it perfect for families and events al...
from €345
per night
Outstanding(2 ratings)
from €345
per night
Check prices
House Islamorada
404 m² house ∙ 9 guests ∙ 4 bedrooms

Holiday home with barbeque & private pool | Water view

Islamorada, Monroe County, Florida, United States
This stunning waterfront house rental in Islamorada accommodates up to 9 guests and features a heated private pool, spa, beach access, and breathtaking sea views, ideal f...
from €653
per night
from €653
per night
Check prices
Condo Islamorada
Condo ∙ 4 guests ∙ 2 bedrooms

Children-friendly nice flat with garden, barbecue & hot tub | Water view

Islamorada, Monroe County, Florida, United States
This stunning waterfront condo in Islamorada features a pool, hot tub, and beach access, perfect for families and events. Enjoy sea views from the balcony and a fully equ...
from €192
per night
Outstanding(3 ratings)
from €192
per night
Check prices
Condo Islamorada
91 m² condo ∙ 5 guests ∙ 2 bedrooms

Children-friendly condo with hot tub, barbeque & heated pool | Water view

Islamorada, Monroe County, Florida, United States
This stunning waterfront condo in Islamorada accommodates up to 5 guests, featuring a heated pool, hot tub, beach access, and a sea view balcony, perfect for family event...
from €168
per night
Outstanding(1 rating)
from €168
per night
Check prices
House Islamorada
House ∙ 10 guests ∙ 4 bedrooms

Holiday home with private pool, terrace & barbeque | Water view

Islamorada, Monroe County, Florida, United States
This beautiful house rental in Islamorada accommodates up to 10 guests, featuring a private heated pool, spa, and stunning sea views, perfect for family-friendly gatherin...
from €669
per night
Outstanding(2 ratings)
from €669
per night
Check prices
Condo Islamorada
Condo ∙ 5 guests ∙ 2 bedrooms

Family-friendly flat with barbecue, sauna & jacuzzi | Beach view

Islamorada, Monroe County, Florida, United States
This stunning waterfront condo in Islamorada accommodates up to 5 guests, featuring a heated pool, hot tub, beach access, and breathtaking sea views. Perfect for families...
from €242
per night
Excellent(2 ratings)
from €242
per night
Check prices

Vacation Homes with Pools

Make a splash: Check out these Islamorada vacation rentals refreshing pools!

We use AI to generate the short summary in each offer below – check the full description before booking.
Condo Islamorada
from €168 per night
Condo ∙ 5 guests ∙ 2 bedrooms

Flat with sauna, heated pool & jacuzzi | Beach view

5.0
Outstanding(1 rating)
Islamorada, Monroe County, Florida, United States
Pool
Check prices
Villa Islamorada
from €358 per night
130 m² Villa ∙ 4 guests ∙ 1 bedroom

Villa with terrace, garden & barbeque | Sea view

4.7
Excellent(3 ratings)
Islamorada, Monroe County, Florida, United States
Pool
Check prices
Villa Islamorada
from €385 per night
144 m² Villa ∙ 4 guests ∙ 1 bedroom

Villa with pool, terrace & garden | Garden view

4.7
Excellent(3 ratings)
Islamorada, Monroe County, Florida, United States
Pool
Check prices
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Pet-Friendly Vacation Rentals

Paws and play: Secure your Islamorada pet-friendly vacation rental - plan your escape!

We use AI to generate the short summary in each offer below – check the full description before booking.
Apartment Islamorada
from €561 per night
Apartment ∙ 6 guests ∙ 2 bedrooms

Family-oriented holiday apartment with barbeque | Pets are welcome

Islamorada, Monroe County, Florida, United States
Pet-friendly
Check prices
Apartment Islamorada
from €1,123 per night
Apartment ∙ 12 guests ∙ 4 bedrooms

Family-oriented flat with barbecue | Water view | Dogs allowed

4.0
Very good(1 rating)
Islamorada, Monroe County, Florida, United States
Pet-friendly
Check prices
Apartment Islamorada
from €558 per night
188 m² Apartment ∙ 6 guests ∙ 3 bedrooms

Holiday apartment with terrace, BBQ & garden | Sea view

Islamorada, Monroe County, Florida, United States
Pet-friendly
Check prices
Show more offers

Frequently asked questions

What are the most popular accommodations in the area?

The most popular accommodation types in Islamorada are apartment rental and house rentals. With 67 accommodations in Islamorada, the perfect vacation home is only one click away.

How much does it cost to stay the night?

Prices start at just €110 per night. Most house rentals in Islamorada are 192 m² and apartment rental are 271 m².

Do you offer pet-friendly apartment rental in Islamorada?

We have the perfect options for you and your furry companions. Apartment rental are the most pet-friendly accommodations in Islamorada with an average price of €1,435 per night.

Do you offer accommodations for traveling with a group?

Yes, we definitely have accommodations for groups in Islamorada. On average, the apartment rental has space for 10 guests.

Find the perfect accommodation to stay in Islamorada

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